56400-87-4

Upstream product

• 70-11-1 α-bromoacetophenone 
• 61019-32-7 potassium 4-pyridinyldithiocarbazate 
• 54-85-3 isoniazid 
• 15264-63-8 5-(4-pyridinyl)-1,3,4-oxadiazole-2-thiol 
• 36209-51-5 4-amino-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiol 
• 81555-97-7 1-phenyl-2-(5-(pyridin-4-yl)-1,3,4-oxadiazol-2-ylthio)ethanone 

Relevant academic research and scientific papers

Synthesis of novel 1,2,4-triazoles, triazolothiadiazines and triazolothiadiazoles as potential anticancer agents

A series of new N-substituted-3-mercapto-1,2,4-triazoles (3a,b and 7a-d), triazolo[1,3,4]thiadiazines (5a,b) and triazolo[1,3,4]thiadiazoles (4a-d, 6 and 8a-d) have been synthesized starting from isonicotinic acid hydrazide. The structure of the newly synthesized compounds was confirmed on the basis of their spectral data and elemental analyses. All the compounds were screened for their in vitro anticancer activity against 6 human cancer cell lines and normal fibroblasts. Seven of the tested compounds (3a,b, 4c, 5a and 8b-d) exhibited significant cytotoxicity against most cell lines. Among these derivatives compound 4c exhibited equivalent cytotoxic effect to the standard CHS 828 against gastric cancer cell line (IC50 = 25 nM). Normal fibroblast cells (WI38) were affected to a much lesser extent (IC50 > 10,000 nM).

Preliminary SAR and biological evaluation of antitubercular triazolothiadiazine derivatives against drug-susceptible and drug-resistant Mtb strains

Following up the SAR study of triazolothiadiazoles for their antitubercular activities targeting Mt SD in our previous study, on the principle of scaffold hopping, the C3 and C6 positions of triazolothiadiazine were examined systematically to define a preliminary structure–activity relationship (SAR) with respect to biological activity. This study herein highlights the potential of two highly potent advanced leads 6c-3, 6g-3 and several other compounds with comparable potencies as promising new candidates for the treatment of TB (6c-3, MIC-H37Rv?=?0.25?μg/mL; MIC-MDRTB?=?2.0?μg/mL; MIC-RDRTB?=?0.25?μg/mL; Mt SD-IC50?=?86.39?μg/mL; and 6g-3, MIC-H37Rv?=?1.0?μg/mL; MIC-MDRTB?=?4.0?μg/mL; MIC-RDRTB?=?2.0?μg/mL; Mt SD-IC50?=?73.57?μg/mL). Compounds 6c-3 and 6g-3 possessed a para-nitro phenyl at the 6 position showed low Vero and HepG2 cells toxicity, turning out to be two excellent lead candidates for preclinical trials. In addition, in vitro Mt SD inhibitory assay indicates that Mt SD is at least one of the targets for their antitubercular activity. Thus, they may turn out to be promising multidrug-resistance-reversing agents.

Synthesis, anti-inflammatory, analgesic, and antibacterial activities of some triazole, triazolothiadiazole, and triazolothiadiazine derivatives

This study is concerned with the synthesis of new 1,2,4-triazoles, 1,3,4-thiadiazoles, and 1,3,4- thiadiazines derivatives. Derivatives 3a-i were obtained by condensation of 4-amino-3-(4-pyridine)- 5-mercapto-1,2,4-triazole 1 with the appropriate aldehyde

Potential broad spectrum anthelmintics. IV: Design, synthesis, and antiparasitic screening of certain 3,6-disubstituted-(7H)-s-triazolo-[3,4-b][1,3,4]thiadiazine derivatives

A series of 3,6-disubstituted-(7H)-s-triazolo[3,4-b][1,3,4]-thiadiazine derivatives were prepared. The compounds were designed to obtain structural similarities and/or bear isosteric relation with certain fused systems encountered in some well-known antip

Ring Transformation of 1,3,4-Oxadiazole to s-Triazole-Fused Heterocycles. New Synthetic Route for Thiazolo-s-triazole and 7H-s-Triazolothiadiazine

s-Triazole-fused heterocycles have been synthesized by an intramolecular transformation of some 1,3,4-oxadiazole ketones with ammonia or hydrazine.The α- ketone 2m gave thiazolo-s-triazole (4m), accompanied by a small amount of the hydrazide 9m on treatment with ammonium acetate in acetic acid.Similar treatment of ketones 2a and 2b afforded only the hydrazides 9a and 9b, respectively.Ketones 2a-n reacted with hydrazine hydrate in acetic acid to give 7H-s-triazolothiadiazines 5a-n.However, ketones 2o-q, with substituents α to the carbonyl group, could not be converted to the corresponding fused-ring systems.Mechanisms for these transformations are proposed.