3-(3R)-1-benzylpiperidin-3-yl 5-methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride

• ChemBase编号: 73229
• 分子式: C28H32ClN3O6
• 平均质量: 542.02318
• 单一同位素质量: 541.19796344
• SMILES: c1([C@H]2C(=C(NC(=C2C(=O)OC)C)C)C(=O)O[C@@H]2CCCN(C2)Cc2ccccc2)cc(ccc1)[N+](=O)[O-].Cl
• Canonical SMILES: COC(=O)C1=C(C)NC(=C([C@@H]1c1cccc(c1)[N+](=O)[O-])C(=O)O[C@@H]1CCCN(C1)Cc1ccccc1)C.Cl
• InChI: InChI=1S/C28H31N3O6.ClH/c1-18-24(27(32)36-3)26(21-11-7-12-22(15-21)31(34)35)25(19(2)29-18)28(33)37-23-13-8-14-30(17-23)16-20-9-5-4-6-10-20;/h4-7,9-12,15,23,26,29H,8,13-14,16-17H2,1-3H3;1H/t23-,26-;/m1./s1
• InChIKey: KILKDKRQBYMKQX-MIPPOABVSA-N

名称和登记号

名称

• IUPAC标准名: 3-(3R)-1-benzylpiperidin-3-yl 5-methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate hydrochloride
• IUPAC传统名: benidipino hydrochloride; benidipine hydrochloride
• 别名: KW-3049; (4R)-rel-3,5-Pyridinedicarboxylic acid; 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-; 3-methyl 5-[(3R)-1-(phenylmethyl)-3-piperidinyl] ester; hydrochloride (1:1); Benidipine hydrochloride; Benidipine hydrochloride; (4R)-rel-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl 5-[-1-(Phenylmethyl)-3-piperidinyl] Ester Hydrochloride; (+/-)-Benidipine Hydrochloride; Coniel; KW 3049; rac Benidipine Hydrochloride; (4R)-1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl 5-[(3R)-1-(Phenylmethyl)-3-piperidinyl] Ester Monohydrochloride; R-(R*,R*)]- 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid Methyl 1-(Phenylmethyl)-3-piperidinyl Ester Hydrochloride; (R,R)-KW 3049; (-)-α-Benidipine Hydrochloride

登记号

• CAS号: 91599-74-5; 129262-07-3
• PubChem SID: 162038149
• PubChem CID: 656667

理论计算性质

• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 1.1523023
• LogD (pH = 7.4): 3.1822286
• Log P: 4.0241766
• 摩尔折射率: 142.0076 cm^3
• 极化性: 53.505726 Å^3
• 极化表面积: 113.69 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO; DMSO: ≥20 mg/mL; Ethanol; Methanol; Water
• 外观: yellow powder; Yellow Solid
• 熔点: 199-201°C

安全信息

• 保存条件: -20°C; -20°C Freezer
• RTECS编号: US7975657
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 德国WGK号: 3
• 危险公开号: 25
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301
• GHS警示性声明: P301 + P310
• 保存温度: 2-8°C

药理学性质

• 作用靶点: calcium channel

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: hydrochloride
• Empirical Formula (Hill Notation): C28H31N3O6·HCl

详细说明

Selleck Chemicals - S2017

Research Area: cancer
Biological Activity:
Benidipine hydrochloride is a hydrochloride salt form of benidipine which is a dihydropyridine calcium channel blocker. [1] Benidipine hydrochloride is used for the treatment of high blood pressure (hypertension). Benidipine hydrochloride reveals a wide range of activities in vitro and in vivo. Benidipine hydrochloride inhibits L-, N- and T-type Ca2+ channels. Benidipine hydrochloride also prevents aldosterone- induced mineralocorticoid receptor activation. Benidipine hydrochloride exhibits cardioprotective and antiartherosclerotic effects. [2]References on Benidipine HCl[1] http://en.wikipedia.org/wiki/Benidipine, , [2] Eur J Pharmacol., 2010, 635(1-3):49-55

Sigma Aldrich - B6813

Biochem/physiol Actions
Calcium Channel Blocker

Toronto Research Chemicals - B157490

The R-enantiomer of Benidipine (B157500). A dihydropyridine calcium channel blocker. Antihypertensive.

Toronto Research Chemicals - B157500

A dihydropyridine calcium channel blocker. Antihypertensive.

参考文献

• Kosaka H,et al. Eur J Pharmacol. 2010;635(1-3):49-55.
• Suzuki, T., et al.: Cardiovasc. Drug Rev., 7, 25 (1989)
• Hirayama, N., et al.: Acta Crystallogr., C47, 458 (1989)
• Akizuki, O., et al.: Eur. J. Pharmacol., 584, 424 (1989)
• Suzuki, T., et al.: Cardiovasc. Drug Rev., 7, 25 (1989)
• Hirayama, N., et al.: Acta Crystallogr., C47, 458 (1989)