154480-38-3

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 2349-67-9 2-Amino-5-mercapto-1,3,4-thiadiazole 

Downstream Products

• 1225440-92-5 5-(4-chlorobenzylthio)-N-[(4-chlorophenyl)methylene]amino-1,3,4-thiadiazol-2-amine 
• 1225440-86-7 5-(benzylthio)-N-[(4-chlorophenyl)methylene]amino-1,3,4-thiadiazol-2-amine 

Relevant academic research and scientific papers

Antimicrobial and antitubercular evaluation of some new 5-amino-1,3,4-thiadiazole-2-thiol derived schiff bases

In an effort to study the effect of 1,3,4-thidiazole based molecules on bacteria, fungal and tuberculosis species, we synthesized a series of Schiff bases (2a-2m) by reacting a variety of carbonyl compounds with 5-amino-1,3,4-thiadiazole-2-thiol. Molecula

Molecular docking studies and biological evaluation of 1,3,4-thiadiazole derivatives bearing Schiff base moieties as tyrosinase inhibitors

1,3,4-Thiadiazole derivatives bearing Schiff base moieties were designed, synthesized, and their tyrosinase inhibitory activities were evaluated. Some compounds displayed potent tyrosinase inhibitory activities, especially, 4-(((5-mercapto-1,3,4-thiadiazol-2-yl)-imino)methyl)-2-methoxy-phenol (14) exhibited superior inhibitory effect to the other compounds with an IC50 value of 0.036?μM. The structure–activity relationships (SARs) were preliminarily discussed and docking studies showed compound 14 had strong binding affinity to mushroom tyrosinase. Hydroxy might be the active groups. The inhibition kinetics study revealed that compounds (13 and 14) inhibited tyrosinase by acting as uncompetitive inhibitors. The LD50 value of the compound 14 was 5000?mg/kg.

An interactive human carbonic Anhydrase-II (hCA-II) receptor - pharmacophore molecular model & anti-convulsant activity of the designed and synthesized 5-amino-1,3,4-thiadiazole-2-thiol conjugated imine derivatives

New imines, derived from aromatic aldehyde, chalcones and 5-amino-1,3,4-thiadiazole-2-thiol exhibited promising anti-convulsant activity which is explained through chemo-biological interactions at receptor site producing the inhibition of human Carbonic Anhydrase-II enzyme (hCA-II) through the proposed pharmacophore model at molecular levels as basis for pharmacological activity. The compounds 5-{1-(4-Chlorophenyl)-3-[4-(methoxy-phenyl)-prop-2-en-1-ylidene]amino}-1,3,4-thiadiazole-2-thiol (2b), 5-{[1-(4-chloro-phenyl)]-3-[4-(dimethyl-amino-phenyl)-prop-2-en-1-ylidene]amino}-1,3,4-thiadiazole-2-thiol (2c) and 5-{[1-(4-chloro-phenyl)]-3-[(4-amino-phenyl)-prop-2-en-1-ylidene]amino}-1,3,4-thiadiazole-2-thiol (2f) showed 100% activity in comparison with standard Acetazolamide, a known anti-convulsant drug. The compounds 2c, 2f also passed the Rotarod and Ethanol Potentiation tests which further confirmed them to be safe in motor coordination activity and safe from generating neurological toxicity.

Synthesis of some novel and biologically active schiff bases bearing a 1,3,4-thiadiazole moiety under acidic and PTC conditions

The synthesis of some new Schiff bases bearing a 1,3,4-thiadiazole moiety, 3a-l, by reaction of 2-amino-5-mercapto-1,3,4-thiadiazole with aromatic aldehydes under acidic and phase transfer catalyst (PTC) conditions was studied. The structure of all the Schiff bases was characterized using FT-IR and NMR spectroscopy, and elemental analyses. The antibacterial activity of these compounds was investigated against Staphylococcus aureus (RTCC, 1885), and Escherichia coli (ATCC, 35922).

Syntheses of aromatic aldehyde imine derivatives of 2-thiobenzyl-1,3,4- thiadiazole and evaluation of their anticonvulsant activity

Benzyl and chlorobenzyl substituted 1,3, 4-thiadiazole imine derivatives have been prepared by refluxing aromatic aldehyde imine derivatives and benzyl chloride/4-chloro benzyl chloride in ethanolic potassium hydroxide. The structures of the compounds have been determined by spectral and chemical methods. The anticonvulsant activity has been carried out using Karl et al. method. All the reported compounds show good anticonvulsant activity wherein chlorobenzyl substituted compounds show potent anticonvulsant activity against phenytoin used as the standard reference drug. Neurotoxicity has been screened through the Rota rod and ethanol potentiation test. The compounds did not show any neurotoxicity.

Hetero Diels-Alder Synthesis and Fungitoxicity of New 1,3,4-Thiadiazolo-s-triazine-5(H)-thiones

Hetero Diels-Alder synthesis involving conjugated azomethines, 5-(arylideneamino)-2-mercapto-1,3,4-thiadiazoles IIa-c, as dienes (azadienes) and aryl isothiocyanates as dienophiles affords 2,6,7-trisubstituted 6,7-dihydro-1,3,4-thiadiazolo-s-triazine-5(H)-thiones IIIa-f.The azomethines IIa-c on ethylation followed by hetero Diels-Alder reaction furnish 6,7-diaryl-2-(ethylthio)-6,7-dihydro-1,3,4-thiadiazolo-s-triazine-5(H)-thiones IVa-f.Fungitoxicities of the compounds II-IV were evaluated in vitro against Aspergillus niger and Fusarium oxysporum.Someof the compounds displayed activities comparable with that of the commercial fungicide Dithane M-45.Structure-activity relationships for the screened compounds are discussed.