(1S,9R,10R)-4-methoxy-17-methyl-3-phenoxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-13-one

• ChemBase编号: 176498
• 分子式: C24H27NO3
• 平均质量: 377.47608
• 单一同位素质量: 377.19909373
• SMILES: c1(c(c2c(cc1)C[C@@H]1[C@H]3[C@@]2(CC(=O)CC3)CCN1C)Oc1ccccc1)OC
• Canonical SMILES: COc1ccc2c(c1Oc1ccccc1)[C@@]13CCN([C@H](C2)[C@@H]3CCC(=O)C1)C
• InChI: InChI=1S/C24H27NO3/c1-25-13-12-24-15-17(26)9-10-19(24)20(25)14-16-8-11-21(27-2)23(22(16)24)28-18-6-4-3-5-7-18/h3-8,11,19-20H,9-10,12-15H2,1-2H3/t19-,20+,24-/m0/s1
• InChIKey: GUMLCSIEVNHVBR-ROKPMTFOSA-N

名称和登记号

名称

• IUPAC标准名: (1S,9R,10R)-4-methoxy-17-methyl-3-phenoxy-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-13-one
• IUPAC传统名: (1S,9R,10R)-4-methoxy-17-methyl-3-phenoxy-17-azatetracyclo[7.5.3.0^1,^1^0.0^2,^7]heptadeca-2(7),3,5-trien-13-one
• 别名: 3-Methoxy-17-methyl-4-phenoxy-morphinan-6-one; 3-Methoxy-N-methyl-6-oxo-4-phenoxy-morphinan; 4-Phenoxy-6-oxo-levomethorphan

登记号

• CAS号: 4978-42-1
• PubChem SID: 164232408
• PubChem CID: 16720550

理论计算性质

• Acid pKa: 19.332033
• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): 0.91011196
• LogD (pH = 7.4): 2.6547544
• Log P: 3.814844
• 摩尔折射率: 109.4454 cm^3
• 极化性: 42.7676 Å^3
• 极化表面积: 38.77 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: Dichloromethane; Methanol
• 外观: Brown-Orange Solid

安全信息

• 保存条件: Refrigerator

详细说明

Toronto Research Chemicals - P318620

Morphinan derivative. Intermediate in the preparation of Levomethorphan (L375850) and indolo/thiazolo-morphinans as opioid receptor binder.

参考文献

• Zhang, A. et al.; J. Med. Chem.; 50, 2747 (2007)