3-[2-[(cyclopropylmethyl)(phenethyl)amino]ethyl]phenol hydrochloride salt | 1409931-99-2

• 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-[2-[(cyclopropylmethyl)(phenethyl)amino]ethyl]phenol hydrochloride salt
• 英文别名: HS666 hydrochloride；3-[2-[cyclopropylmethyl(2-phenylethyl)amino]ethyl]phenol;hydrochloride
• CAS: 1409931-99-2
• 化学式: C₂₀H₂₅NO*ClH
• 分子量: 331.886
• InChiKey: COAVTAYHWOYAEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  23.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  HS666 在 盐酸 作用下， 以 乙醚 为溶剂， 生成 3-[2-[(cyclopropylmethyl)(phenethyl)amino]ethyl]phenol hydrochloride salt
  参考文献：
  名称：

  Discovery and Pharmacological Evaluation of a Diphenethylamine Derivative (HS665), a Highly Potent and Selective κ Opioid Receptor Agonist

  摘要：

  Here we report on the design, synthesis, and biological characterization of novel kappa opioid (KOP) receptor ligands of diphenethylamines. In opioid receptor binding and functional assays, the N-cyclobutylmethyl substituted derivative 4 (HS665) showed the highest affinity and selectivity for the KOP receptor and KOP-agonist potency. Compound 4 inhibited acetic acid induced writhing after subcutaneous administration in mice via KOP receptor mediated mechanisms, being equipotent as an analgesic to the KOP agonist U50,488.

  DOI：

  10.1021/jm301258w

文献信息

• Diphenethylamine Derivatives Which Are Inter Alia Useful As Analgesics And Method For Their Production
  申请人：UNIVERSITY OF INNSBRUCK

  公开号：US20180072654A1

  公开（公告）日：2018-03-15

  Diphenethylamine derivatives for use as highly active analgesics, diuretics, anxiolytics, for the treatment of neurode-generative, psychiatric and neuropsychiatric disorders, and also as anti-itch, anti-addiction, anti-inflammatory, anti-obesity, anti-epileptic, anti-convulsant, anti-seizure, anti-stress, anti-psychotic and anti-depressant medications and their pharmaceutically acceptable salts and easily accessible derivatives thereof (e.g. esters, ethers, amides), processes for their preparation and their application in the manufacture of pharmaceutical products.

  二苯乙胺衍生物可用作高活性镇痛剂、利尿剂、抗焦虑药，用于治疗神经退行性、精神疾病和神经精神疾病，以及作为抗瘙痒、抗成瘾、抗炎、抗肥胖、抗癫痫、抗抽搐、抗癫痫发作、抗压力、抗精神病和抗抑郁药物及其药学上可接受的盐和易于获取的衍生物（例如酯、醚、酰胺），以及它们的制备过程和在药品制造中的应用。
• Diphenethylamine derivatives which are inter alia useful as analgesics and method for their production
  申请人：UNIVERSITY OF INNSBRUCK

  公开号：US10377698B2

  公开（公告）日：2019-08-13

  Diphenethylamine derivatives for use as highly active analgesics, diuretics, anxiolytics, for the treatment of neurodegenerative, psychiatric and neuropsychiatric disorders, and also as anti-itch, anti-addiction, anti-inflammatory, anti-obesity, anti-epileptic, anti-convulsant, anti-seizure, anti-stress, anti-psychotic and anti-depressant medications and their pharmaceutically acceptable salts and easily accessible derivatives thereof (e.g. esters, ethers, amides), processes for their preparation and their application in the manufacture of pharmaceutical products.

  用作高活性镇痛剂、利尿剂、抗焦虑剂、治疗神经退行性疾病、精神疾病和神经 精神疾病的苯乙胺衍生物，以及用作止痒、抗成瘾、抗炎、抗肥胖、抗癫痫、抗惊厥、 抗癫痫、抗应激、抗精神病和抗抑郁药物的苯乙胺衍生物及其药学上可接受的盐类和 易于获得的衍生物（如酯类、醚类、酰胺类），以及它们的制备工艺和在药品生产中的应 用。如酯、醚、酰胺）、其制备工艺以及在药品生产中的应用。
• DIPHENETHYLAMINE DERIVATIVES WHICH ARE INTER ALIA USEFUL AS ANALGESICS AND METHODS FOR THEIR PRODUCTION
  申请人：University of Innsbruck

  公开号：EP3277659A1

  公开（公告）日：2018-02-07
• [EN] DIPHENETHYLAMINE DERIVATIVES WHICH ARE INTER ALIA USEFUL AS ANALGESICS AND METHODS FOR THEIR PRODUCTION<br/>[FR] DÉRIVÉS DIPHÉNÉTHYLAMINE UTILISABLES ENTRE AUTRES COMME ANALGÉSIQUES, ET PROCÉDÉS PERMETTANT DE LES PRODUIRE
  申请人：UNIV OF INNSBRUCK

  公开号：WO2016156396A1

  公开（公告）日：2016-10-06

  Diphenethylamine derivatives for use as highly active analgesics, diuretics, anxiolytics, for the treatment of neurodegenerative, psychiatric and neuropsychiatric disorders, and also as anti- itch, anti-addiction, anti-inflammatory, anti-obesity, anti-epileptic, anti-convulsant, anti-seizure, anti-stress, anti-psychotic and anti-depressant medications and their pharmaceutically acceptable salts and easily accessible derivatives thereof (e.g. esters, ethers, amides), processes for their preparation and their application in the manufacture of pharmaceutical products.
• Discovery and Pharmacological Evaluation of a Diphenethylamine Derivative (HS665), a Highly Potent and Selective κ Opioid Receptor Agonist
  作者：Mariana Spetea、Ilona P. Berzetei-Gurske、Elena Guerrieri、Helmut Schmidhammer

  DOI：10.1021/jm301258w

  日期：2012.11.26

  Here we report on the design, synthesis, and biological characterization of novel kappa opioid (KOP) receptor ligands of diphenethylamines. In opioid receptor binding and functional assays, the N-cyclobutylmethyl substituted derivative 4 (HS665) showed the highest affinity and selectivity for the KOP receptor and KOP-agonist potency. Compound 4 inhibited acetic acid induced writhing after subcutaneous administration in mice via KOP receptor mediated mechanisms, being equipotent as an analgesic to the KOP agonist U50,488.