3-phenylethynyltoluenamine | 1207183-62-7

• 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: 3-phenylethynyltoluenamine
• 英文别名: [3-(2-Phenylethynyl)phenyl]methanamine
• CAS: 1207183-62-7
• 化学式: C₁₅H₁₃N
• 分子量: 207.275
• InChiKey: JJMYDBYPWQZEEW-UHFFFAOYSA-N

物化性质

• 沸点：
  374.3±25.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-phenylethynyltoluenamine 、 3-三氟甲基苯甲醛 在 溶剂黄146 、 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 19.0h， 生成
  参考文献：
  名称：

  Trisubstituted ureas as potent and selective mPGES-1 inhibitors

  摘要：

  A novel series of trisubstituted ureas has been identified as potent and selective mPGES-1 inhibitors. These compounds are selective over other prostanoid enzymes such as PGF synthase and TX synthase. This series of inhibitors was developed by lead optimization of a hit from an internal HTS campaign. Lead compound 42 is potent in A549 cell assay (IC50 of 0.34 mu M) and in human whole blood assay (IC50 of 2.1 mu M). An efficient and versatile one-pot strategy for the formation of ureas, involving a reductive amination, was developed to generate these inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.006

文献信息

• Catalytic asymmetric α C(sp3)–H addition of benzylamines to aldehydes
  作者：Chengkang Hou、Bingfei Peng、Shen Ye、Zeyang Yin、Jing Cao、Xiao Xiao、Baoguo Zhao

  DOI：10.1038/s41929-022-00875-3

  日期：——

  extremely low Brønsted acidity. Here we utilize a chiral pyridoxal bearing a quaramide side chain as a bifunctional carbonyl catalyst to activate the α C(sp3)–H bond of NH2-unprotected benzylamines, making it acidic enough to be deprotonated under mild conditions. Based on the carbonyl catalysis strategy, we develop a direct asymmetric α C–H addition of benzylamines to aldehydes, providing one of the

  由于起始材料的固有原子经济性和转化效率，惰性 C-H 键的功能化受到了极大的关注。与过渡金属催化的 C-H 活化相比，有机催化不太常用于惰性 C-H 键的直接功能化。由于极低的布朗斯特酸度，NH 2 -未保护的苄胺的 α C( sp 3 )–H 键通常在大多数反应中呈惰性。在这里，我们利用带有 quaramide 侧链的手性吡哆醛作为双功能羰基催化剂来激活NH 2的 α C( sp 3 )–H 键-未受保护的苄胺，使其酸性足以在温和条件下去质子化。基于羰基催化策略，我们开发了苄胺与醛的直接不对称 α C-H 加成反应，为合成具有出色非对映和对映选择性的手性 β-氨基醇提供了最直接的方法之一。
• UREA DERIVATIVES AS ANTIBACTERIAL AGENTS
  申请人：Mansoor Umar Faruk

  公开号：US20110212080A1

  公开（公告）日：2011-09-01

  This invention relates to compounds of the Formula (I): or a pharmaceutically acceptable salt, solvate, ester or isomer thereof, which is useful for the treatment of diseases or conditions mediated by LpxC.
• Trisubstituted ureas as potent and selective mPGES-1 inhibitors
  作者：Jean-François Chiasson、Louise Boulet、Christine Brideau、Anh Chau、David Claveau、Bernard Côté、Diane Ethier、André Giroux、Jocelyne Guay、Sébastien Guiral、Joseph Mancini、Frédéric Massé、Nathalie Méthot、Denis Riendeau、Patrick Roy、Joel Rubin、Daigen Xu、Hongping Yu、Yves Ducharme、Richard W. Friesen

  DOI：10.1016/j.bmcl.2011.01.006

  日期：2011.3

  A novel series of trisubstituted ureas has been identified as potent and selective mPGES-1 inhibitors. These compounds are selective over other prostanoid enzymes such as PGF synthase and TX synthase. This series of inhibitors was developed by lead optimization of a hit from an internal HTS campaign. Lead compound 42 is potent in A549 cell assay (IC50 of 0.34 mu M) and in human whole blood assay (IC50 of 2.1 mu M). An efficient and versatile one-pot strategy for the formation of ureas, involving a reductive amination, was developed to generate these inhibitors. (C) 2011 Elsevier Ltd. All rights reserved.