68775-20-2

Basic information

• Product Name: 5-amino-1-(benzothiazol-2-yl)-3-(p-chlorophenyl)-1-H-pyrazole
• Synonyms: 5-amino-1-(benzothiazol-2-yl)-3-(p-chlorophenyl)-1-H-pyrazole
• CAS NO: 68775-20-2
• Molecular Weight: 326.809
• Mol File: 68775-20-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-amino-1-(benzothiazol-2-yl)-3-(p-chlorophenyl)-1-H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-amino-1-(benzothiazol-2-yl)-3-(p-chlorophenyl)-1-H-pyrazole(68775-20-2)
• EPA Substance Registry System: 5-amino-1-(benzothiazol-2-yl)-3-(p-chlorophenyl)-1-H-pyrazole(68775-20-2)

Safety Data

• Hazardous Substances Data: 68775-20-2(Hazardous Substances Data)

Upstream product

• 615-21-4 1,3-benzothiazol-2-ylhydrazine 
• 4640-66-8 p-chlorobenzoylacetonitrile 

Downstream Products

• 68775-09-7 N-[2-benzothiazol-2-yl-5-(4-chloro-phenyl)-2H-pyrazol-3-yl]-benzamide 
• 68775-15-5 N-[2-benzothiazol-2-yl-5-(4-chloro-phenyl)-2H-pyrazol-3-yl]-4-chloro-benzamide 
• 68775-18-8 N-[2-benzothiazol-2-yl-5-(4-chloro-phenyl)-2H-pyrazol-3-yl]-4-nitro-benzamide 
• 68775-06-4 5-acetylamino-1-(benzothiazol-2-yl)-3-(p-chlorophenyl)-1H-pyrazole 
• 68775-12-2 N-[2-benzothiazol-2-yl-5-(4-chloro-phenyl)-2H-pyrazol-3-yl]-3-methyl-benzamide 
• 1384952-49-1 2-(3-(4-chlorophenyl)-6-methyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzo[d]thiazole 
• 1384952-50-4 1-(benzothiazol-2-yl)-3-(p-chlorophenyl)-6-phenyl-4-trifluoromethyl-1H-pyrazolo[3,4-b]pyridine 
• 1384952-42-4 1-(benzothiazol-2-yl)-3-(p-chlorophenyl)-4-methyl-6-trifluoromethyl-1H-pyrazolo[3,4-b]pyridine 

Relevant articles and documents

Multicomponent synthesis, in?vitro cytotoxic evaluation and molecular modelling studies of polyfunctionalized pyrazolo[3,4-b]pyridine derivatives against three human cancer cell lines

A series of diversely polyfunctionalized pyrazolo[3,4-b]pyridines were synthesized by the multicomponent reaction of phenyl/benzothiazolylhydrazine and 3-oxo-3-arylpropanenitrile with 1,3-diketones under solvent-free and solvent-mediated conditions. Nineteen pyrazolo[3,4-b]pyridine derivatives were screened for their anti-cancer activity against three human cancer cell lines namely NALM-6, SB-ALL and MCF-7. Non-fluorinated 1-(benzothiazolyl)pyrazolo[3,4-b]pyridines (6a–d) displayed better cytotoxicity results as compared to other tested derivatives. The compound 1-(benzothiazolyl)-4,6-dimethyl-3-(4-chlorophenyl)pyrazolo[3,4-b]pyridine, 6b, was identified as the most active derivative with 53% cell growth inhibition nearly equal to the standard drug doxorubicin (58%), in close agreement to drug-likeness and drug score predictions. Among the fluorinated derivatives, compound 2-(3-(4-chlorophenyl)-4-methyl-6-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl)benzo[d]thiazole, 12c, was identified as hit compound with 46-39% cell growth inhibition against all the tested cell lines. Compound 6b was found to display suitable binding when docked inside the active site of Aurora-A kinase enzyme.