benzenesulfonic acid 3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase编号: 44446
• 分子式: C26H31ClN2O8S
• 平均质量: 567.05094
• 单一同位素质量: 566.14896464
• SMILES: C1(=C(NC(=C(C1c1c(Cl)cccc1)C(=O)OCC)COCCN)C)C(=O)OC.c1ccccc1S(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)c1ccccc1.NCCOCC1=C(C(=O)OCC)C(C(=C(N1)C)C(=O)OC)c1ccccc1Cl
• InChI: InChI=1S/C20H25ClN2O5.C6H6O3S/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21;7-10(8,9)6-4-2-1-3-5-6/h5-8,17,23H,4,9-11,22H2,1-3H3;1-5H,(H,7,8,9)
• InChIKey: ZPBWCRDSRKPIDG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: benzenesulfonic acid 3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC传统名: amlodipine; benzenesulfonic acid
• 别名: Amlodipine besylate; 2-[(2-Aminoethoxy)-methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5- pyridinedicarboxylic acid 3-ethyl 5-methyl ester benzene sulfonate; Amlodipine besylate; 2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic Acid 3-Ethyl 5-Methyl Ester Benzenesulfonate; Amdepin; Amdipin; Amlodin; UK 48340-26; Vazkor; Istin; Norvasc

登记号

• CAS号: 88150-42-9; 111470-99-6
• MDL号: MFCD00887594
• PubChem SID: 24890999; 162049209
• PubChem CID: 60496

理论计算性质

• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): -1.366646
• LogD (pH = 7.4): -0.37164375
• Log P: 1.6355954
• 摩尔折射率: 108.6381 cm^3
• 极化性: 41.695133 Å^3
• 极化表面积: 99.88 Å^2
• 可自由旋转的化学键: 11
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: Chloroform; DMSO: ≥20 mg/mL; Ethanol; Methanol; Slightly Soluble in Water
• 外观: white powder; White to Off-White Solid
• 熔点: 198-200°C; 199-201°C

安全信息

• 保存条件: -20°C; -20°C Freezer
• 保存注意事项: IRRITANT
• RTECS编号: US7967700
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38
• 安全公开号: 26-36
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

产品相关信息

• 纯度: >95%; ≥98% (HPLC)
• 成盐信息: Besylate
• Empirical Formula (Hill Notation): C20H25ClN2O5 · C6H5SO3H

详细说明

Selleck Chemicals - S1813

Research Area: Cardiovascular Disease
Biological Activity:
Amlodipine(Norvasc) is a long-acting calcium channel blocker with an IC50 of 1.9 nM.Amlodipine specifically inhibited bTREK-1 in a concentration-dependent manner with an IC50 of 0.43μM.At concentrations that produced near complete block of bTREK-1, amlodipine inhibited voltage-gated Kv1.4 K+ and T-type Ca2+currents in AZF cells by less than 10%. [1]Amlodipine was twice as potent as nifedipine at inhibiting Ca2+-induced contractions in depolarised rat aorta (IC50 1.9 nM vs. 4.1 nM) but, unlike nifedipine, displayed a very slow onset of action.Amlodipine also inhibited 35 mM KCl-induced contractions of pig coronary artery rings (IC50 = 2.2 x 10-8 M) and human coronary artery rings (IC50 = 2.1 x 10-8 M). [2]Hypertension (HTN) or high blood pressure is a cardiac chronic medical condition in which the systemic arterial blood pressure is elevated.Amlodipine besylate has been used for treating hypertension in Phase III. [3]Amlodipine besylate is originally developed by Pfizer.References on Amlodipine besylate (Norvasc)[1] JPET, 2007, 323:39–48,

Sigma Aldrich - A5605

Application
Amlodipine besylate is a L-type calcium channel blocker which may be used for the treatment of angina pectoris and hypertension. Amlodipine also inhibits growth of human epidermoid carcinoma A431 cells and has antireproductive effects in male rats.
Biochem/physiol Actions
Amlodipine is an L-type calcium channel blocker. Amlodipine belongs to a class of cardiovascular drugs, which act at the voltage gated calcium channel of the CaV1, or L-type, class. Amlodipine also has antihypertensive and antianginal effects. Its activity resides mainly in the (-)-isomer. Amlodipine inhibits growth of human epidermoid carcinoma A431 cells and has antireproductive effects in male rats.

Toronto Research Chemicals - A633500

A dihydropyridine calcium channel blocker. Used as an antianginal and antihypertensive.

参考文献

• http://www.drugbank.ca/drugs/DB00381
• Arrowsmith, J.E., et al.: J. Med. Chem., 29, 1696 (1986)
• Burges, R.A., et al.: J. Cardiovasc Pharmacol., 9, 110 (1986)
• Packer, M., et al.: N. Engl. J. Med., 335, 1107 (1986)