Home > Name List By 2 > 2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4, 5-dihydro-3H-1-benzazepin-1-yl]acetic acid

CAS No 86541-75-5 , 2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,
5-dihydro-3H-1-benzazepin-1-yl]acetic acid

  • Name: 2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,
    5-dihydro-3H-1-benzazepin-1-yl]acetic acid
  • Synonyms: CGS-14824-A;2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,
    5-dihydro-3H-1-benzazepin-1-yl]acetic acid; 86541-75-5;Benazeprilum [Latin]; CHEBI:3011; Benazepril [INN:BAN]; benzazepril; Benazeprilum; benazapril;
  • CAS Registry Number:
  • Melting Point: 148 - 149
  • Density: 1.26 g/cm3
  • Safety Statements: S22;S24/25
  • Molecular Weight: 424.48952
  • InchiKey: XPCFTKFZXHTYIP-PMACEKPBSA-N
  • InChI: InChI=1S/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-/m0/s1
  • Risk Statements: S22;S24/25
  • Molecular Formula: C24H28N2O5
  • Molecular Structure:CAS No:86541-75-5 2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,<br />5-dihydro-3H-1-benzazepin-1-yl]acetic acid

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References of 2-[(3S)-3-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]-2-oxo-4,
5-dihydro-3H-1-benzazepin-1-yl]acetic acid
Title: Benazepril
CAS Registry Number: 86541-75-5
CAS Name: (3S)-3-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid
Synonyms: (3S)-1-(carboxymethyl)-[[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-1H-[1]benzazepin-2-one; (3S)-3-[[(1S)-1-carboxy-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid 3-ethyl ester
Molecular Formula: C24H28N2O5
Molecular Weight: 424.49
Percent Composition: C 67.91%, H 6.65%, N 6.60%, O 18.85%
Literature References: Angiotensin converting enzyme (ACE) inhibitor. Hydrolyzed in vivo to the active diacid metabolite. Prepn: J. W. H. Watthey, EP 72352; idem, US 4410520 (both 1983 to Ciba-Geigy); J. W. H. Watthey et al., J. Med. Chem. 28, 1511 (1985). Clinical pharmacology: M. D. Schaller et al., Eur. J. Clin. Pharmacol. 28, 267 (1985). GC-MS determn in plasma and urine: A. Sioufi et al., J. Chromatogr. 434, 239 (1988). Pharmacokinetics of benazepril and benazeprilat: G. Kaiser et al., Biopharm. Drug Dispos. 10, 365 (1989). Multicenter clinical trial in hypertension: M. Moser et al., ibid. 49, 322 (1991); in congestive heart failure: H. T. Colfer et al., Am. J. Cardiol. 70, 354 (1992).
Properties: mp 148-149°. [a]D -159° (c = 1.2 in ethanol).
Melting point: mp 148-149°
Optical Rotation: [a]D -159° (c = 1.2 in ethanol)
 
Derivative Type: Hydrochloride
CAS Registry Number: 86541-74-4
Manufacturers' Codes: CGS-14824A
Trademarks: Briem (Fabre); Cibacen (Novartis); Fortekor (Novartis); Lotensin (Novartis)
Molecular Formula: C24H28N2O5.HCl
Molecular Weight: 460.95
Percent Composition: C 62.54%, H 6.34%, N 6.08%, O 17.35%, Cl 7.69%
Properties: Crystals from 3-pentanone + methanol (10:1), mp 188-190°. [a]D -141.0° (c = 0.9 in ethanol). Sol in water, ethanol, methanol.
Melting point: mp 188-190°
Optical Rotation: [a]D -141.0° (c = 0.9 in ethanol)
 
Derivative Type: Diacid
CAS Registry Number: 86541-78-8
Synonyms: Benazeprilat
Manufacturers' Codes: CGS-14831
Molecular Formula: C22H24N2O5
Molecular Weight: 396.44
Percent Composition: C 66.65%, H 6.10%, N 7.07%, O 20.18%
Properties: mp 270-272°. [a]D -200.5° (c = 1 in 3% aqueous NH4OH).
Melting point: mp 270-272°
Optical Rotation: [a]D -200.5° (c = 1 in 3% aqueous NH4OH)
 
Therap-Cat: Antihypertensive.
Therap-Cat-Vet: In treatment of congestive heart failure in dogs.
Keywords: ACE-Inhibitor; Antihypertensive; N-Carboxyalkyl (peptide/lactam) Derivatives.