Amino derivatives of [1,2,3]thiadiazolo(5,4-b) pyridine-6-carboxylic acids and esters

• US 3,965,108 A
• Filed: 05/12/1975
• Issued: 06/22/1976
• Est. Priority Date: 05/12/1975
• Status: Expired due to Term

• Current Assignee: E R Squibb & Sons Incorporated
• Original Assignee: E R Squibb & Sons Incorporated
• Inventors: Hoehn, Hans, Denzel, Theodore
• Primary Examiner(s): Rotman, Alan L.
• Application Number:
  US05/576,418
• Time in Patent Office: 407 Days
• Field of Search: 260/294.8 C
• US Class Current: 546/114
• CPC Class Codes: C07D 213/80 in position 3
• CPC Class Codes: C07D 513/04 Ortho-condensed systems

Abstract

New derivatives of [1,2,3]thiadiazolo[5,4-b]pyridin-6-carboxylic acids, esters and their acid addition salts have the general formula ##SPC1##

They are useful as central nervous system depressants and antiinflammatory agents.

Claims

1. A compound of the formula ##SPC8##

wherein R and R¹ each is hydrogen or lower alkyl;

and R² and R³ each is hydrogen, lower alkyl or di (lower alkylamino)lower alkyl;

and physiologically acceptable acid addition salts thereof.

2. A compound as in claim 1 wherein R, R¹, R² and R³ each is hydrogen or C₁ -C₄ lower alkyl.

3. A compound as in claim 1 wherein R³ is hydrogen.

4. A compound as in claim 3 wherein R² is lower alkyl.

5. A compound as in claim 1 wherein R, R¹ and R² each is lower alkyl and R³ is hydrogen.

6. A compound as in claim 1 wherein R and R¹ each is lower alkyl, R² is di-(lower alkylamino)-lower alkyl and R³ is hydrogen.

7. A compound as in claim 1 wherein R is ethyl, R¹ is methyl, R² is butyl and R³ is hydrogen.

8. A compound as in claim 7 wherein the butyl group is n-butyl.

9. A compound as in claim 7 wherin the butyl group is sec.butyl.

10. A compound as in claim 1 wherein R is ethyl, R¹ is methyl, R² is isopropyl and R³ is hydrogen.

11. A compound as in claim 1 wherein the R an R² each is ethyl, R¹ is methyl and R³ is hydrogen.

12. A compound as in claim 1 wherein R is ethyl, R¹ is methyl, R² is 3-(dimethylamino)propyl and R³ is hydrogen.