56073-92-8

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 
• 35719-43-8 potassium salt of 4-acetamidophenol 
• 29178-60-7 4-(4-acetamidophenoxy)phenylene-1,2-diamine 
• 156-62-7 calcium cyanamide 
• 79-22-1 methyl chloroformate 
• 29178-59-4 4-(4-acetylaminophenoxy)-2-amino-nitrobenzene 
• 103-90-2 4-acetaminophenol 
• 1635-61-6 5-chloro-2-nitroaniline 

Downstream Products

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

Relevant academic research and scientific papers

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.

Chemical compounds

Benzimidazole derivatives, which are useful as TIE-2 and/or VEGFR2 inhibitors are described herein. The described invention also includes methods of making such benzimidazole derivatives as well as methods of using the same in the treatment of hyperproliferative diseases.

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.

Synthesis and Anthelmintic Activity of 2-Substituted 5(6)-(5-Benzimidazolyloxy)- and 5(6)-Aryloxybenzimidazoles

A number of diaryl oxides (12-17 and 22-35) and 2,2'-disubstituted-5,5'-dibenzimidazolyl oxides (18-21) have been synthesized starting from 4-nitrophenol and 4-acetaminophenol respectively.All the compounds have been evaluated for their anthelmintic activity against Ancylostoma ceylanicum in hamsters, Nippostrongylus brasiliensis and Hymenolepsis nana in rats and Syphacia obvelata in mice.The results show that compounds 18, 19 and 33 remove 100percent of A. ceylanicum and H. nana at a single oral dose of 12.5-250 mg/kg.Compound 18 is also effective against N. brasiliensis in rats and S. obvelata in mice.