rac-N-benzyl-1-(4-methoxynaphth-1-yl)propan-2-amine | 1219495-31-4

• 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-(4-methoxynaphth-1-yl)propan-2-amine
• 英文别名: N-benzyl-1-(4-methoxy-1-naphthyl)propan-2-amine；N-benzyl-1-(4-methoxynaphthalen-1-yl)propan-2-amine
• CAS: 1219495-31-4
• 化学式: C₂₁H₂₃NO
• 分子量: 305.42
• InChiKey: MWRLZSYWYJZHJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  rac-N-benzyl-1-(4-methoxynaphth-1-yl)propan-2-amine 、 D-扁桃酸 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-(4-methoxynaphthalen-1-yl)propan-2-one 、 苄胺 在 甲醇 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以36%的产率得到rac-N-benzyl-1-(4-methoxynaphth-1-yl)propan-2-amine
  参考文献：
  名称：

  [EN] TRNA SYNTHETASE INHIBITORS
  [FR] INHIBITEURS D'ARNT SYNTHÉTASE

  摘要：

  本文披露了一种抑制tRNA合成酶的二级胺化合物。本发明的化合物在抑制革兰氏阴性细菌中的tRNA合成酶方面是有用的，并且在杀灭革兰氏阴性细菌方面也是有用的。本发明的二级胺化合物还在结核病的治疗中是有用的。

  公开号：

  WO2019140265A1

文献信息

• [EN] TRNA SYNTHETASE INHIBITORS<br/>[FR] INHIBITEURS D'ARNT SYNTHÉTASE
  申请人：HARVARD COLLEGE

  公开号：WO2019140265A1

  公开（公告）日：2019-07-18

  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.

  本文披露了一种抑制tRNA合成酶的二级胺化合物。本发明的化合物在抑制革兰氏阴性细菌中的tRNA合成酶方面是有用的，并且在杀灭革兰氏阴性细菌方面也是有用的。本发明的二级胺化合物还在结核病的治疗中是有用的。
• 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.
• US3966814A
  申请人：——

  公开号：US3966814A

  公开（公告）日：1976-06-29
• Comparative molecular field analysis of fenoterol derivatives: A platform towards highly selective and effective β2-adrenergic receptor agonists
  作者：Krzysztof Jozwiak、Anthony Yiu-Ho Woo、Mary J. Tanga、Lawrence Toll、Lucita Jimenez、Joseph A. Kozocas、Anita Plazinska、Rui-Ping Xiao、Irving W. Wainer

  DOI：10.1016/j.bmc.2009.11.062

  日期：2010.1

  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.