5-adamantan-1-yl-N-(2,4-dihydroxybenzyl)-2-hydroxy-4-methoxybenzamide | 1365531-20-9

• 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-adamantan-1-yl-N-(2,4-dihydroxybenzyl)-2-hydroxy-4-methoxybenzamide
• 英文别名: 5-adamantan-1-yl-N-(2,4-dihydroxybenzyl)-2-hydroxy-4-methoxybenzoic acid amide；5-(1-adamantyl)-N-[(2,4-dihydroxyphenyl)methyl]-2-hydroxy-4-methoxybenzamide
• CAS: 1365531-20-9
• 化学式: C₂₅H₂₉NO₅
• 分子量: 423.509
• InChiKey: SQCLSKGGXIWWPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  99
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-甲氧基水杨酸 在 硫酸 、 碳酸氢钠 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 14.0h， 生成 5-adamantan-1-yl-N-(2,4-dihydroxybenzyl)-2-hydroxy-4-methoxybenzamide
  参考文献：
  名称：

  Adamantyl N-benzylbenzamide: New series of depigmentation agents with tyrosinase inhibitory activity

  摘要：

  A new series of polyhydroxylated N-benzylbenzamide derivatives containing an adamantyl moiety has been synthesized, and the depigmenting and tyrosinase inhibitory activities of the molecules were evaluated. The lipophilic character of the adamantyl moiety appeared to confer greater depigmentation power on the benzamide derivatives as compared to those lacking adamantyl substitution. Molecular modeling was applied in order to elucidate the interactions between ligands and tyrosinase that led to inhibition. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.144

文献信息

• NOVEL BENZOIC ACID AMIDE COMPOUND
  申请人：Joo Yung Hyup

  公开号：US20140234241A1

  公开（公告）日：2014-08-21

  The present invention relates to a novel benzoic acid amide derivative compound, isomers thereof, pharmaceutically acceptable salts thereof, prodrugs thereof, hydrates thereof, or solvates thereof. The novel compound has excellent skin whitening effects.

  本发明涉及一种新型苯甲酸酰胺衍生物化合物，其同分异构体，其药用可接受的盐，其前药，其水合物，或其溶剂化合物。这种新型化合物具有出色的美白皮肤效果。
• METHOD FOR PREPARING BENZOIC ACID AMIDE COMPOUND
  申请人：AMOREPACIFIC CORPORATION

  公开号：US20180179146A1

  公开（公告）日：2018-06-28

  The present invention relates to a method for preparing a benzoic acid amide compound in a high yield by presenting a novel method for preparing a benzyl amine compound to be used as a reactant and delimiting the reaction condition of each step by using the same, and the method is economically advantageous since mass production is possible.

  本发明涉及一种通过提供一种用作反应物的苄胺化合物的新方法，并利用相同的方法限定每个步骤的反应条件，从而高产率地制备苯甲酸酰胺化合物的方法，由于可以进行大规模生产，因此该方法在经济上具有优势。
• Benzoic acid amide compound
  申请人：Joo Yung Hyup

  公开号：US09254251B2

  公开（公告）日：2016-02-09

  The present invention relates to a novel benzoic acid amide derivative compound, isomers thereof, pharmaceutically acceptable salts thereof, prodrugs thereof, hydrates thereof, or solvates thereof. The novel compound has excellent skin whitening effects.

  本发明涉及一种新型苯甲酸酰胺衍生物化合物，其异构体、药学上可接受的盐、前药、水合物或溶剂化物。该新型化合物具有优异的美白皮肤效果。
• COMPOSITION COMPRISING BENZOIC ACID AMIDE COMPOUND AND CYCLODEXTRIN SOLUBILIZING AGENT
  申请人：Amorepacific Corporation

  公开号：EP3610865A1

  公开（公告）日：2020-02-19

  The present specification relates to a composition for external application to skin with improved solubility and feeling during use, comprising a benzoic acid amide compound, an isomer thereof, a pharmaceutically acceptable salt thereof, a hydrate thereof or a solute that is a solvate thereof, and a first cyclodextrin solubilizing agent.

  本说明书涉及一种用于皮肤外用的组合物，该组合物在使用过程中具有更好的溶解性和感觉，包括苯甲酸酰胺化合物、其异构体、其药学上可接受的盐、其水合物或其溶解物，以及第一环糊精增溶剂。
• Method for preparing benzoic acid amide compound
  申请人：AMOREPACIFIC CORPORATION

  公开号：US10723693B2

  公开（公告）日：2020-07-28

  The present invention relates to a method for preparing a benzoic acid amide compound in a high yield by presenting a novel method for preparing a benzyl amine compound to be used as a reactant and delimiting the reaction condition of each step by using the same, and the method is economically advantageous since mass production is possible.

  本发明涉及一种高产率制备苯甲酸酰胺化合物的方法，它提出了一种制备用作反应物的苄胺化合物的新方法，并通过使用该方法限定了每一步的反应条件，而且该方法可以进行大规模生产，因此具有经济优势。