68469-09-0

Upstream product

• 70-11-1 α-bromoacetophenone 
• 23766-28-1 5-(4-chlorophenyl)-1,3,4-oxadiazole-2-thiol 
• 38539-88-7 potassium p-chlorobenzoylhydrazinodithioformate 
• 536-40-3 4-chlorobenzoic acid hydrazide 
• 10364-95-1 1-(4-chloro-benzoyl)-1H-imidazole 
• 74-11-3 para-chlorobenzoic acid 
• 68468-95-1 4-amino-5-(4-chlorophenyl)-2,4-dihydro-3H[1,2,4]triazole-3-thione 
• 68468-95-1 4-amino-5-mercapto-3-(4-chlorophenyl)-1,2,4-triazole 
• 532-27-4 1-chloroacetophenone 
• 74087-97-1 2-((5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl)thio)-1-phenylethan-1-one 

Downstream Products

• 1083071-90-2 3-(p-chlorophenyl)-6-phenyl-1H-pyrazolo[5,1-c][1,2,4]triazole 
• 1083071-83-3 1-acetyl-7-acetylsulfanyl-3-(p-chlorophenyl)-6-phenyl-1H-pyrazolo[5,1-c][1,2,4]triazole 

Relevant academic research and scientific papers

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.

Pyrolytic desulfurization ring contraction of condensed thiadiazines as a general route towards pyrazoloazines and pyrazoloazoles with a bridgehead (ring junction) nitrogen atom

Pyrolytic conversion of [1,2,4]triazino[3,4-b][1,3,4]thiadiazin-4-ones, [1,3,4]thiadiazino[2,3-b]quinazolin-10-ones and [1,2,4]triazolo[3,4-b][1,3,4]thiadiazines into their corresponding pyrazolo[5,1-c][1,2,4]triazin-4-ones, pyrazolo[4,3-b]quinazolin-9-on

Studies on nitrophenylfuran derivatives part Xii. synthesis, characterization, antibacterial and antiviral activities of some nitrophenylfurfurylidene-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines.

Synthesis of four 1-aryl-3-[5-(p-nitrophenyl)-2-furyl]-2-propen-1-ones starting from substituted acetophenones and p-nitrophenylfurfuraldehyde is described. These propenones were then converted into corresponding dibromo derivatives which on dehydrobromin

Synthesis of Heterocycles. Part VII . Synthesis and Antimicrobial Activity of Some 7H-s-Triazolothiadiazine and s-Triazolothiadiazole Derivatives

The cyclization of 4-amino-5-aryl-3-cyanomethylthio-1,2,4-triazoles II in the presence of concentrated sulfuric acid yields 7H-6-amino-s-triazolothiadiazines III.Cyclization of 4-amino-5-aryl-1,2,4-triazole-3-thiones I with phenacyl chloride yields 7H-3-aryl-6-phenyl-s-triazolothiadiazines IV.Similarly, compounds I condensed with cyanogen bromide, phenyl isothiocyanate and carbon disulfide to give the corresponding cyclized products 6-amino-3-aryl-s-triazolothiadiazoles V, 3-aryl-6-phenylamino-s-triazolothiadiazoles VI and 3-aryl-s-triazolothiadiazol-6(5H)thiones VII, respectively.Also in the presence of phosphoryl chloride, compounds I underwent cyclization with monocarboxylic acids and oxalic acid to 3,6-diaryl-s-triazolothiadiazole VIII and 6,6'-bis(3-aryl-s-triazolothiadiazoles) IX.The above compounds were screened for their antimicrobial activity.

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.