5-(4-Chloro-benzoyl)-2-hydroxy-3-methyl-N-(4-nitro-2-trifluoromethyl-phenyl)-benzamide | 92524-78-2

• 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: 5-(4-Chloro-benzoyl)-2-hydroxy-3-methyl-N-(4-nitro-2-trifluoromethyl-phenyl)-benzamide
• 英文别名: 5-(4-chlorobenzoyl)-2-hydroxy-3-methyl-N-[4-nitro-2-(trifluoromethyl)phenyl]benzamide
• CAS: 92524-78-2
• 化学式: C₂₂H₁₄ClF₃N₂O₅
• 分子量: 478.812
• InChiKey: XMDJSVIJEROJSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-甲基水杨酸 在 三氯化铝 、 三氯化磷 作用下， 以 氯苯 为溶剂， 反应 6.17h， 生成 5-(4-Chloro-benzoyl)-2-hydroxy-3-methyl-N-(4-nitro-2-trifluoromethyl-phenyl)-benzamide
  参考文献：
  名称：

  Potentiation of fasciolicidal agents by benzoyl side chains, synthesis of benzoylsalicylanilides

  摘要：

  The synthesis and potent fasciolicidal activity of novel salicylanilides, with benzoyl substituents in the salicyl ring, is described. Several compounds surpassed the activity of commercially used flukicides against Fasciola hepatica infections in rats. Compounds 10, 11, and 15 were poorly active against the parasite in sheep and inactive in infected calves. It is concluded that the benzoyl substituents potentiate antiparasitic action by virtue of their electron-withdrawing properties rather than by advantageous protein binding at parasite receptor sites. Poor activity in sheep is ascribed to in vivo reduction of the carbonyl in the benzoyl group of the anilides.

  DOI：

  10.1021/jm00379a025

文献信息

• [EN] DUAL ANDROGEN RECEPTOR/AKR1C3 INHIBITORS<br/>[FR] INHIBITEURS DOUBLES DE RÉCEPTEUR DES ANDROGÈNES/AKR1C3
  申请人：UNIV CALIFORNIA

  公开号：WO2021101903A1

  公开（公告）日：2021-05-27

  The present invention provides benzamide compounds, compositions containing the benzamides, and use of the benzamides for inhibiting androgen receptor (AR) and/or aldo-keto reductase family 1 member C3 (AKR1C3). Also described herein methods for the treatment of hormone-mediated diseases and conditions, including hormone-related cancers such as castration resistant prostate cancer.

  本发明提供苯甲酰胺化合物，含有苯甲酰胺的组合物，以及利用苯甲酰胺抑制雄激素受体（AR）和/或醛酮还原酶家族1成员C3（AKR1C3）的用途。本文还描述了治疗激素介导疾病和症状的方法，包括激素相关癌症，如去势耐药前列腺癌。
• Potentiation of fasciolicidal agents by benzoyl side chains, synthesis of benzoylsalicylanilides
  作者：George R. Brown、Glynn J. Chesterson、Gerald C. Coles

  DOI：10.1021/jm00379a025

  日期：1985.1

  The synthesis and potent fasciolicidal activity of novel salicylanilides, with benzoyl substituents in the salicyl ring, is described. Several compounds surpassed the activity of commercially used flukicides against Fasciola hepatica infections in rats. Compounds 10, 11, and 15 were poorly active against the parasite in sheep and inactive in infected calves. It is concluded that the benzoyl substituents potentiate antiparasitic action by virtue of their electron-withdrawing properties rather than by advantageous protein binding at parasite receptor sites. Poor activity in sheep is ascribed to in vivo reduction of the carbonyl in the benzoyl group of the anilides.