82924-03-6

Basic information

• Product Name: Pentopril
• Synonyms: Pentopril;1H-Indole-1-pentanoic acid, 2-carboxy-2,3-dihydro-alpha,gamma-dimethyl -delta-oxo-, ethyl ester, (2S-(1(alphaS*,gammaS*),2R*))-;CGS 13945;(2S)-1-[(2R,4R)-1,5-Dioxo-2,4-dimethyl-5-ethoxypentyl]-2,3-dihydro-1H-indole-2α-carboxylic acid;(2S)-1-[(2R,4R)-4-(Ethoxycarbonyl)-2-methyl-1-oxopentyl]indoline-2-carboxylic acid
• CAS NO: 82924-03-6
• Molecular Formula: C18H23NO5
• Molecular Weight: 333.382
• Mol File: 82924-03-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 562.1°C at 760 mmHg
• Flash Point: 293.8°C
• Appearance: /
• Density: 1.221g/cm³
• Vapor Pressure: 1.79E-13mmHg at 25°C
• Refractive Index: 1.549
• CAS DataBase Reference: Pentopril(CAS DataBase Reference)
• NIST Chemistry Reference: Pentopril(82924-03-6)
• EPA Substance Registry System: Pentopril(82924-03-6)

Safety Data

• Hazardous Substances Data: 82924-03-6(Hazardous Substances Data)

Usage

Uses

Enzyme inhibitor (angiotensin-converting).

Enzyme inhibitor

This indole derivative (FWpentopril = 318.37 g/mol; CAS 82924-03-6), also known as CGS 13945, is an angiotensin I-converting enzyme inhibitor. The pharmacologically active metabolite is the diacid, known as pentoprilat and CGS 13934. Target(s): peptidyl-dipeptidase A, or angiotensin Iconverting enzyme; and Xaa-Trp aminopeptidase, or aminopeptidase W.

InChI:InChI=1/C18H23NO5/c1-4-24-18(23)12(3)9-11(2)16(20)19-14-8-6-5-7-13(14)10-15(19)17(21)22/h5-8,11-12,15H,4,9-10H2,1-3H3,(H,21,22)/t11-,12-,15+/m1/s1

Upstream product

• 90722-58-0 4-carboethoxy-2R,4R-dimethylbutanoyl chloride 
• 82923-76-0 (S)-5-methoxyindol-2,3-dihydro-2-carboxylic acid hydrochloride 
• 82924-08-1 (2R,4R)-4-(ethoxycarbonyl)-2,4-dimethylbutyric acid 
• 24018-75-5 (-)-(R,R)-2,4-dimethylglutaric acid 
• 3891-69-8 DL-2,4-dimethylglutaric acid 
• 82924-02-5 (2R,4R)-4-(ethoxycarbonyl)-2,4-dimethylbutyryl chloride 
• 82950-73-0 (2R,4R)-2,4-dimethylglutaric anhydride 

Relevant articles and documents

1-Carboxyalkanoylindoline-2-carboxylic acids

1-Carboxy-(alkanoyl or aralkanoyl)-indoline-2-carboxylic acids, e.g., those of the formula STR1 R=H, alkyl, alkoxy, halogeno or CF3 ; R'=H or R-phenyl; m=0 or 1; p,q=0 to 2; and derivatives thereof, are antihypertensive and cardioactive agents.

Angiotensin Converting Enzyme Inhibitors: 1-Glutarylindoline-2-carboxylic Acid Derivatives

The preparation of a series of 1-glutarylindoline-2(S)-carboxylic acid derivatives, 6a-v and 21a-c, is described.The above compounds were tested for inhibition of angiotensin converting enzyme.The structure-activity relationship of the series is also discussed.Compound 6u, the most potent member of the series, had an in vitro IC50 of 4.8*10-9 M.Compound 6v, an ethyl ester of 6u, lowered blood pressure 70 mm in spontaneous hypertensive rats at an oral dose of 30 mg/kg.