4-(4-bromophenyl)-2-(2-cyano-acetylamino)-thiophene-3-carboxylic acid ethyl ester | 546064-73-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 4-(4-bromophenyl)-2-(2-cyano-acetylamino)-thiophene-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 4-(4-bromophenyl)-2-[(cyanoacetyl)amino]thiophene-3-carboxylate；ethyl 4-(4-bromophenyl)-2-[(2-cyanoacetyl)amino]thiophene-3-carboxylate
• CAS: 546064-73-7
• 化学式: C₁₆H₁₃BrN₂O₃S
• mdl: MFCD03392237
• 分子量: 393.261
• InChiKey: AGYOLQVZYFYBQI-UHFFFAOYSA-N

物化性质

• 沸点：
  589.1±50.0 °C(Predicted)
• 密度：
  1.525±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(4-bromophenyl)-2-(2-cyano-acetylamino)-thiophene-3-carboxylic acid ethyl ester 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-(4-bromophenyl)-5-chloro-2-(2-cyano-acetylamino)-thiophene-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Thienopyridones as AMPK activators for the treatment of diabetes and obesity

  摘要：

  本发明涉及激活AMP-激活蛋白激酶（AMPK）的化合物，包括制备这些化合物、含有这些化合物的组合物以及利用这些化合物在预防或治疗糖尿病、代谢综合征和肥胖等疾病中的用途。

  公开号：

  US20050038068A1
• 作为产物：
  描述：

  氰乙酸乙酯 在 吗啉 、 五氯化磷 、 sulfur 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 4-(4-bromophenyl)-2-(2-cyano-acetylamino)-thiophene-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  Discovery and SAR development of thienopyridones: A class of small molecule AMPK activators

  摘要：

  AMP-activated protein kinase (AMPK) is well established as a sensor and regulator of intracellular and whole-body energy metabolism. A high-throughput screen was performed in order to identify chemotypes that are bound by AMPK. A novel thienopyridone compound (1) was identified and subsequently optimized. The structure-activity relationships that emerged from this effort are described. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.011

文献信息

• US7119205B2
  申请人：——

  公开号：US7119205B2

  公开（公告）日：2006-10-10
• Discovery and SAR development of thienopyridones: A class of small molecule AMPK activators
  作者：Gang Zhao、Rajesh R. Iyengar、Andrew S. Judd、Barbara Cool、William Chiou、Lemma Kifle、Ernst Frevert、Hing Sham、Philip R. Kym

  DOI：10.1016/j.bmcl.2007.04.011

  日期：2007.6

  AMP-activated protein kinase (AMPK) is well established as a sensor and regulator of intracellular and whole-body energy metabolism. A high-throughput screen was performed in order to identify chemotypes that are bound by AMPK. A novel thienopyridone compound (1) was identified and subsequently optimized. The structure-activity relationships that emerged from this effort are described. (c) 2007 Elsevier Ltd. All rights reserved.
• Thienopyridones as AMPK activators for the treatment of diabetes and obesity
  申请人：Iyengar R. Rajesh

  公开号：US20050038068A1

  公开（公告）日：2005-02-17

  The present invention relates to compounds that activate AMP-activated protein kinase (AMPK), including the preparation of the compounds, compositions containing the compounds and the use of the compounds in the prevention or treatment of disorders such as diabetes, metabolic syndrome, and obesity.

  本发明涉及激活AMP-激活蛋白激酶（AMPK）的化合物，包括制备这些化合物、含有这些化合物的组合物以及利用这些化合物在预防或治疗糖尿病、代谢综合征和肥胖等疾病中的用途。