(1R,2R)-2-(4-phenylpiperidin-1-yl)cyclohexan-1-ol

• ChemBase编号: 179866
• 分子式: C17H25NO
• 平均质量: 259.3865
• 单一同位素质量: 259.19361443
• SMILES: N1([C@H]2[C@H](O)CCCC2)CCC(CC1)c1ccccc1
• Canonical SMILES: O[C@@H]1CCCC[C@H]1N1CCC(CC1)c1ccccc1
• InChI: InChI=1S/C17H25NO/c19-17-9-5-4-8-16(17)18-12-10-15(11-13-18)14-6-2-1-3-7-14/h1-3,6-7,15-17,19H,4-5,8-13H2/t16-,17-/m1/s1
• InChIKey: YSSBJODGIYRAMI-IAGOWNOFSA-N

名称和登记号

名称

• IUPAC标准名: (1R,2R)-2-(4-phenylpiperidin-1-yl)cyclohexan-1-ol
• IUPAC传统名: (1R,2R)-2-(4-phenylpiperidin-1-yl)cyclohexan-1-ol
• 别名: Vesamicol

登记号

• CAS号: 22232-64-0
• PubChem SID: 164235776
• PubChem CID: 659840

理论计算性质

• Acid pKa: 14.596863
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -0.2674812
• LogD (pH = 7.4): 0.69691294
• Log P: 3.1857257
• 摩尔折射率: 79.1494 cm^3
• 极化性: 31.223616 Å^3
• 极化表面积: 23.47 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

药理学性质

• 生物活性机理: Can be broadly categorized as a cholinergic physiological antagonist, because it reduces the apparent activity of cholinergic neurons, but does not act at the post-synaptic ACh receptor.; Causes a non-competitive and reversible block of the intracellular transporter responsible for carrying newly synthesised ACh into storage vesicles in the pre-synaptic nerve terminal.; Potent non-competitive inhibitor of acetylcholine storage.; Sympatholytic-alpha.; This transport process is driven by a proton gradient between cell organelles and the cytoplasm.

产品相关信息

• 应用领域: Skeletal muscle relaxant

参考文献

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• Rogers, G.A. et al., J. Med. Chem., 1989, 32, 1217, (synth, props, cryst struct, sar)