2-hydroxymethylidene-9-methyl-2,3,4,9-tetrahydrocarbazol-1-one | 100866-47-5

• 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: 2-hydroxymethylidene-9-methyl-2,3,4,9-tetrahydrocarbazol-1-one
• 英文别名: 9-methyl-1-oxo-1,2,3,4-tetrahydro-carbazole-2-carbaldehyde；1-Oxo-9-methyl-2-hydroxymethylen-1,2,3,4-tetrahydro-carbazol；2-(Hydroxymethylidene)-9-methyl-3,4-dihydrocarbazol-1-one
• CAS: 100866-47-5
• 化学式: C₁₄H₁₃NO₂
• 分子量: 227.263
• InChiKey: MUBOULNPXXVHAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-hydroxymethylidene-9-methyl-2,3,4,9-tetrahydrocarbazol-1-one 在 一水合肼 作用下， 以 乙醇 为溶剂， 以76%的产率得到10-methyl-2,4,5,10-tetrahydropyrazolo[3,4-a]carbazole
  参考文献：
  名称：

  A novel necroptosis inhibitor—necrostatin-21 and its SAR study

  摘要：

  An initial structure-activity relationship study of the novel necroptosis inhibitor Nec-21 was described. Any changes of the tetracyclic scaffold were detrimental for the activity. Introduction of a substituent to 7 or 8 position (e.g., cyano or methoxy group, respectively), would increase the activity. The 7 and 8-position disubstituted compound 17b was 35-fold as potent as the lead, while EC50 reached 14 nM. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.073
• 作为产物：
  描述：

  2,3,4,9-四氢-1H-咔唑-1-酮 在 sodium hydride 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 9.0h， 生成 2-hydroxymethylidene-9-methyl-2,3,4,9-tetrahydrocarbazol-1-one
  参考文献：
  名称：

  A novel necroptosis inhibitor—necrostatin-21 and its SAR study

  摘要：

  An initial structure-activity relationship study of the novel necroptosis inhibitor Nec-21 was described. Any changes of the tetracyclic scaffold were detrimental for the activity. Introduction of a substituent to 7 or 8 position (e.g., cyano or methoxy group, respectively), would increase the activity. The 7 and 8-position disubstituted compound 17b was 35-fold as potent as the lead, while EC50 reached 14 nM. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.073

文献信息

• Synthesis of heterocyclic steroids—V
  作者：G.V. Bhide、N.L. Tikotkar、B.D. Tilak

  DOI：10.1016/s0040-4020(01)97811-1

  日期：——

  Unsuccessful attempts have been made to synthesize the pyrrolo analogues of equilenin and 3-desoxyequilenin. The synthesis of several carbazole derivatives required in this connexion is described.

  尝试合成马来宁和3-脱氧马来宁的吡咯并类似物没有成功的尝试。描述了该连接所需的几种咔唑衍生物的合成。
• Joseph, Delphine; Martarello, Laurent; Kirsch, Gilbert, Journal of Chemical Research, Miniprint, 1995, # 9, p. 2001 - 2014
  作者：Joseph, Delphine、Martarello, Laurent、Kirsch, Gilbert

  DOI：——

  日期：——
• A novel necroptosis inhibitor—necrostatin-21 and its SAR study
  作者：Zhijie Wu、Ying Li、Yu Cai、Junying Yuan、Chengye Yuan

  DOI：10.1016/j.bmcl.2013.06.073

  日期：2013.9

  An initial structure-activity relationship study of the novel necroptosis inhibitor Nec-21 was described. Any changes of the tetracyclic scaffold were detrimental for the activity. Introduction of a substituent to 7 or 8 position (e.g., cyano or methoxy group, respectively), would increase the activity. The 7 and 8-position disubstituted compound 17b was 35-fold as potent as the lead, while EC50 reached 14 nM. (C) 2013 Elsevier Ltd. All rights reserved.