2-[(3S)-3-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetic acid hydrochloride

• ChemBase编号: 72608
• 分子式: C24H29ClN2O5
• 平均质量: 460.95046
• 单一同位素质量: 460.17649972
• SMILES: N1(C(=O)[C@H](CCc2c1cccc2)N[C@H](C(=O)OCC)CCc1ccccc1)CC(=O)O.Cl
• Canonical SMILES: CCOC(=O)[C@@H](N[C@H]1CCc2c(N(C1=O)CC(=O)O)cccc2)CCc1ccccc1.Cl
• InChI: InChI=1S/C24H28N2O5.ClH/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);1H/t19-,20-;/m0./s1
• InChIKey: VPSRQEHTHIMDQM-FKLPMGAJSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(3S)-3-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetic acid hydrochloride
• IUPAC传统名: benazepril hydrochloride; 2-[(3S)-3-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl]acetic acid hydrochloride
• 别名: (3S)-3-[[(1S)-1-(乙氧羰基)-3-苯丙基]氨基]-2,3,4,5-四氢-2-氧代-1H-1-苯并氮杂卓-1-乙酸 盐酸盐; 贝那普利 盐酸盐; (3S)-3-[[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-2,3,4,5-tetrahydro-2-oxo-1H-1-benzazepine-1-acetic acid hydrochloride; Benazepril hydrochloride; Lotensin; Benazepril hydrochloride; 2-((S)-3-(((S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)acetic acid hydrochloride; Cibacen

登记号

• CAS号: 86541-74-4
• MDL号: MFCD00895734
• PubChem SID: 162037533; 24724409
• PubChem CID: 5362123

理论计算性质

• Acid pKa: 3.52708
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 1.3033304
• LogD (pH = 7.4): 0.0697504
• Log P: 1.5374391
• 摩尔折射率: 115.2279 cm^3
• 极化性: 45.29758 Å^3
• 极化表面积: 95.94 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Ethanol; H2O: >5 mg/mL; Methanol; Water
• 外观: solid; White Solid
• 熔点: 188-190°C

安全信息

• 保存条件: -20°C; -20°C Freezer
• RTECS编号: CX7065000
• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 作用靶点: ACE
• 生物活性机理: Angiotensin-converting enzyme inhibitor

产品相关信息

• 纯度: ≥98% (HPLC)
• 级别: VETRANAL™, analytical standard
• 成盐信息: HCl; Hydrochloride
• 应用领域: Antihypertensive agent
• Empirical Formula (Hill Notation): C24H28N2O5 · HCl

详细说明

Selleck Chemicals - S1284

Research Area: Cardiovascular Disease
Biological Activity:
Benazepril is a medication used to treat high blood pressure (hypertension), congestive heart failure, and chronic renal failure. Upon cleavage of its ester group by the liver, benazepril is converted into its active form benazeprilat, a non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitor. [1]

Sigma Aldrich - B0935

Biochem/physiol Actions
贝那普利是一种长效的血管紧张素转换酶 (ACE) 抑制剂。

Sigma Aldrich - 32423

Biochem/physiol Actions
贝那普利是一种长效的血管紧张素转换酶 (ACE) 抑制剂。
法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Toronto Research Chemicals - B119750

Used as an antihypertensive; angiotensin converting enzyme inhibitor.

参考文献

• http://www.rxlist.com/lotensin-hct-drug.htm
• Schaller, M.D., et al.: Eur. J. Clin. Pharmacol., 28, 267 (985)
• Colfer, H.T., et al.: Am. J. Cardiol., 70, 354 (1992)
• Watthey, J.W.H. et al., J. Med. Chem., 1985, 28, 1511, (synth, pharmacol)
• Kaiser, G. et al., J. Chromatogr., 1987, 419, 123, (glc, ms)
• Boyer, S.K. et al., Helv. Chim. Acta, 1988, 71, 337, (synth, ir, pmr)
• Webb, R.L. et al., Cardiovasc. Drug Rev., 1990, 8, 89, (rev)
• Kunick, C., Pharm. Ztg., 1994, 139, 26, (rev)
• ACE Inhibitors: Current Use and Future Prospects, (Ed. Schachter, M.), Martin Dunitz, 1995, (book)
• Martindale, The Extra Pharmacopoeia, 32nd edn., Pharmaceutical Press, 1999, 827