2-Amino-5-(3-chloro-phenyl)-thiophene-3-carboxylic acid amide | 61019-18-9

• 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: 2-Amino-5-(3-chloro-phenyl)-thiophene-3-carboxylic acid amide
• 英文别名: 2-Amino-5-(3-chlorophenyl)-3-thiophene carboxamide；2-Amino-5-(3-chlorophenyl)thiophene-3-carboxamide
• CAS: 61019-18-9
• 化学式: C₁₁H₉ClN₂OS
• 分子量: 252.724
• InChiKey: XNCYGSLIRNXPNH-UHFFFAOYSA-N

物化性质

• 沸点：
  424.0±45.0 °C(Predicted)
• 密度：
  1.426±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  97.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Amino-5-(3-chloro-phenyl)-thiophene-3-carboxylic acid amide 、 alkaline earth salt of/the/ methylsulfuric acid 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 2-甲基-2-丁醇 为溶剂， 生成 5-(3-Chlorophenyl)-2-[(6-methylpyridin-2-yl)amino]thiophene-3-carboxamide
  参考文献：
  名称：

  Thiophene carboxamide inhibitors of JAK2 as potential treatments for myleoproliferative neoplasms

  摘要：

  A series of carboxamide-substituted thiophenes demonstrating inhibition of JAK2 is described. Development of this chemical series began with the bioisosteric replacement of a urea substituent by a pyridyl ring. Issues of chemical and metabolic stability were solved using the results of both in vitro and in vivo studies, ultimately delivering compounds such as 24 and 25 that performed well in an acute PK/PD model measuring p-STAT5 inhibition. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.064
• 作为产物：
  描述：

  benzyl [3-(aminocarbonyl)-5-iodo-2-thienyl]carbamate 在 bis-triphenylphosphine-palladium(II) chloride 、 palladium on activated charcoal 、 氢气 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 生成 2-Amino-5-(3-chloro-phenyl)-thiophene-3-carboxylic acid amide
  参考文献：
  名称：

  Thiophene carboxamide inhibitors of JAK2 as potential treatments for myleoproliferative neoplasms

  摘要：

  A series of carboxamide-substituted thiophenes demonstrating inhibition of JAK2 is described. Development of this chemical series began with the bioisosteric replacement of a urea substituent by a pyridyl ring. Issues of chemical and metabolic stability were solved using the results of both in vitro and in vivo studies, ultimately delivering compounds such as 24 and 25 that performed well in an acute PK/PD model measuring p-STAT5 inhibition. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.064

文献信息

• Nf-kb inhibitors
  申请人：——

  公开号：US20040024047A1

  公开（公告）日：2004-02-05

  The present invention provides novel compounds and methods for treating diseases with aminothiophene inhibitors of IKK-&bgr; phosphorylation of I&kgr;B.

  本发明提供了一种新型化合物和方法，用于利用IKK-β的氨基噻吩抑制剂治疗通过IκB的磷酸化引起的疾病。
• [EN] CHK1 KINASE INHIBITORS<br/>[FR] INHIBITEURS DE CHK1 KINASE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2003029241A1

  公开（公告）日：2003-04-10

  Novel compounds useful in the inhibition of damage response kinases are provided.

  本发明提供了一种在抑制损伤反应激酶方面有用的新化合物。
• NF-kappaB inhibitors
  申请人：Callahan F. James

  公开号：US20060030596A1

  公开（公告）日：2006-02-09

  The present invention provides novel compounds and methods for treating diseases with aminothiophene inhibitors of IKK-β phosphorylation of IκB.

  本发明提供了一种新型化合物和方法，用于使用IKK-β的氨基噻吩抑制剂治疗IκB的磷酸化相关疾病。
• NF-G(K)B INHIBITORS
  申请人：SmithKline Beecham Corporation

  公开号：EP1324759A2

  公开（公告）日：2003-07-09
• EP1324759A4
  申请人：——

  公开号：EP1324759A4

  公开（公告）日：2004-05-12