Synthesis and Crystal Structure of Ethyl 7-Chloro-3-Amino-9-(4-Bromophenyl)Thieno-[3,2-b]Benzothiazine 4,4-Dioxide 2-Carboxylate

Author:

Charris Jaime1,Barazarte Arthur1,Ferrer Rosa1,Camacho José1,Gamboa Neira2,Rodrigues Juan2,Atencio Reinaldo3,González Teresa3

Affiliation:

1. Laboratorio de Síntesis Orgánica, Facultad de Farmacia, Universidad Central de Venezuela, Apartado 47206, Los Chaguaramos, 1041-A Caracas, Venezuela

2. Laboratorio de Bioquímica, Facultad de Farmacia, Universidad Central de Venezuela, Apartado 47206, Los Chaguaramos, 1041-A Caracas, Venezuela

3. Laboratorio de Síntesis y Caracterización de Nuevos Materiales, Instituto Venezolano de Investigaciones Científicas (IVIC) Apartado 21827, Caracas, 1020-A, Venezuela

Abstract

The X-ray crystal structure of 7-chloro-3-amino-9-(4-bromophenyl)thieno-[3,2-b]benzothiazine 4,4-dioxide 2-carboxylate 1 is determined. The thiophene ring and the exocyclic ester group adopt a co-planar conformation, which is stabilised by an intramolecular hydrogen bond. The moderate antimalarial activity shown by this compound appears to be related to the formation of such an intramolecular N–H···O =C hydrogen bond.

Publisher

SAGE Publications

Subject

General Chemistry

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