Novel salicylanilides and microbiocidal compositions and uses thereof

US4287191A · kind A · utility

Assignee

• The Research Foundation of the State University of New York · US

Inventors

• Robert A. Coburn · Williamsville, US
• Richard T. Evans · East Amherst, US
• Robert J. Genco · Buffalo, US
• Armando Batista · Panamá, PA

Key dates

• Filing date: Apr 14, 1980
• Grant date: Sep 1, 1981
• Expiry date: Apr 14, 2000

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C65/40
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The composition comprises certain 5-acylsalicylanilides and more particularly comprises the compounds encompassed by the following generic formula: ##STR1## Where Z is a substituted phenyl ring of from 6 to 30 carbon atoms including substituents, R is a substituted or unsubstituted alkyl or phenyl group of from 2 to 30 carbon atoms including substituents and M is a radical selected from the group consisting of --C.dbd.N,--F,--NO.sub.2,--H, lower alkyl or lower haloalkyl. The preferred compositions of the invention have a partition coefficient greater than 4 and the substituted moieties in the phenyl ring of the Z group have a combined overall electron withdrawing effect on the phenyl ring of the Z group. The method of the invention comprises contacting the microorganism with a sufficient concentration of the above composition for a sufficient time to inhibit the growth of the microorganism. The above compositions are effective antiseptics against a wide range of microorganisms, especially bacteria, and the compositions surprisingly are especially effective against microorganisms prevalent in dental plaque.