N-[3-Cyano-6-(2,4-dichloro-benzylamino)-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl]-2-ethyl-butyramide | 675572-29-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[3-Cyano-6-(2,4-dichloro-benzylamino)-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl]-2-ethyl-butyramide
• 英文别名: N-{3-Cyano-6-[(2,4-dichlorobenzyl)amino]-4,5,6,7-tetrahydro-1-benzothien-2-yl}-2-ethylbutanamide；N-[3-cyano-6-[(2,4-dichlorophenyl)methylamino]-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-2-ethylbutanamide
• CAS: 675572-29-9
• 化学式: C₂₂H₂₅Cl₂N₃OS
• 分子量: 450.432
• InChiKey: OXVREYZLDHCCPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  93.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  丙酮 、 N-[3-Cyano-6-(2,4-dichloro-benzylamino)-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl]-2-ethyl-butyramide 在 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 生成 N-{3-Cyano-6-[(2,4-dichloro-benzyl)-isopropyl-amino]-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl}-2-ethyl-butyramide
  参考文献：
  名称：

  Discovery and investigation of a novel class of thiophene-derived antagonists of the human glucagon receptor

  摘要：

  A novel class of antagonists of the human glucagon receptor (bGCGR) has been discovered. Systematic modification of the lead compound identified substituents that were essential for activity and those that were amenable to further optimization. This SAR exploration resulted in the synthesis of 13, which exhibited good potency as an hGCGR functional antagonist (IC50 = 34 nM) and moderate bioavailability (36% in mice). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.003
• 作为产物：
  描述：

  N-(3'-cyanospiro[1,3-dioxolane-2,6'-5,7-dihydro-4H-1-benzothiophene]-2'-yl)-2-ethylbutanamide 在 盐酸 、 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 为溶剂， 生成 N-[3-Cyano-6-(2,4-dichloro-benzylamino)-4,5,6,7-tetrahydro-benzo[b]thiophen-2-yl]-2-ethyl-butyramide
  参考文献：
  名称：

  Discovery and investigation of a novel class of thiophene-derived antagonists of the human glucagon receptor

  摘要：

  A novel class of antagonists of the human glucagon receptor (bGCGR) has been discovered. Systematic modification of the lead compound identified substituents that were essential for activity and those that were amenable to further optimization. This SAR exploration resulted in the synthesis of 13, which exhibited good potency as an hGCGR functional antagonist (IC50 = 34 nM) and moderate bioavailability (36% in mice). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.003

文献信息

• Fused cyclic modulators of nuclear hormone receptor function
  申请人：——

  公开号：US20030114420A1

  公开（公告）日：2003-06-19

  Fused cyclic compounds, methods of using such compounds in the treatment of nuclear hormone receptor-associated conditions such as cancer and immune disorders, and pharmaceutical compositions containing such compounds.

  融合环化合物，使用这种化合物治疗与核激素受体相关疾病（如癌症和免疫紊乱）的方法，以及含有这种化合物的药物组合物。
• Substituted bicyclic thiophene derivatives, compositions containing such compounds and methods of use
  申请人：Duffy Joseph

  公开号：US20050239865A1

  公开（公告）日：2005-10-27

  The present invention addresses substituted thiophene derivatives, as well as compositions containing such compounds and methods of treatment. The compounds in the present invention are glucagon antagonists. The compounds block the action of glucagon at its receptor and thereby decrease the levels of plasma glucose providing a treatment of diabetes.

  本发明涉及取代噻吩衍生物，以及含有这些化合物的组合物和治疗方法。本发明中的化合物是胰高血糖素拮抗剂。这些化合物可以阻断胰高血糖素在其受体上的作用，从而降低血浆葡萄糖水平，提供糖尿病的治疗。
• Substituted bicylic thiophene derivatives, compositions containing such compounds and methods of use
  申请人：Merck & Co., Inc.

  公开号：US07273876B2

  公开（公告）日：2007-09-25

  The present invention addresses substituted thiophene derivatives, as well as compositions containing such compounds and methods of treatment. The compounds in the present invention are glucagon antagonists. The compounds block the action of glucagon at its receptor and thereby decrease the levels of plasma glucose providing a treatment of diabetes.

  本发明涉及取代噻吩衍生物，以及含有这些化合物的组合物和治疗方法。本发明中的化合物是葡萄糖高原激素拮抗剂。这些化合物可以阻止葡萄糖高原激素在其受体上的作用，从而降低血浆葡萄糖水平，提供糖尿病治疗。
• FUSED CYCLIC MODULATORS OF NUCLEAR HORMONE RECEPTOR FUNCTION
  申请人：Bristol-Myers Squibb Company

  公开号：EP1463728B1

  公开（公告）日：2009-01-14
• SUBSTITUTED BICYCLIC THIOPHENE DERIVATIVES, COMPOSTIONS CONTAINING SUCH COMPOUNDS AND METHODS OF USE
  申请人：Merck & Co., Inc.

  公开号：EP1549655A2

  公开（公告）日：2005-07-06