New 2-substituted 4-hydroxy-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxides: Spectral and pharmacological properties
✍ Scribed by Monica Dal Maso; Isabel A. Perillo; Celia B. Schapira; Susana Gorzalczany; María C. Acevedo; Susana M. Sicardi
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1999
- Tongue
- English
- Weight
- 503 KB
- Volume
- 36
- Category
- Article
- ISSN
- 0022-152X
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✦ Synopsis
Abstract
A series of 4‐hydroxy‐2__H__‐1,2‐benzothiazme‐3‐carboxamide 1,1‐dioxides substituted on the sulfonamide nitrogen with ethoxycarbonylalkyl, cyanoalkyl and dialkylaminoalkyl groups was synthesized. Spectroscopic properties of the obtained products were analyzed. Findings from the pharmacological study of some of the compounds as antiinflammatory and analgesic agents are reported.
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## Abstract Neue 4‐Hydroxy‐2__H__‐1,2‐benzothiazin‐3‐carboxamid‐1,1‐dioxide **1** stellte man durch Aminolyse des entsprechenden Carbonsäureesters **2** her. Die analogen Naphtho[2,1‐e]‐1,2‐thiazin‐1,1‐dioxide **3** wurden in einer 5‐Stufen‐synthese aufgebaut.
In the title compound, C 9 H 9 NO 3 S, the thiazine ring adopts a half-chair conformation. The structure is stabilized by an extensive hydrogen-bonded network involving two intramolecular and three intermolecular interactions.