(5R)-5-(4-methoxy-3-propoxyphenyl)-5-methyl-1,3-oxazolidin-2-one

• ChemBase编号: 1423
• 分子式: C14H19NO4
• 平均质量: 265.30496
• 单一同位素质量: 265.13140809
• SMILES: O=C1O[C@](CN1)(C)c1ccc(OC)c(c1)OCCC
• Canonical SMILES: CCCOc1cc(ccc1OC)[C@]1(C)CNC(=O)O1
• InChI: InChI=1S/C14H19NO4/c1-4-7-18-12-8-10(5-6-11(12)17-3)14(2)9-15-13(16)19-14/h5-6,8H,4,7,9H2,1-3H3,(H,15,16)/t14-/m0/s1
• InChIKey: PCCPERGCFKIYIS-AWEZNQCLSA-N

名称和登记号

名称

• IUPAC标准名: (5R)-5-(4-methoxy-3-propoxyphenyl)-5-methyl-1,3-oxazolidin-2-one
• IUPAC传统名: (R)-mesopram; (5R)-5-(4-methoxy-3-propoxyphenyl)-5-methyl-1,3-oxazolidin-2-one
• 别名: (5R)-5-(4-Methoxy-3-propoxyphenyl)-5-methyl-2-oxazolidinone; (R)-5-(4-methoxy-3-propoxyphenyl)-5-methyl-2-oxazolidinone; Daxalipram; Mesopram; SH 636; ZK 117137; (R)-Mesopram

登记号

• CAS号: 189940-24-7
• PubChem SID: 160964883; 46506137
• PubChem CID: 449190

理论计算性质

JChem

• Acid pKa: 12.725929
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 2.2699585
• LogD (pH = 7.4): 2.2699568
• Log P: 2.2699585
• 摩尔折射率: 70.1372 cm^3
• 极化性: 27.603832 Å^3
• 极化表面积: 56.79 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.28
• LOG S: -2.93
• 溶解度: 3.13e-01 g/l

详细说明

DrugBank - DB01647

Drug information: experimental

Toronto Research Chemicals - M225670

Mesopram is an orally active phosphodiesterase (PDE) 4 inhibitor. Mesopram decreases the synthesis of tumor necrosis factor-α (TNF-α) and interferon-γ (IFN-γ). Mesopram is used in compositions for the treatment or prevention of respiratory inflammation.

参考文献

• Axelsson, L., et al.: Aliment Pharmacol. Ther., 12, 925 (1998)
• Doherty, A., et al.: J. Immunol., 164, 1117 (1998)
• Francischi, J., et al.: Eur. J. Pharmacol . 399, 243 (1998)
• Siegmund, B., et al.: J. Pharmacol. Exp. Ther., 296, 99 (1998)