(1r,4r)-4-[4-(4-fluorophenyl)-5-(2-methoxypyrimidin-4-yl)-1H-imidazol-1-yl]cyclohexan-1-ol

• ChemBase编号: 154181
• 分子式: C20H21FN4O2
• 平均质量: 368.4047432
• 单一同位素质量: 368.16485415
• SMILES: COc1nc(ccn1)c1n(cnc1c1ccc(cc1)F)[C@H]1CC[C@@H](CC1)O
• Canonical SMILES: COc1nccc(n1)c1c(ncn1[C@@H]1CC[C@H](CC1)O)c1ccc(cc1)F
• InChI: InChI=1S/C20H21FN4O2/c1-27-20-22-11-10-17(24-20)19-18(13-2-4-14(21)5-3-13)23-12-25(19)15-6-8-16(26)9-7-15/h2-5,10-12,15-16,26H,6-9H2,1H3/t15-,16-
• InChIKey: ZQUSFAUAYSEREK-WKILWMFISA-N

名称和登记号

名称

• IUPAC标准名: (1r,4r)-4-[4-(4-fluorophenyl)-5-(2-methoxypyrimidin-4-yl)-1H-imidazol-1-yl]cyclohexan-1-ol
• IUPAC传统名: (1r,4r)-4-[4-(4-fluorophenyl)-5-(2-methoxypyrimidin-4-yl)imidazol-1-yl]cyclohexan-1-ol
• 别名: trans-1-(4-Hydroxycyclohexyl)-4-(4-fluorophenyl)-5-(2-methoxypyridimidin-4-yl)imidazole; SB 239063; trans-4-[4-(4-Fluorophenyl)-5-(2-methoxy-4-pyrimidinyl)-1H-imidazol-1-yl]cyclohexanol; SB 239063

登记号

• CAS号: 193551-21-2
• MDL号: MFCD03792786
• PubChem SID: 162248320
• PubChem CID: 5166

理论计算性质

• Acid pKa: 15.255494
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 3.1579025
• LogD (pH = 7.4): 3.2166483
• Log P: 3.2174628
• 摩尔折射率: 99.289 cm^3
• 极化性: 40.28516 Å^3
• 极化表面积: 73.06 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble11 mg/mL; H2O: insoluble
• 外观: white
• 熔点: 206-207.2 °C

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: >98% (HPLC)
• Empirical Formula (Hill Notation): C20H21N4O2F

详细说明

Sigma Aldrich - S0569

Biochem/physiol Actions
Potent p38 MAP kinase inhibitor. Selective for α and β. No activity against γ and δ isoforms.
Legal Information
Sold for research purposes under agreement from Glaxo-Smith-Kline

Toronto Research Chemicals - S154625

SB239063 is neuroprotective, decreases the number of activated microglia and facilitates neurogenesis in oxygen-glucose-deprived hippocampal slice cultures. A protein kinase inhibitor.

参考文献

• Underwood, D., et al.: J. Pharmacol. Exp. Ther., 293, 281 (2000)
• Takahashi, K., et al.: J. Exp. Med., 201, 647 (2000)
• Liu, Z., et al.: Stroke, 38, 146 (2000)