trans-6-methoxy-1,1-dimethyl-2,3-diphenyl-2,3-dihydro-1H-inden-4-ol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: trans-6-methoxy-1,1-dimethyl-2,3-diphenyl-2,3-dihydro-1H-inden-4-ol
• 英文别名: (2S,3S)-6-methoxy-1,1-dimethyl-2,3-diphenyl-2,3-dihydroinden-4-ol
• 化学式: C₂₄H₂₄O₂
• 分子量: 344.453
• InChiKey: MRZZTOFCGFBWQN-JTHBVZDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-6-methoxy-1,1-dimethyl-2,3-diphenyl-2,3-dihydro-1H-inden-4-ol 、 二甲氨基氯乙烷盐酸 以 异丙醇 为溶剂， 反应 3.0h， 以97.3%的产率得到2-[(2S,3S)-6-methoxy-1,1-dimethyl-2,3-diphenyl-indan-4-yl]oxy-N,N-dimethyl-ethanamine
  参考文献：
  名称：

  Synthesis and biological evaluation of trans 6-methoxy-1,1-dimethyl-2-phenyl-3-aryl-2,3-dihydro-1H-inden-4-yloxyalkylamine derivatives against drug susceptible, non-replicating M. tuberculosis H37Rv and clinical multidrug resistant strains

  摘要：

  Synthesis of a library of novel trans 6-methoxy-1,1-dimethyl-2-phenyl-3-aryl-2,3-dihydro-1H-inden-4-yloxy alkyl amines and their antimycobacterial activity against drug sensitive and multidrug resistant strains of Mycobacterium tuberculosis have been reported. All the new compounds in the series exhibited MIC between 1.56 and 6.25 mu g/ml. Two compounds 1i and 1j with low MIC and low cytotoxicity showed significant reduction in CFU in infected mouse macrophages at 1 x MIC concentration. The compound 1i inhibited the growth of M. tuberculosis in mice at 100 mg/kg dose with 1.35 log(10) reduction of CFU in lungs tissue and was active against non-replicating Mycobacterium tuberculosis under anaerobic condition. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.030
• 作为产物：
  描述：

  苯乙酸 在 aluminum (III) chloride 、 乙酸酐 、 三乙胺 作用下， 以 正己烷 为溶剂， 反应 13.17h， 生成 trans-6-methoxy-1,1-dimethyl-2,3-diphenyl-2,3-dihydro-1H-inden-4-ol
  参考文献：
  名称：

  Synthesis and biological evaluation of trans 6-methoxy-1,1-dimethyl-2-phenyl-3-aryl-2,3-dihydro-1H-inden-4-yloxyalkylamine derivatives against drug susceptible, non-replicating M. tuberculosis H37Rv and clinical multidrug resistant strains

  摘要：

  Synthesis of a library of novel trans 6-methoxy-1,1-dimethyl-2-phenyl-3-aryl-2,3-dihydro-1H-inden-4-yloxy alkyl amines and their antimycobacterial activity against drug sensitive and multidrug resistant strains of Mycobacterium tuberculosis have been reported. All the new compounds in the series exhibited MIC between 1.56 and 6.25 mu g/ml. Two compounds 1i and 1j with low MIC and low cytotoxicity showed significant reduction in CFU in infected mouse macrophages at 1 x MIC concentration. The compound 1i inhibited the growth of M. tuberculosis in mice at 100 mg/kg dose with 1.35 log(10) reduction of CFU in lungs tissue and was active against non-replicating Mycobacterium tuberculosis under anaerobic condition. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.030