(4R,4aR,7aR,12bS)-3-acetyl-9-methoxy-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one | 1094738-43-8

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: (4R,4aR,7aR,12bS)-3-acetyl-9-methoxy-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
• CAS: 1094738-43-8
• 化学式: C₁₉H₂₁NO₄
• 分子量: 327.38
• InChiKey: CVNLBNUJPHXXDX-ATNYCFDYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酸酐 、 二氢可待因酮 在 palladium diacetate 作用下， 反应 15.0h， 以80%的产率得到(4R,4aR,7aR,12bS)-3-acetyl-9-methoxy-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
  参考文献：
  名称：

  METHODS FOR ONE-POT N-DEMETHYLATION/N-ACYLATION OF MORPHINE AND TROPANE ALKALOIDS

  摘要：

  本发明提供了一种用于对N-甲基杂环化合物（如吗啡生物碱或曲梨生物碱）进行N-去甲基化和/或N-酰化的方法。该方法包括在金属催化剂存在下将杂环化合物与酰化剂反应。

  公开号：

  US20090005565A1

文献信息

• Methods for One-Pot N-Demethylation/N-Functionalization of Morphine and Tropane Alkaloids
  申请人：Hudlicky Tomas

  公开号：US20110313163A1

  公开（公告）日：2011-12-22

  The present invention provides a method for the N-demethylation and N-functionalization of an N-methylated heterocycle such as a morphine alkaloid or tropane alkaloid. The method comprises reacting the heterocycle with an functionalization agent in the presence of a transition metal catalyst in air or in the presence of an oxidant.

  本发明提供了一种用于N-去甲基化和N-官能化的方法，该方法适用于N-甲基杂环化合物，例如吗啡生物碱或曲剪生物碱。该方法包括在过渡金属催化剂的存在下，在空气中或在氧化剂的存在下，将杂环化合物与官能化试剂反应。
• METHODS FOR ONE-POT N-DEMETHYLATION/N-FUNCTIONALIZATION OF MORPHINE AND TROPANE ALKALOIDS
  申请人：Brock University

  公开号：US20150152120A1

  公开（公告）日：2015-06-04

  The present invention provides a method for the N-demethylation and N-functionalization of an N-methylated heterocycle such as a morphine alkaloid or tropane alkaloid. The method comprises reacting the heterocycle with an functionalization agent in the presence of a transition metal catalyst in air or in the presence of an oxidant.

  本发明提供了一种对N-甲基杂环，如吗啡生物碱或曲柳生物碱进行N-脱甲基化和N-官能化的方法。该方法包括在空气中或在氧化剂存在下，将杂环与官能化试剂在过渡金属催化剂的存在下反应。
• (+)-morphinans as antagonists of toll-like receptor 9 and therapeutic uses thereof
  申请人：Mallinckrodt LLC

  公开号：US10363251B2

  公开（公告）日：2019-07-30

  The present invention provides (+)-morphinans comprising Toll-like receptor 9 (TLR9) antagonist activity, as well as methods for using the (+)-morphinans to treat a variety of disorders.

  本发明提供了包含Toll样受体9（TLR9）拮抗剂活性的(+)-吗啡烷，以及使用(+)-吗啡烷治疗各种疾病的方法。
• (+)-morphinans as antagonists of Toll-like receptor 9 and therapeutic uses thereof
  申请人：Mallinckrodt LLC

  公开号：US11142502B2

  公开（公告）日：2021-10-12

  The present invention provides (+)-morphinans comprising Toll-like receptor 9 (TLR9) antagonist activity, as well as methods for using the (+)-morphinans to treat pain. Also provided are pharmaceutical combination compositions comprising a (+)-morphinan and an opioid agonist/monoamine reuptake inhibitor, as well as methods for using the combination compositions to treat pain.

  本发明提供了包含Toll样受体9（TLR9）拮抗剂活性的(+)-吗啡烷，以及使用(+)-吗啡烷治疗疼痛的方法。本发明还提供了包含(+)-吗啡南和阿片激动剂/单胺再摄取抑制剂的药物组合物，以及使用该组合物治疗疼痛的方法。
• (+)-MORPHINANS AS ANTAGONISTS OF TOLL-LIKE RECEPTOR 9 AND THERAPEUTIC USES THEREOF
  申请人：Mallinckrodt LLC

  公开号：US20170029432A1

  公开（公告）日：2017-02-02

  The present invention provides (+)-morphinans comprising Toll-like receptor 9 (TLR9) antagonist activity, as well as methods for using the (+)-morphinans to treat pain. Also provided are pharmaceutical combination compositions comprising a (+)-morphinan and an opioid agonist/monoamine reuptake inhibitor, as well as methods for using the combination compositions to treat pain.