56073-96-2

Basic information

• Product Name: N-[6-[(4-Aminophenyl)thio]-1H-benzimidazol-2-yl]-carbamic acidmethylester
• Synonyms: N-[6-[(4-Aminophenyl)thio]-1H-benzimidazol-2-yl]-carbamic acidmethylester;CarbaMic acid, N-[6-[(4-aMinophenyl)thio]-1H-benziMidazol-2-yl]-, Methyl ester;methyl 5-(4-aminophenylthio)-1H-benzo[d]imidazol-2-ylcarbamate
• CAS NO: 56073-96-2
• Molecular Formula: C₁₅H₁₄N₄O₂S
• Molecular Weight: 314.36226
• Mol File: 56073-96-2.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.449g/cm³
• Refractive Index: 1.736
• CAS DataBase Reference: N-[6-[(4-Aminophenyl)thio]-1H-benzimidazol-2-yl]-carbamic acidmethylester(CAS DataBase Reference)
• NIST Chemistry Reference: N-[6-[(4-Aminophenyl)thio]-1H-benzimidazol-2-yl]-carbamic acidmethylester(56073-96-2)
• EPA Substance Registry System: N-[6-[(4-Aminophenyl)thio]-1H-benzimidazol-2-yl]-carbamic acidmethylester(56073-96-2)

Safety Data

• Hazardous Substances Data: 56073-96-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14N4O2S/c1-21-15(20)19-14-17-12-7-6-11(8-13(12)18-14)22-10-4-2-9(16)3-5-10/h2-8H,16H2,1H3,(H2,17,18,19,20)

Upstream product

• 125159-34-4 3,4,4'-triaminodiphenyl sulfide 
• 156-62-7 calcium cyanamide 
• 79-22-1 methyl chloroformate 
• 1126-81-4 4-acetamidothiophenol 
• 56073-94-0 N-[4-(3,4-diaminophenylsulfanyl)phenyl]acetamide 
• 56073-93-9 5-(4-acetamidothiophenoxy)-2-nitroaniline 
• 1635-61-6 5-chloro-2-nitroaniline 
• 56073-95-1 [5-(4-acetylamino-phenylsulfanyl)-1⁽³⁾H-benzoimidazol-2-yl]-carbamic acid methyl ester 

Downstream Products

• 209803-69-0 (5-{4-[3-(2-chloro-phenyl)-ureido]-phenylsulfanyl}-1H-benzoimidazol-2-yl)-carbamic acid methyl ester 

Relevant articles and documents

Discovery of novel benzimidazoles as potent inhibitors of TIE-2 and VEGFR-2 tyrosine kinase receptors

We herein disclose a novel chemical series of benzimidazole-ureas as inhibitors of VEGFR-2 and TIE-2 kinase receptors, both of which are implicated in angiogenesis. Structure-activity relationship (SAR) studies elucidated a critical role for the N1 nitrogen of both the benzimidazole (segment E) and urea (segment B) moieties. The SAR results were also supported by the X-ray crystallographic elucidation of the role of the N1 nitrogen and the urea moiety when the benzimidazole-urea compounds were bound to the VEGFR-2 enzyme. The left side phenyl ring (segment A) occupies the backpocket where a 3-hydrophobic substituent was favored for TIE-2 activity.

Bis-arylsulfonamide derivatives of 2-amino-5(6)-(4-aminophenylthio)benzimidazole

Three different procedures have been developed for the preparation of bis-arylsulfonamide derivatives of 2-amino-5(6)-(4-aminophenylthio)benzimidazole, and biological activity of the products have been studied.