Claims
- 1. A compound having the formula:
- wherein (1) R.sup.1, R.sup.4, and R.sup.5 are H, alkyl of from one to twelve carbons, inclusive, alkoxy of from one to twelve carbons, inclusive, hydroxy, aryl, R.sup.1 taken twice having each an adjacent carbons such that two R.sup.1 s together are methylenedioxy, nitro, amino, substituted amino, mercapto, alkylthio of from one to four carbons, inclusive, alkylsulfinyl of from one to four carbons, inclusive, alkysulfonyl for from one to four carbons, inclusive, arylthio, arylsulfinyl, arylsufonyl, or halogen; (2) R.sup.2 is alkoxy of from one to twelve carbons, inclusive, arylmethoxy, amino, substituted amino, mercapto, alkylthio of from one to four carbons, inclusive alkylsulfinyl of from one to four carbons, inclusive, alkylsulfonyl of from one to four carbons, inclusive, arylthio, arylsulfinyl, or arylsulfonyl; and (3) R.sup.3 is A or B ##STR4## and (4) X is oxygen or S(O)q wherein q is zero, one, or two; and pharmaceutically acceptable salts thereof.
- 2. A compound according to claim 1 wherein X is sulfur.
- 3. A compound according to claim 1 wherein X is oxygen.
- 4. A compound according to claim 2 wherein R.sup.3 is A as defined in claim 1.
- 5. A compound according to claim 2 wherein R.sup.3 is B as defined in claim 1.
- 6. A compound according to claim 4 wherein the compound is 5-methoxy-3-(1-methylethoxy)-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide.
- 7. A compound according to claim 6 wherein the compound is the arginine salt.
- 8. A compound according to claim 6 wherein the compound is the sodium salt.
- 9. A compound according to claim 4 wherein the compound is 3-ethoxy-5-methoxy-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide.
- 10. A compound according to claim 4 wherein the compound is 7-methoxy-3-(1-methylethoxy)-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide.
- 11. A compound according to claim 4 wherein the compound is 3-(1-methylethoxy)-5-methyl-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide.
- 12. A compound according to claim 4 wherein the compound is 6-chloro-3-(1-methylethoxy)-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide.
- 13. A compound according to claim 4 wherein the compound is 3-methoxy-N-1H-tetrazol-5-yl-benzo-[b]thiophene-2-carboxamide.
- 14. A compound according to claim 4 wherein the compound is 5-chloro-3-(1-methylethoxy)-N-1H-tetrazole-5-yl-benzo[b]thiophene-2-carboxamide.
- 15. A compound according to claim 4 wherein the compound is 3-(1,1-dimethylethoxy)-5-methoxy-N-1H-tetrazol-5-yl-benzo[b]thiophene -2-carboxamide.
- 16. A compound according to claim 4 wherein the compound is 3-(1-methylethoxy)-5-nitro-N-1H-tetrazol-5-yl-benzo[ b]thiophene-2-carboxamide.
- 17. A compound according to claim 4 wherein the compound is 3,5-dimethoxy-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide.
- 18. A compound according to claim 4 wherein the compound is 6-methoxy-3-(1-methylethoxy)-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide.
- 19. A compound according to claim 4 wherein the compound is 3-(1-methylethoxy)-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide.
- 20. A compound according to claim 4 wherein the compound is 3-chloro-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide.
- 21. A compound according to claim 4 wherein the compound is 5-methoxy-3-[(1-methylethyl)thio]-N-1H-tetrazol-5-yl-benzothiophene-2-carboxamide.
- 22. A compound according to claim 4 wherein the compound is 3-[(1-methylethyl)thio]-N-1H-tetrazol-5-yl-benzo[b]thiophene-2-carboxamide
- 23. A compound according to claim 5 wherein the compound is 5-[5-methoxy-3-(1-methylethoxy)-benzo[b]thien-2-yl]-1H-tetrazole.
- 24. A compound according to claim 5 wherein the compound is 5-[3-(1-methylethoxy)benzo[b]-thien-2-yl]-1H-tetrazole.
- 25. A compound according to claim 3 wherein R.sup.3 is A as defined in claim 1.
- 26. A compound according to claim 3 wherein R.sup.3 is B as defined in claim 1.
- 27. A compound according to claim 25 wherein the compound is 3-methoxy-5-phenyl-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 28. A compound according to claim 25 wherein the compound is 3-ethoxy-5-phenyl-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 29. A compound according to claim 25 wherein the compound is 3-(1-methylethoxy)-5-phenyl-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 30. A compound according to claim 25 wherein the compound is 3-methoxy-7-phenyl-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 31. A compound according to claim 25 wherein the compound is 3-ethoxy-7-phenyl-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 32. A compound according to claim 25 wherein the compound is 3-(1-methylethoxy)-7-phenyl-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 33. A compound according to claim 25 wherein the compound is 3,6-dimethoxy-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 34. A compound according to claim 25 wherein the compound is 3,5-dimethoxy-N-1H-tetrazol-5-yl-2benzofurancarboxamide. nzofurancarboxamide.
- 35. A compound according to claim 25 wherein the compound is 6-methoxy-3-phenylmethoxy-N-1H-tetrazol-5-yl-2-benzofurancarboramide.
- 36. A compound according to claim 25 wherein the compound is 3,7-dimethoxy-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 37. A compound according to claim 25 wherein the compound is 3-nonyloxy-7-methoxy-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 38. A compound according to claim 25 wherein the compound is 3-acetylamino-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 39. A compound according to claim 25 wherein the compound is 3-methoxy-N-(1H-tetrazol-5-yl)-naphtho[2,3-b]furan-2-carboxamide.
- 40. A compound according to claim 25 wherein the compound is 5-methoxy-3-(1-methylethoxy-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 41. A compound according to claim 25 wherein the compound is 5-methoxy-3-phenylmethoxy-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 42. A compound according to claim 25 wherein the compound is 6-methoxy-3-(1-methylethoxy)-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 43. A compound according to claim 25 wherein the compound is 7-methoxy-3-(1-methylethoxy)-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 44. A compound according to claim 25 wherein the compound is 3-amino-N-1H-tetrazol-5-yl-2-benzofurancarboxamide.
- 45. A compound according to claim 26 wherein the compound is 5-(3-amino-2-benzofuranyl)-1H-tetrazole.
- 46. A compound according to claim 26 wherein the compound is 5-(3,6-dimethoxy-2-benzofuranyl)-1e,uns/H/ -tetrazole.
- 47. A compound according to claim 26 wherein the compound is 5-(3,5-dimethoxy-2-benzofuranyl)-1H-tetrazole.
- 48. A compound according to claim 26 wherein the compound is 5-(3,7-dimethoxy-2-benzofuranyl)-1H-tetrazole.
- 49. A compound according to claim 26 wherein the compound is 5-(3-acetylamino-2-benzofuranyl)-1H-tetrazole.
- 50. A pharmaceutical composition comprising an effective amount of a compound according to claim 1 in admixture with a pharmaceutically acceptable carrier.
- 51. A method of treating allergies in mammals which comprises administering to such mammal in need thereof an effective amount of a pharmaceutical compound according to claim 1.
Parent Case Info
This application is a continuation-in-part of U.S. Ser. No. 680,108 filed Dec. 10, 1984, now abandoned.
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