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|Title:||1-CARBOXAMIDO PYRANO (THIOPYRANO) [3,4-6]INDOLE DERIVATIVES|
|Abstract:||Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole or 1,3,4,9-tetrahydrothiopyrano[3,4-b]indole nucleus bearing a substituent in position 1, said substituent incorporating an acid, ester or amide function therein, are disclosed. The nucleus is further substituted at position 1 and may be optionally substituted at positions 3, 4, 5, 6, 7, 8, and 9. The derivatives are useful antiinflammatory, analgesic, antibacterial and antifungal agents and methods for their preparation and use are also disclosed.|
|Inventor(s):||Demerson; Christopher A. (St. Laurent, Quebec, CA), Humber; Leslie G. (Dollard des Ormeaux, Quebec, CA), Dobson; Thomas A. (Dollard des Ormeaux, Quebec, CA), Jirkovsky; Ivo L. (Montreal, Quebec, CA)|
|Assignee:||American Home Products Corporation (New York, NY)|
|Filing Date:||Jun 01, 1971|
|Claims:||1. A compound of the formula: ##SPC37## |
wherein R.sup.1 is lower alkyl having from one to six carbon atoms; R.sup.6 is hydrogen, chlorine, methyl, methoxy or benzyloxy; R.sup.7 is hydrogen or lower alkyl having from one to six carbon atoms; X is oxygen or sulfur; Y is CO, CH.sub.2 CO or CH.sub.2 CH.sub.2 CO; and Z is amino, methylamino, ethylamino, isopropylamino, dimethylamino, diethylamino or phenylamino.
2. A compound of the formula: ##SPC38##
wherein R.sup.1 is lower alkyl having from one to six carbon atoms; Y is CO, CH.sub.2 O, CH.sub.2 CH.sub.2 CO; and Z is amino, methylamino, ethylamino, isopropylamino, dimethylamino, diethylamino or phenylamino.
3. N,N,1-Trimethyl-1,3,4,9-tetrahydropyrano[3,4-b]-indole-1-acetamide, as claimed in claim 2.
4. 1-Methyl-1,3,4,9-tetrahydropyrano[3,4-b]-indole-1-acetamide, as claimed in claim 2.
5. N,1-Dimethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetamide, as claimed in claim 2.
6. N-Phenyl-1-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetamide, as claimed in claim 2.
7. N,1-Dimethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-propionamide, as claimed in claim 2.
8. 1-Methyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-carboxamide, as claimed in claim 2.
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