Claims
- 1. A compound of Formula III
- 2. The compound of claim 1, wherein R6 is selected from the group consisting of
i) hydrogen; ii) a six-membered aromatic ring, optionally substituted with one or more substituents selected from the group consisting of lower alkyl, hydroxy, and amino; iii) a six-membered heteroaromatic ring, optionally substituted with one or more substituents selected from the group consisting of lower alkyl, hydroxy, alkoxy, amino, and nitro; iv) a five-membered heteroaromatic ring, optionally substituted with one or more substituents selected from the group consisting of lower alkyl, hydroxy, and amino; and v) acyl of formula —(X1)n1—C(O)—X2, wherein
X1 is lower alkylene or lower alkenylene; X2 is selected from the group consisting of hydrogen, amino, hydroxy, and —NH—X3,
wherein X3 is selected from the group consisting of hydrogen, lower alkyl, amino, and amide; and n1 is 0 or 1.
- 3. The compound of claim 1, wherein R6 is selected from the group consisting of
i) hydrogen; ii) a phenyl, optionally substituted with one or more of hydroxy or —NH2; iii) a six-membered heteroaromatic ring, selected from the group consisting of pyridine, pyrazine, pyridazine, pyrimidine, and 1,3,5-triazine, each independently and optionally substituted with one or more substituents selected from the group consisting of lower alkyl, hydroxy, alkoxy, and amino; iv) a five-membered heteroaromatic ring, selected from the group consisting of pyrrole, imidazole, 1,2,3-triazole, 1,2,4-triazole, tetrazole, thiophene, thiazole, and thiadiazole, each independently and optionally substituted with one or more substituent selected from the group consisting of hydroxy, an amide of formula —(X24)n24—NH—C(O)—X25 or —(X26)n26—C(O)—NH—X27, and —NH2; v) acyl of formula —C(O)—X2, wherein X2 is hydrogen or lower alkyl; and vi) acyl of formula —X1—C(O)—X2, wherein
X1 is lower alkylene or lower alkenylene; and X2 is —NH—X3, wherein X3 is selected from the group consisting of hydrogen, amino, and amide.
- 4. The compound of claim 1, wherein said five- or six-membered heteroaryl ring in R6 is selected from the group consisting of optionally substituted
- 5. The compound claim 4, wherein said heteroaryl ring is selected from the group consisting of furan, thiophene, pyrrole, pyrroline, pyrrolidine, oxazole, thiazole, imidazole, imidazoline, imidazolidine, pyrazole, pyrazoline, pyrazolidine, isoxazole, isothiazole, triazole, thiadiazole, oxadiazole
- 6. The compound of claim 4, wherein said heteroaryl ring is selected from the group consisting of aminofuran, aminothiophene, aminopyrrole, aminopyrroline, aminopyrrolidine, aminooxazole, aminothiazole, aminoimidazole, aminoimidazoline, aminoimidazolidine, aminopyrazole, aminopyrazoline, aminopyrazolidine, aminoisoxazole, aminoisothiazole, aminotriazole, aminothiadiazole, aminooxadiazole, aminopyran, aminopyridine, aminopiperidine, aminomorpholine, aminothiomorpholine, aminopyridazine, aminopyrimidine, aminopyrazine, aminopiperazine, and aminotriazine.
- 7. The compound of claim 1, wherein R6 is selected from the group consisting of hydrogen, —C(O)—CH3, —C(O)—NH—CH2—C(O)—NH2, —CH═CH—C(O)—NH2, —CH2CH2—C(O)—NH—NH2,
- 8. The compound of claim 1, wherein R8 is selected from the group consisting of
i) hydrogen; ii) C2-C6 alkenylene; iii) halogen or perhaloalkyl; iv) an alkoxy of formula —O—X14, wherein
X14 is selected from the group consisting of hydrogen, lower alkyl, and aryl; and v) a five-membered or six-membered heteroaryl ring or a six-membered aryl or heteroaryl ring, optionally substituted with one or more substituents selected from the group consisting of
A) optionally substituted C1-C4 straight-chain, branched, or cyclic saturated or unsaturated alkyl; B) an alkoxy of formula —O—X14, wherein X14 is hydrogen or lower alkyl; and C) halogen or perhaloalkyl; D) cyano; E) nitro; F) a substituent of formula —(X18)n18—C(O)—X19, wherein
X18 is lower alkylene; X19 is selected from the group consisting of hydrogen, lower alkyl, aryl, heteroaryl, hydroxy, alkoxy, amino, and —NX20X21,
wherein X20 and X21 are each independently selected from the group consisting of hydrogen, alkyl, and aryl; and n18is 0 or 1; and
G) a thioether or thiol of formula —S—X23, wherein X23 is selected from the group consisting of hydrogen, lower alkyl, aryl, and heteroaryl; and H) an amide of formula —(X24)n24—NH—C(O)—X25 or —(X26)n26—C(O)—NH—X27 X24 and X26 are each independently lower alkylene; X25 is selected from the group consisting of hydrogen, lower alkyl, aryl, hydroxy, and alkoxy; and X27 is selected from the group consisting of hydrogen, lower alkyl, aryl, and heteroaryl.
- 9. The compound of claim 1, wherein R8 is selected from the group consisting of
i) hydrogen; ii) C2-C6 alkenylene; iii) halogen or perfluoroalkyl; iv) an alkoxy of formula —O—X14, wherein
X14 is selected from the group consisting of hydrogen, methyl, ethyl, and propyl; and v) a six-membered aryl ring, optionally substituted with one or more substituents selected from the group consisting of
A) methyl, ethyl, and propyl; B) hydroxy, methoxy, ethoxy, phenoxy, hydroxymethyl, 2-hydroxyethyl, and 3-hydroxypropyl; and C) halogen or perfluoroalkyl; D) cyano; E) nitro; F) a substituent of formula —C(O)—X19, wherein
X19 is selected from the group consisting of hydrogen, methyl, ethyl, propyl, phenyl, hydroxy, methoxy, ethoxy, propoxy, amino, and —NX20X21, wherein X20 and X21 are each independently selected from the group consisting of hydrogen, methyl, ethyl, propyl, and phenyl; and G) a thioether or thiol of formula —S—X23, wherein X23 is selected from the group consisting of hydrogen, methyl, ethyl, propyl, and phenyl; and H) an amide of formula —(X24)n24—NH—C(O)—X25 or —(X26)n26—C(O)—NH—X27 X24 and X26 are each independently lower alkylene; X25 is selected from the group consisting of hydrogen, methyl, ethyl, propyl, phenyl, hydroxy, methoxy, and phenoxy; and X27 is selected from the group consisting of hydrogen, methyl, ethyl, propyl, and phenyl.
- 10. The compound of claim 1, wherein said five-membered or six-membered heteroaryl ring or said six-membered aryl or heteroaryl ring of R8 is selected from the group consisting of optionally substituted
- 11. The compound of claim 1, wherein said five-membered or six-membered heteroaryl ring or said six-membered aryl or heteroaryl ring of R8 is selected from the group consisting of phenyl, furan, thiophene, pyrrole, pyrroline, pyrrolidine, oxazole, thiazole, imidazole, imidazoline, imidazolidine, pyrazole, pyrazoline, pyrazolidine, isoxazole, isothiazole, triazole, thiadiazole, pyran, pyridine, piperidine, morpholine, thiomorpholine, pyridazine, pyrimidine, pyrazine, piperazine, and triazine.
- 12. The compound of claim 1, wherein R9 is selected from the group consisting of hydrogen, chloro, bromo, hydroxy, —CH═CH—CH2CH2CH2CH3, —CH═CH—C(O)—OH, —CH═CH—C(O)—OCH3, —CH═CH—C(O)—NH2, —CH2CH(NH2)COOH, phenyl, —O—CH2-phenyl, 2-methylphenyl, 3-methylphenyl, 2-methylthiophenyl, 3-methylthiophenyl, 4-methylthiophenyl, 4-methylphenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 2-hydroxyphenyl, 3-hydroxyphenyl, 4-hydroxyphenyl, 2-hydroxymethylphenyl, 3-hydroxymethylphenyl, 4-hydroxymethylphenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2-cyanophenyl, 3-cyanophenyl, 4-cyanophenyl, 2-nitrophenyl, 3-nitrophenyl, 4-nitrophenyl, 2-hydroxycarbonylphenyl, 3-hydroxycarbonylphenyl, 4-hydroxycarbonylphenyl, 2-methoxycarbonylphenyl, 3-methoxycarbonylphenyl, 4-methoxycarbonylphenyl, 2-trifluoromethylphenyl, 4-benzyloxyphenyl, 2-phenoxyphenyl, 2,4-dihydroxyphenyl, 3,4-dihydroxyphenyl, 2-hydroxy-4-methoxyphenyl, 4-hydroxy-2-methoxyphenyl, 2,4-dimethoxyphenyl, 3,4-dimethoxyphenyl, 3-fluoro-4-hydroxyphenyl, 3-fluoro-4-methoxyphenyl,
- 13. A compound selected from the group consisting of 5-[3-(2-Amino-pyrimidin-4-yl)-4-hydroxy-phenyl]-furan-2-carbaldehyde; 2-(2-Amino-pyrimidin-4-yl)-4-(1H-indol-5-yl)-phenol; 2-(2-Amino-pyrimidin-4-yl)-4-pyridin-4-yl-phenol; 2-(2-Amino-pyrimidin-4-yl)-4-pyridin-3-yl-phenol; 4-(6-Amino-pyridin-2-yl)-2-(2-amino-pyrimidin-4-yl)-phenol; 4-(6-Amino-pyridin-3-yl)-2-(2-amino-pyrimidin-4-yl)-phenol; 2-(2-Amino-pyrimidin-4-yl)-4-(2-amino-pyrimidin-5-yl)-phenol; 4-(2-Amino-pyridin-4-yl)-2-(2-amino-pyrimidin-4-yl)-phenol; 2,4-Bis-(2-amino-pyrimidin-4-yl)-phenol; 2-(2-Amino-pyrimidin-4-yl)-4-(1H-pyrrol-2-yl)-phenol; 5-[3-(2-Amino-pyrimidin-4-yl)-4-hydroxy-phenyl]-1H-pyrimidine-2,4-dione; 2-(2-Aminopyridin-6-yl)-4-(2-aminopyrimidin-4-yl)-phenol; 2-(2-Amino-4-methyl-pyrimidin-6-yl)-4-(2-amino-pyrimidin-4-yl)-phenol; 2-(2-Amino-4-chloro-pyrimidin-6-yl)-4-(2-aminopyrimidin-4-yl)-phenol; 2-(2,4-Diamino-pyrimidin-6-yl)-4-(2-aminopyrimidin-4-yl)-phenol; 2-(2-Amino-4-methoxy-pyrimidin-6-yl)-4-(2-aminopyrimidin-4-yl)-phenol; 2-[2-Amino-4-(piperazin-1-yl)-pyrimidin-6-yl]-4-(2-aminopyrimidin-4-yl)]-phenol; and 2-[2-Amino-6-(2-hydroxy-1R-phenyl-ethylamino)-pyrimidin-4-yl]-4-(1H-indol-5-yl)-phenol.
RELATED APPLICATIONS
[0001] The present application claims priority to the U.S. Provisional Patent Application Serial No. 60/294,792, filed May 30, 2001, by Cao et al., and entitled “INHIBITORS OF PROTEIN KINASE FOR THE TREATMENT OF DISEASE,” the disclosure of which is incorporated by reference herein in its entirety.
[0002] The present application is a division of the U.S. patent application Ser. No. 10/______, filed May 28, 2002, by Cao et al., and entitled “INHIBITORS OF PROTEIN KINASE FOR THE TREATMENT OF DISEASE,” (Attorney Docket No. LGBIOMD.002A) and is also related to U.S. patent application Ser. No. 10/______, filed May 28, 2002, by Cao et al., and entitled “INHIBITORS OF PROTEIN KINASE FOR THE TREATMENT OF DISEASE,” (Attorney Docket No. LGBIOMD.002DV1), both of whose disclosures are incorporated by reference herein in their entirety.
Provisional Applications (1)
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Number |
Date |
Country |
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60294792 |
May 2001 |
US |