2-[(tert-butoxycarbonyl)(1H-indol-7-ylmethyl)amino]ethyl methanesulfonate | 748811-03-2

• 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-[(tert-butoxycarbonyl)(1H-indol-7-ylmethyl)amino]ethyl methanesulfonate
• 英文别名: 2-[1H-indol-7-ylmethyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]ethyl methanesulfonate
• CAS: 748811-03-2
• 化学式: C₁₇H₂₄N₂O₅S
• 分子量: 368.454
• InChiKey: XDHPYPHEEJRLTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  97.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(tert-butoxycarbonyl)(1H-indol-7-ylmethyl)amino]ethyl methanesulfonate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 S-6-(叔丁氧基羰基)-5,6-二氢-6H-[1,4]二氮杂革并[6,7,1-hi]吲哚
  参考文献：
  名称：

  [EN] HDAC INHIBITORS
  [FR] INHIBITEURS DES HDAC

  摘要：

  公开号：

  WO2009026446A9
• 作为产物：
  描述：

  吲哚-7-甲醛 在 TEA 、 比沙可啶 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 生成 2-[(tert-butoxycarbonyl)(1H-indol-7-ylmethyl)amino]ethyl methanesulfonate
  参考文献：
  名称：

  Preparation of novel aza-1,7-annulated indoles and their conversion to potent indolocarbazole kinase inhibitors

  摘要：

  The synthesis of novel aza-1,7-annulated indoles was achieved and these were converted to indolocarbazoles that proved to be potent kinase inhibitors. These compounds were also evaluated in a human colon carcinoma cell line and proved to be good antiproliferative agents. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.05.088

文献信息

• HDAC Inhibitors
  申请人：Ashwell Mark A.

  公开号：US20100261710A1

  公开（公告）日：2010-10-14

  The present invention provides hydroxamic acid compounds, and methods of preparation of these compounds. The present invention also relates to pharmaceutical compositions comprising the hydroxamic acid compounds. The present invention provides methods of treating a cell proliferative disorder, such as a cancer, by administering to a subject in need thereof a therapeutically effective amount of a compound of the present invention.

  本发明提供了羟肟酸化合物以及这些化合物的制备方法。本发明还涉及包含羟肟酸化合物的药物组合物。本发明提供了治疗细胞增殖性疾病（如癌症）的方法，通过向需要治疗的受试者施用本发明化合物的治疗有效剂量。
• [EN] HDAC INHIBITORS<br/>[FR] INHIBITEURS DES HDAC
  申请人：ARQULE INC

  公开号：WO2009026446A9

  公开（公告）日：2010-03-11
• Preparation of novel aza-1,7-annulated indoles and their conversion to potent indolocarbazole kinase inhibitors
  作者：Rima S Al-awar、James E Ray、Kyle A Hecker、Sajan Joseph、Jianping Huang、Chuan Shih、Harold B Brooks、Charles D Spencer、Scott A Watkins、Richard M Schultz、Eileen L Considine、Margaret M Faul、Kevin A Sullivan、Stanley P Kolis、Michael A Carr、Faming Zhang

  DOI：10.1016/j.bmcl.2004.05.088

  日期：2004.8

  The synthesis of novel aza-1,7-annulated indoles was achieved and these were converted to indolocarbazoles that proved to be potent kinase inhibitors. These compounds were also evaluated in a human colon carcinoma cell line and proved to be good antiproliferative agents. (C) 2004 Elsevier Ltd. All rights reserved.
• Substituted 3-Imidazo[1,2-<i>a</i>]pyridin-3-yl- 4-(1,2,3,4-tetrahydro-[1,4]diazepino- [6,7,1-<i>hi</i>]indol-7-yl)pyrrole-2,5-diones as Highly Selective and Potent Inhibitors of Glycogen Synthase Kinase-3
  作者：Thomas A. Engler、James R. Henry、Sushant Malhotra、Brian Cunningham、Kelly Furness、Joseph Brozinick、Timothy P. Burkholder、Michael P. Clay、Joshua Clayton、Clive Diefenbacher、Eric Hawkins、Philip W. Iversen、Yihong Li、Terry D. Lindstrom、Angela L. Marquart、Johnathan McLean、David Mendel、Elizabeth Misener、Daniel Briere、John C. O'Toole、Warren J. Porter、Steven Queener、Jon K. Reel、Rebecca A. Owens、Richard A. Brier、Thomas E. Eessalu、Jill R. Wagner、Robert M. Campbell、Renee Vaughn

  DOI：10.1021/jm049768a

  日期：2004.7.1

  Glycogen synthase kinase-3 (GSK3) is involved in signaling from the insulin receptor. Inhibitors of GSK3 are expected to effect lowering of plasma glucose similar to insulin, making GSK3 an attractive target for the treatment of type 2 diabetes. Herein we report the discovery of a series of potent and selective GSK3 inhibitors. Compounds 7-12 show oral activity in an in vivo model of type II diabetes, and 9 and 12 have desirable PK properties.