(2R)-2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one; (2S,3S)-2,3-dihydroxybutanedioic acid

• ChemBase编号: 163106
• 分子式: C17H24ClNO7
• 平均质量: 389.82796
• 单一同位素质量: 389.12412979
• SMILES: c1c(cccc1C(=O)[C@H](NC(C)(C)C)C)Cl.[C@@H]([C@H](O)C(=O)O)(O)C(=O)O
• Canonical SMILES: OC(=O)[C@H]([C@@H](C(=O)O)O)O.Clc1cccc(c1)C(=O)[C@H](NC(C)(C)C)C
• InChI: InChI=1S/C13H18ClNO.C4H6O6/c1-9(15-13(2,3)4)12(16)10-6-5-7-11(14)8-10;5-1(3(7)8)2(6)4(9)10/h5-9,15H,1-4H3;1-2,5-6H,(H,7,8)(H,9,10)/t9-;1-,2-/m10/s1
• InChIKey: OGRSKLGKZQBLSQ-VXLLBCKSSA-N

名称和登记号

名称

• IUPAC标准名: (2R)-2-(tert-butylamino)-1-(3-chlorophenyl)propan-1-one; (2S,3S)-2,3-dihydroxybutanedioic acid
• IUPAC传统名: (R)-bupropion; D-tartaric acid
• 别名: (2R)-1-(3-Chlorophenyl)-2-[(1,1-dimethylethyl)amino]-1-propanone D-Tartaric Acid Salt; (R)-Bupropion D-Tartaric Acid Salt

登记号

• PubChem SID: 162257241
• PubChem CID: 71314305

理论计算性质

• Acid pKa: 18.286419
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 0.6626676
• LogD (pH = 7.4): 2.3901906
• Log P: 3.2661126
• 摩尔折射率: 67.6994 cm^3
• 极化性: 26.657854 Å^3
• 极化表面积: 29.1 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: White Solid
• 熔点: 153-157°C (dec.)

安全信息

• 保存条件: -20°C Freezer

详细说明

Toronto Research Chemicals - B689615

A selective inhibitor of dopamine uptake. An antidepressant of the aminoketone class; aid in smoking cessation.

参考文献

• Soroko, F., et al.: J. Pharm. Pharmacol., 29, 769 (1977)
• Tucker, W.E., J. Clin. Psychiatry, 44, 60 (1977)
• Hsyu, P-H., et al.: J. Clin. Pharmacol., 37, 737 (1977)
• West, R., et al.: Expert Opin. Pharmacother., 4, 533 (1977)