5-chloro-N-{[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl}thiophene-2-carboxamide

• ChemBase编号: 6089
• 分子式: C19H18ClN3O5S
• 平均质量: 435.88132
• 单一同位素质量: 435.06556937
• SMILES: C1N(C(=O)COC1)c1ccc(cc1)N1C(=O)O[C@H](C1)CNC(=O)c1sc(cc1)Cl
• Canonical SMILES: O=C1O[C@H](CN1c1ccc(cc1)N1CCOCC1=O)CNC(=O)c1ccc(s1)Cl
• InChI: InChI=1S/C19H18ClN3O5S/c20-16-6-5-15(29-16)18(25)21-9-14-10-23(19(26)28-14)13-3-1-12(2-4-13)22-7-8-27-11-17(22)24/h1-6,14H,7-11H2,(H,21,25)/t14-/m0/s1
• InChIKey: KGFYHTZWPPHNLQ-AWEZNQCLSA-N

名称和登记号

名称

• IUPAC标准名: 5-chloro-N-{[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl}thiophene-2-carboxamide
• IUPAC传统名: rivaroxaban; xarelto
• 别名: (S)-5-Chloro-N-((2-oxo-3-(4-(3-oxomorpholino)phenyl)-oxazolidin-5-yl)methyl)thiophene-2-carboxamide; (S)-5-Chloro-N-((2-oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)thiophene-2-carboxamide; 5-chloro-N-({(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl}methyl)thiophene-2-carboxamide; 5-Chloro-N-[[(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-5-oxazolidinyl]methyl]-2-thiophenecarboxamide; BAY 59-7939; Rivaroxaban

登记号

• CAS号: 366789-02-8
• MDL号: MFCD11974010
• PubChem SID: 99444948; 160969514
• PubChem CID: 9875401

理论计算性质

JChem

• Acid pKa: 13.599337
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 1.8976446
• LogD (pH = 7.4): 1.8976445
• Log P: 1.8976448
• 摩尔折射率: 104.7437 cm^3
• 极化性: 40.606617 Å^3
• 极化表面积: 88.18 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: 1.74
• LOG S: -4.64
• 溶解度: 1.00e-02 g/l

分子性质

理化性质

• 溶解度: Chloroform; DMSO
• 外观: White Solid
• 熔点: 228-229°C

安全信息

• 保存条件: Refrigerator
• 保存注意事项: IRRITANT
• TSCA收录: false

产品相关信息

• 纯度: 95+%

详细说明

DrugBank - DB08477

Drug information: experimental

Toronto Research Chemicals - R538000

A novel antithrombotic agent. A highly potent and selective, direct FXa inhibitor.

参考文献

• Ansell, J., et al.: Drugs, 64, 1 (2004)
• Eriksson, B., et al.: J. Thromb. Haemost., 3, 103 (2004)
• Kubitza, D., et al.: Clin. Pharmacol. Ther., 78, 412 (2004)