5H-吡啶并[4,3-B]吲哚-8-胺 | 79642-24-3

• 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
• 中文名称: 5H-吡啶并[4,3-B]吲哚-8-胺
• 英文名称: 8-amino-γ-carboline
• 英文别名: 5H-Pyrido[4,3-B]indol-8-amine
• CAS: 79642-24-3
• 化学式: C₁₁H₉N₃
• 分子量: 183.213
• InChiKey: GGBDWKDZOVZUIP-UHFFFAOYSA-N

物化性质

• 熔点：
  230-231 °C
• 沸点：
  481.2±25.0 °C(Predicted)
• 密度：
  1.393±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.7
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  5H-吡啶并[4,3-B]吲哚-8-胺 、 4-溴苯磺酰氯 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以87%的产率得到4-bromo-N-(5-(4-bromophenylsulfonyl)-5H-γ-carbolin-8-yl)benzenesulfonamide
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of novel N-γ-carboline arylsulfonamides as anticancer agents

  摘要：

  A series of novel N-gamma-carboline arylsulfonamide derivatives designed based on the common feature of colchicine binding site inhibitors were synthesized and evaluated for their antiproliferative activity in vitro against five human cancer cell lines. Most of the compounds showed moderate to potent cytotoxic activities against all the tested cells. Preliminary mechanism research on one of the most potent compound 6p indicated that it was a potent tubulin polymerization inhibitor, with IC50 value of 3.8 mu M, equivalent to that of CA-4, and arresting cell cycle in G(2)/M phase. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.047
• 作为产物：
  描述：

  5H-吡啶并[4,3-b]吲哚 在 sodium nitrate 、 硝酸 、 溶剂黄146 、 间氯过氧苯甲酸 、 三氟乙酸 、 锌 、 三氯化磷 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 5H-吡啶并[4,3-B]吲哚-8-胺
  参考文献：
  名称：

  Lee, Ching-Shing; Ohta, Toshiharu; Shudo, Koichi, Heterocycles, 1981, vol. 16, # 7, p. 1081 - 1084

  摘要：

  DOI：

文献信息

• LEE CHING-SHING; OHTA TOSHIHARU; SHUDO KOICHI; OKAMOTO TOSHIHIKO, HETEROCYCLES, 1981, 16, NO 7, 1081-1084
  作者：LEE CHING-SHING、 OHTA TOSHIHARU、 SHUDO KOICHI、 OKAMOTO TOSHIHIKO

  DOI：——

  日期：——
• NOVEL TETRAHYDRO-1H-PYRIDO [4,3-b] INDOLE DERIVATIVES AS CB1' RECEPTOR LIGANDS
  申请人：AstraZeneca AB

  公开号：EP1863810A1

  公开（公告）日：2007-12-12
• [EN] NOVEL TETRAHYDRO-1H-PYRIDO [4,3-b] INDOLE DERIVATIVES AS CB1' RECEPTOR LIGANDS<br/>[FR] NOUVEAUX DERIVES DE TETRAHYDRO-1H-PYRIDO [4,3-B]INDOLE UTILISES COMME LIGANDS DU RECEPTEUR CB1'
  申请人：ASTRAZENECA AB

  公开号：WO2006101434A1

  公开（公告）日：2006-09-28

  [EN] Compounds of Formulae I, or pharmaceutically acceptable salts thereof: wherein R¹, R² and R³ are as defined in the specification as well as salts and pharmaceutical compositions including the compounds are prepared. They are useful in therapy, in particular in the management of pain.
  [FR] L'invention concerne des composés de formule (I), ou des sels pharmaceutiquement acceptables desdits composés, dans laquelle R¹, R² et R³ sont tels que définis dans le mémorandum descriptif. Elle concerne également des sels et des compositions pharmaceutiques comprenant les composés, lesquels sont utiles en thérapie, en particulier pour l'apaisement de la douleur.
• Design, synthesis, and biological evaluation of novel N-γ-carboline arylsulfonamides as anticancer agents
  作者：Jing Chen、Tao Liu、Rui Wu、Jianshu Lou、Ji Cao、Xiaowu Dong、Bo Yang、Qiaojun He、Yongzhou Hu

  DOI：10.1016/j.bmc.2010.10.047

  日期：2010.12

  A series of novel N-gamma-carboline arylsulfonamide derivatives designed based on the common feature of colchicine binding site inhibitors were synthesized and evaluated for their antiproliferative activity in vitro against five human cancer cell lines. Most of the compounds showed moderate to potent cytotoxic activities against all the tested cells. Preliminary mechanism research on one of the most potent compound 6p indicated that it was a potent tubulin polymerization inhibitor, with IC50 value of 3.8 mu M, equivalent to that of CA-4, and arresting cell cycle in G(2)/M phase. (C) 2010 Elsevier Ltd. All rights reserved.
• Lee, Ching-Shing; Ohta, Toshiharu; Shudo, Koichi, Heterocycles, 1981, vol. 16, # 7, p. 1081 - 1084
  作者：Lee, Ching-Shing、Ohta, Toshiharu、Shudo, Koichi、Okamoto, Toshihiko

  DOI：——

  日期：——