sulfuric acid methyl (2S)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetate

• ChemBase编号: 44451
• 分子式: C16H18ClNO6S2
• 平均质量: 419.90022
• 单一同位素质量: 419.02640698
• SMILES: C1CN(Cc2c1scc2)[C@@H](c1c(cccc1)Cl)C(=O)OC.S(=O)(=O)(O)O
• Canonical SMILES: OS(=O)(=O)O.COC(=O)[C@H](c1ccccc1Cl)N1CCc2c(C1)ccs2
• InChI: InChI=1S/C16H16ClNO2S.H2O4S/c1-20-16(19)15(12-4-2-3-5-13(12)17)18-8-6-14-11(10-18)7-9-21-14;1-5(2,3)4/h2-5,7,9,15H,6,8,10H2,1H3;(H2,1,2,3,4)/t15-;/m0./s1
• InChIKey: FDEODCTUSIWGLK-RSAXXLAASA-N

名称和登记号

名称

• IUPAC标准名: sulfuric acid methyl (2S)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetate
• IUPAC传统名: clopidogrel; sulfuric acid
• 别名: (S)-(+)-Clopidogrel bisulfate; (S)-(+)-Methyl 2-(4,5,6,7-tetrahydrothieno[3,2-c]pyridin-5-yl)-2-(2-chlorophenyl)acetate hydrogensulfate; Clopidogrel Bisulphate; (S)-(+)-Clopidogrel hydrogensulfate; (S)-methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate sulfate; Clopidogrel bisulfate; sulfuric acid methyl (2S)-2-(2-chlorophenyl)-2-{4H,5H,6H,7H-thieno[3,2-c]pyridin-5-yl}acetate; Clopidogrel Hemisulfate; Iscover; Myogrel; Plavix; (S)-(+)-Methyl 2-(2-Chlorophenyl)-2-(6,7-dihydro-4H-thieno[3,2-c]pyridin-5-yl)acetate Hydrogen Sulfate; Clopidogrel Bisulfate; SR 25990C; Stroka; S-(+)-Clopidogrel Hydrogen Sulfate

登记号

• CAS号: 135046-48-9; 120202-66-6
• MDL号: MFCD00876395
• PubChem SID: 162049214
• PubChem CID: 115366

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 3.875259
• LogD (pH = 7.4): 4.029398
• Log P: 4.031764
• 摩尔折射率: 84.927 cm^3
• 极化性: 32.98264 Å^3
• 极化表面积: 29.54 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: ≥20 mg/mL (warmed); Methanol; Water
• 外观: Off-White Solid; white to tan powder
• 熔点: 174-176°C (Transition), >210°C (dec.)
• 比旋光度: [α]/D +54 to +70°, c = 0.5 in methanol
• 疏水性(logP): 4.208

安全信息

• 保存条件: -20°C; -20°C Freezer
• 保存注意事项: IRRITANT
• 德国WGK号: 3
• TSCA收录: false
• 保存温度: 2-8°C

药理学性质

• 作用靶点: P450

产品相关信息

• 纯度: >98%; ≥98% (HPLC); 95%
• 成盐信息: Bisulfate; H2SO4
• Empirical Formula (Hill Notation): C16H16ClNO2S · H2SO4

详细说明

Selleck Chemicals - S1415

Research Area: Cardiovascular Disease
Biological Activity:
Clopidogrel (Plavix) is an oral, thienopyridine class antiplatelet agent used to inhibit blood clots in coronary artery disease, peripheral vascular disease, and cerebrovascular disease. Clopidogrel works by irreversibly inhibiting a receptor called P2Y12, an adenosine diphosphate ADP chemoreceptor. [1]

Sigma Aldrich - SML0004

Biochem/physiol Actions
(S)-(+)-Clopidogrel hydrogen sulfate is an antithrombotic antiplatelet agent. It specifically and irreversibly inhibits the Purinoceptor P2Y12 subtype which inhibits ADP-induced platelet aggregation. (S)-(+)-Clopidogrel hydrogen sulfate is the active isomer.

Toronto Research Chemicals - C587250

Used as an antithrombotic.

参考文献

• http://en.wikipedia.org/wiki/Clopidogrel
• Mills, D.C.B., et al.: Arterioscler. Thromb., 12, 430 (1992)
• Feuerstein, G., et al.: Exp. Opin. Invest. Drugs, 4, 425 (1995)