N¹,N¹-diethyl-N⁴-(2-phenylquinolin-4-yl)pentane-1,4-diamine | 47546-41-8

• 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: N¹,N¹-diethyl-N⁴-(2-phenylquinolin-4-yl)pentane-1,4-diamine
• 英文别名: N⁴,N⁴-diethyl-1-methyl-N¹-(2-phenyl-[4]quinolyl)-butanediyldiamine；N⁴,N⁴-Diaethyl-1-methyl-N¹-(2-phenyl-[4]chinolyl)-butandiyldiamin；N¹,N¹-diethyl-N⁴-(2-phenyl-quinolin-4-yl)-pentane-1,4-diamine；N1,N1-diethyl-N4-(2-phenyl-4-quinolyl)pentane-1,4-diamine；1-N,1-N-diethyl-4-N-(2-phenylquinolin-4-yl)pentane-1,4-diamine
• CAS: 47546-41-8
• 化学式: C₂₄H₃₁N₃
• 分子量: 361.53
• InChiKey: JHXAMHYEYLEFAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  28.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基-5-二乙基氨基戊烷 在 盐酸 、 palladium diacetate 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 copper(I) bromide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.25h， 生成 N¹,N¹-diethyl-N⁴-(2-phenylquinolin-4-yl)pentane-1,4-diamine
  参考文献：
  名称：

  Modular Three-Component Synthesis of 4-Aminoquinolines via an Imidoylative Sonogashira/Cyclization Cascade

  摘要：

  We developed a one-pot, two-stage synthetic route to substituted 4-aminoquinolines involving an imidoylative Sonogashira coupling followed by acid-mediated cyclization. This three-component reaction affords pharmaceutically valuable 4-aminoquinolines in a one-pot procedure from readily available starting materials. The reaction tolerates various substituents on the arene as well as the use of secondary and even primary isocyanides. Additionally, the wide tolerance for functionalized isocyanides allows for the one-pot synthesis of various substituted chloroquine analogues as well as other medicinally relevant products.

  DOI：

  10.1021/acs.joc.7b02844

文献信息

• [EN] PYRIDIN-4-YLAMINE COMPOUNDS USEFUL IN THE TREATMENT OF NEUROPATHIC PAIN<br/>[FR] COMPOSES DE PYRIDIN-4-YLAMINE CONVENANT POUR LE TRAITEMENT DE LA DOULEUR NEUROPATHIQUE
  申请人：MERCK & CO INC

  公开号：WO2005051915A1

  公开（公告）日：2005-06-09

  The present invention is directed to a method of use of triazolo-pyridazine compounds in the treatment of neuropathic pain. The present invention is also directed to the use of triazolo-pyridazine compounds in the treatment of psychiatric and mood disorders such as, for example, schizophrenia, anxiety, depression, bipolar disorders, and panic, as well as in the treatment of pain, Parkinson’s disease, cognitive dysfunction, epilepsy, circadian rhythm and sleep disorders - such as shift-work induced sleep disorder and jet-lag, drug addiction, drug abuse, drug withdrawal and other diseases. The present invention is also directed to novel triazolo-pyridazine compounds that selectively bind to α2δ-1 subunit of Ca channels.

  本发明涉及一种在治疗神经病性疼痛中使用三唑吡啶化合物的方法。本发明还涉及在治疗精神和情绪障碍，如精神分裂症、焦虑、抑郁、躁郁症和恐慌，以及在治疗疼痛、帕金森病、认知功能障碍、癫痫、昼夜节律和睡眠障碍（如倒班引起的睡眠障碍和时差反应）、药物成瘾、药物滥用、药物戒断和其他疾病中使用三唑吡啶化合物的方法。本发明还涉及选择性结合到Ca通道α2δ-1亚基的新型三唑吡啶化合物。
• Pyridin-4-ylamine compounds useful in the treatment of neuropathic pain
  申请人：Lim Jongwon

  公开号：US20070099950A1

  公开（公告）日：2007-05-03

  The present invention is directed to a method of use of triazolo-pyridazine compounds in the treatment of neuropathic pain. The present invention is also directed to the use of triazolo-pyridazine compounds in the treatment of psychiatric and mood disorders such as, for example, schizophrenia, anxiety, depression, bipolar disorders, and panic, as well as in the treatment of pain, Parkinson's disease, cognitive dysfunction, epilepsy, circadian rhythm and sleep disorders—such as shift-work induced sleep disorder and jet-lag, drug addiction, drug abuse, drug withdrawal and other diseases. The present invention is also directed to novel triazolo-pyridazine compounds that selectively bind to α 2 δ-1 subunit of Ca channels.

  本发明涉及使用三唑-吡啶嗪化合物治疗神经病性疼痛的方法。本发明还涉及使用三唑-吡啶嗪化合物治疗精神和情绪障碍，例如精神分裂症、焦虑、抑郁、双相情感障碍和惊恐症，以及治疗疼痛、帕金森病、认知功能障碍、癫痫、昼夜节律和睡眠障碍，如倒班工作引起的睡眠障碍和时差反应，药物成瘾、药物滥用、戒断症状和其他疾病。本发明还涉及新型的三唑-吡啶嗪化合物，它们选择性地结合到钙通道的α2δ-1亚单位上。
• Synthetic Antimalarials. The Preparation of Certain 4-Aminoquinolines¹
  作者：Nathan L. Drake、Hugh J. Creech、John A. Garman、Stuart T. Haywood、Richard M. Peck、John O. van Hook、Edward Walton

  DOI：10.1021/ja01211a021

  日期：1946.7
• Basu; Das-Gupta, Journal of the Indian Chemical Society, 1939, vol. 16, p. 301,303
  作者：Basu、Das-Gupta

  DOI：——

  日期：——
• PYRIDIN-4-YLAMINE COMPOUNDS USEFUL IN THE TREATMENT OF NEUROPATHIC PAIN
  申请人：Merck & Co., Inc.

  公开号：EP1687275A1

  公开（公告）日：2006-08-09