methyl 3-([1,1'-biphenyl]-4-ylcarboxamido)benzoate

• 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: methyl 3-([1,1'-biphenyl]-4-ylcarboxamido)benzoate
• 英文别名: methyl 3-([1,1'-biphenyl]-4-amido)benzoate；Methyl 3-[(4-phenylbenzoyl)amino]benzoate
• 化学式: C₂₁H₁₇NO₃
• 分子量: 331.371
• InChiKey: RKSVLXZIKWEMIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  25
• 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：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 3-([1,1'-biphenyl]-4-ylcarboxamido)benzoate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 18.0h， 以42%的产率得到3-([1,1'-biphenyl]-4-ylcarboxamido)benzoic acid
  参考文献：
  名称：

  Benzamidobenzoic acids as potent PqsD inhibitors for the treatment of Pseudomonas aeruginosa infections

  摘要：

  Targeting PqsD is a promising novel approach to disrupt bacterial cell-to-cell-communication in Pseudomonas aeruginosa. In search of selective PqsD inhibitors, two series of benzamidobenzoic acids - one published as RNAP inhibitors and the other as PqsD inhibitors - were investigated for inhibitory activity toward the respective other enzyme. Additionally, novel derivatives were synthesized and biologically evaluated. By this means, the structural features needed for benzamidobenzoic acids to be potent and, most notably, selective PqsD inhibitors were identified. The most interesting compound of this study was the 3-Cl substituted compound 5 which strongly inhibits PqsD (IC50 6.2 mu M) while exhibiting no inhibition of RNAP. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.02.014
• 作为产物：
  描述：

  间氨基苯甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 42.0h， 生成 methyl 3-([1,1'-biphenyl]-4-ylcarboxamido)benzoate
  参考文献：
  名称：

  Benzamidobenzoic acids as potent PqsD inhibitors for the treatment of Pseudomonas aeruginosa infections

  摘要：

  Targeting PqsD is a promising novel approach to disrupt bacterial cell-to-cell-communication in Pseudomonas aeruginosa. In search of selective PqsD inhibitors, two series of benzamidobenzoic acids - one published as RNAP inhibitors and the other as PqsD inhibitors - were investigated for inhibitory activity toward the respective other enzyme. Additionally, novel derivatives were synthesized and biologically evaluated. By this means, the structural features needed for benzamidobenzoic acids to be potent and, most notably, selective PqsD inhibitors were identified. The most interesting compound of this study was the 3-Cl substituted compound 5 which strongly inhibits PqsD (IC50 6.2 mu M) while exhibiting no inhibition of RNAP. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.02.014

文献信息

• Methods and Compositions to Inhibit Edema Factor and Adenylyl Cyclase
  申请人：Schein Catherine H.

  公开号：US20090093519A1

  公开（公告）日：2009-04-09

  Small molecules and their derivatives are described for the treatment and/or prevention of intestinal fluid loss. Also disclosed are methods of using said molecules and their derivatives to treat and/or prevent conditions associated with increased levels of 3′,5′-adenosine monophosphate. Specific compositions of the invention are also novel.

  本发明描述了用于治疗和/或预防肠道液体丢失的小分子及其衍生物。还公开了使用所述分子及其衍生物治疗和/或预防与3′，5′-腺苷酸单磷酸增加水平相关的疾病的方法。本发明的特定组合物也是新颖的。
• METHODS AND COMPOSITIONS TO INHIBIT EDEMA FACTOR AND ADENYLYL CYCLASE
  申请人：Schein Catherine H.

  公开号：US20120010233A1

  公开（公告）日：2012-01-12

  Small molecules and their derivatives are described for the treatment and/or prevention of intestinal fluid loss. Also disclosed are methods of using said molecules and their derivatives to treat and/or prevent conditions associated with increased levels of 3′,5′-adenosine monophosphate. Specific compositions of the invention are also novel.

  本发明涉及用于治疗和/或预防肠道液体流失的小分子及其衍生物。还公开了使用所述分子及其衍生物治疗和/或预防与3′，5′-腺苷酸单磷酸酯水平增加相关的疾病的方法。本发明的特定组合物也是新颖的。
• Discovery of Potent Inhibitors of <i>Streptococcus mutans</i> Biofilm with Antivirulence Activity
  作者：Bhavitavya Nijampatnam、Parmanand Ahirwar、Piyasuda Pukkanasut、Holly Womack、Luke Casals、Hua Zhang、Xia Cai、Suzanne M. Michalek、Hui Wu、Sadanandan E. Velu

  DOI：10.1021/acsmedchemlett.0c00373

  日期：2021.1.14
• US8003692B2
  申请人：——

  公开号：US8003692B2

  公开（公告）日：2011-08-23
• [EN] METHODS AND COMPOSITIONS TO INHIBIT EDEMA FACTOR AND ADENYLYL CYCLASE<br/>[FR] PROCÉDÉS ET COMPOSITIONS POUR INHIBER LE FACTEUR D'OEÈME ET L'ADÉNYLYLCYCLASE
  申请人：MISSION PHARMA CO

  公开号：WO2009038842A2

  公开（公告）日：2009-03-26

  Small molecules and their derivatives are described for the treatment and/or prevention of intestinal fluid loss. Also disclosed are methods of using said molecules and their derivatives to treat and/or prevent conditions associated with increased levels of 3 ',5 '-adenosine monophosphate. Specific compositions of the invention are also novel.