Antimycobacterial Activity of Some Quinolyl Aryl Sulfides, Sulfones, and Ethers, In Vitro

Author:

Akerkar A. S.1,Naftchi N. E.1

Affiliation:

1. Department of Pharmacology, Institute of Rehabilitation Medicine, New York University Medical Center, New York, New York 10016

Abstract

A series of 61 compounds of six different categories (nitrosulfides, nitrosulfones, aminosulfides, aminosulfones, nitroethers, and aminoethers), all heterocyclic analogues of diaminodiphenyl sulfone (DADS), were synthesized by replacing one of the benzene rings of DADS by a 5-nitro-quinoline ring and the other benzene ring by various heterocyclic nuclei. Among these compounds, 51 were found to inhibit the growth of Mycobacterium tuberculosis at a concentration of 40 μg or less per ml; 8 compounds were effective at a concentration of 1 μg/ml and 9 were effective at a concentration of 0.1 μg/ml. 5-Amino-8-quinolyl-2,4-dichlorophenyl sulfide was found to be 20 times more effective than isonicotinic acid hydrazide and 80 times more effective than streptomycin.

Publisher

American Society for Microbiology

Subject

Infectious Diseases,Pharmacology (medical),Pharmacology

Reference20 articles.

1. Quinoline derivatives from 2- and 4-chloroquinolines;Bachman G. B.;J. Org. Chem.,1944

2. Derivatives of bis-(4-aniinophenyl) sulfone and related compounds;Bauer H.;J. Amer. Chem. Soc.,1951

3. 1-Halo and l-alkoxy-2-amino-4-nitrobenzenes;Blanksma J. J.;Rec. Trav. Chim.,1946

4. Further observations on standardization of bacterial suspensions;Brown H. C.;Ind. J. Med. Res.,1919

5. Compounds related to 4: 4'-diaminodiphenylsulfone;Burton H.;J. Chem. Soc. (London), p.,1945

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