(+/-)-7.12t-dihydroxy-7r.12c-dimethyl-7.12-dihydro-benz[a]anthracene | 2518-00-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (+/-)-7.12t-dihydroxy-7r.12c-dimethyl-7.12-dihydro-benz[a]anthracene
• 英文别名: (+/-)-7.12t-Dihydroxy-7r.12c-dimethyl-7.12-dihydro-benz[a]anthracen；7,12-Dihydroxy-7,12-dimethyl-7,12-dihydrobenzanthracen；(7S,12R)-7,12-dimethylbenzo[a]anthracene-7,12-diol
• CAS: 2518-00-5；55125-18-3；55125-19-4
• 化学式: C₂₀H₁₈O₂
• 分子量: 290.362
• InChiKey: GJODVXBHWDFIDL-VQTJNVASSA-N

物化性质

• 熔点：
  181.5-182.5 °C
• 沸点：
  508.3±45.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2906299090

SDS

反应信息

• 作为产物：
  描述：

  7,12-epidioxy-7,12-dihydro-7,12-dimethylbenzanthracene 在 钯 、 丙酮 作用下， 生成 (+/-)-7.12t-dihydroxy-7r.12c-dimethyl-7.12-dihydro-benz[a]anthracene
  参考文献：
  名称：

  207.多环芳烃。第二十四部分

  摘要：

  DOI：

  10.1039/jr9400001125

文献信息

• Synthesis and carcinogenic activity of 5-fluoro-7-(oxygenated methyl)-12-methylbenz[a]anthracenes
  作者：Melvin S. Newman、Lewis E. Fikes、Mohamed M. Hashem、R. Kannan、V. Sankaran

  DOI：10.1021/jm00208a013

  日期：1978.10

  Treatment of 7,12-benz[a]anthraquinone (2) with methylmagnesium iodide or methyllithium yields mixtures of cis- and trans-7,12-dihydro-7,12-dihydroxy-7,12-dimethylbenz[a]anthracenes (3a,b), in which the ratio of cis to trans lies in the 3--4:1 region. Each isomer afforded high yields of 7-chloromethyl-12-methylbenz[a]anthracene (5) on treatment with hydrogen chloride in ethyl acetate. Similarly, 5-fluoro-7,12-benz[a]anthraquinone (8) afforded a mixture of cis- and trans-5-fluoro-7,12-dihydro-7,12-dihydroxy-7,12-dimethylbenz[a]anthracenes (9) which yielded 7-chloromethyl-5-fluoro-12-methylbenz[a]anthracene (10) on treatment with HCl. The chloromethyl compounds, 5 and 10, yielded 7-acetoxymethyl-12-methylbenz[a]anthracene (6) and 7-acetoxymethyl-5-fluoro-12-methylbenz[a]anthracene (11) on treatment with acetate ion. Hydrolysis of 6 and 11 yielded 7-hydroxymethyl-12-methylbenz[a]anthracene (7) and 5-fluoro-7-hydroxymethyl-12-methylbenz[a]anthracene (12), respectively. Since neither 11 nor 12 is appreciably carcinogenic, the carcinogenic metabolism of 7,12-dimethylbenz[a]anthracene (DMBA) probably does not involve attack at the 7-methyl group.
• Synthesis of 12-fluoro-7-methylbenz[a]anthracene and 7-fluoro-12-methylbenz[a]anthracene
  作者：Melvin S. Newman、J. M. Khanna

  DOI：10.1021/jo01319a050

  日期：1979.3
• NEWMAN M. S.; FIKES L. E.; HASHEM M. M.; KANNAN R.; SANKARAN V., J. MED. CHEM., 1978, 21, NO 10, 2076-2078
  作者：NEWMAN M. S.、 FIKES L. E.、 HASHEM M. M.、 KANNAN R.、 SANKARAN V.

  DOI：——

  日期：——
• NEWMAN M. S.; KHANNA J. M., J. ORG. CHEM., 1979, 44, NO 5, 866-868
  作者：NEWMAN M. S.、 KHANNA J. M.

  DOI：——

  日期：——
• 207. Polycyclic aromatic hydrocarbons. Part XXIV
  作者：J. W. Cook、Richard H. Martin

  DOI：10.1039/jr9400001125

  日期：——