Studies on Chemotherapeutics for <i>Mycobacterium tuberculosis</i>. X

Abstract

Studies on Chemotherapeutics for Mycobacterium tuberculosis. X. Synthesis and Antibacterial Activity on Mycobacterium tuberculosis of 2-Arylidenehyrazono-4-thiazolidones.

4-Thiazolidinones.

“…(CH,)iC=NNHCSNH, alkyl or aryl substituents in the 3-position or alkyl substituents in the 5-position (79,106,107,108,109,110,111,112,113,114,115,116,117,118,119,120,126,127,128,172,256,264,431,450,457,569,585,602,603,604,605,606,607,608,609,610,612,613,614,616,618,648,649,652,670,671,676,677).…”

“…In an investigation of the effect of variation of the R group (R' = H) in the hydrazone moiety, the o-hydroxyphenyl group showed strong activity (602,604,607,608,610,649) and inhibited the growth of Mycobacterium tuberculosis at concentrations of 0.5-1 7/ml. The activity of the o-hydroxypbenyl group is enhanced by the presence of an additional hydroxy group in the para position and either a chlorine atom or an ester group (256). Conversion of the phenolic group to an allyl ether (609) or replacement of R/ = H by R' = methyl (611) or of the hydrogen attached to nitrogen in the 4-thiazolidinone moiety by an alkyl or aryl group (612) decreases the activity.…”