[(2R,3S)-3-(3,4-Dichloro-benzylamino)-tetrahydro-furan-2-ylmethyl]-(4-ethoxy-quinolin-2-yl)-amine | 552859-26-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: [(2R,3S)-3-(3,4-Dichloro-benzylamino)-tetrahydro-furan-2-ylmethyl]-(4-ethoxy-quinolin-2-yl)-amine
• 英文别名: N-[[(2R,3S)-3-[(3,4-dichlorophenyl)methylamino]oxolan-2-yl]methyl]-4-ethoxyquinolin-2-amine
• CAS: 552859-26-4
• 化学式: C₂₃H₂₅Cl₂N₃O₂
• 分子量: 446.376
• InChiKey: LLHOYCQQEGYRRC-RBBKRZOGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  55.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [(2R,3S)-3-(3,4-Dichloro-benzylamino)-tetrahydro-furan-2-ylmethyl]-(4-ethoxy-quinolin-2-yl)-amine 在 盐酸 作用下， 生成 2-{[(2R,3S)-3-(3,4-Dichloro-benzylamino)-tetrahydro-furan-2-ylmethyl]-amino}-1H-quinolin-4-one
  参考文献：
  名称：

  Conformational restriction of methionyl tRNA synthetase inhibitors leading to analogues with potent inhibition and excellent gram-Positive antibacterial activity

  摘要：

  Conformationally restricted analogues of the central linker unit of bacterial methionyl tRNA synthetase (MRS) inhibitors have been prepared. The (IS,2R)-cyclopentylmethyl moiety was identified as the preferred cyclic linker, with significant diastereo- and enantio selectivity of activity. Combination of this linker with an optimal substituted aryl right-hand side has resulted in a compound with exceptionally good antibacterial activity against staphylococci and enterococci, including antibiotic resistant strains. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00093-3
• 作为产物：
  描述：

  ((2S,3S)-3-Azido-tetrahydro-furan-2-yl)-methanol 在 palladium on activated charcoal 、 三丁基膦 、 甲酸铵 、 sodium cyanoborohydride 、 溶剂黄146 、 1,1'-azodicarbonyl-dipiperidine 作用下， 以 甲醇 、 苯 为溶剂， 反应 4.0h， 生成 [(2R,3S)-3-(3,4-Dichloro-benzylamino)-tetrahydro-furan-2-ylmethyl]-(4-ethoxy-quinolin-2-yl)-amine
  参考文献：
  名称：

  Conformational restriction of methionyl tRNA synthetase inhibitors leading to analogues with potent inhibition and excellent gram-Positive antibacterial activity

  摘要：

  Conformationally restricted analogues of the central linker unit of bacterial methionyl tRNA synthetase (MRS) inhibitors have been prepared. The (IS,2R)-cyclopentylmethyl moiety was identified as the preferred cyclic linker, with significant diastereo- and enantio selectivity of activity. Combination of this linker with an optimal substituted aryl right-hand side has resulted in a compound with exceptionally good antibacterial activity against staphylococci and enterococci, including antibiotic resistant strains. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00093-3

文献信息

• Therapeutic agents I
  申请人：Evertsson Emma

  公开号：US20070185079A1

  公开（公告）日：2007-08-09

  Compounds of formula(I), processes for preparing such compounds, their use in the treatment of obesity, psychiatric disorders, cognitive disorders, memory disorders, schizophrenia, epilepsy, and related conditions, and neurological disorders such as dementia, multiple sclerosis, Parkinson's disease, Huntington's chorea and Alzheimer's disease and pain related disorders, and pharmaceutical compositions containing them.

  化合物的公式(I)，制备这些化合物的过程，它们在治疗肥胖症、精神障碍、认知障碍、记忆障碍、精神分裂症、癫痫和相关疾病以及神经系统疾病如痴呆、多发性硬化症、帕金森病、亨廷顿舞蹈症和阿尔茨海默病以及与疼痛有关的疾病中的应用，以及含有它们的制药组合物。
• Conformational restriction of methionyl tRNA synthetase inhibitors leading to analogues with potent inhibition and excellent gram-Positive antibacterial activity
  作者：Richard L. Jarvest、John M. Berge、Pamela Brown、Catherine S.V. Houge-Frydrych、Peter J. O'Hanlon、David J. McNair、Andrew J. Pope、Stephen Rittenhouse

  DOI：10.1016/s0960-894x(03)00093-3

  日期：2003.4

  Conformationally restricted analogues of the central linker unit of bacterial methionyl tRNA synthetase (MRS) inhibitors have been prepared. The (IS,2R)-cyclopentylmethyl moiety was identified as the preferred cyclic linker, with significant diastereo- and enantio selectivity of activity. Combination of this linker with an optimal substituted aryl right-hand side has resulted in a compound with exceptionally good antibacterial activity against staphylococci and enterococci, including antibiotic resistant strains. (C) 2003 Elsevier Science Ltd. All rights reserved.