N-Hydroxythiosemicarbazones: synthesis and in vitro antitubercular activity.
N-Hydroxythiosemicarbazide was prepared by two methods starting from 2,4-dimethoxy benzyl amine and hydroxylamine hydrochloride, which in turn was reacted with various aldehydes and ketones to obtain the titled compounds. Eighteen compounds were tested for their in vitro activity against Mycobacterium tuberculosis H37Rv using the agar dilution method. Compound 10p was found to be the most potent compound (MIC: 0.28 microM) and was 2.5 times more active than standard isoniazid.
Sriram
Dharmarajan
D
Medicinal Chemistry Research Laboratory, Pharmacy group, Birla Institute of Technology and Science, Pilani 333031, India. dsriram@bits-pilani.ac.in
Yogeeswari
Perumal
P
Dhakla
Prathiba
P
Senthilkumar
Palaniappan
P
Banerjee
Debjani
D
D000362:Agar / Q000737:chemistry; D000818:Animals; D000995:Antitubercular Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D002626:Chemistry, Pharmaceutical / Q000379:methods*; D002522:Chlorocebus aethiops; D015195:Drug Design; D004353:Drug Evaluation, Preclinical; D020128:Inhibitory Concentration 50; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D008968:Molecular Conformation; D009169:Mycobacterium tuberculosis / Q000378:metabolism*; D012663:Semicarbazides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D012664:Semicarbazones / Q000138:chemical synthesis* / Q000737:chemistry*; D013696:Temperature; D014709:Vero Cells
D000995:Antitubercular Agents; C521288:N-hydroxythiosemicarbazide; D012663:Semicarbazides; D012664:Semicarbazones; D000362:Agar