Claims
- 1. A compound of the formula: ##STR110## where R.sub.1 =H or alkyl of 1-4 carbons:
- R.sub.2 =H or alkyl of 1-4 carbons;
- provided when R.sub.1 =alkyl, R.sub.2 =H, --CH.sub.3 or --CH.sub.2 CH.sub.3 ; or
- R.sub.1 +R.sub.2 taken together, is ##STR111## where R.sub.6 =H or --CH.sub.3 ;
- R.sub.7 =H or --CH.sub.3 ;
- R.sub.8 =H or alkyl of 1-4 carbons;
- R.sub.9 =H or alkyl of 1-4 carbons; or
- R.sub.8 +R.sub.9, taken together, is --(CH.sub.2).sub.4 --;
- provided
- (i) at least one of R.sub.6, R.sub.7, R.sub.8, or R.sub.9 =H; and
- (ii) the sum of the carbons of R.sub.6, R.sub.7, R.sub.8, and R.sub.9 is not more than 6; ##STR112## where R.sub.10 =H, --CH.sub.3, or --CH.sub.2 CH.sub.3 ;
- R.sub.11 =H, --CH.sub.3, or --CH.sub.2 CH.sub.3 ;
- R.sub.12 =H, --CH.sub.3, or --CH.sub.2 CH.sub.3 ; or
- R.sub.11, taken together with R.sub.10 or R.sub.12, is --(CH.sub.2).sub.4 --;
- provided at least one of R.sub.10, R.sub.11, or R.sub.12 =H; or
- (c) --(CH.sub.2).sub.4 --;
- R.sub.3 =H, CH.sub.3, F, Cl, Br, NO.sub.2, NH.sub.2, or OH;
- R.sub.4 =H or alkyl of 1-4 carbons;
- R.sub.5 =H, benzyl, alkanoyl, alkenoyl, and hydrocarbon aroyl or alkyl of 1-6 carbons;
- Ra=CF.sub.3, CF.sub.2 Cl or CF.sub.2 H;
- Rb=CF.sub.3, CF.sub.2 Cl or CF.sub.2 H;
- and when R.sub.5 =H, its pharmaceutical suitable metal salt.
- 2. The compound of claim 1 where R.sub.3 is hydrogen.
- 3. The compound of claim 1 where R.sub.4 is methyl or ethyl.
- 4. The compound of claim 1 where R.sub.5 is hydrogen.
- 5. The compound of claim 1 where R.sub.1 and R.sub.2, taken together, are: ##STR113##
- 6. The compound of claim 5 where R.sub.1 and R.sub.2, taken together, are: ##STR114## and R.sub.6, R.sub.7, and R.sub.8 are hydrogen.
- 7. The compound of claim 5 where R.sub.1 and R.sub.2, taken together, are: ##STR115## and R.sub.10 and R.sub.11 are hydrogen.
- 8. The compound of claim 6 where R.sub.3 is hydrogen and R.sub.4 is methyl or ethyl.
- 9. The compound of claim 7 where R.sub.3 is hydrogen and R.sub.4 is methyl or ethyl.
- 10. The compound of claim 8 where R.sub.5 is hydrogen.
- 11. The compound of claim 9 where R.sub.5 is hydrogen.
- 12. The compound of claim 8 where Ra is CF.sub.3 and Rb is CF.sub.3, CF.sub.2 Cl or CF.sub.2 H.
- 13. The compound of claim 9 where Ra is CF.sub.3 and Rb is CF.sub.3, CF.sub.2 Cl or CF.sub.2 Cl.
- 14. The compound of claim 1 where Ra and Rb both are CF.sub.3.
- 15. The compound of claim 1:
- 2,3-dihydro-9-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-7-methyl-1H,5H-benzo[ij]quinolizin-5-one.
- 16. The compound of claim 1:
- 2. 3-dihydro-3,7-dimethyl-9-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-1H,5H-benzo[ij]quinolizin-5-one.
- 17. The compound of claim 1:
- 2,3-dihydro-7ethyl-9-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-1H,5H-benzo[ij]quinolizin-5-one.
- 18. The compound of claim 1:
- 1,2-dihydro-8-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-6-methyl-4H-pyrrolo[3,2,1-ij]quinolin-4-one.
- 19. The compound of claim 1: 1,2-dihydro-2,6-dimethyl-8-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-4H-pyrrolo[3,2,1-ij]quinolin-4-one.
- 20. The compound of claim 1:
- 1,2-dihydro-6-ethyl-8-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-4H-pyrrolo[3,2,1-ij]quinolin-4-one.
- 21. The compound of claim 1:
- 1,2-dihydro-8-[2,2-difluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-6-methyl-4H-pyrrolo[3,2,1-ij]quinolin-4-one.
- 22. The compound of claim 1:
- 1,2-dihydro-8-[2-chloro-2,2-difluoro-1-hydroxy-1-(trifluoromethyl)ethyl]-6-methyl-4H-pyrrolo[3,2,1-ij]quinolin-4-one.
- 23. The compound of claim 1:
- 1,2-dihydro-8-[2,2-difluoro-1-hydroxy-1-(difluoromethyl)ethyl]-6-methyl-4H-pyrrolo[3,2,1-ij]quinolin-4-one.
- 24. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 1.
- 25. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 2.
- 26. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 3.
- 27. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 4.
- 28. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 5.
- 29. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 6.
- 30. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 7.
- 31. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 8.
- 32. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 9.
- 33. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 10.
- 34. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 11.
- 35. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 12.
- 36. A pharmaceutical composition comprising a pharmaceutically suitable carrier and an effective antihypertensive amount of a compound of claim 13.
- 37. A pharmaceutical composition comprising a pharmaceutically suitable carrier of an effective antihypertensive amount of a compound of claim 14.
- 38. A pharmaceutical composition comprising a pharmaceutically suitable carrier of an effective antihypertensive amount of the compound of claim 15.
- 39. A pharmaceutical composition comprising a pharmaceutically suitable carrier of an effective antihypertensive amount of the compound of claim 16.
- 40. A pharmaceutical composition comprising a pharmaceutically suitable carrier of an effective antihypertensive amount of the compound of claim 17.
- 41. A pharmaceutical composition comprising a pharmaceutically suitable carrier of an effective antihypertensive amount of the compound of claim 18.
- 42. A pharmaceutical composition comprising a pharmaceutically suitable carrier of an effective antihypertensive amount of the compound of claim 19.
- 43. A pharmaceutical composition comprising a pharmaceutically suitable carrier of an effective antihypertensive amount of the compound of claim 20.
- 44. A pharmaceutical composition comprising a pharmaceutically suitable carrier of an effective antihypertensive amount of the compound of claim 21.
- 45. A pharmaceutical composition comprising a pharmaceutically suitable carrier of an effective antihypertensive amount of the compound of claim 22.
- 46. A pharmaceutical composition comprising a pharmaceutically suitable carrier of an effective antihypertensive amount of the compound of claim 23.
- 47. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 1.
- 48. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 2.
- 49. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 3.
- 50. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 4.
- 51. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 5.
- 52. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 6.
- 53. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 7.
- 54. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 8.
- 55. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 9.
- 56. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 10.
- 57. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 11.
- 58. A method of treating hypertension in a mammel which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 12.
- 59. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 13.
- 60. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of a compound of claim 14.
- 61. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of the compound of claim 15.
- 62. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of the compound of claim 16.
- 63. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of the compound of claim 17.
- 64. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of the compound of claim 18.
- 65. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of the compound of claim 19.
- 66. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of the compound of claim 20.
- 67. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of the compound of claim 21.
- 68. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of the compound of claim 22.
- 69. A method of treating hypertension in a mammal which comprises administering to the mammal an effective antihypertensive amount of the compound of claim 23.
CROSS REFERENCE TO RELATED APPLICATIONS
This application is a continuation-in-part of Ser. No. 793,711, filed May 6, 1977, now abandoned which in turn is a continuation-in-part of Ser. No. 699,587, filed June 24, 1976, now abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
3907807 |
Meyer |
Sep 1975 |
|
4058612 |
Neustadt |
Nov 1977 |
|
Foreign Referenced Citations (1)
Number |
Date |
Country |
1394374 |
May 1975 |
GBX |
Continuation in Parts (2)
|
Number |
Date |
Country |
Parent |
793711 |
May 1977 |
|
Parent |
699587 |
Jun 1976 |
|