57772-03-9

Basic information

• Product Name: 2-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole
• Synonyms: 2-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole
• CAS NO: 57772-03-9
• Molecular Weight: 215.279
• Mol File: 57772-03-9.mol

Chemical Properties

• CAS DataBase Reference: 2-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole(57772-03-9)
• EPA Substance Registry System: 2-methyl-6-phenylimidazo[2,1-b]-1,3,4-thiadiazole(57772-03-9)

Safety Data

• Hazardous Substances Data: 57772-03-9(Hazardous Substances Data)

Upstream product

• 108-33-8 5-methyl-1,3,4-thiadiazol-2-amine 
• 106833-39-0 5-methyl-3-(2-oxo-2-phenylethyl)-1,3,4-thiadiazol-2(3H)-iminium bromide 
• 70-11-1 α-bromoacetophenone 
• 92289-56-0 1-acetylamino-4-phenyl-1,3-dihydro-imidazole-2-thione 
• 37664-13-4 2-(2-imino-5-methyl-[1,3,4]thiadiazol-3-yl)-1-phenyl-ethanone 

Relevant articles and documents

Palladium-Catalyzed Amination of C-5 Bromoimidazo[2,1-b][1,3,4]thiadiazoles

A new and efficient palladium-catalyzed amination of imidazo[2,1-b][1,3,4]thiadiazole at the C-5 position under microwave irradiation is reported. The reactivity toward bromine release at the C-5 position was investigated, and palladium-catalyzed cross-co

Reinvestigation of 1,3,4-thiadiazol-2(3h)-iminium bromide in the two-step synthesis of imidazo[2,1-b][1,3,4]- thiadiazoles

The synthesis of 1,3,4-thiadiazol-2(3H)-iminium bromides, which are intermediates in the most commonly used synthetic approach to imidazo[2,1-b][1,3,4]thiadiazoles, and a single crystal X-ray diffraction study of one of these iminium bromides are describe

Synthesis of imidazothiadiazole-benzimidazole conjugates as mitochondrial apoptosis inducers

A series of imidazothiadiazole-benzimidazole conjugates (3a-z) were synthesized and evaluated for their cytotoxic activity against a set of four selected human cancer cell lines. Amongst them, compounds 3b and 3y exhibited significant antiproliferative activity in ME-180 (cervical) cell line. Flow cytometric analysis showed that these two compounds arrested the cell cycle in the G0/G1 phase leading to the loss of mitochondrial membrane potential followed by apoptotic cell death. Further, Hoechst 33258 staining, DNA fragmentation assay, Annexin V staining assay and caspase-3 also suggested that 3b and 3y induced cell death by apoptosis. Docking studies revealed that compound 3b binds to the Gly142, Phe101, Asn140 and Arg143 on B-cell lymphoma 2 (Bcl-2) proteins and inhibition of Bcl-2 protein could be the possible mechanism of action for these compounds.

Potassium carbonate-mediated green and efficient synthesis of imidazo[2,1-b]-1,3,4-thiadiazoles using PEG as solvent

Polyethylene glycol (PEG) was found to be an inexpensive nontoxic and effective medium for the synthesis of imidazo[2,1-b]-1,3,4-thiadiazoles in the presence of potassium carbonate as a green base in high yields. In addition, the solvent system can be recovered and reused, making this protocol economically and potentially viable.

Synthesis of imidazo[2,1-b[-1,3,4-thiadiazoles in DABCO as an efficient and recyclable catalyst

An efficient and general method has been described for the synthesis of imidazo[2,1-b]-1,3,4-thiadiazole by the reaction of 2-aminothiadiazoles with phenacyl bromides in the presence of 1,4-diazabicyclo[2.2.2]octane (DABCO). The method is suitable for the synthesis of functionalized imidazothiadiazoles.

Green synthesis of substituted imidazothiadiazoles using ionic liquid

An eco-friendly facile synthesis of imidazo[2,1-b]-1,3,4-thiadiazoles is described using ionic liquid, [bmim]PF6 (1-butyl-3-methylimidazolium hexafluorophosphate). The use of recyclable catalyst demonstrates the advantages of significant rate e