2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile hydrochloride

• ChemBase编号: 53601
• 分子式: C27H39ClN2O4
• 平均质量: 491.06256
• 单一同位素质量: 490.25983542
• SMILES: C(c1cc(c(cc1)OC)OC)(C#N)(C(C)C)CCCN(CCc1cc(c(cc1)OC)OC)C.Cl
• Canonical SMILES: COc1ccc(cc1OC)CCN(CCCC(c1ccc(c(c1)OC)OC)(C(C)C)C#N)C.Cl
• InChI: InChI=1S/C27H38N2O4.ClH/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6;/h9-12,17-18,20H,8,13-16H2,1-7H3;1H
• InChIKey: DOQPXTMNIUCOSY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile hydrochloride
• IUPAC传统名: verapamil hydrochloride; veraβ hydrochloride
• 别名: 2-(3,4-Dimethoxyphenyl)-5-[[2-(3,4-dimethoxyphenyl)-ethyl](methyl)amino]-2-isopropylpentanenitrile hydrochloride; 5-[N-(3,4-Dimethoxyphenylethyl)methylamino]-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile hydrochloride; (±)-Verapamil hydrochloride; (±)-Verapamil hydrochloride; Verapamil hydrochloride; α-[3-[[2-(3,4-Dimethoxyphenyl)ethyl]methylamino]propyl]-3,4-dimethoxy-α-(1-methylethyl)-benzeneacetonitrile Hydrochloride; Berkatens; Calan; Cardibeltin; Dignover; Isoptin; Veracim; Veramex; Zolvera; Verapamil Hydrochloride; R(+)-VERAPAMIL; Verapamil HCl; 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile hydrochloride

登记号

• CAS号: 23313-68-0; 152-11-4; 38176-10-2
• EC号: 205-800-5
• MDL号: MFCD00055208
• Beilstein号: 3647093
• PubChem SID: 162058364; 24277881; 24890064; 24863792
• PubChem CID: 62969

理论计算性质

• 质子受体: 6
• 质子供体: 0
• LogD (pH = 5.5): 1.6246759
• LogD (pH = 7.4): 2.7877045
• Log P: 5.0431857
• 摩尔折射率: 132.6479 cm^3
• 极化性: 51.54108 Å^3
• 极化表面积: 63.95 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: 7g/100g water (pH=4.24); Acetone; Ethanol; ethanol: soluble; Ethyl Acetate; H2O: soluble50 mg/mL; Isopropanol; methanol: soluble50 mg/mL, clear, colorless
• 外观: white powder; White Solid
• 熔点: 138-140°C; 142 - 144°C; 142 °C (dec.)(lit.)
• 疏水性(logP): 4.466

安全信息

• 保存条件: -20°C Freezer; Room Temperature (15-30°C), Protect from light
• 保存注意事项: IRRITANT
• RTECS编号: YV8320000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3; III
• 澳大利亚Hazchem: 2X
• 危险公开号: 23/24/25; R:25
• 安全公开号: 36/37-45; S:28-36/37/39-45-53
• 欧盟危险货物分类: T2
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 154
• TSCA收录: false
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H311-H331
• GHS警示性声明: P261-P280-P301 + P310-P311
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: room temp

药理学性质

• 作用靶点: Others
• 相关基因信息: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146)

产品相关信息

• 纯度: ≥99.0% (titration); ≥99.0% (TLC); 95%; 98%
• 级别: certified reference material
• 成盐信息: HCl
• 包装: pkg of 1 g
• Pharmacopeia Traceability: traceable to PhEur V0100000; traceable to USP 1711202
• 线性分子式: (CH3O)2C6H3CH2CH2N(CH3)(CH2)3C[C6H3(OCH3)2][CH(CH3)2]CN · HCl

详细说明

MP Biomedicals - 02153586

Hydrochloride

Sigma Aldrich - V4629

包装
1, 5, 10 g in glass bottle
Biochem/physiol Actions
α1-adrenoceptor antagonist; L-type calcium channel blocker. Blocks L-type Ca2+ channels in smooth and cardiac muscle, induces apoptosis of human primary and metastatic colon adenocarcinoma cells in vitro. Drug resistance reversal agent acting on Pgp, e.g. decrease renal tubule elimination of digoxin. Increases basal ATPase activity of Pgp. Substrate of Cyp3A4 and CYP2C6.

Sigma Aldrich - 381195

包装
1 g in glass bottle
Biochem/physiol Actions
α1-adrenoceptor antagonist; L-type calcium channel blocker. Blocks L-type Ca2+ channels in smooth and cardiac muscle, induces apoptosis of human primary and metastatic colon adenocarcinoma cells in vitro. Drug resistance reversal agent acting on Pgp, e.g. decrease renal tubule elimination of digoxin. Increases basal ATPase activity of Pgp. Substrate of Cyp3A4 and CYP2C6.

Sigma Aldrich - PHR1131

General description
This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO Guide 34.
Other Notes
Values of analytes vary lot to lot.
Biochem/physiol Actions
α1-adrenoceptor antagonist; L-type calcium channel blocker. Blocks L-type Ca2+ channels in smooth and cardiac muscle, induces apoptosis of human primary and metastatic colon adenocarcinoma cells in vitro. Drug resistance reversal agent acting on Pgp, e.g. decrease renal tubule elimination of digoxin. Increases basal ATPase activity of Pgp. Substrate of Cyp3A4 and CYP2C6.

Sigma Aldrich - 94837

Biochem/physiol Actions
α1-adrenoceptor antagonist; L-type calcium channel blocker. Blocks L-type Ca2+ channels in smooth and cardiac muscle, induces apoptosis of human primary and metastatic colon adenocarcinoma cells in vitro. Drug resistance reversal agent acting on Pgp, e.g. decrease renal tubule elimination of digoxin. Increases basal ATPase activity of Pgp. Substrate of Cyp3A4 and CYP2C6.

Toronto Research Chemicals - V125000

A calcium channel blocker. Antihypertensive; antianginal; antiarrhythmic (class IV).

参考文献

• Atlas, D, and Adler, M.: Proc. Natl. Acad. Sci. USA, 78, 1237 (1981)
• Janis, R., et al.: Adv. Drug. Res., 16, 309 (1987)