rac-N-benzyl-1-(naphth-2-yl)propan-2-amine | 1219495-30-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: rac-N-benzyl-1-(naphth-2-yl)propan-2-amine
• 英文别名: N-benzyl-1-(2-naphthyl)propan-2-amine；N-benzyl-1-naphthalen-2-ylpropan-2-amine
• CAS: 1219495-30-3
• 化学式: C₂₀H₂₁N
• 分子量: 275.393
• InChiKey: JIFODJHVUSZKPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  rac-N-benzyl-1-(naphth-2-yl)propan-2-amine 、 萘普生 以 甲醇 、 异丙醇 为溶剂， 生成
  参考文献：
  名称：

  Comparative molecular field analysis of fenoterol derivatives: A platform towards highly selective and effective β2-adrenergic receptor agonists

  摘要：

  Purpose: To use a previously developed CoMFA model to design a series of new structures of high selectivity and efficacy towards the beta(2)-adrenergic receptor. Results: Out of 21 computationally designed structures 6 compounds were synthesized and characterized for beta(2)-AR binding affinities, subtype selectivities and functional activities. Conclusion: the best compound is (R,R)-4-methoxy-1-naphthylfelnoterol with K-i beta(2)-AR = 0.28 mu m, K-i beta(1)-AR/K-i beta(2)-AR = 573, EC50cAMP = 3.9 nm, EC50cardio = 16 nm. The CoMFA model appears to be an effective predictor of the cardiomocyte contractility of the studied compounds which are targeted for use in congestive heart failure. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.062
• 作为产物：
  描述：

  1-萘-2-基丙烷-2-酮 、 苄胺 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 水 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以92%的产率得到rac-N-benzyl-1-(naphth-2-yl)propan-2-amine
  参考文献：
  名称：

  Comparative molecular field analysis of fenoterol derivatives: A platform towards highly selective and effective β2-adrenergic receptor agonists

  摘要：

  Purpose: To use a previously developed CoMFA model to design a series of new structures of high selectivity and efficacy towards the beta(2)-adrenergic receptor. Results: Out of 21 computationally designed structures 6 compounds were synthesized and characterized for beta(2)-AR binding affinities, subtype selectivities and functional activities. Conclusion: the best compound is (R,R)-4-methoxy-1-naphthylfelnoterol with K-i beta(2)-AR = 0.28 mu m, K-i beta(1)-AR/K-i beta(2)-AR = 573, EC50cAMP = 3.9 nm, EC50cardio = 16 nm. The CoMFA model appears to be an effective predictor of the cardiomocyte contractility of the studied compounds which are targeted for use in congestive heart failure. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.11.062

文献信息

• TRNA SYNTHETASE INHIBITORS
  申请人：President and Fellows of Harvard College

  公开号：US20210053997A1

  公开（公告）日：2021-02-25

  Disclosed herein are secondary amine compounds that inhibit tRNA synthetase. The compounds of the invention are useful in inhibiting tRNA synthetase in Gram-negative bacteria and are useful in killing Gram-negative bacteria. The secondary amine compounds of the invention are also useful in the treatment of tuberculosis.