(2H3)methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

• ChemBase编号: 164937
• 分子式: C17H21NO4
• 平均质量: 303.35294
• 单一同位素质量: 303.14705816
• SMILES: [C@@H]12CC[C@@H](N1C)[C@H]([C@H](C2)OC(=O)c1ccccc1)C(=O)OC
• Canonical SMILES: COC(=O)[C@H]1[C@H](C[C@H]2N([C@@H]1CC2)C)OC(=O)c1ccccc1
• InChI: InChI=1S/C17H21NO4/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11/h3-7,12-15H,8-10H2,1-2H3/t12-,13+,14-,15+/m0/s1
• InChIKey: ZPUCINDJVBIVPJ-LJISPDSOSA-N

名称和登记号

名称

• IUPAC标准名: (^2H₃)methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
• IUPAC传统名: (^2H₃)methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
• 别名: (1R,2R,3S,5S)-3-(Benzoyloxy)-8-(methyl-d3)-8-azabicyclo[3.2.1]octane-2-carboxylic Acid Methyl Ester; (-)-Cocaine-d3; Cocaine-d3 Muriate; Ecgonine-d3 Methyl Ester Benzoate; NSC 25263-d3; Cocaine-d3

登记号

• CAS号: 65266-73-1
• PubChem SID: 162259071
• PubChem CID: 71314969

理论计算性质

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): -0.8337083
• LogD (pH = 7.4): 0.82485026
• Log P: 2.282108
• 摩尔折射率: 81.1604 cm^3
• 极化性: 32.167484 Å^3
• 极化表面积: 55.84 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Methanol; Chloroform; Ethanol
• 外观: Off-White Solid
• 熔点: 102-104°C

安全信息

• 保存条件: Controlled Substance, -20°C Freezer

详细说明

Toronto Research Chemicals - C633503

Inhibits the dopamine, norepinephrine, and serotonin transporters. Unlike amphetamines, it has no effect on catecholamine release. Controlled substance. Anesthetic (local).

参考文献

• Torres, G.E., et al.: Nat. Rev. Neurosci., 4, 13 (2000)
• Blakely, R.D., et al.: Curr. Opin. Neurobiol., 10, 328 (2000)
• Cowell, R. M., et al.: Eur. J. Pharmacol., 389, 59 (2000)
• Fleckenstein, A.E., Eur. J. Pharmacol., 406, 1 (2000)