Claims
- 1. A method for modulating the androgen receptor in a tissue selective manner in a patient in need of such modulation comprising administering a therapeutically effective amount of a compound of structural formula I:
- 3. The method according to claim 1 wherein the androgen receptor is antagonized in the prostate of a male patient or in the uterus of a female patient and agonized in bone or muscle tissue.
- 4. A method of treating a condition which is caused by androgen deficiency or which can be ameliorated by androgen administration selected from: osteoporosis, periodontal disease, bone fracture, bone damage following bone reconstructive surgery, sarcopenia, frailty, aging skin, male hypogonadism, post-menopausal symptoms in women, atherosclerosis, hypercholesterolemia, hyperlipidemia, aplastic anemia and other hematopoietic disorders, pancreatic cancer, renal cancer, arthritis and joint repair, in a patient in need of such treatment, comprising administering a therapeutically effective amount of a compound of structural formula I:
- 5. The method according to claim 4 wherein the condition is osteoporosis.
- 6. The method according to claim 4 wherein:
R1 is selected from:
(1) C1-2 alkyl, (2) C3-6 cycloalkyl and (3) trifluoromethyl; R3 is hydrogen; and R4 and R5 are each hydrogen.
- 7. The method according to claim 6 wherein:
R1 is selected from,
(1) methyl, and (2) cyclopropyl; R2 is selected from,
(1) aryl, either unsubstituted or substituted with one to three substituents selected from:
(a) halogen, (b) aryl, (c) C1-6alkyl, (d) C1-6alkoxy, (e) cyano, (f) hydroxy, (g) trifluoromethyl, (h) perfluoroC2-4 alkyl, and (i) trifluoromethoxy; (2) C1-6 alkyl, either unsubstituted or substituted with one to three substituents selected from:
(a) fluoro, (b) aryl, (c) C5-6heteroalkyl, (d) amino, (e) C1-6alkylamino, (f) (C1-6alkyl)2 amino, (g) C1-4alkoxy, (h) hydroxy, (i) trifluoromethoxy, and (j) oxo; (3) C3-8cycloalkyl, either unsubstituted or substituted with one to three substituents selected from:
(a) fluoro, (b) C1-4alkyl, (c) trifluoromethyl, (d) aryl, (e) hydroxy, (f) C1-3alkoxy, (g) oxo, and (h) spiro-C3-8cycloalkyl.
- 8. The method according to claim 6, wherein:
R1 is selected from,
(1) methyl, (2) cyclopropyl, and (3) trifluoromethyl; R2 is selected from:
(1) aryl, substituted by one to three substituents selected from:
(a) fluoro, (b) chloro, (c) bromo, (d) phenyl, (e) methyl, (f) ethyl, (g) benzyl, (h) amino, (i) cyano, (j) morpholinyl, (k) nitro, (l) methoxy, (m) methylthio, (n) hydroxy, (o) trifluoromethyl, (p) trifluoromethoxy, (q) formyl, (r) acetyl, and (s) oxo; (2) C1-8 alkyl, unsubstituted or substituted with one or two substituents independently selected from:
(a) fluoro, (b) chloro, (c) phenyl, (d) thienyl, (e) pyrazinyl, (f) C3-6 cycloalkyl, (g) C5-6 cycloheteroalkyl, (h) amino, (i) C1-4 alkylamino, (j) (C1-4 alkyl)2amino, (k) benzylamino, (l) phenylamino, (m) (aryl C0-1 alkyl)2amino, (n) methylthio, (o) methoxy, (p) hydroxycarbonyl, (q) C1-6 alkoxycarbonyl, (r) phenyl C0-1 alkoxycarbonyl, (s) hydroxy, (t) trifluoromethyl, (u) trifluoromethoxy, (v) oxo, and (w) methylcarbonyloxy (3) perfluoroalkyl selected from trifluromethyl and perfluoroethyl; (4) C3-8 cycloalkyl, either unsubstituted or substituted with one to two substituents selected from:
(a) fluoro, (b) chloro, (c) phenyl, (d) C1-4 alkyl, (e) cyclopropyl, (f) cyclohexyl, (g) benzyl, (h) amino, (i) C1-3 alkylamino, (j) C1-3 alkoxy, (k) hydroxy, (l) trifluoromethyl, (m) trifluoromethoxy, (n) oxo, (o) methylcarbonyloxy, (p) methylcarbonylamino, (q) methoxycarbonylamino, (r) methylaminocarbonylamino, (s) spiro C3-8 cycloalkyl; (5) cycloheteroalkyl, either unsubstituted or substituted with one to two substituents selected from:
(a) fluoro, (b) chloro, (c) phenyl, (d) C1-4 alkyl, (e) benzyl, (f) amino, (g) C1-3 alkylamino, (h) C1-3 alkoxy, (i) hydroxy, (j) trifluoromethyl, (k) trifluoromethoxy, and (l) oxo;
cycloheteroalkyl is selected from: piperidinyl, pyrrolidinyl, morpholinyl and octahydro-2H-quinolizinyl; aryl is selected from phenyl, quinolinyl, pyridyl, pyrazolyl, benzamidazolyl, imidazolyl, furyl, naphthyl, indanyl, thienyl, pyrazinyl, benzothienyl, 3,4-dihydro-1(1H)-isoquinolinyl, 1-8-tetrahydronaphthyridinyl, imidazo[1,2-a]pyridinyl, 2-oxo-2,3,4,5-tetrahydro-1H-benzo[B]azepinyl, quinoxalinyl, imidazo[1,2-a]pyrimidinyl, 2-3-cyclopentenopyridinyl, 1-(2H)-phthalazinyl, 1,2,3,4-tetrahydroquinolinyl, oxindolyl, isoquinolinyl, imidazo[2,1-b][1,3]thiazolyl, 2,3-dihydroimidazo[2,1-b][1,3]thiazolyl, and indolyl; and pharmaceutically acceptable salts thereof.
- 9. The method according to claim 1 wherein the compound is selected from:
(1) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(2-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(2-biphenyl)-3-oxo-4-methyl-4-aza-50α-androst-1-ene-17β-carboxamide, (7) N-(4-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(3-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (13) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(butyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(5-fluoro-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-(benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-((S)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) N-((R)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(3-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-(3-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (44) N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-(4-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-(3-(1-pyrrolidin-2-one)-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene 17β-carboxamide, (62) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-(2-(4-imidazoylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(2-(1-hydroxy-1-phenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(3-(1-imidazolyl)-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-methoxyethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(4-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (80) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (83) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(1-(4-phenylbutyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (85) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(1-(1-naphthyl)-1(R)-ethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (91) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (92) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (93) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (94) N-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (95) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (96) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (97) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (98) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (99) N-(2-aminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (100) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (101) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (102) N-(2-dimethylaminoethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (103) N-(phenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (104) N-(2-chlorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (105) N-(2-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (106) N-(2-trifluoromethoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (107) N-(2-methoxyphenyl)-3-oxo-4-ethyl-4-4-aza-5α-androst-1-ene-17β-carboxamide, (108) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (109) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (110) N-(1,1,1-trifluoroethyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (111) N-(2-propyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (112) N-(2-biphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (113) N-(2-acetylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (114) N-(3-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (115) N-(2-pyridinyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (116) N-(3-pyridinyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (117) N-(2-methylsulfonylphenyl)-3-oxo,4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (118) N-(2-methylsulfoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (119) N-(phenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (120) N-(2-chlorophenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (121) N-(2-trifluoromethylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (122) N-(3-methylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (123) N-(2-methylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (124) N-(2-cyanophenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17α-carboxamide, (125) N-(2-benzoylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (126) N-(1,1,1-trifluoroethyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (127) N-(phenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (128) N-(2-chlorophenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (129) N-(2-trifluoromethylphenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (130) N-(phenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (131) N-(2-trifluoromethylphenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (132) N-(2-chlorophenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (133) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (134) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (135) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (136) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (137) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (138) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (139) N-(phenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (140) N-(2-methoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (141) N-(2-propyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (142) N-(2-biphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (143) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (144) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (145) N-(1,1,1-trifluoroethyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (146) N-(4-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (147) N-(1,1,1-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (148) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (149) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (150) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (151) N-(4-trifluoromethylphenyl)-3-oxo4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (152) N-(2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (153) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (154) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (155) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (156) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (157) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (158) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (159) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (160) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (161) N-(phenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (162) N-(2-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (163) N-(2-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (164) N-(3-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (165) N-(3-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (166) N-(4-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (167) N-(2-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (168) N-(4-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (169) N-(3-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (170) N-(4-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (171) N-(2-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (172) N-(3-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (173) N-(4-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, and (174) N-(1,1,1-trifluoroethyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide,
and pharmaceutically acceptable salts thereof.
- 10. The method according to claim 9 wherein the compound is selected from:
(1) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(2-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(2-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(3-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (13) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(butyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) N-(benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-((S)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-((R)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(3-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(3-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-50α-androst-1-ene-17β-carboxamide, (44) N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(4-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(2-(1-hydroxy-1-phenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17α-carboxamide, (69) N-(2-methoxyethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(1-(4-phenylbutyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (80) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (83) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (85) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-(2-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (91) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (92) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (93) N-(2-(2-aminobenzyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (94) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17α-carboxamide, (95) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (96) N-(2-chlorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (97) N-(2-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (98) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (99) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (100) N-(3-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (101) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (102) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (103) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (104) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (105) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (106) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (107) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (108) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (109) N-(2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (110) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (111) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (112) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (113) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (114) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17α-carboxamide, (115) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (116) N-(phenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (117) N-(3-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (118) N-(3-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (119) N-(2-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (120) N-(3-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (121) N-(2-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (122) N-(3-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17α-carboxamide,
- 11. The method according to claim 10, wherein the compound is selected from:
(1) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(2-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17α-carboxamide, (4) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(2-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-Carboxamide, (13) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(butyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) N-((S)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-((R)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (44) N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(4-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (80) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(2-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (83) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (85) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-(2-aminobenzyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (91) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (92) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (93) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (94) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (95) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (96) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (97) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (98) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (99) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide,
- 12. The method according to claim 3 wherein the compound is selected from:
(1) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(2-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(2-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(3-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17-carboxamide, (13) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17(3-carboxamide, (22) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(butyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17(3-carboxamide, (31) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) N-(4-cyanophenyl)-3-oxo-4-methyl4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(5-fluoro-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-(benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-((S)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) N-((R)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(3-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-(3-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (44) N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-(4-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-(3-(1-pyrrolidin-2-one)-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-(2-(4-imidazoylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(2-(1-hydroxy-1-phenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(3-(1-imidazolyl)-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-methoxyethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(4-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (80) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (83) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(1-(4-phenylbutyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (85) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(1-(1-naphthyl)-1(R)-ethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (91) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (92) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (93) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (94) N-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (95) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (96) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (97) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (98) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (99) N-(2-aminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (100) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (101) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (102) N-(2-dimethylaminoethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (103) N-(phenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (104) N-(2-chlorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (105) N-(2-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (106) N-(2-trifluoromethoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (107) N-(2-methoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (108) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (109) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (110) N-(1,1,1-trifluoroethyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (111) N-(2-propyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (112) N-(2-biphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (113) N-(2-acetylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (114) N-(3-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (115) N-(2-pyridinyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (116) N-(3-pyridinyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (117) N-(2-methylsulfonylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (118) N-(2-methylsulfoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (119) N-(phenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (120) N-(2-chlorophenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (121) N-(2-trifluoromethylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (122) N-(3-methylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (123) N-(2-methylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (124) N-(2-cyanophenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (125) N-(2-benzoylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (126) N-(1,1,1-trifluoroethyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (127) N-(phenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (128) N-(2-chlorophenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (129) N-(2-trifluoromethylphenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (130) N-(phenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (131) N-(2-trifluoromethylphenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (132) N-(2-chlorophenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (133) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (134) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (135) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (136) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (137) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (138) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (139) N-(phenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (140) N-(2-methoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (141) N-(2-propyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (142) N-(2-biphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (143) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (144) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (145) N-(1,1,1-trifluoroethyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (146) N-(4-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (147) N-(1,1,1-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (148) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (149) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (150) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (151) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (152) N-(2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (153) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (154) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (155) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (156) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (157) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (158) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (159) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (160) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (161) N-(phenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (162) N-(2-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (163) N-(2-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (164) N-(3-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (165) N-(3-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (166) N-(4-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (167) N-(2-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (168) N-(4-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (169) N-(3-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (170) N-(4-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (171) N-(2-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (172) N-(3-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (173) N-(4-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, and (174) N-(1,1,1-trifluoroethyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide,
and pharmaceutically acceptable salts thereof.
- 13. The method according to claim 12 wherein:
(1) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(2-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(2-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(3-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (13) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(butyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) N-(benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-((S)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-((R)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(3-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(3-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (44) N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide,, (46) N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(4-chlorophenyl)-3-oxo-4-methyl-4-aza-α-androst-1-ene-17β-carboxamide, (58) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(2-(1-hydroxy-1-phenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(2-methoxyethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(1-(4-phenylbutyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (80) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (83) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (b 85) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (91) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (92) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (93) N-(2-(2-aminobenzyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (94) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (95) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (96) N-(2-chlorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (97) N-(2-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (98) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (99) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (100) N-(3-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (101) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (102) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (103) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (104) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (105) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (106) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (107) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (108) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (109) N-(2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (110) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (111) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (112) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (113) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (114) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (115) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (116) N-(phenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (117) N-(3-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (118) N-(3-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (119) N-(2-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (120) N-(3-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (121) N-(2-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (122) N-(3-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide,
- 14. The method according to claim 13, wherein the compound is selected from:
(1) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(2-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(2-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (13) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(butyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17βcarboxamide, (29) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) N-((S)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-((R)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (44) N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(4-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androsts1-ene-17β-carboxamide, (66) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst--1 ene-17β-carboxamide, (70) N-(3m,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (80) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(2-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (83) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (85) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-(2-aminobenzyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (91) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (92) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (93) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17-carboxamide, (94) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (95) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (96) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (97) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (98) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (99) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide,
- 15. The method according to claim 4 wherein the compound is selected from:
(1) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(2-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(2-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(3-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (13) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(butyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(5-fluoro-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-(benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-((S)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) N-((R)-(x-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(3-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-(3-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (44) N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-(4-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-(3-(1-pyrrolidin-2-one)-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(l -naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-(2-(4-imidazoylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(2-(1-hydroxy-1-phenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(3-(1-imidazolyl)-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-methoxyethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17βcarboxamide, (75) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(4-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5-androst-1-ene-17β-carboxamide, (80) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17βcarboxamide, (83) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(1-(4-phenylbutyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (85) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(1-(1-naphthyl)-1(R)-ethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (91) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (92) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (93) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (94) N-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (95) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (96) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst 1-ene-17β-carboxamide, (97) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (98) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (99) N-(2-aminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (100) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (101) N-((I S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (102) N-(2-dimethylaminoethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (103) N-(phenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (104) N-(2-chlorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (105) N-(2-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (106) N-(2-trifluoromethoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (107) N-(2-methoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (108) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (109) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (110) N-(1,1,1-trifluoroethyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (111) N-(2-propyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (112) N-(2-biphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17-carboxamide, (113) N-(2-acetylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (114) N-(3-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (115) N-(2-pyridinyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (116) N-(3-pyridinyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (117) N-(2-methylsulfonylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (118) N-(2-methylsulfoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (119) N-(phenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (120) N-(2-chlorophenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (121) N-(2-trifluoromethylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (122) N-(3-methylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (123) N-(2-methylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (124) N-(2-cyanophenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17 β-carboxamide, (125) N-(2-benzoylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (126) N-(1,1,1-trifluoroethyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (127) N-(phenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (128) N-(2-chlorophenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (129) N-(2-trifluoromethylphenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (130) N-(phenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (131) N-(2-trifluoromethylphenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (132) N-(2-chlorophenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (133) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (134) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (135) N-(4-trifluoromethoxyphenyl)-3-ox9-4-methyl-4-aza-5α-androstane-17β-carboxamide, (136) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (137) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (138) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (139) N-(phenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (140) N-(2-methoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (141) N-(2-propyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (142) N-(2-biphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (143) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (144) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (145) N-(1,1,1-trifluoroethyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (146) N-(4-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (147) N-(1,1,1-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (148) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (149) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (150) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (151) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (152) N-(2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (153) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (154) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (155) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (156) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (157) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (158) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (159) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (160) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (161) N-(phenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (162) N-(2-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (163) N-(2-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (164) N-(3-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (165) N-(3-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (166) N-(4-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (167) N-(2-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (168) N-(4-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (169) N-(3-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (17) N-(4-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (17β) N-(2-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (172) N-(3-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (173) N-(4-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, and (174) N-(1,1,1-trifluoroethyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide,
and pharmaceutically acceptable salts thereof.
- 16. The method according to claim 15 wherein the compound is selected from:
(1) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(2-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(2-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(3-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (13) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(butyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(3-fluorophenyl)-3-oxo-4-methyl4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) (N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) (N-(benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-((S)-a-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-((R)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) (N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) (N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) (N-(3-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) (N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(3-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) (N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (44) (N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) (N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) (N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) (N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) (N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) (N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) (N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(4-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(2-(1-hydroxy-1-phenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(2-methoxyethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(1-(4-phenylbutyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (80) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (83) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (85) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (91) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (92) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (93) N-(2-(2-aminobenzyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (94) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (95) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17-carboxamide, (96) N-(2-chlorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (97) N-(2-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (98) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (99) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (100) N-(3-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (101) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (102) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (103) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (104) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (105) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (106) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (107) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (108) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (109) N-(2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (110) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (111) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (112) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (113) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (114) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (115) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (116) N-(phenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (117) N-(3-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (118) N-(3-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (119) N-(2-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (120) N-(3-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (121) N-(2-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (122) N-(3-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide,
- 17. The method according to claim 16, wherein the compound is selected from:
(1) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(2-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(2-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) (N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (13) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(butyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) N-(3-fluorophenyl)-3-oxo-4-methyl14-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) N-((S)-(x-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-((R)-(α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (44) N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(4-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (80) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (83) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (85) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-(2-aminobenzyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (91) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (92) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (93) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (94) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (95) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (96) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (97) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (98) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, and (99) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide.
- 18. The method according to claim 1, wherein the androgen-dependent condition is osteoporosis.
- 19. The method according to claim 18, additionally comprising the administration of a bone-strengthening agent selected from:
(a) estrogen or an estrogen derivative, alone or in combination with a progestin or progestin derivative, (b) a bisphosphonate, (c) an antiestrogen or a selective estrogen receptor modulator, (d) an osteoclast integrin inhibitor, (e) a cathepsin K inhibitor, (f) an HMG-CoA reductase inhibitor, (g) an osteoclast vacuolar ATPase inhibitor, (h) an antagonist of VFGF binding to osteoclast receptors, (i) a peroxisome proliferator-activated receptor γ, (j) calcitonin, (k) a calcium receptor antagonist, (l) parathyroid hormone, (m) a growth hormone secretagogue, (n) human growth hormone, (o) insulin-like growth factor, (p) a P-38 protein kinase inhibitor, (q) bone morphogenic protein, (r) an inhibitor of BMP antagonism, (s) a prostaglandin derivative, (t) vitamin D or vitamin D derivative, (u) vitamin K or vitamin K derivative, (v) ipriflavone, (w) fluoride salts, and (x) dietary calcium supplement.
- 20. The method according to claim 19, wherein:
(a) the estrogen or estrogen derivative, alone or in combination with a progestin or progestin derivative is selected from: conjugated estrogen, equine estrogen, 17β-estradiol, estrone, 17β-ethynyl estradiol, alone or in combination with an agent selected from norethindrone and medroxyprogesterone acetate; (b) the bisphosphonate is selected from:
(1) 4-amino-1-hydroxybutylidene-1,1-bisphosphonic acid, (2) N-methyl-4-amino-hydroxybutylidene-1,1-bisphosphonic acid, (3) 4-(N,N-dimethylamino-1-hydroxybutylidene-1,1-bisphosphonic acid, (4) 3-amino-1-hydroxypropylidene-1,1-bisphosphonic acid, (5) 3-(N,N-dimethylamino)-1-hydroxypropylidene-1,1-bisphosphonic acid, (6) 1-hydroxy-3-(N-methyl-N-pentylamino)propylidene-1,1-bisphosphonic acid, (7) 1-hydroxy-2-(3-pyridyl)ethylidene-1,1-bisphosphonic acid, (8) 4-(hydroxymethylene-1,1-bisphosphonic acid)piperidine, (9) (1-hydroxyethylidene)-bisphosphonate, (10) (dichloromethylene)-bisphosphonate, (11) [1-hydroxy-2-imidazopyridin-(1,2-a)-3-ylethylidene] bisphosphonate, (12) (6-amino-1-hydroxyhexylidene)bisphosphonate, and (13) [1-hydroxy-2-(1H-imidazole-1-yl)ethylidene]bisphosphonate; (c) the antiestrogen or selective estrogen receptor modulator is selected from: raloxifene, clomiphene, zuclomiphene, enclomiphene, nafoxidene, CI-680, CI-628, CN-55,945-27, Mer-25, U-11, 555A, U-100A tamoxifen, lasofoxifene, toremifene, azorxifene, EM-800, EM-652, TSE 424, droloxifene, idoxifene, and levormeloxifene; (d) the osteoclast integrin inhibitor is selected from an alphavbeta3 inhibitor or mixed alphavbeta3 and alphavbeta5 inhibitor; (e) the HMG-CoA reductase inhibitor is selected from lovastatin, simvastatin, dihydroxy-open acid simvastatin, pravastatin, fluvastatin, atorvastatin, cerivastatin, rosuvastatin, pitavastatin, and nisvastatin; (f) calcitonin is salmon calcitonin admininstered as a nasal spray; (g) bone morphogenic protein is selected from BMP 2, BMP 3, BMP 5, BMP 6, BMP 7, TGF beta, and GDF5; (h) insulin-like growth factor is selected from IGF I and IGF II alone or in combination with IGF binding protein 3; (i) the prostaglandin derivative is selected from agonists of prostaglandin receptor EP1, EP2, EP4, FP, and IP; (j) the fibroblast growth factor is selected from aFGF and bFGF; (k) parathyroid hormone or parathyroid hormone analog is selected from parathyroid hormone subcutaneous injection, human PTH, 1-84, 1-34 and other partial sequences, native or with substitutions; (l) vitamin D or vitamin D derivative is selected from: natural vitamin D, 25-OH-vitamin D3, 1α,25(OH)2 vitamin D3, 1α-OH-vitamin D3, 1α-OH-vitamin D2, dihydrotachysterol, 26,27-F6-1α,25(OH)2 vitamin D3, 19-nor-1α,25(OH)2 vitamin D3, 22-oxacalcitriol, calcipotriol, 1α,25(OH)2-16-ene-23-yne-vitamin D3 (Ro 23-7553), EB1089, 20-epi-1α,25(OH)2 vitamin D3, KH1060, ED71, 1α,24(S)-(OH)2 vitamin D3, and 1α,24(R)-(OH)2 vitamin D3; (m) the dietary calcium supplement is selected from calcium carbonate, calcium citrate, and natural calcium salts; (n) the fluoride salts are selected from: sodium fluoride and monosodium fluorophosphate (MFP); and pharmaceutically acceptable salts thereof.
- 21. The method according to claim 18, additionally comprising the administration of 4-amino-1-hydroxybutylidene-1,1-bisphosphonic acid monosodium salt, trihydrate.
- 22. The method according to claim 18 wherein the compound of structural formula I is selected from:
(1) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(2-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(2-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (I1) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (13) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17-carboxamide, (18) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(butyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-I1-ene-17β-carboxamide, (26) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) N-((S)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-((R)-α-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5∘-androst-1-ene-17β-carboxamide, (44) N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(4-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (80) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(2-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (83) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (85) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-(2-aminobenzyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (91) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (92) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (93) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (94) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5β-androst-5-ene-17β-carboxamide, (95) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (96) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (97) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (98) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (99) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide,
and pharmaceutically acceptable salts thereof.
- 23. A composition comprising a compound of structural formula I
- 24. A compound selected from:
(1) N-(3-biphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (13) N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) N-(5-fluoro-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) N-(3-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) N-(3-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) N-(3-methoxybenzyl)-3-oxo-4-methyl4-aza-5α-androst-1-ene-17β-carboxamide, (35) N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (44) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-(3-(1-pyrrolidin-2-one)-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(2-(4-imidazoylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-(2-(1-hydroxy-1-phenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-(3-(1-imidazolyl)-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-(2-methoxyethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-(4-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(1-(4-phenylbutyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (72) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(1-(1-naphthyl)-1(R)-ethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (78) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (79) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (80) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (81) N-(2-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (82) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (83) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (84) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (85) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (86) N-(2-aminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (87) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (88) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (89) N-(2-dimethylaminoethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (90) N-(phenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (91) N-(2-chlorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (92) N-(2-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (93) N-(2-trifluoromethoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (94) N-(2-methoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (95) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (96) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (97) N-(1,1,1-trifluoroethyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (98) N-(2-propyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (99) N-(2-biphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (100) N-(2-acetylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (101) N-(3-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (102) N-(2-pyridinyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (103) N-(3-pyridinyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (104) N-(2-methylsulfonylphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (105) N-(2-methylsulfoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androst-1-ene-17β-carboxamide, (106) N-(phenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (107) N-(2-chlorophenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (108) N-(2-trifluoromethylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (109) N-(3-methylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (110) N-(2-methylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (111) N-(2-cyanophenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (112) N-(2-benzoylphenyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (113) N-(1,1,1-trifluoroethyl)-3-oxo-4-allyl-4-aza-5α-androst-1-ene-17β-carboxamide, (114) N-(phenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (115) N-(2-chlorophenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (116) N-(2-trifluoromethylphenyl)-3-oxo-4-benzyl-4-aza-5α-androst-1-ene-17β-carboxamide, (117) N-(phenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (118) N-(2-trifluoromethylphenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (119) N-(2-chlorophenyl)-3-oxo-4-phenyl-4-aza-5α-androst-1-ene-17β-carboxamide, (120) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (121) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (122) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (123) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (124) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (125) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (126) N-(phenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (127) N-(2-methoxyphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (128) N-(2-propyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (129) N-(2-biphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (130) N-(benzyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (131) N-(2-fluorophenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (132) N-(1,1,1-trifluoroethyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (133) N-(4-trifluoromethylphenyl)-3-oxo-4-ethyl-4-aza-5α-androstane-17β-carboxamide, (134) N-(1,1,1-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (135) N-(phenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-171-carboxamide, (136) N-(2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (137) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (138) N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (139) N-(2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (140) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (141) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (142) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (143) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (144) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (145) N-(2-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (146) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (147) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (148) N-(phenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (149) N-(2-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (150) N-(2-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (151) N-(3-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (152) N-(3-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (153) N-(4-trifluoromethylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (154) N-(2-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (155) N-(4-chlorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (156) N-(3-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (157) N-(4-fluorophenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (158) N-(2-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (159) N-(3-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, (160) N-(4-methylphenyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide, and (161) N-(1,1,1-trifluoroethyl)-3-oxo-4-cyclopropyl-4-aza-5α-androst-5-ene-17β-carboxamide,
and pharmaceutically acceptable salts thereof.
- 25. The compound according to claim 23, selected from:
(1) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (2) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (3) N-(3-chlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (4) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (5) N-(4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (6) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (7) N-(4-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (8) N-(2-methyl-4-trifluoromethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (9) N-(4-methoxy-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (10) (N-(4-chloro-3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (11) (N-(2,4-dimethoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (12) (N-(3-bromo-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (13) (N-(2,2,2-trifluoroethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (14) (N-(2-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (15) (N-(5-methyl-2-pyridinyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (16) (N-(4-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (17) (N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (18) (N-(4-bromo-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (19) (N-(4-chloro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (20) (N-(2,4-dichlorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (21) (N-(3-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (22) (N-(4-cyanophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (23) (N-(5-chloro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (24) (N-(2-phenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (25) (N-(1-(3-phenylpropyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (26) (N-(2-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (27) (N-(2-biphenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (28) (N-(3-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (29) (N-(4-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (30) (N-(3-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (31) (N-(2-methoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (32) (N-(cyclohexylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (33) (N-(3-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (34) (N-(2-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (35) (N-(3-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (36) (N-(4-methylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (37) (N-(3-trifluoromethylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (38) N-(3-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (39) N-(4-fluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (40) N-(2-chlorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (41) N-(4-methoxylbenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (42) N-((R)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (43) N-((S)-2-phenyl-1-propyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (44) N-(2-furanylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (45) N-(1-naphthylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (46) N-(2-(3-indolylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (47) N-(5-indolyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (48) N-((1,2-methylenedioxy)-4-benzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (49) N-(1,2-diphenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (50) N-(2-(2-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (51) N-(2-(2-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (52) N-(4-fluoro-2-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (53) N-(2,4-difluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (54) N-(4-fluoro-2-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (55) N-(2-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (56) N-(3-phenoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (57) N-(3,4-difluorobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (58) N-(4-dimethylaminobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (59) N-(2-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (60) N-(2-benzamidazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (61) N-(3,5-dimethoxybenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (62) N-(2-(2-pyridinylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (63) N-(2-methyl-5-pyrazolemethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (64) N-(2-pyridinylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (65) N-(2-(2-thiophenylethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (66) N-(2-(3-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (67) N-(2-(2-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (68) N-(2-(4-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (69) N-(2-(4-nitrobenzyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (70) N-(2-(3-fluorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (71) N-(2-(3,4-methylenedioxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst 1-ene-17β-carboxamide, (72) N-(2-thiophenylmethyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (73) N-(2-(4-methoxyphenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (74) N-(2-(2-aminobenzyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (75) N-(2-(4-chlorophenylethyl))-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (76) N-((1S, 2R) 2-hydroxy-1-indanyl)-3-oxo-4-methyl-4-aza-5α-androst-1-ene-17β-carboxamide, (77) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (78) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (79) N-(4-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (80) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androstane-17β-carboxamide, (81) N-(3-trifluoromethylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (82) N-(3-methylphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (83) N-(2-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (84) N-(3-fluorophenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (85) N-(3-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide, (86) N-(4-methoxyphenyl)-3-oxo-4-methyl-4-aza-5α-androst-5-ene-17β-carboxamide,
and pharmaceutically acceptable salts thereof.
- 26. A composition comprising a compound according to claim 23 and a pharmaceutically acceptable carrier.
- 27. A composition comprising a compound according to claim 24 and a pharmaceutically acceptable carrier.
- 28. The use of a compound of structural formula I
- 29. The use of a compound of structural formula I
- 30. The use of a compound of structural formula I
CROSS-REFERENCE TO RELATED APPLICATIONS
[0001] The present application claims priority of U.S. provisional application Serial No. 60/308,841, filed Jul. 31, 2001.
Provisional Applications (1)
|
Number |
Date |
Country |
|
60308841 |
Jul 2001 |
US |