(2,5-Dimethoxyphenyl)methanamine;hydrochloride | 34967-20-9

• 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: (2,5-Dimethoxyphenyl)methanamine;hydrochloride
• CAS: 34967-20-9
• 化学式: C₉H₁₃NO₂*ClH
• 分子量: 203.669
• InChiKey: MYIFFVYNGBMDMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.58
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  、 (2,5-Dimethoxyphenyl)methanamine;hydrochloride 在 碳酸氢钠 作用下， 以 水 为溶剂， 生成 3-adamantan-1-yl-N-(2,5-dimethoxybenzyl)-4-methoxybenzamide
  参考文献：
  名称：

  3D-QSAR study of adamantyl N-benzylbenzamides as melanogenesis inhibitors

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2013.11.056
• 作为产物：
  描述：

  2,5-二甲氧基苯甲酸 在 ammonium hydroxide 、 氯化亚砜 、 苯硅烷 、 C₃₆H₄₈F₆N₆NiO₅S₂ 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 16.0h， 生成 (2,5-Dimethoxyphenyl)methanamine;hydrochloride
  参考文献：
  名称：

  由末端 [Ni-OH] 络合物催化的伯酰胺氢化硅烷化还原为伯胺

  摘要：

  末端 [Ni-OH] 复合物1由三氟甲酰胺官能化的 NHC 配体支持，在具有关键官能团耐受性的无碱条件下催化一系列伯酰胺氢化硅烷化还原为伯胺，产率从良好到极好。催化剂1还可有效还原各种叔和仲酰胺。与文献报道相反，1对酰胺还原的反应性遵循相反的趋势，即1° 酰胺 > 3° 酰胺 > 2° 酰胺。该反应不遵循通常的脱水途径。

  DOI：

  10.1039/d1cc03537a

文献信息

• 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.
• Hydrosilylative reduction of primary amides to primary amines catalyzed by a terminal [Ni–OH] complex
  作者：Pragati Pandey、Jitendra K. Bera

  DOI：10.1039/d1cc03537a

  日期：——

  complex 1, supported by triflamide-functionalized NHC ligands, catalyzes the hydrosilylative reduction of a range of primary amides into primary amines in good to excellent yields under base-free conditions with key functional group tolerance. Catalyst 1 is also effective for the reduction of a variety of tertiary and secondary amides. In contrast to literature reports, the reactivity of 1 towards

  末端 [Ni-OH] 复合物1由三氟甲酰胺官能化的 NHC 配体支持，在具有关键官能团耐受性的无碱条件下催化一系列伯酰胺氢化硅烷化还原为伯胺，产率从良好到极好。催化剂1还可有效还原各种叔和仲酰胺。与文献报道相反，1对酰胺还原的反应性遵循相反的趋势，即1° 酰胺 > 3° 酰胺 > 2° 酰胺。该反应不遵循通常的脱水途径。