(3R)-3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]oxolan-2-one

• ChemBase编号: 171844
• 分子式: C11H16N2O2
• 平均质量: 208.25694
• 单一同位素质量: 208.12117776
• SMILES: [C@H]1(C(COC1=O)Cc1cncn1C)CC
• Canonical SMILES: CC[C@H]1C(=O)OCC1Cc1cncn1C
• InChI: InChI=1S/C11H16N2O2/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2/h5,7-8,10H,3-4,6H2,1-2H3/t8?,10-/m1/s1
• InChIKey: QCHFTSOMWOSFHM-LHIURRSHSA-N

名称和登记号

名称

• IUPAC标准名: (3R)-3-ethyl-4-[(1-methyl-1H-imidazol-5-yl)methyl]oxolan-2-one
• IUPAC传统名: (3R)-3-ethyl-4-[(3-methylimidazol-4-yl)methyl]oxolan-2-one
• 别名: (3R,4R)-3-Ethyldihydro-4-[(1-methyl-1H-imidazol-5-yl)methyl]-2(3H)-furanone; (3R-trans)-3-Ethyldihydro-4-[(1-methyl-1H-imidazol-5-yl)methyl]-2(3H)-furanone; 3-Isopilocarpine; (+)-Isopilocarpine; β-Pilocarpine; Isopilocarpine

登记号

• CAS号: 531-35-1
• PubChem SID: 164227754
• PubChem CID: 12311175

理论计算性质

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 0.44190395
• LogD (pH = 7.4): 0.9023369
• Log P: 0.94975144
• 摩尔折射率: 56.5342 cm^3
• 极化性: 21.845087 Å^3
• 极化表面积: 44.12 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - I821970

An isomeric degradation product of Pilocarpine (P441500) with significantly lower binding affinity to muscarinic cholinergic receptors (~0.1 that of Pilocarpine).

参考文献

• Drake, M.V. et al.: J. Pharmac. Sci., 75, 278 (1986)
• Szepesi, G. et al.: Pharmazie, 38, 94 (1986)
• Bundgaard, H. et al.: Int. J. Pharmac., 10, 281 (1986)