9-chloro-6-methyl-5H-[1]benzothiopyrano[3,2-b]pyridin-5-one | 215296-27-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 9-chloro-6-methyl-5H-[1]benzothiopyrano[3,2-b]pyridin-5-one
• 英文别名: 9-Chloro-6-methylthiochromeno[3,2-c]pyridin-10-one
• CAS: 215296-27-8
• 化学式: C₁₃H₈ClNOS
• 分子量: 261.732
• InChiKey: HRWSERWVJNVSAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  55.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-肼基-N,N-二甲基-乙胺 、 9-chloro-6-methyl-5H-[1]benzothiopyrano[3,2-b]pyridin-5-one 反应 4.0h， 以43%的产率得到Dimethyl-[2-(5-methyl-6-thia-1,2,9-triaza-aceanthrylen-2-yl)-ethyl]-amine
  参考文献：
  名称：

  Synthesis and antitumor activities of 5-methyl-1- and 2-[[2-dimethylaminoethyl]amino]-aza-thiopyranoindazoles

  摘要：

  The synthesis of 1- and 2-substituted aza-benzothiopyranoindazoles has been accomplished. The comparisons of the in vitro antitumor activities of the 2-substituted analogues with the benzothiopyranoindazole chemotypes indicate that the positioning of the nitrogen atom at C-9 (9-aza analogue 4d) leads to a substrate with potent antitumor activity. The 1-substituted aza-benzothiopyranoindazoles, in comparison with the corresponding 2-substituted analogues, exhibit a much lower potency. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00689-7
• 作为产物：
  描述：

  4-氯烟酸 在 三氯化铝 、 氯化亚砜 作用下， 以 硝基苯 、 丙酮 为溶剂， 反应 7.5h， 生成 9-chloro-6-methyl-5H-[1]benzothiopyrano[3,2-b]pyridin-5-one
  参考文献：
  名称：

  Synthesis and antitumor activities of 5-methyl-1- and 2-[[2-dimethylaminoethyl]amino]-aza-thiopyranoindazoles

  摘要：

  The synthesis of 1- and 2-substituted aza-benzothiopyranoindazoles has been accomplished. The comparisons of the in vitro antitumor activities of the 2-substituted analogues with the benzothiopyranoindazole chemotypes indicate that the positioning of the nitrogen atom at C-9 (9-aza analogue 4d) leads to a substrate with potent antitumor activity. The 1-substituted aza-benzothiopyranoindazoles, in comparison with the corresponding 2-substituted analogues, exhibit a much lower potency. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00689-7