139481-37-1

Basic information

• Product Name: [1,1'-Biphenyl]-2-carboxylic acid, 4'-[[[2-amino-6-(methoxycarbonyl)phenyl]amino]methyl]-, methyl ester
• CAS NO: 139481-37-1
• Molecular Formula: C23H22N2O4
• Molecular Weight: 390.439
• Mol File: 139481-37-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [1,1'-Biphenyl]-2-carboxylic acid, 4'-[[[2-amino-6-(methoxycarbonyl)phenyl]amino]methyl]-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-Biphenyl]-2-carboxylic acid, 4'-[[[2-amino-6-(methoxycarbonyl)phenyl]amino]methyl]-, methyl ester(139481-37-1)
• EPA Substance Registry System: [1,1'-Biphenyl]-2-carboxylic acid, 4'-[[[2-amino-6-(methoxycarbonyl)phenyl]amino]methyl]-, methyl ester(139481-37-1)

Safety Data

• Hazardous Substances Data: 139481-37-1(Hazardous Substances Data)

Upstream product

• 150058-11-0 4'-{[tert-Butoxycarbonyl-(2-methoxycarbonyl-6-nitro-phenyl)-amino]-methyl}-biphenyl-2-carboxylic acid methyl ester 
• 856414-36-3 2-Azidocarbonyl-3-nitro-benzoic acid methyl ester 
• 57113-90-3 methyl 2-(N-tert-butoxycarbonylamino)-3-nitrobenzoate 
• 603-11-2 3-nitrophthalic acid 
• 73833-13-3 acid chloride of 1-methylhydrogen-3-nitrophthalate 
• 21606-04-2 methyl 2-carboxy-3-nitrobenzoate 
• 139481-36-0 methyl 2-<<<2'-(methoxycarbonyl)biphenyl-4-yl>methyl>amino>-3-nitrobenzoate 

Downstream Products

• 139481-53-1 2-Ethoxy-3-(2'-methoxycarbonyl-biphenyl-4-ylmethyl)-3H-benzoimidazole-4-carboxylic acid methyl ester 

Relevant articles and documents

Nonpeptide Angiotensin II Receptor Antagonists. Synthesis and Biological Activity of Benzimidazolecarboxylic Acids

A series of 2-substituted-1--1H-benzimidazole-7-carboxylic acids was prepared from the key intermediate 3-amino-2-amino>benzoate (6a-c) in order to clarify the structure-activity relationships of various analogues of 2-butyl-1-methyl>-1H-benzimidazole-7-carboxylic acid (CV-11194), a potent and long acting angiotensin II (AII) receptor antagonist.The AII antagonistic activity of the benzimidazoles was investigated by in vitro assays, which included an AII receptor binding assay and AII-induced vasocontraction assay, as well as by in vivo assays such as an AII-induced pressor response in rats.Most of the benzimidazoles showed high affinity for the AII receptor (IC50 value, 10-6-1--7 M) and inhibited the AII-induced pressor response at 1 or 3 mg/kg po, and the effects were more potent than those of CV-11194 and DuP 753.The structure-activity relationship studies on the binding affinity and the inhibition of AII-induced pressor response suggested that straight chains of a certain length (e.g., ethoxy groups, ethyl groups) were the best as substituents at the 2-position and that their steric factors, lipohilicity, and electronic effects affected the potency of the AII antagonistic action.Both a carboxyl group at the 7-position and a tetrazole ring at the 2'-position were particularly important for potent and orally active AII antagonistic activity and a long-acting hypotensive effect.The representative compound, 2-ethoxy-1-methyl>-1H-benzimidazole-7-carboxylic acid (26b, CV-11974), inhibited the specific binding of AII to bovine adrenal cortical membrane with an IC50 value of 1.1*10-7 M.The AII-induced contraction of rabbit aortic strips was antagonized by CV-11974 (IC50 value, 3.0*1--10 M).Oral administration of CV-11974 to conscious normatensive rats at 1 mg/kg resulted in long-lasting inhibition of the AII-induced pressor response.CV-11974 at 0.1-1 mg/kg iv reduced blood pressure dose-dependently in spontaneously hypertensive rats.