13228-88-1

Basic information

• Product Name: 1,2,4-Triazolo[3,4-b][1,3,4]thiadiazole-6(5H)-thione, 3-(4-methylphenyl)-
• CAS NO: 13228-88-1
• Molecular Formula: C10H8N4S2
• Molecular Weight: 248.332
• Mol File: 13228-88-1.mol

Chemical Properties

• CAS DataBase Reference: 1,2,4-Triazolo[3,4-b][1,3,4]thiadiazole-6(5H)-thione, 3-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,4-Triazolo[3,4-b][1,3,4]thiadiazole-6(5H)-thione, 3-(4-methylphenyl)-(13228-88-1)
• EPA Substance Registry System: 1,2,4-Triazolo[3,4-b][1,3,4]thiadiazole-6(5H)-thione, 3-(4-methylphenyl)-(13228-88-1)

Safety Data

• Hazardous Substances Data: 13228-88-1(Hazardous Substances Data)

Upstream product

• 3619-22-5 p-toluic hydrazide 
• 75-15-0 carbon disulfide 
• 13229-01-1 3-(4-methylphenyl)-4-amino-5-mercapto-1,2,4-triazole 
• 13229-01-1 4-amino-2,4-dihydro-5-(4-methylphenyl)-3H-1,2,4-triazole-3-thione 
• 99-75-2 4-methyl-benzoic acid methyl ester 
• 38499-94-4 potassium 3-p-toluoyldithiocarbazate 

Relevant articles and documents

Synthesis and antitumor evaluation of novel fused heterocyclic 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives

In this study, twenty three 3,6-disubstituted 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives were synthesized and their antiproliferative activities in vitro were studied against SMMC-7721, HeLa, A549, and L929 by the CCK-8 assay. The bioassay results demonstrated that all tested compounds 8(a–w) exhibited antiproliferation with different degrees, and some compounds showed better effects than reference drug 5-fluorouracil. Among these screened compounds, compounds 8a, 8d, and 8l displayed significant antitumor activities in inhibiting SMMC-7721cell proliferation with IC50 values of 1.64, 1.74, and 1.61 μM, respectively. Compounds 8d and 8l were manifested highly effective biological activity versus HeLa cells with IC50 values of 2.23 and 2.84 μM, respectively. Compound 8l was found to have the highest antitumor potency against A549 cells with IC50 value of 2.67 μM. Furthermore, all compounds exhibited weaker cytotoxic effects than 5-fluorouracil on normal cell lines L929.

Heterocyclic Systems Containing Bridgehead Nitrogen Atom: Syntheses of s-Triazolothiadiazole-6(5H)thiones, s-Triazolothiadiazines and Related Heterocycles

The reactions of 3-aryl-4-amino-5-mercapto-s-triazoles (II; R = m-Cl-C6H4-, p-MeO-C6H4-, o-CH3-C6H4-, m-CH3-C6H4-, p-CH3-C6H4- and o-Br-C6H4-) with chloroacetic acid, α-haloketones, benzoin, 2,3-dichloroquinoxaline, chloroacetaldehyde diethylacetal and ca

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.