Claims
- 1. A compound selected from the group consisting of 6H-dibenz[b,e][1,4]oxathiepins having the structural formulae: ##STR24## wherein Z is a member selected from the group consisting of thio, sulfinyl, and sulfonyl;
- R.sub.2 and R.sub.3 are the same or different and are members selected from the group consisting of hydrogen, halogen, nitro, loweralkyl, amino, N-loweralkylamino, N,N-diloweralkylamino, loweralkanoyl, hydroxy, loweralkoxy, loweralkylthio, trifluoromethylthio, loweralkylsulfinyl, loweralkylsulfonyl, and trifluoromethyl; and
- R.sub.1 is ##STR25## wherein n is an integer of from 0 to 4 and R.sub.4 is a member selected from the group consisting of hydroxy, loweralkoxy, N,N-diloweralkylaminoloweralkoxy, hydroxyloweralkoxy, carboxyloweralkoxy, amino, N-loweralkylamino, N,N-diloweralkylamino, loweralkylsulfonylamino, carboxyloweralkylamino, carboxamidoloweralkylamino, 2-imino-3-methylthiazolidine; loweracycloxyloweralkoxy or (5-methyl-2-oxo-1,3-dioxolan-4-yl)methoxy; and the pharmaceutically acceptable salt thereof.
- 2. A compound of claim 1 having the name; 6H-Dibenz[b,e][1,4]oxathiepin-9-carboxylic acid-11,11-dioxide;
- 6H-Dibenzo[b,e][1,4]oxathiepin-9-carboxylic acid;
- 6H-Dibenz[b,e][1,4]oxathiepin-9-carboxylic acid-11-oxide;
- 6H-Dibenzo[b,e][1,4]oxathiepin-2-carboxylic acid;
- 6H-Dibenz[b,e][1,4]oxathiepin-2-carboxylic acid 11-oxide;
- 6H-Dibenz[b,e][1,4]oxathiepin-2-carboxylic acid-11, 11-dioxide;
- Methyl 6H-dibenz[b,e][1,4]oxathiepin-9-carboxylate;
- Methyl 6H-dibenz[b,e][1,4]oxathiepin-2-carboxylate;
- 6H-Dibenzo[b,e][1,4]oxathiepin-2-carboxamide;
- 6H-Dibenzo[b,e][1,4]oxathiepin-2-N-methylcarboxamide;
- 6H-Dibenz[b,e][1,4]oxathiepin-2-N-methanesulfonylcarboxamide;
- 6H-Dibenz[b,e][1,4]oxathiepin-2-(3-methyl-2-thiazolidinylidene)carboxamide;
- .beta.-Hydroxyethyl 6H-dibenz[b,e][1,4]oxathiepin -2-carboxylate;
- .beta.-Dimethylaminoethyl 6H-dibenz[b,e][1,4]oxathiepin-9-carboxylate;
- N-(Carboxymethyl)-6H-dibenz[b,e][1,4]oxathiepin-2-carboxamide;
- .beta.-Carboxyethyl 6H-dibenz[b,e][1,4]oxathiepin-2-carboxylate;
- 6H-Dibenz[b,e][1,4]oxathiepin-2-acetic acid-11,11-dioxide;
- N-(Carboxymethyl)-6H-dibenz[b,e][1,4]oxathiepin-2-carboxamide-11,11-dioxide;
- 9-Fluoro-6H-dibenz[b,e][1,4]oxathiepin-2-carboxylic acid;
- 9-Fluoro-6H-dibenz[b,e][1,4]oxathiepin-2-carboxylic acid-11,11-dioxide;
- 8-Fluoro-6H-dibenz[b,e][1,4]oxathiepin-2-carboxylic acid;
- 2-[1-(Pivaloyloxy)ethoxycarbonyl]-6H-dibenz[b,e][1,4]oxathiepin-11,11-dioxide;
- Methyl 6H-dibenz[b,e][1,4]oxathiepin-2-carboxylate-11,11-dioxide;
- 8-Fluoro-6H-dibenz[b,e][1,4]oxathiepin-2-carboxylic acid-11,11-dioxide;
- Methyl 9-nitro-6H-dibenz[b,e][1,4]oxathiepin-2-carboxylate;
- Methyl 9-amino-6H-dibenz[b,e][1,4]oxathiepin-2-carboxylate;
- Methyl 8-amino-6H-dibenz[b,e][1,4]oxathiepin-2-carboxylate;
- Methyl 8-nitro-6H-dibenz[b,e][1,4]oxathiepin-2-carboxylate;
- 6H-Dibenz[b,e][1,4]oxathiepin-2-acetic acid; or
- 6H-Dibenz[b,e][1,4]oxathiepin-2-acetamide.
- 3. A compound of claim 1 wherein Z is thio.
- 4. A compound of claim 1 wherein Z is thio; R.sub.2 is selected from hydrogen, amino, nitro or fluoro; and R.sub.3 is hydrogen.
- 5. A compound of claim 4 wherein R.sub.1 is carboxyl.
- 6. The compound of claim 5 which is 6H-dibenz[b,e][1,4]oxathiepin-2-carboxylic acid.
- 7. The compound of claim 5 which is 6H-dibenz[b,e]1,4]oxathiepin-9-carboxylic acid.
- 8. A compound of claim 1 wherein Z is sulfinyl; R.sub.2 is selected from hydrogen, amino, nitro or fluoro; and R.sub.3 is hydrogen.
- 9. A compound of claim 8 wherein R.sub.1 is carboxy.
- 10. The compound of claim 9 which is 6H-dibenz[b,e][1,4]oxathiepin-2-carboxylic acid 11-oxide.
- 11. The compound of claim 9 which is 6H-dibenz[b,e][1,4]oxathiepin-9-carboxylic acid 11-oxide.
- 12. A compound of claim 1 wherein Z is sulfonyl; R.sub.2 is selected from hydrogen, amino, nitro or fluoro; and R.sub.3 is hydrogen.
- 13. A compound of claim 12 wherein R.sub.1 is carboxyl.
- 14. The compound of claim 12 which is 6H-dibenz[b,e][1,4]oxathiepin-2-carboxylic acid 11,11-dioxide.
- 15. The compound of claim 12 which is 6H-dibenz[b,e][1,4]oxathiepin-9-carboxylic acid 11,11-dioxide.
- 16. A compound of claim 4 wherein R.sub.1 is --CH.sub.2 COOH.
- 17. The compound of claim 16 which is 6H-dibenz[b,e][1,4]oxathiepin-2-acetic acid.
- 18. A compound of claim 8 wherein R.sub.1 is --CH.sub.2 COOH.
- 19. A compound of claim 12 wherein R.sub.1 is --CH.sub.2 COOH.
- 20. A compound of claim 19 which is 6H-dibenz[b,e][1,4]oxathiepin-2-acetic acid-11,11-dioxide.
- 21. A pharmaceutical formulation for the treatment and control of asthma consisting essentially of a pharmaceutically acceptable carrier containing a therapeutically effective amount of a compound claim 1.
- 22. A method for the treatment and control of asthma which comprises administering to humans and warm-blooded animals in need of such treatment a therapeutically effective amount of a compound of claim 1.
CROSS REFERENCE TO RELATED APPLICATIONS
This application is a continuation-in-part of copending application Ser. No. 238,097 filed Feb. 25, 1981, now abandoned, which was a continuation of Ser. No. 930,103, filed Aug. 1, 1978, now abandoned.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
4091108 |
Batchelor et al. |
May 1978 |
|
4103015 |
Hodson et al. |
Jul 1978 |
|
Continuations (1)
|
Number |
Date |
Country |
Parent |
930103 |
Aug 1978 |
|
Continuation in Parts (1)
|
Number |
Date |
Country |
Parent |
238097 |
Feb 1981 |
|