Claims
- 1. A compound of formula: ##STR26## or a pharmaceutically acceptable salt thereof wherein X.sub.1 is elected from the group consisting of
- (a) H,
- (b) C.sub.1-6 alkyl,
- (c) halo,
- (d) halo-C.sub.1-6 alkyl,
- (e) CN,
- (f) --(CO)OR.sup.3, wherein R.sup.3 is C.sub.1-6 alkyl, and
- (g) --OC.sub.1-6 alkyl;
- R is selected from the group consisting of
- (a) H,
- (b) --(CO)R.sup.3 ;
- (c) --(CO)OR.sup.3,
- (d) --(CO)NR.sup.3 R.sup.4 wherein R.sup.4 is C.sub.1-6 alkyl,
- (e) --(CO)SR.sup.3, and
- (f) --(CH.sub.2).sub.m OR.sup.3 wherein m is an integer from 1 to 6;
- R.sup.1 is selected from the group consisting of
- (a) pyridyl, and
- (b) optionally substituted phenyl, wherien the substituent is
- (1) -methylenedioxy,
- (2) haloC.sub.1-6 alkyl,
- (3) halo,
- (4) CN,
- (5) --OC.sub.1-6 alkyl,
- (6) --(CO)OR.sup.3,
- (7) C.sub.1-6 alkyl, or
- (8) NO.sub.2.
- 2. A compound according to claim 1 wherein R.sup.1 is optionally substituted phenyl, wherien the substituent is
- (a) -methylenedioxy,
- (b) haloC.sub.1-6 alkyl,
- (c) halo,
- (d) CN, or
- (e) --OC.sub.1-6 alkyl.
- 3. A compound according to claim 2 wherein R is selected from the group consisting of
- (a) H, and
- (b) --(CO)R.sup.3.
- 4. A compound according to claim 3 which is:
- (a) 3-hydroxy-2-(4-methoxyphenyl)-6-azabenzo[b]thiophene;
- (b) 3-acetoxy-2-phenyl-6-azabenzo[b]thiophene;
- (c) 5-aza-3-hydroxy-2-phenyl-benzo[b]thiophene;
- (d) 3-acetoxy-5-aza-2-phenyl-benzo[b]thiophene;
- (e) 5-aza-3-hydroxy-2-(4-methoxyphenyl)benzo[b]thiophene; or
- (f) 3-acetoxy-5-aza-2-(4-methoxyphenyl)benzo[b]thiophene.
- 5. A pharmaceutical composition for treating 5-lipoxygenase mediated disease in mammalian species comprising a pharmaceutically acceptable carrier and an effective amount of a compound according to claim 1.
- 6. The pharmaceutical composition according to claim 5 wherein the active agent is:
- (a) 3-hydroxy-2-(4-methoxyphenyl)-6-aza-benzo[b]thiophene;
- (b) 3-acetoxy-2-phenyl-6-azabenzo[b]thiophene;
- (c) 5-aza-3-hydroxy-2-phenyl-benzo[b]thiophene;
- (d) 3-acetoxy-5-aza-2-phenyl-benzo[b]thiophene;
- (e) 5-aza-3-hydroxy-2-(4-methoxyphenyl)benzo[b]thiophene; or
- (f) 3-acetoxy-5-aza-2-(4-methoxyphenyl)benzo[b]thiophene.
- 7. A method for the treatment of 5-lipoxygenase mediated disease comprising the administration to a mammalian species in need of such treatment an effective amount of a compound according of claim 1.
- 8. The method of claim 1 wherein the active agent is:
- (a) 3-hydroxy-2-(4-methoxyphenyl)-6-azabenzo[b]thiophene;
- (b) 3-acetoxy-2-phenyl-6-azabenzo[b]thiophene;
- (c) 5-aza-3-hydroxy-2-phenyl-benzo[b]thiophene;
- (d) 3-acetoxy-5-aza-2-phenyl-benzo[b]thiophene;
- (e) 5-aza-3-hydroxy-2-(4-methoxyphenyl)benzo[b]thiophene; or
- (f) 3-acetoxy-5-aza-2-(4-methoxyphenyl)benzo[b]thiophene.
Parent Case Info
This is a division of application Ser. No. 187,170, filed 4/28/88, now U.S. Pat. No. 4,904,67 which is a divisional of application Ser. No. 008,881 filed Jan. 30, 1987, now U.S. Pat. No. 4,767,766 which issued on Aug. 30, 1988.
US Referenced Citations (1)
Number |
Name |
Date |
Kind |
2811527 |
Sheehan |
Oct 1957 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
209977 |
Jan 1987 |
EPX |
Non-Patent Literature Citations (7)
Entry |
Koenigs et al, Chem. Abst., vol. 22, 420 (1978). |
Colonna, Chem. Abst., vol. 34, 4737.sup.1 (1940). |
Gervald et al., J. Prakt. Chem., vol. 316(6), pp. 1030-1036 (1974); Chem. Abst., vol. 82, 72823m (1975). |
Zhiryakov et al., Chem. Abst., vol. 63, 13231d (1965). |
Guevara et al., Chem. Abst., vol. 84, 90034 (1976). |
Gossaver et al., Liebigs Annalen der Chem., pp. 1309-1321 (1979). |
Shvedov et al., Chem. Abst., vol. 92, 94271 (1980). |
Divisions (2)
|
Number |
Date |
Country |
Parent |
187170 |
Apr 1988 |
|
Parent |
8881 |
Jan 1987 |
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