Synthesis and analgesic evaluation of some 5-[beta-(10-phenothiazinyl)ethyl]-1-(acyl)-1,2,3,4-tetrazoles.
A series of novel 5[beta-(phenothiazinyl-10-yl)ethyl]-1-(acyl)-1,2,3,4-tetrazoles (3-14) have been synthesized via condensation of 5-[beta-(phenothiazinyl-10-yl)ethyl]-1-2,3,4-tetrazole (2) with various acylating/sulphonating reagents. 5-[beta-(phenothiazinyl-10-yl)ethyl]-1-2,3,4-tetrazole was synthesized by cyanoethylation of phenothiazine with acrylonitrile and Triton B, followed by the cycloaddition of 3-(phenothiazin-10-yl)-propionitrile (1) with sodium azide and ammonium chloride. The compounds were screened for analgesic activity, anti-inflammatory activity and ulcerogenicity index. Out of the 12 compounds synthesized, compound (5) 5[beta-(phenothiazinyl-10-yl)ethyl]-1-(benzoyl)-1,2,3,4-tetrazole, compound (11) 5[beta-(phenothiazinyl-10-yl)ethyl]-1-(p-tolyl)-1,2,3,4-tetrazole showed promising analgesic activity and compound (6) 5[beta-(phenothiazinyl-10-yl)ethyl]-1-(p-chlorobenzoyl)-1,2,3,4-tetrazole and compound (8) 5[beta-(phenothiazinyl-10-yl)ethyl]-1-(p-nitrobenzoyl)-1,2,3,4-tetrazole showed promising anti-inflammatory activity.
Rajasekaran
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Department of Medicinal Chemistry, Arulmigu Kalasalingam College of Pharmacy, Anand Nagar, Krishnankoil 626 190, TamilNadu, India. rsekaran2001in@yahoo.co.in
Thampi
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D000700:Analgesics / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis / Q000494:pharmacology; D000927:Anticonvulsants / Q000494:pharmacology; D002351:Carrageenan / Q000633:toxicity; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy*; D005260:Female; D008297:Male; D051379:Mice; D051381:Rats; D013276:Stomach Ulcer / Q000139:chemically induced / Q000188:drug therapy*; D013777:Tetrazoles / Q000138:chemical synthesis* / Q000494:pharmacology*
D000700:Analgesics; D000894:Anti-Inflammatory Agents, Non-Steroidal; D000927:Anticonvulsants; D013777:Tetrazoles; D002351:Carrageenan