56073-92-8

Basic information

• Product Name: Carbamic acid, [5-(4-aminophenoxy)-1H-benzimidazol-2-yl]-, methyl ester
• CAS NO: 56073-92-8
• Molecular Formula: C15H14N4O3
• Molecular Weight: 298.301
• Mol File: 56073-92-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [5-(4-aminophenoxy)-1H-benzimidazol-2-yl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [5-(4-aminophenoxy)-1H-benzimidazol-2-yl]-, methyl ester(56073-92-8)
• EPA Substance Registry System: Carbamic acid, [5-(4-aminophenoxy)-1H-benzimidazol-2-yl]-, methyl ester(56073-92-8)

Safety Data

• Hazardous Substances Data: 56073-92-8(Hazardous Substances Data)

Upstream product

• 56073-91-7 methyl 5⁽⁶⁾-(4-acetamidophenoxy)benzimidazole-2-carbamate 
• 34840-23-8 [[(Methoxycarbonyl)amino](methylthio)-methylene]carbamic acid,methyl ester 
• 6264-66-0 1,2-diamino-4-(4-aminophenoxy)benzene 
• 29178-60-7 4-(4-acetamidophenoxy)phenylene-1,2-diamine 
• 29178-59-4 4-(4-acetylaminophenoxy)-2-amino-nitrobenzene 
• 1635-61-6 5-chloro-2-nitroaniline 
• 103-90-2 4-acetaminophenol 
• 156-62-7 calcium cyanamide 
• 79-22-1 methyl chloroformate 
• 35719-43-8 potassium salt of 4-acetamidophenol 

Downstream Products

• 433224-20-5 T-butyl N-(5-(4-((2-fluoro-5-(trifluoromethyl)phenyl)aminocarbonylamino)phenoxy)-1H-benzimidazol-2-yl)carbamate 
• 433224-83-0 benzyl N-(5-(4-((2-fluoro-5-(trifluoromethyl)phenyl)aminocarbonylamino)phenoxy)-1H-benzimidazol-2-yl)carbamate 
• 433224-01-2 methyl N-(5-(4-((3-chlorophenyl)aminocarbonylamino)phenoxy)-1H-benzimidazol-2-yl)carbamate 
• 433224-55-6 methyl N-(5-(4-((3-ethoxycarbonylphenyl)aminocarbonylamino)phenoxy)-1H-benzimidazol-2-yl)carbamate 
• 96753-70-7 methyl 5⁽⁶⁾-(4-isothiocyanatophenoxy)benzimidazole-2-carbamate 

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.

Synthesis of methyl 5(6)-(4-aminophenoxy)-and 5(6)-(2-aminophenoxy)-2- benzimidazolyl carbamates and their biological properties

A procedure was developed for preparation of methyl 5(6)-(4-aminophenoxy)- and 5(6)-(2-aminophenoxy)-2-benzimidazolyl carbamates by reaction of 3,4,4′-triaminodiphenyl or 3,4,2′-triaminodiphenyl ethers respectively with methyl cyanocarbamate in water solution in the presence of 7-10 molar excess of acetic acid. The helminthicidal properties, embryotoxicity, and overall toxicity of compounds obtained were estimated.