t-butyl 2-({3-[(5-chloro-2,3-dihydro-1H-indol-1-yl)sulfonyl]benzoyl}amino)-5-iodobenzoate | 668262-08-6

• 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: t-butyl 2-({3-[(5-chloro-2,3-dihydro-1H-indol-1-yl)sulfonyl]benzoyl}amino)-5-iodobenzoate
• 英文别名: Tert-butyl 2-[[3-[(5-chloro-2,3-dihydroindol-1-yl)sulfonyl]benzoyl]amino]-5-iodobenzoate
• CAS: 668262-08-6
• 化学式: C₂₆H₂₄ClIN₂O₅S
• 分子量: 638.91
• InChiKey: HUVGNLXLTVXCNG-UHFFFAOYSA-N

物化性质

• 密度：
  1.608±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  t-butyl 2-({3-[(5-chloro-2,3-dihydro-1H-indol-1-yl)sulfonyl]benzoyl}amino)-5-iodobenzoate 在 四(三苯基膦)钯 sodium carbonate 、 三氟乙酸 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 4'-t-butyl-4-({3-[(5-chloro-2,3-dihydro-1H-indol-1-yl)sulfonyl]benzoyl}amino)[1,1'-biphenyl]-3-carboxylic acid
  参考文献：
  名称：

  Preparation of novel anthranilic acids as antibacterial agents: Extensive evaluation of structural and physical properties on antibacterial activity and human serum albumin affinity

  摘要：

  In the past few years a significant effort has been devoted by Pharmacia toward the discovery of novel antibiotics. We have recently described the identification of an anthranilic acid lead 1 and the optimization resulting in the advanced lead 2. In this report, we describe the preparation of several selected analogs to probe the dependency of this template for antibacterial activity and the affinity these compounds have for human serum albumin (HSA). These analogs illustrate that decreased affinity for HSA can be achieved while retaining relevant antibacterial activity. The most important factor for reduced HSA affinity is decrease in log P rather than a structural change. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.036
• 作为产物：
  描述：

  3-[ (5-CHLORO-2, 3-DIHYDRO-1H-INDOL-1-YL) SULFONYL] benzoic acid 、 2-氨基-5-碘苯甲酸叔丁酯 在 吡啶 、 草酰氯 作用下， 以 二氯甲烷 为溶剂， 以55%的产率得到t-butyl 2-({3-[(5-chloro-2,3-dihydro-1H-indol-1-yl)sulfonyl]benzoyl}amino)-5-iodobenzoate
  参考文献：
  名称：

  Preparation of novel anthranilic acids as antibacterial agents: Extensive evaluation of structural and physical properties on antibacterial activity and human serum albumin affinity

  摘要：

  In the past few years a significant effort has been devoted by Pharmacia toward the discovery of novel antibiotics. We have recently described the identification of an anthranilic acid lead 1 and the optimization resulting in the advanced lead 2. In this report, we describe the preparation of several selected analogs to probe the dependency of this template for antibacterial activity and the affinity these compounds have for human serum albumin (HSA). These analogs illustrate that decreased affinity for HSA can be achieved while retaining relevant antibacterial activity. The most important factor for reduced HSA affinity is decrease in log P rather than a structural change. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.036

文献信息

• Antibacterial agents
  申请人：Thorarensen Atli

  公开号：US20050113450A1

  公开（公告）日：2005-05-26

  The present invention relates to antibacterial agents that are useful for sterilization, sanitation, antisepsis, and disinfection

  本发明涉及用于杀菌、卫生、消毒和消毒的抗菌剂。
• [EN] ANTIBACTERIAL AGENTS<br/>[FR] AGENTS ANTIBACTERIENS
  申请人：UPJOHN CO

  公开号：WO2004018414A3

  公开（公告）日：2004-06-17