4"-(aminosulfonyl)-4-chloro-4'-(methyloxy)-1,1':3',1"-terphenyl-5'-carboxamide | 928657-15-2

• 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: 4"-(aminosulfonyl)-4-chloro-4'-(methyloxy)-1,1':3',1"-terphenyl-5'-carboxamide
• 英文别名: 5-(4-Chlorophenyl)-2-methoxy-3-(4-sulfamoylphenyl)benzamide
• CAS: 928657-15-2
• 化学式: C₂₀H₁₇ClN₂O₄S
• 分子量: 416.885
• InChiKey: PGMGCWOOCLJXIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4"-(aminosulfonyl)-4-chloro-4'-(methyloxy)-1,1':3',1"-terphenyl-5'-carboxamide 在 吡啶 、 lithium iodide 作用下， 生成 4"-(aminosulfonyl)-4-chloro-4'-hydroxy-1,1':3',1"-terphenyl-5'-carboxamide
  参考文献：
  名称：

  The discovery of 2-amino-3,5-diarylbenzamide inhibitors of IKK-α and IKK-β kinases

  摘要：

  A potent and selective series of 2-amino-3,5-diarylbenzamide inhibitors of IKK-alpha and IKK-beta is described. The most potent compounds are 8h, 8r and 8v, with IKK-beta inhibitory potencies of pIC(50) 7.0, 6.8 and 6.8, respectively. The series has excellent selectivity, both within the IKK family over IKK-epsilon, and across a wide variety of kinase assays. The potency of 8h in the IKK-beta enzyme assay translates to significant cellular activity (pIC(50) 5.7-6.1) in assays of functional and mechanistic relevance. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.088
• 作为产物：
  描述：

  5-溴水杨酰胺 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride N-溴代丁二酰亚胺(NBS) 、 sodium carbonate 、 potassium carbonate 、 溶剂黄146 作用下， 以 1,4-二氧六环 、 丙酮 为溶剂， 生成 4"-(aminosulfonyl)-4-chloro-4'-(methyloxy)-1,1':3',1"-terphenyl-5'-carboxamide
  参考文献：
  名称：

  The discovery of 2-amino-3,5-diarylbenzamide inhibitors of IKK-α and IKK-β kinases

  摘要：

  A potent and selective series of 2-amino-3,5-diarylbenzamide inhibitors of IKK-alpha and IKK-beta is described. The most potent compounds are 8h, 8r and 8v, with IKK-beta inhibitory potencies of pIC(50) 7.0, 6.8 and 6.8, respectively. The series has excellent selectivity, both within the IKK family over IKK-epsilon, and across a wide variety of kinase assays. The potency of 8h in the IKK-beta enzyme assay translates to significant cellular activity (pIC(50) 5.7-6.1) in assays of functional and mechanistic relevance. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.088

文献信息

• WO2007/25575
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] O-HYDROXY- AND O-AMINO BENZAMIDE DERIVATIVES AS IKK2 INHIBITORS<br/>[FR] DÉRIVÉS O-HYDROXY- ET O-AMINO BENZAMIDE COMME INHIBITEURS IKK2
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2007025575A1

  公开（公告）日：2007-03-08

  [EN] A compound of Formula (I).
  [FR] La présente invention concerne un composé de formule (I).
• The discovery of 2-amino-3,5-diarylbenzamide inhibitors of IKK-α and IKK-β kinases
  作者：John A. Christopher、Barbara G. Avitabile、Paul Bamborough、Aurelie C. Champigny、Geoffrey J. Cutler、Susan L. Dyos、Ken G. Grace、Jeffrey K. Kerns、Jeremy D. Kitson、Geoffrey W. Mellor、James V. Morey、Mary A. Morse、Carolyn F. O’Malley、Champa B. Patel、Nicholas Probst、William Rumsey、Clive A. Smith、Michael J. Wilson

  DOI：10.1016/j.bmcl.2007.04.088

  日期：2007.7

  A potent and selective series of 2-amino-3,5-diarylbenzamide inhibitors of IKK-alpha and IKK-beta is described. The most potent compounds are 8h, 8r and 8v, with IKK-beta inhibitory potencies of pIC(50) 7.0, 6.8 and 6.8, respectively. The series has excellent selectivity, both within the IKK family over IKK-epsilon, and across a wide variety of kinase assays. The potency of 8h in the IKK-beta enzyme assay translates to significant cellular activity (pIC(50) 5.7-6.1) in assays of functional and mechanistic relevance. (C) 2007 Elsevier Ltd. All rights reserved.