Synthesis and antiinflammatory activity of the sulfoxides of 4‐[3‐(dimethylamino)propyl] ‐ 3,4‐ dihydro‐ 2‐(1‐hydroxyethyl)‐3‐phenyl‐2H‐1,4‐benzothiazine
- 1 November 1977
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 14 (7) , 1135-1137
- https://doi.org/10.1002/jhet.5570140702
Abstract
Oxidation of 4‐[3‐(dimethylamino)propyl]‐3,4‐dihydro‐2‐(1‐hydroxyethyl)‐3‐phenyl‐2H‐1,4‐benzothiazine, hydrochloride (I) with hydrogen peroxide yielded a mixture of two sulfoxides (II). Since this mixture exhibited antiinflammatory activity, the two components (Isomers A and B) were prepared in purified form by oxidation of I withN‐chlorosuccinimide and hydrogen peroxide, respectively. Isomer A was more potent than Isomer B in the carrageenin‐induced edema test.This publication has 3 references indexed in Scilit:
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- METABOLISM OF 4-[3-(DIMETHYLAMINO)PROPYL]-3,4-DIHYDRO-2-(1-HYDROXYETHYL)-3-PHENYL-2H-1,4-BENZOTHIAZINE (SQ 11,579) UNDER IN VITRO ANDIN VIVO CONDITIONS BY RATS, DOGS, AND MONKEYDrug Metabolism and Disposition, 1973
- Antiinflammatory activities of 2-acetyl- and 2-(1-hydroxyethyl)-4-[3-(dimethylamino)propyl]-3,4-dihydro-3-phenyl-2H-1,4-benzothiazineJournal of Medicinal Chemistry, 1973