2,4-dihydroxy-benzylamine hydrochloride | 1365531-29-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,4-dihydroxy-benzylamine hydrochloride
• 英文别名: 4-(Aminomethyl)benzene-1,3-diol hydrochloride；4-(aminomethyl)benzene-1,3-diol;hydrochloride
• CAS: 1365531-29-8
• 化学式: C₇H₉NO₂*ClH
• 分子量: 175.615
• InChiKey: BHKPCZYOXAVZDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  66.5
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-dihydroxy-benzylamine hydrochloride 在 四(三苯基膦)钯 、 sodium carbonate 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 18.0h， 生成 N-(2,4-dihydroxybenzyl)-2,4-dimethoxy-5-methylbenzamide
  参考文献：
  名称：

  取代的N-苄基苯甲酰胺：具有酪氨酸酶抑制活性的新系列脱色剂

  摘要：

  DOI：

  10.1002/bkcs.10931
• 作为产物：
  描述：

  2,4-二羟基苯甲醛 在 盐酸 、 盐酸羟胺 、 锌 作用下， 以 水 为溶剂， 反应 1.0h， 生成 2,4-dihydroxy-benzylamine hydrochloride
  参考文献：
  名称：

  METHOD FOR PREPARING BENZOIC ACID AMIDE COMPOUND

  摘要：

  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。

  公开号：

  US20180179146A1

文献信息

• Benzoic acid amide compound
  申请人：AMOREPACIFIC CORPORATION

  公开号：US10385011B2

  公开（公告）日：2019-08-20

  Disclosed are a novel benzoic acid amide derivative compound, an isomer thereof, a pharmaceutically acceptable salt thereof, a prodrug thereof, a hydrate thereof, or a solvate thereof. The novel compound and the like inhibit melanin production, prevent tyrosinase activity, and have an excellent skin whitening effect.

  公开了一种新型苯甲酸酰胺衍生物化合物、其异构体、其药学上可接受的盐、其原药、其水合物或其溶液。 该新型化合物及其类似物可抑制黑色素生成，阻止酪氨酸酶的活性，具有极佳的美白效果。
• 3D-QSAR study of adamantyl N-benzylbenzamides as melanogenesis inhibitors
  作者：Yong Deog Hong、Heung Soo Baek、Haelim Cho、Soo Mi Ahn、Ho Sik Rho、Young-Ho Park、Yung Hyup Joo、Song Seok Shin

  DOI：10.1016/j.bmcl.2013.11.056

  日期：2014.1

  Three-dimensional quantitative structure-activity relationship (3D-QSAR) modeling, comparative molecular field analysis (CoMFA), and comparative molecular similarity indices analysis (CoMSIA) of polyhydroxylated N-benzylbenzamide derivatives containing an adamantyl moiety were performed to understand the mechanism of action and structure-activity relationship of these compounds. Contour map analysis indicated that steric contributions of the adamantyl moiety and electrostatic contributions of the hydroxyl group at the 3-position are important in the activity. Activities of the training set and test sets predicted by CoMFA fit well with actual activities, demonstrating that CoMFA, along with the best calculated q(2) value, has the best predictive ability. (C) 2013 Elsevier Ltd. All rights reserved.
• Adamantyl N-benzylbenzamide: New series of depigmentation agents with tyrosinase inhibitory activity
  作者：Heung Soo Baek、Yong Deog Hong、Chang Seok Lee、Ho Sik Rho、Song Seok Shin、Young-Ho Park、Yung Hyup Joo

  DOI：10.1016/j.bmcl.2011.12.144

  日期：2012.3

  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.
• NOVEL BENZOIC ACID AMIDE COMPOUND
  申请人：Amorepacific Corporation

  公开号：EP3279184B1

  公开（公告）日：2019-10-09
• [EN] ADAMANTANECARBOXYLIC ACID BENZYL AMIDE DERIVATIVE COMPOUND AND SKIN WHITENING COMPOSITION COMPRISING SAME<br/>[FR] COMPOSÉ DÉRIVÉ DE BENZYLAMIDE D'ACIDE ADAMANTANECARBOXYLIQUE ET COMPOSITION DE BLANCHIMENT DE LA PEAU LE COMPRENANT<br/>[KO] 아다만탄 카르복실산 벤질 아마이드 유도체 화합물 및 그를 포함하는 피부 미백용 조성물
  申请人：AMOREPACIFIC CORP

  公开号：WO2020141927A1

  公开（公告）日：2020-07-09

  본 명세서는 아다만탄 카르복실산 벤질 아마이드 유도체 화합물, 이의 이성질체, 이의 약학적으로 허용 가능한 염, 이의 수화물 또는 이의 용매화물, 및 이를 유효 성분으로 포함하는 피부 미백용 조성물에 관한 것이다. 구체적으로 본 명세서에 따른 화합물은 아다만탄 카르복실산과 아민 화합물이 연결되어 있는 신규한 구조의 화합물로서, 멜라닌 생성을 억제시켜 미백 효과를 가지므로, 약학 조성물, 화장료 조성물 또는 피부 외용제 등으로 다양하게 활용될 수 있다.