Phosphonates and phosphinates: novel leaving groups for benzisothiazolone inhibitors of human leukocyte elastase.

Desai, R C; Court, J C; Ferguson, E; Gordon, R J; Hlasta, D J; Dunlap, R P; Franke, C A

Desai, R C; Court, J C; Ferguson, E; Gordon, R J; Hlasta, D J; Dunlap, R P; Franke, C A.

Afiliación

Desai RC; Department of Medicinal Chemistry, Sterling Winthrop Pharmaceuticals Research Division, Sterling Winthrop Inc., Collegeville, Pennsylvania 19426, USA.

J Med Chem ; 38(9): 1571-4, 1995 Apr 28.

Article en En | MEDLINE | ID: mdl-7739015

RESUMEN

A novel class of alkyl and aryl phosphonate and phosphinate acid-based leaving groups has been developed for utilization in the synthesis of benzoisothiazolone (BIT) inhibitors of human leukocyte elastase (HLE). A number of BITs were synthesized with phosphonate and phosphinate acid-based leaving groups and were found to be potent inhibitors of HLE. Compound 3c with a diethyl phosphonate leaving group is the most potent inhibitor synthesized in this series with Ki* = 0.035 nM and ED50 = 2.0 mg/kg.

Asunto(s)

Elastasa Pancreática/antagonistas & inhibidores; Tiazoles/química; Humanos; Elastasa de Leucocito; Compuestos Organofosforados/química; Tiazoles/farmacología

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Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Tiazoles / Elastasa Pancreática Límite: Humans Idioma: En Revista: J Med Chem Asunto de la revista: QUIMICA Año: 1995 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos

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