N-{[(5S)-3-{3-fluoro-4-[(2-hydroxyethyl)amino]phenyl}-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide

• ChemBase编号: 166225
• 分子式: C14H18FN3O4
• 平均质量: 311.3088232
• 单一同位素质量: 311.12813429
• SMILES: OCCNc1c(cc(cc1)N1C[C@@H](OC1=O)CNC(=O)C)F
• Canonical SMILES: OCCNc1ccc(cc1F)N1C[C@@H](OC1=O)CNC(=O)C
• InChI: InChI=1S/C14H18FN3O4/c1-9(20)17-7-11-8-18(14(21)22-11)10-2-3-13(12(15)6-10)16-4-5-19/h2-3,6,11,16,19H,4-5,7-8H2,1H3,(H,17,20)/t11-/m0/s1
• InChIKey: FPAKSIHCULOSLI-NSHDSACASA-N

名称和登记号

名称

• IUPAC标准名: N-{[(5S)-3-{3-fluoro-4-[(2-hydroxyethyl)amino]phenyl}-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide
• IUPAC传统名: N-{[(5S)-3-{3-fluoro-4-[(2-hydroxyethyl)amino]phenyl}-2-oxo-1,3-oxazolidin-5-yl]methyl}acetamide
• 别名: N-[[(5S)-3-[3-Fluoro-4-[(2-hydroxyethyl)amino]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide; N,O-Desethylene Linezolid

登记号

• CAS号: 1219708-30-1
• PubChem SID: 162260358
• PubChem CID: 15433046

理论计算性质

• Acid pKa: 14.490752
• 质子受体: 5
• 质子供体: 3
• LogD (pH = 5.5): -0.47055057
• LogD (pH = 7.4): -0.47020805
• Log P: -0.47020364
• 摩尔折射率: 77.4578 cm^3
• 极化性: 29.022427 Å^3
• 极化表面积: 90.9 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

详细说明

Toronto Research Chemicals - D289360

N,O-Desethylene Linezolid is a potential drug metabolite of Linezolid (L466500) used as an antibiotic. N,O-Desethylene Linezolid was identified as Linezolid impurity.

参考文献

• Francois, G., et al.: Antimicrob. Agents Chemother., 41, 2533 (1997)
• Slatter, J., et al.: Drug Metab. Dispos., 29, 1136 (1997)
• Kapkova, P., et al.: J. Med. Chem., 48, 7496 (1997)