159708-89-1

Basic information

• Product Name: methyl 4-[(2-butyl-4-formyl-1H-imidazol-1-yl)methyl]benzoate
• Synonyms: methyl 4-[(2-butyl-4-formyl-1H-imidazol-1-yl)methyl]benzoate
• CAS NO: 159708-89-1
• Molecular Weight: 300.357
• Mol File: 159708-89-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 4-[(2-butyl-4-formyl-1H-imidazol-1-yl)methyl]benzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-[(2-butyl-4-formyl-1H-imidazol-1-yl)methyl]benzoate(159708-89-1)
• EPA Substance Registry System: methyl 4-[(2-butyl-4-formyl-1H-imidazol-1-yl)methyl]benzoate(159708-89-1)

Safety Data

• Hazardous Substances Data: 159708-89-1(Hazardous Substances Data)

Upstream product

• 83857-96-9 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde 
• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 68283-19-2 2-butyl-5-hydroxymethyl-1H-imidazole 
• 18469-52-8 methyl 4-(aminomethyl)benzoate 
• 57246-71-6 methyl pentanimidate 
• 110-59-8 pentanonitrile 
• 50790-93-7 2-butyl-1H-imidazole 
• 68282-49-5 2-butyl-1H-imidazole-5-carboxaldehyde 
• 198065-80-4 methyl 4-[[N-(1-iminopentyl)amino]methyl]benzoate 
• 133040-02-5 2-butyl-4-chloro-1-<(4-carbomethoxyphenyl)methyl>-1H-imidazole-5-carboxaldehyde 

Downstream Products

• 203204-02-8 α-azido-β-[2-butyl-1-(4-carbethoxybenzyl)imidazol-4-yl]acrylate 
• 159708-84-6 2-butyl-1-(4-methoxycarbonylbenzyl)-1H-imidazole-4-carboxylic acid 
• 159708-90-4 C₁₇H₂₀N₂O₄ 
• 220579-42-0 4-[2-butyl-4-(2-ethoxycarbonyl-2-phenylsulfanyl-vinyl)-imidazol-1-ylmethyl]-benzoic acid ethyl ester 

Relevant articles and documents

DUAL-ACTING ANTIHYPERTENSIVE AGENTS

In one aspect, the invention relates to compounds having the formula: wherein: Ar, r, Z, X, R3, and R5-7 are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have AT1 receptor antagonist activity and neprilysin inhibition activity. In another aspect, the invention relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and process and intermediates for preparing such compounds.

A New Regioselective Synthesis of 1,2,5-Trisubstituted 1H-Imidazoles and Its Application to the Development of Eprosartan

A new method is presented for the preparation of 1,2-disubstitued-1H-imidazole-5-carboxaldehydes by the reaction of N-monosubstituted amidines with 2-halo-3-alkoxy-2-propenals. The reaction is highly regioselective with ratios of 1,2,5:1,2,4-imidazolecarboxaldehydes ranging from 85:15 to 100: 0. This methodology could be extended with similar results to the synthesis of imidazole-5-nitriles by the reaction of 2-bromo-3-methoxy-2-propenenitrile with N-monosubstituted amidines.

Potent Nonpeptide Angiotensin II Receptor Antagonists. 2. (1-Carboxybenzyl)imidazole-5-acrylic Acids

The further evolution of the imidazole-5-acrylic acid series of nonpeptide angiotensin II receptor antagonists is detailed (for Part 1, see: J.Med.Chem. 1992, 35, 3858).Modifications of the N-benzyl ring substitution were undertaken in an effort to mimic the Tyr4 residue of angiotensin II.Introduction of a p-carboxylic acid on the N-benzyl ring resulted in the discovery of compounds with nanomolar affinity for the receptor and good oral activity.SAR studies of these potent antagonists revealed that the thienyl ring, the (E)-acrylic acid, and the imidazole ring in addition to the two acid groups were important for high potency.Also, overlay comparisons of the parent diacid with both angiotensin II and a representative biphenylyltetrazole nonpeptide angiotensin II receptor antagonist are presented.The parent diacid analog, SKF 108566 or (E)-3--2-propenoic acid, is currently in clinical development for the treatment of hypertension.