5-hydroxyadamantan-2-one

• ChemBase编号: 24952
• 分子式: C10H14O2
• 平均质量: 166.21696
• 单一同位素质量: 166.09937969
• SMILES: C1(=O)C2CC3(CC1CC(C2)C3)O
• Canonical SMILES: O=C1C2CC3CC1CC(C2)(C3)O
• InChI: InChI=1S/C10H14O2/c11-9-7-1-6-2-8(9)5-10(12,3-6)4-7/h6-8,12H,1-5H2
• InChIKey: TZBDEVBNMSLVKT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-hydroxyadamantan-2-one
• IUPAC传统名: kemantan; 5-hydroxyadamantan-2-one
• 别名: 5-Hydroxyadamantan-2-one; Kemantane; Idramantone

登记号

• CAS号: 20098-14-0
• MDL号: MFCD00192211
• PubChem SID: 160988259
• PubChem CID: 64184

理论计算性质

• Acid pKa: 14.722116
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 0.905546
• LogD (pH = 7.4): 0.90554595
• Log P: 0.905546
• 摩尔折射率: 44.5713 cm^3
• 极化性: 17.664183 Å^3
• 极化表面积: 37.3 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 300 - 302°C
• 疏水性(logP): -0.072

安全信息

• 保存注意事项: IRRITANT; Irritant
• TSCA收录: false

药理学性质

• 生物活性机理: T-cell suppressor

产品相关信息

• 纯度: 95%; 97%
• 应用领域: Lymphocyte and antibody stimulant in mice

参考文献

• Geluk, H.W. et al., Tetrahedron, 1968, 24, 5369, (synth, ir, pmr)
• Geluk, H.W., Synthesis, 1972, 374, (synth)
• Vodicka, L. et al., Coll. Czech. Chem. Comm., 1975, 40, 293, (pmr)
• Czech. Pat., 1976, 163 671; CA, 86, 55081h, (synth)
• Lantvoev, V.I., Zh. Org. Khim., 1976, 12, 236; J. Org. Chem. USSR (Engl. Transl.), 1976, 12, 2292, (synth, ir)
• Morat, C. et al., Tet. Lett., 1979, 4409, (synth, Ac, ir, pmr, cmr)
• Le Noble, W.J. et al., J.O.C., 1983, 48, 1099, (synth)
• Bolte, G. et al., Chem. Ber., 1984, 117, 1982, (synth, pmr, ir, ms)
• Srivastava, S. et al., Synth. Commun., 1984, 14, 65, (synth, bibl)
• Boiko, S.S. et al., CA, 1991, 115, 84695, (glc)