6α-N-methylnaltrexamine | 102919-85-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 6α-N-methylnaltrexamine
• 英文别名: 17-cyclopropylmethyl-3,14β-dihydroxy-4,5α-epoxy-6α-methylaminomorphinan；17-cyclopropylmethyl-4,5α-epoxy-3,14β-dihydroxy-6α-methylaminomorphinan；(5a,6a)-17-(Cyclopropylmethyl)-4,5-epoxy-6-(methylamino)-morphinan-3,14-diol；(4R,4aS,7S,7aR,12bS)-3-(cyclopropylmethyl)-7-(methylamino)-1,2,4,5,6,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinoline-4a,9-diol
• CAS: 102919-85-7
• 化学式: C₂₁H₂₈N₂O₃
• 分子量: 356.465
• InChiKey: MDPFGNLTFZJSEZ-LAKPAKELSA-N

物化性质

• 溶解度：
  溶于二甲亚砜、乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  65
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-二氯苯乙酸 、 6α-N-methylnaltrexamine 在 盐酸 作用下， 以58%的产率得到N-[(5R,6S)-17-(cyclopropylmethyl)-4,5-epoxy-3,14-dihydroxymorphinan-6-yl]-2-(3,4-dichlorophenyl)-N-methylacetamide hydrochloride
  参考文献：
  名称：

  Design, synthesis, and structure–activity relationship of novel opioid κ-agonists

  摘要：

  By focusing on 4,5-epoxymorphinan, a traditional opioid skeleton but a new structure in the opioid kappa-agonist research field, and by rationally applying the 'message-address concept' and 'accessory site hypothesis,' we discovered a new chemical class opioid kappa- gonist, TRK-820 (1). Its development as an antipruritus is now in the final stage. Here, the full scope of its design, synthesis, and structure-activity relationship are described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.011
• 作为产物：
  描述：

  盐酸纳曲酮 、 盐酸甲胺 在 titanium(IV) isopropylate 、 甲酸 、 三乙酰氧基硼氢化钠 作用下， 以 甲醇 为溶剂， 以96.8 %的产率得到6α-N-methylnaltrexamine
  参考文献：
  名称：

  CN115521318

  摘要：

  公开号：

文献信息

• [EN] SYNTHESIS OF METABOLICALLY STABLE AGENTS FOR ALCOHOL AND DRUG ABUSE<br/>[FR] SYNTHÈSE D'AGENTS MÉTABOLIQUEMENT STABLES POUR L'ALCOOLISME ET LA TOXICOMANIE
  申请人：HUMAN BIOMOLECULAR RES INST

  公开号：WO2010006119A1

  公开（公告）日：2010-01-14

  Disclosed herein are compounds of formula (I); as defined herein, or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising the same, and methods of using these compounds for the treatment of substance addiction.

  本文披露了式（I）的化合物；如本文所定义，或其药用可接受的盐，包括相同的药物组合物，以及使用这些化合物治疗物质成瘾的方法。
• Morphinan derivatives and pharmaceutical use thereof
  申请人：Toray Industries, Inc.

  公开号：US06177438B1

  公开（公告）日：2001-01-23

  A morphinan derivative or its pharmaceutically acceptable acid addition salt represented with, for example, and an analgesic, diuretic, antitussive and brain cell protector having its derivative or its salt as the active ingredient are described. The compound of the present invention possesses strong analgesic activity, diuretic action and antitussive action as a highly selective &kgr;-opioid agonist, allowing it to be used as a useful analgesic, diuretic and antitussive. On the other hand, the compound of the present invention also possesses remarkable cerebro-neuroprotective activity, thus allowing it be used as a useful cerebro-neuroprotective agents.

  本发明描述了一种吗啡醇衍生物或其药用可接受的酸盐，例如一种镇痛剂、利尿剂、镇咳剂和脑细胞保护剂，其衍生物或其盐作为活性成分。本发明的化合物具有强效的镇痛活性、利尿作用和镇咳作用，作为高选择性的κ-阿片受体激动剂，可用作有用的镇痛剂、利尿剂和镇咳剂。另一方面，本发明的化合物还具有显著的脑神经保护活性，因此可用作有用的脑神经保护剂。
• Morphinan derivative and its pharmaceutical applications
  申请人：Toray Industries, Inc.

  公开号：US06277859B1

  公开（公告）日：2001-08-21

  A morphinan derivative or its pharmacologically allowed acid addition salt represented with compound I, an analgesic and diuretic having its derivative or its salt as the active ingredient, and its production process are described. The compound of the present invention possesses strong analgesic activity and diuretic action as a highly selective &kgr;-opioid agonist, allowing it to be used as a useful analgesic and diuretic.

  一种吗啡类衍生物或其药理学允许的酸盐加合物I代表的药物，一种镇痛和利尿剂，其衍生物或其盐作为活性成分，并描述其生产过程。本发明的化合物具有强效的镇痛活性和利尿作用，作为高选择性的κ-阿片受体激动剂，使其可以用作有效的镇痛剂和利尿剂。
• [EN] NOVEL MORPHINANS USEFUL FOR TREATING MEDICAL DISORDERS<br/>[FR] NOUVEAUX MORPHINANES UTILES POUR LE TRAITEMENT DE TROUBLES MÉDICAUX
  申请人：HUMANWELL PHARMACEUTICAL US

  公开号：WO2020205735A1

  公开（公告）日：2020-10-08

  The present invention related to novel morphinans, compositions comprising the novel morphinans, and their uses as agonists of the kappa opioid receptor.

  本发明涉及新型吗啡酮类化合物，包括这些新型吗啡酮类化合物的组合物，以及它们作为κ阿片受体激动剂的用途。
• Brain cell protective agent
  申请人：Toray Industries, Ltd.

  公开号：US05972953A1

  公开（公告）日：1999-10-26

  The present invention relates to a novel brain cell protective agent having for its active ingredient a morphinan derivative represented with Compound 1 ##STR1## or pharmacologically acceptable acid addition salt thereof. The compounds used in the present invention were found to have excellent defensive effects against brain nerve cell necrosis in both in vitro and in vivo pharmacological evaluations, and can be used as useful preventive and therapeutic agents of ischemic brain disorders, brain nerve cell disorders and dementia.

  本发明涉及一种新型脑细胞保护剂，其活性成分为一种吗啡类衍生物，用化合物1表示，或其药理学上可接受的酸盐。本发明中使用的化合物在体外和体内药理评价中表现出对脑神经细胞坏死的优异防御效果，并可用作缺血性脑疾病、脑神经细胞疾病和痴呆症的有用预防和治疗剂。