5-Methyl-7-thia-2-azatricyclo[6.3.1.04,12]dodeca-1(12),3,8,10-tetraene-6-carbonitrile | 113461-75-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-Methyl-7-thia-2-azatricyclo[6.3.1.04,12]dodeca-1(12),3,8,10-tetraene-6-carbonitrile
• CAS: 113461-75-9；113461-76-0；118856-01-2；118856-02-3
• 化学式: C₁₂H₁₀N₂S
• 分子量: 214.291
• InChiKey: YTYMTABATVOJKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  64.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Methyl-7-thia-2-azatricyclo[6.3.1.04,12]dodeca-1(12),3,8,10-tetraene-6-carbonitrile 在 sodium azide 、 三乙胺盐酸盐 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以78%的产率得到5-methyl-6-(2H-tetrazol-5-yl)-7-thia-2-azatricyclo[6.3.1.04,12]dodeca-1(12),3,8,10-tetraene
  参考文献：
  名称：

  The antimicrobial natural product chuangxinmycin and Some synthetic analogues are potent and selective inhibitors of bacterial tryptophanyl tRNA synthetase

  摘要：

  The antimicrobial natural product chuangxinmycin has been found to be a potent and selective inhibitor of bacterial tryptophanyl tRNA synthetase (WRS). A number of analogues have been synthesised. The interaction with WRS appears to be highly constrained, as only sterically smaller analogues afforded significant inhibition. The only analogue to show inhibition comparable to chuangxinmycin also had antibacterial activity. WRS inhibition may contribute to the antibacterial action of chuangxinmycin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00604-2
• 作为产物：
  描述：

  1-(4-碘-1H-吲哚-3-基)-乙酮 在 吡啶 、 氨 、 sodium hydride 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 504.0h， 生成 5-Methyl-7-thia-2-azatricyclo[6.3.1.04,12]dodeca-1(12),3,8,10-tetraene-6-carbonitrile
  参考文献：
  名称：

  The antimicrobial natural product chuangxinmycin and Some synthetic analogues are potent and selective inhibitors of bacterial tryptophanyl tRNA synthetase

  摘要：

  The antimicrobial natural product chuangxinmycin has been found to be a potent and selective inhibitor of bacterial tryptophanyl tRNA synthetase (WRS). A number of analogues have been synthesised. The interaction with WRS appears to be highly constrained, as only sterically smaller analogues afforded significant inhibition. The only analogue to show inhibition comparable to chuangxinmycin also had antibacterial activity. WRS inhibition may contribute to the antibacterial action of chuangxinmycin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00604-2

文献信息

• A Facile Synthesis of Chuangxinmycin
  作者：Masakatsu Matsumoto、Nobuko Watanabe

  DOI：10.3987/r-1987-07-1775

  日期：——
• The antimicrobial natural product chuangxinmycin and Some synthetic analogues are potent and selective inhibitors of bacterial tryptophanyl tRNA synthetase
  作者：Murray J. Brown、Paul S. Carter、Ashley E. Fenwick、Andrew P. Fosberry、Dieter W. Hamprecht、Martin J. Hibbs、Richard L. Jarvest、Lucy Mensah、Peter H. Milner、Peter J. O'Hanlon、Andrew J. Pope、Christine M. Richardson、Andrew West、David R. Witty

  DOI：10.1016/s0960-894x(02)00604-2

  日期：2002.11

  The antimicrobial natural product chuangxinmycin has been found to be a potent and selective inhibitor of bacterial tryptophanyl tRNA synthetase (WRS). A number of analogues have been synthesised. The interaction with WRS appears to be highly constrained, as only sterically smaller analogues afforded significant inhibition. The only analogue to show inhibition comparable to chuangxinmycin also had antibacterial activity. WRS inhibition may contribute to the antibacterial action of chuangxinmycin. (C) 2002 Elsevier Science Ltd. All rights reserved.