771422-77-6

Basic information

• Product Name: isopropyl (R)-1-(1-phenylethyl)-1H-imidazole-5-carboxylate
• Synonyms: isopropyl (R)-1-(1-phenylethyl)-1H-imidazole-5-carboxylate;(R)-isopropyl 1-(1-phenylethyl)-1H-imidazole-5-carboxylate
• CAS NO: 771422-77-6
• Molecular Formula: C₁₅H₁₈N₂O₂
• Molecular Weight: 258.31562
• Mol File: 771422-77-6.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: isopropyl (R)-1-(1-phenylethyl)-1H-imidazole-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: isopropyl (R)-1-(1-phenylethyl)-1H-imidazole-5-carboxylate(771422-77-6)
• EPA Substance Registry System: isopropyl (R)-1-(1-phenylethyl)-1H-imidazole-5-carboxylate(771422-77-6)

Safety Data

• Hazardous Substances Data: 771422-77-6(Hazardous Substances Data)

Usage

General Description

Isopropyl (R)-1-(1-phenylethyl)-1H-imidazole-5-carboxylate is a chemical compound that belongs to the class of imidazole derivatives. It is a synthetic substance that is used in research and pharmaceutical applications. isopropyl (R)-1-(1-phenylethyl)-1H-imidazole-5-carboxylate is a carboxylate ester, and it contains a chiral center, denoted by the (R)- prefix in its name. The phenyl group attached to the imidazole ring gives the compound its aromatic properties, and the ester group contributes to its stability and reactivity. The exact uses and applications of this compound may vary depending on the specific research or industrial context in which it is employed.

Upstream product

• 67-63-0 isopropyl alcohol 
• 33125-97-2 etomidate 

Relevant articles and documents

New selective inhibitors of steroid 11β-hydroxylation in the adrenal cortex. Synthesis and structure-activity relationship of potent etomidate analogues

Derivatives of etomidate were evaluated as inhibitors of adrenal steroid 11β-hydroxylations. Stereoselective coupling by Mitsunobu produced chirally pure analogues to study the effect of configuration, modification of the ester, and substitution in the phenyl ring, with the aim to probe specific sites for introducing a radionuclide. Iodophenyl metomidate (IMTO) labeled with iodine-131 served as radioligand for structure-affinity relationship studies. We have characterized the kinetic parameters of specific 131I-IMTO binding on rat adrenal membranes and used the displacement of 131I-IMTO binding to evaluate functionalized MTO analogues. Our results indicated that (1) (R)-configuration is essential for high affinity, (2) highest potency resides in the ethyl, 2-propyl, and 2-fluoroethyl esters, and (3) substitution of the phenyl ring is well tolerated. The clinically used inhibitors metyrapone and ketoconazole inhibited 131I-IMTO binding with low affinity. Incubation of selected analogues with human adrenocortical NCI-h295 cells demonstrated a high correlation with the inhibitory effect on cortisol secretion.