3-methyl 5-propan-2-yl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase编号: 4449
• 分子式: C19H19N3O6
• 平均质量: 385.37066
• 单一同位素质量: 385.12738534
• SMILES: CC1=C(C(C(=C(N1)C#N)C(=O)OC)c1cc(ccc1)[N+](=O)[O-])C(=O)OC(C)C
• Canonical SMILES: COC(=O)C1=C(C#N)NC(=C(C1c1cccc(c1)[N+](=O)[O-])C(=O)OC(C)C)C
• InChI: InChI=1S/C19H19N3O6/c1-10(2)28-19(24)15-11(3)21-14(9-20)17(18(23)27-4)16(15)12-6-5-7-13(8-12)22(25)26/h5-8,10,16,21H,1-4H3
• InChIKey: FAIIFDPAEUKBEP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-methyl 5-propan-2-yl 2-cyano-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC传统名: escor; nilvadipine
• 商标名: Nivadil
• 别名: Nilvadipine; 2-Cyano-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl 5-(1-Methylethyl) Ester, FR-34235, SKF-102362, Escor,; Nilvadipine (ARC029)

登记号

• CAS号: 75530-68-6
• PubChem SID: 160967881; 99443264
• PubChem CID: 4494

理论计算性质

JChem

• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 2.2390466
• LogD (pH = 7.4): 2.2390466
• Log P: 2.2390466
• 摩尔折射率: 100.7934 cm^3
• 极化性: 37.528217 Å^3
• 极化表面积: 131.56 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true
• Acid pKa: 18.247496

ALOGPS 2.1

• Log P: 2.97
• LOG S: -4.49
• 溶解度: 1.24e-02 g/l

分子性质

理化性质

• 溶解度: Chloroform
• 外观: Yellow Solid
• 熔点: 148-150°C

安全信息

• 保存条件: -20°C Freezer

药理学性质

• 作用靶点: Calcium Channel

产品相关信息

• 成盐信息: Free Base

详细说明

DrugBank - DB06712

• Drug Groups: approved
• Description: Nilvadipine is a calcium channel blocker (CCB) for treatment of hypertension.
• Indication: For the management of vasospastic angina, chronic stable angina and hypertension.
• Pharmacology: Nilvadipine is similar to other dihydropyridines including amlodipine, felodipine, isradipine, and nicardipine. Nilvadipine is used to treat Prinzmetal's angina, hypertension, and other vascular disorders such as Raynaud's phenomenon. By blocking the calcium channels, Nifedipine inhibits the spasm of the coronary artery and dilates the systemic arteries, results in a increase of myocardial oxygen supply and a decrease in systemic blood pressure.
• External Links: Wikipedia

Toronto Research Chemicals - N475150

Used as an antihypertensive and antianginal.

参考文献

• Gross, G.J., et al.: Gen. Pharmacol., 14, 677 (1983)
• Molyvdas, P.A. and Sperelakis, N.: J. Cardiovasc. Pharmacol., 8, 449 (1983)
• Mizuno, K., et al.: Res. Comm. Chem. Pathol. Pharmacol., 52, 3 (1986)