5-Chloro-2-hydroxy-N-(4-iodo-phenyl)-benzamide | 7161-62-8

• 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-Chloro-2-hydroxy-N-(4-iodo-phenyl)-benzamide
• 英文别名: 5-chloro-2-hydroxy-N-(4-iodophenyl)benzamide
• CAS: 7161-62-8
• 化学式: C₁₃H₉ClINO₂
• mdl: MFCD11538879
• 分子量: 373.577
• InChiKey: KPOJDSHOFCTZRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 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：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-氯代水杨酸 、 对碘苯胺 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 5-Chloro-2-hydroxy-N-(4-iodo-phenyl)-benzamide
  参考文献：
  名称：

  Identification and synthesis of low-molecular weight cholecystokinin B receptor (CCKBR) agonists as mediators of long-term synaptic potentiation

  摘要：

  Recently, He et al. reported that CCKB receptors located in the neocortex of the brain when bound to their bound natural ligand, CCK peptides, enhance memory, bringing up the possibility that agonists targeting the CCKB receptor may act as therapeutic agents in diseases in which memory loss is marked as observed in dementia and Alzheimer's. In this report, we describe the synthesis of novel low-molecular weight benzoamine CCKB receptor agonists. The compounds made in this series were determined to be mostly partial agonists, although some antagonists were identified, as well, capable of triggering calcium release in a cell line that overexpresses the CCKB receptor. Compound 35 demonstrated an EC50 of 0.15 mu M in the cell-based assay, but more importantly, several of the compounds, including 35, demonstrated a physiological effect, inducing long-term potentiation in rat brains comparable to the CCK-8 peptide albeit at much higher concentrations. Based on these findings, benzoamines may be the basis for a new series of CCKB receptor agonists in drug-discovery efforts that seek to develop therapeutics to prevent memory loss.

  DOI：

  10.1007/s00044-019-02292-x

文献信息

• [EN] SUBSTITUTED DERIVATIVE OF OXYPHOSPHORUS ACIDS, ITS USE AND PHARMACEUTICAL PREPARATION CONTAINING IT<br/>[FR] DÉRIVÉ SUBSTITUÉ D'ACIDES D'OXYPHOSPHORE, SON UTILISATION ET PRÉPARATION PHARMACEUTIQUE LE CONTENANT
  申请人：UNIV KARLOVA

  公开号：WO2016095878A1

  公开（公告）日：2016-06-23

  Antitubercular active compounds based on oxyphosphorus acids derivatives of substituted salicylanilides of general formula I, wherein each R1, R2 is independently H, halogen, or NO2; each R3, R4 is independently H, halogen, NO2, or CF3; R5 is H, halogen, or NO2; R6 is C2- C16alkyl, C6-C18aryl, C6-C18aryloxy, or C6-C18arylC2-C16alkyloxy; R7 is C6-C18aryl, C6- C18aryloxy, C6-C18aryl C2-C16alkyloxy, or R7 is missing; R8 is H or single bond to phosphorus atom. These compounds can be obtained by simple synthetic procedures and they show high in vitro antimycobacterial activity including multidrug-resistant strains. The invention provides also the use of these compounds as antitubercular and/or antimycobacterial drugs as well as a pharmaceutical preparation containing as an active substance compound of general formula I.

  基于一般式I的取代水杨基苯胺氧磷酸衍生物的抗结核活性化合物，其中每个R1、R2独立地是H、卤素或NO2；每个R3、R4独立地是H、卤素、 或CF3；R5是H、卤素或 ；R6是C2-C16烷基、C6-C18芳基、C6-C18芳氧基或C6-C18芳基C2-C16烷氧基；R7是C6-C18芳基、C6-C18芳氧基、C6-C18芳基C2-C16烷氧基，或R7缺失；R8是H或与磷原子形成单键。这些化合物可通过简单的合成方法获得，它们表现出高体外抗分枝杆菌活性，包括多药耐药菌株。该发明还提供了将这些化合物用作抗结核和/或抗分枝杆菌药物的用途，以及含有一般式I化合物作为活性物质的药物制剂。