Synthesis and antinociceptive activity of some substituted-{5-[2-(1,2,3,4-tetrahydrocarbazol-9-yl)ethyl]tetrazol-1-yl}alkanones.
Twelve different derivatives of substituted-{5-[2-(1,2,3,4-tetrahydrocarbazol-9-yl)ethyl]tetrazol-1-yl}alkanones (3-14) were synthesized by reacting 9-[2-(1H-tetrazol-5-yl)-ethyl]-2,3,4,9-tetrahydro-1H-carbazole (2) and the appropriate acid chlorides. 9-[2-(1H-tetrazol-5-yl) ethyl]-2,3,4,9-tetrahydro-1H-carbazole (2) was synthesized by reacting 3-(1,2,3,4-tetrahydrocarbazol-9-yl) propionitrile (1) with sodium azide and ammonium chloride. The chemical structures were confirmed by means of IR, 1H-NMR, mass spectra and elemental analysis. The compounds were screened for antinociceptive activity by acetic acid induced writhing method and hot plate method. 1-Phenyl-2-{5-[2-(1,2,3,4-tetrahydrocarbazol-9-yl)ethyl]tetrazol-1-yl}ethanone (13) was found to be the most active compound of the series.
Rajasekaran
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Medicinal Chemistry R & D Laboratory, Arulmigu Kalasalingam College of Pharmacy, Anand Nagar, Krishnankoil 626 190, Tamil Nadu, India. rsekaran2001in@yahoo.co.in
Thampi
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D019342:Acetic Acid / Q000737:chemistry; D000700:Analgesics / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D004353:Drug Evaluation, Preclinical; D007659:Ketones / Q000008:administration & dosage / Q000138:chemical synthesis* / Q000494:pharmacology*; D051379:Mice; D015394:Molecular Structure; D010146:Pain / Q000139:chemically induced / Q000517:prevention & control*; D010147:Pain Measurement / Q000187:drug effects
D000700:Analgesics; D007659:Ketones; D019342:Acetic Acid