141692-01-5

Basic information

• Product Name: 1H-Imidazole-5-carboxaldehyde, 2-butyl-4-chloro-1-(phenylmethyl)-
• CAS NO: 141692-01-5
• Molecular Formula: C15H17ClN2O
• Molecular Weight: 276.766
• Mol File: 141692-01-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole-5-carboxaldehyde, 2-butyl-4-chloro-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-5-carboxaldehyde, 2-butyl-4-chloro-1-(phenylmethyl)-(141692-01-5)
• EPA Substance Registry System: 1H-Imidazole-5-carboxaldehyde, 2-butyl-4-chloro-1-(phenylmethyl)-(141692-01-5)

Safety Data

• Hazardous Substances Data: 141692-01-5(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 83857-96-9 2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde 

Downstream Products

• 198065-90-6 3-Benzyl-2-butyl-3H-imidazole-4-carbaldehyde 
• 1415391-32-0 C₃₂H₂₆ClN₃O 
• 1415391-44-4 C₃₈H₂₈ClN₃O₂ 
• 1415391-43-3 C₃₁H₂₄BrClN₄O 
• 1415391-41-1 C₃₀H₂₃BrClN₃OS 
• 1415391-38-6 C₃₆H₂₈ClN₃O 
• 1415391-37-5 C₃₅H₃₂ClN₃O₄ 
• 1415391-35-3 C₃₃H₂₈ClN₃O₂ 
• 1415391-34-2 C₃₂H₂₅BrClN₃O 
• 1415391-33-1 C₃₃H₂₈ClN₃O 

Relevant articles and documents

Regioselective alkylation of 2-alkyl-5,6,7,8-tetrahydro-3H- cycloheptimidazol-4-ones and 2-alkyl-3H-cycloheptimidazol-4-ones

Regioselective alkylation of 2-alkyl-5,6,7,8-tetrahydro-3H- cycloheptimidazol-4-one (1) and 2-alkyl-3H-cycloheptimidazol-4-one (2) was investigated. 3-[2′-(1-tert-Butyl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-2- propyl-5,6,7,8-tetrahydro-1H-cycloheptimidazol-4-one (6) was preferentially obtained under the conditions by using NaH in DMF or THF. On the other hand, 3-[2′-(1-tert-butyl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-2-propyl-5,6,7, 8-tetrahydro-3H-cycloheptimidazol-4-one (5), the synthetic intermediate compound of Pratosartan, was obtained selectively in the presence of n-Bu4NBr in toluene by using aqueous sodium hydroxide as a base. In this reaction, it was found that the concentration of the alkaline solution influences its regioselectivity. This selectivity was observed even for aldehyde and ester derivatives.

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.