86541-75-5

Basic information

• Product Name: Benazepril
• Synonyms: 2-[(4s)-4-[[(1s)-1-ethoxycarbonyl-3-phenyl-propyl]amino]-5-oxo-6-azabicyclo[5.4.0]undeca-7,9,11-trien-6-yl]acetic acid;BENAZCPRIL;genazepril;BENAZEPRIL HCL, RELATED COMPOUND B(3S)-3-[[(1R)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL]AMINO]-2,3,4,5-TETRAHYDRO-2-OXO-1H-1-BENAZAPINE-1-ACETIC ACID, MONOHYDROCHLORIDE USP STANDARD;BENAZEPRIL HCL, MM(CRM STANDARD);BENAZEPRIL HCL, USP STANDARD;BENAZEPRIL HCL USP(CRM STANDARD);BENAZEPRIL MM
• CAS NO: 86541-75-5
• Molecular Formula: C₂₄H₂₈N₂O₅
• Molecular Weight: 424.49
• Product Categories: Active Pharmaceutical Ingredients;Antihypertensive;API
• Mol File: 86541-75-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 148-149°
• Boiling Point: 691.2 °C at 760 mmHg
• Flash Point: 371.8 °C
• Appearance: /
• Density: 1.26 g/cm³
• Vapor Pressure: 4.69E-20mmHg at 25°C
• Refractive Index: 1.607
• Storage Temp.: 2-8°C
• PKA: 3.73±0.10(Predicted)
• CAS DataBase Reference: Benazepril(CAS DataBase Reference)
• NIST Chemistry Reference: Benazepril(86541-75-5)
• EPA Substance Registry System: Benazepril(86541-75-5)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 86541-75-5(Hazardous Substances Data)

Usage

Originator

Lotensin,Novartis

Uses

Benazepril Free base is a non-sulfhydryl ACE inhibitor.

Definition

ChEBI: A benzazepine that is benazeprilat in which the carboxy group of the 2-amino-4-phenylbutanoic acid moiety has been converted to the corresponding ethyl ester. It is used (generally as its hydrochloride salt) as a prodrug for the angiotensin-converting enzy e inhibitor benazeprilat in the treatment of hypertension and heart failure.

Therapeutic Function

Antihypertensive

Enzyme inhibitor

This ACE-directed pro-drug (FWfree-acid = 424.50 g/mol; CAS 86541-75-5), also known as 3-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-2,3,4,5- tetrahydro-2-oxo-(S-(R*,R*))-1H-1-benzazepine-1-acetic acid, Lotensin and CGS 14824A, is rapidly metabolized to its diacid benazeprilat (CGS 14831; FWfree-diacid = 396.44 g/mol), the latter a potent, long-acting inhibitor of peptidyl-dipeptidase A, or angiotensin I-converting enzyme, IC50 = 1.7 nM. Lotensin is used to treat hypertension, congestive heart failure, and chronic renal failure. The antihypertensive effects of benazepril begin as early as 30 min after a single dose, and those effects during consecutive dosing are also sustained for 24 h with a lesser diurnal variation in blood pressure

InChI:InChI=1/C24H28N2O5/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28)/t19-,20+/m1/s1

Upstream product

• 86541-74-4 benazepril hydrochloride 
• 103129-58-4 1-ethoxycarbonylmethyl-3S-(1S-ethoxycarbonyl-3-phenylpropylamino)-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one 
• 64920-29-2 2-oxo-4-phenylbutanoic acid ethyl ester 

Downstream Products

• 64-17-5 ethanol 
• 86541-78-8 benazeprilate 
• 86541-74-4 benazepril hydrochloride 

Relevant articles and documents

CRYSTALLINE POLYMORPHS OF BENAZEPRIL HYDROCHLORIDE

The present invention relates to a specific polymorph form of crystalline benazepril hydrochloride referred to as Form B, methods for producing this form of benazepril hydrochloride, compositions containing it, and methods for using it.

3-Amino-(1)-benzazepin-2-one-1-alkanoic acids

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