89460-20-8

Basic information

• Product Name: Imidaprilat Benzyl Ester, (Carbonylimidazolidine)tert-butyl Ester
• Synonyms: Imidaprilat Benzyl Ester, (Carbonylimidazolidine)tert-butyl Ester;1-Methyl-2-oxo-3-[1-oxo-2-[[3-phenyl-1-[(phenylMethoxy)carbonyl]propyl]aMino]propyl]-
• CAS NO: 89460-20-8
• Molecular Formula: C₂₉H₃₇N₃O₆
• Molecular Weight: 523.62058
• Product Categories: Aromatics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 89460-20-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 627.941°C at 760 mmHg
• Flash Point: 333.567°C
• Appearance: /
• Density: 1.192g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.559
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• CAS DataBase Reference: Imidaprilat Benzyl Ester, (Carbonylimidazolidine)tert-butyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: Imidaprilat Benzyl Ester, (Carbonylimidazolidine)tert-butyl Ester(89460-20-8)
• EPA Substance Registry System: Imidaprilat Benzyl Ester, (Carbonylimidazolidine)tert-butyl Ester(89460-20-8)

Safety Data

• Hazardous Substances Data: 89460-20-8(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Oil

InChI:InChI=1/C29H37N3O6/c1-20(25(33)32-24(18-31(5)28(32)36)27(35)38-29(2,3)4)30-23(17-16-21-12-8-6-9-13-21)26(34)37-19-22-14-10-7-11-15-22/h6-15,20,23-24,30H,16-19H2,1-5H3/t20-,23-,24-/m0/s1

Upstream product

• 83080-02-8 benzyl (2S)-2-amino-4-phenylbutyrate 
• 195828-75-2 tert.-butyl (4S)-1-methyl-3-(2-bromopropionyl)-2-oxo-imidazolidine-4-carboxylate 
• 117560-15-3 (S)-2-((S)-1-tert-Butoxycarbonyl-ethylamino)-4-phenyl-butyric acid benzyl ester; compound with (Z)-but-2-enedioic acid 
• 83056-78-4 tert-butyl (4S)-3-(benzyloxycarbonyl)-1-methyl-2-oxoimidazolidine-4-carboxylate 
• 77999-24-7 (S)‐2‐oxoimidazolidine‐1,5‐dicarboxylate-5‐tert‐butyl ester-1‐benzyl ester 
• 117560-24-4 p-tolylsulfonic caid salt of L-homophenylalanine benzyl ester 
• 117560-14-2 N-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-alanine tert-butyl ester 
• 89371-42-6 (2S)-2-amino>propionic acid 
• 943-73-7 D-homophenylalanine 
• 5440-40-4 2-(acetylamino)-4-phenylbutanoic acid 
• 1012-05-1 D,L-homophenylalanine 
• 16503-46-1 2-bromo-4-phenyl butanoic acid 
• 130368-70-6 tert-Butyl (4S)-1-Methyl-3-<(2R)-2-(4-toluenesulfonyloxy)propionyl>-2-oxoimidazolidine-4-carboxylate 

Downstream Products

• 117605-21-7 tert-butyl (4S)-3-<(2S)-2-propionyl>-1-methyl-2-oxoimidazolidine-4-carboxylate hydrogen maleate 
• 89371-44-8 (4S)-1-methyl-3-{(2S)-2-[N-((1S)-1-carboxy-3-phenylpropyl)amino]propionyl}-2-oxo-imidazolidine-4-carboxylic acid 

Relevant articles and documents

Studies on angiotensin converting enzyme inhibitors. VI. Synthesis and angiotensin converting enzyme inhibitory activities of the dicarboxylic acid derivative of imidapril and its diastereoisomers

All possible diastereoisomers of the dicarboxylic acid (10a), the biologically active form of imidapril (1), were synthesized, and their inhibitory activity against angiotensin converting enzyme (ACE) was examined. The in vitro ACE inhibitory activity of these compounds greatly depended on the configurations of the three asymmetric carbons in each molecule. The (S,S,S) isomer (10a) showed much more potent activity than the others.

Studies on Angiotensin Converting Enzyme Inhibitors. 4. Synthesis and Angiotensin Converting Enzyme Inhibitory Activities of 3-Acyl-1-alkyl-2-oxoimidazolidine-4-carboxylic Acid Derivatives

(4S)-1-Alkyl-3-acyl>-2-oxoimidazolidine-4-carboxylic acid derivatives (3) were prepared by two methods.Their angiotensin converting enzyme (ACE) inhibitory activities and antihypertensive effects were evaluated, and the structure-activity relationships were discussed.The dicarboxylic acids 3a-n possessing S,S,S configuration showed potent in vitro ACE inhibitory activities with IC 50 values of 1.1x10-8-1.5x10-9 M.The most potent compound in this series, monoester 3p, had an ID 50 value of 0.24 mg/kg, po for inhibition of angiotensin I induced pressor response in normotensive rats and produced a dose-dependent decrease in systolic blood pressure of spontaneously hypertensive rats (SHRs) at doses of 1-10 mg/kg, po.