methyl (1R,3R)-1-(2H-1,3-benzodioxol-5-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate

• ChemBase编号: 161246
• 分子式: C20H18N2O4
• 平均质量: 350.36792
• 单一同位素质量: 350.12665707
• SMILES: c1ccc2c(c1)c1c([nH]2)[C@H](N[C@H](C1)C(=O)OC)c1cc2c(cc1)OCO2
• Canonical SMILES: COC(=O)[C@@H]1N[C@H](c2ccc3c(c2)OCO3)c2c(C1)c1ccccc1[nH]2
• InChI: InChI=1S/C20H18N2O4/c1-24-20(23)15-9-13-12-4-2-3-5-14(12)21-19(13)18(22-15)11-6-7-16-17(8-11)26-10-25-16/h2-8,15,18,21-22H,9-10H2,1H3/t15-,18-/m1/s1
• InChIKey: LIPVUDSNGRJSQE-CRAIPNDOSA-N

名称和登记号

名称

• IUPAC标准名: methyl (1R,3R)-1-(2H-1,3-benzodioxol-5-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate
• IUPAC传统名: methyl (1R,3R)-1-(2H-1,3-benzodioxol-5-yl)-1H,2H,3H,4H,9H-pyrido[3,4-b]indole-3-carboxylate
• 别名: (1R,3R)-1-(1,3-Benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic Acid Methyl Ester; (1R,3R)-Methyl-1,2,3,4-tetrahydro-1-(3,4-methylenedioxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylate; (1R,3S)-1-(1,3-Benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic Acid Methyl Ester

登记号

• CAS号: 171596-44-4; 171596-41-1
• PubChem SID: 162255381
• PubChem CID: 10269318

理论计算性质

• Acid pKa: 15.185053
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 2.803077
• LogD (pH = 7.4): 2.8331563
• Log P: 2.8335536
• 摩尔折射率: 94.2283 cm^3
• 极化性: 38.345318 Å^3
• 极化表面积: 72.58 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; Dichloromethane; Dimethyl Sulfoxide; Dimethylformamide; Ethyl Acetate
• 外观: Light Yellow Powder; White Solid
• 熔点: 83-85°C

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - B200025

Tadalafil (T004500) derivative. Used in the preparation of pyrazinopyridoindole derivatives for their PDE5 inhibitory activity.

Toronto Research Chemicals - M330150

An intermediate and impurity in the synthesis of Tadafil.

参考文献

• Beghyn, T. et al.: Bioorgan. Med. Chem. Lett. 17, 789(2007)
• Carrier, S., et al.: Can. J. Urol., 10(1)
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