4,5-二溴噻吩-2-基氨基甲酸叔丁酯 | 943321-93-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 4,5-二溴噻吩-2-基氨基甲酸叔丁酯
• 英文名称: 1,1-dimethylethyl (4,5-dibromo-2-thienyl)carbamate
• 英文别名: tert-Butyl (4,5-dibromothiophen-2-yl)carbamate；tert-butyl N-(4,5-dibromothiophen-2-yl)carbamate
• CAS: 943321-93-5
• 化学式: C₉H₁₁Br₂NO₂S
• 分子量: 357.066
• InChiKey: DPHMSSAQZWZVFM-UHFFFAOYSA-N

物化性质

• 沸点：
  317.4±42.0 °C(Predicted)
• 密度：
  1.782±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  66.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  储存条件：2-8°C，避光，并保存在惰性气体中。

反应信息

• 作为反应物：
  描述：

  4,5-二溴噻吩-2-基氨基甲酸叔丁酯 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 4,5-Dibromothiophen-2-amine
  参考文献：
  名称：

  Discovery of 5-pyrrolopyridinyl-2-thiophenecarboxamides as potent AKT kinase inhibitors

  摘要：

  A pyrrolopyridinyl thiophene carboxamide 7 was discovered as a tractable starting point for a lead optimization effort in an AKT kinase inhibition program. SAR studies aided by a co-crystal structure of 7 in AKT2 led to the identification of AKT inhibitors with subnanomolar potency. Representative compounds showed antiproliferative activity as well as inhibition of phosphorylation of the downstream target GSK3 beta. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.094
• 作为产物：
  描述：

  4,5-二溴噻吩-2-甲酸 、 叔丁醇 在 叠氮磷酸二苯酯 、 三乙胺 作用下， 反应 12.0h， 以74%的产率得到4,5-二溴噻吩-2-基氨基甲酸叔丁酯
  参考文献：
  名称：

  WO2007/76423

  摘要：

  公开号：

文献信息

• Novel thienopyrrole glycogen phosphorylase inhibitors: Synthesis, in vitro SAR and crystallographic studies
  作者：Paul R.O. Whittamore、Matthew S. Addie、Stuart N.L. Bennett、Alan M. Birch、Michael Butters、Linda Godfrey、Peter W. Kenny、Andrew D. Morley、Paul M. Murray、Nikos G. Oikonomakos、Ludovic R. Otterbein、Andrew D. Pannifer、Jeremy S. Parker、Kristy Readman、Pawel S. Siedlecki、Paul Schofield、Andy Stocker、Melvyn J. Taylor、Linda A. Townsend、David P. Whalley、Jennifer Whitehouse

  DOI：10.1016/j.bmcl.2006.08.047

  日期：2006.11

  Two series of novel thienopyrrole inhibitors of recombinant human liver glycogen phosphorylase a (GPa) which are effective in reducing glucose output from rat hepatocytes are described. Representative compounds have been shown to bind at the dimer interface site of the rabbit muscle enzyme by X-ray crystallography.
• [EN] INHIBITORS OF Akt ACTIVITY<br/>[FR] INHIBITEURS D'ACTIVITE Akt
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2007076423A2

  公开（公告）日：2007-07-05

  [EN] Invented are novel thiophene compounds, the use of such compounds as inhibitors of protein kinase B activity and in the treatment of cancer and arthritis.
  [FR] La présente invention concerne des composés de thiophène atypiques, l'utilisation de tels composés comme inhibiteurs de l'activité de la protéine kinase B et pour le traitement du cancer et de l'arthrite.
• Discovery of 5-pyrrolopyridinyl-2-thiophenecarboxamides as potent AKT kinase inhibitors
  作者：Mark A. Seefeld、Meagan B. Rouse、Kenneth C. McNulty、Lihui Sun、Jizhou Wang、Dennis S. Yamashita、Juan I. Luengo、ShuYun Zhang、Elisabeth A. Minthorn、Nestor O. Concha、Dirk A. Heerding

  DOI：10.1016/j.bmcl.2009.02.094

  日期：2009.4

  A pyrrolopyridinyl thiophene carboxamide 7 was discovered as a tractable starting point for a lead optimization effort in an AKT kinase inhibition program. SAR studies aided by a co-crystal structure of 7 in AKT2 led to the identification of AKT inhibitors with subnanomolar potency. Representative compounds showed antiproliferative activity as well as inhibition of phosphorylation of the downstream target GSK3 beta. (c) 2009 Elsevier Ltd. All rights reserved.
• WO2007/76423
  申请人：——

  公开号：——

  公开（公告）日：——