(2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid; (2Z)-but-2-enedioic acid

• ChemBase编号: 72825
• 分子式: C24H32N2O9
• 平均质量: 492.51888
• 单一同位素质量: 492.21078061
• SMILES: c1cccc(c1)CC[C@H](N[C@H](C(=O)N1[C@@H](CCC1)C(=O)O)C)C(=O)OCC.C(=O)(O)/C=C\C(=O)O
• Canonical SMILES: OC(=O)/C=C\C(=O)O.CCOC(=O)[C@@H](N[C@H](C(=O)N1CCC[C@H]1C(=O)O)C)CCc1ccccc1
• InChI: InChI=1S/C20H28N2O5.C4H4O4/c1-3-27-20(26)16(12-11-15-8-5-4-6-9-15)21-14(2)18(23)22-13-7-10-17(22)19(24)25;5-3(6)1-2-4(7)8/h4-6,8-9,14,16-17,21H,3,7,10-13H2,1-2H3,(H,24,25);1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,16-,17-;/m0./s1
• InChIKey: OYFJQPXVCSSHAI-QFPUQLAESA-N

名称和登记号

名称

• IUPAC标准名: (2S)-1-[(2S)-2-{[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid; (2Z)-but-2-enedioic acid
• IUPAC传统名: enalapril; maleic acid; @enalapril; maleic acid
• 别名: N-[(1S)-1-(Ethoxycarbonyl)-3-phenylpropyl]-L-alanyl-L-proline (2Z)-2-Butenedioate; Acapril; Acetensil; Alphrin; Amprace; Enaloc; Enapren; Enapril; Enaprin; Hipoartel; Hytrol; Innovace; Innovade; Lapril; Lotrial; MK 421; Reniten; Renivace; Tenace; Unaril; Xanef; (S,S,S)-Enalapril Maleate; Vasotec; Glioten; Renitec; Enalapril maleate

登记号

• CAS号: 76095-16-4
• PubChem SID: 162037746
• PubChem CID: 5388961

理论计算性质

• Acid pKa: 3.6713305
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 0.29928052
• LogD (pH = 7.4): -1.0552722
• Log P: 0.5877766
• 摩尔折射率: 99.5746 cm^3
• 极化性: 39.423725 Å^3
• 极化表面积: 95.94 Å^2
• 可自由旋转的化学键: 12
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Water
• 外观: White to Off-White Solid
• 熔点: 143-144.5°C

安全信息

• 保存条件: -20°C; -20°C Freezer

产品相关信息

• 成盐信息: maleate

详细说明

Selleck Chemicals - S1941

Research Area: Cardiovascular Disease
Biological Activity:
Enalapril maleate (Vasotec), the active metabolite of enalapril, competes with angiotensin I for binding at the angiotensin-converting enzyme, blocking the conversion of angiotensin I to angiotensin II. Inhibition of ACE results in decreased plasma angiotensin II. As angiotensin II is a vasoconstrictor and a negative-feedback mediator for renin activity, lower concentrations result in a decrease in blood pressure and stimulation of baroreceptor reflex mechanisms, which leads to decreased vasopressor activity and to decreased aldosterone secretion. Enalaprilat may also act on kininase II, an enzyme identical to ACE that degrades the vasodilator bradykinin. [1]

Toronto Research Chemicals - E555250

An antihypertensive. An angiotensin-converting enzyme (ACE) inhibitor.

参考文献

• http://www.drugbank.ca/drugs/DB00584
• Gross, M., et al.: J. Pharmacol. Exp. Ther., 216, 552 (1980)
• Gomez, H.J., et al.: J. Cardiovasc. Pharmacol., 15, Suppl. 3, S26-S29, (1980)
• MacFadyen, J., et al.: Clin. Pharmacokinet., 25, 274 (1980)
• Malini, P.L.: Adv. Ther., 10, 253 (1980)