17-allyl-3-methoxy-morphinane | 19826-47-2

• 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: 17-allyl-3-methoxy-morphinane
• 英文别名: 17-Allyl-3-methoxy-morphinan；(+)-3-methoxy-17-allylmorphinan；N-allyl-3-methoxy morphinan；(1R,9R,10R)-4-methoxy-17-prop-2-enyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene
• CAS: 19826-47-2
• 化学式: C₂₀H₂₇NO
• 分子量: 297.44
• InChiKey: VZKPVLVJFYZKIB-DFQSSKMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  17-allyl-3-methoxy-morphinane 在 氢溴酸 作用下， 生成 左洛啡烷
  参考文献：
  名称：

  Anticonvulsant effects of new morphinan derivatives

  摘要：

  We synthesized a series of compounds that are modified in positions 3 and 17 of the morphinan ring system, with the intention of developing ideal anticonvulsant agents. We examined the effects of these compounds on kainic acid (KA)-induced seizures, and on locomotor patterns in rats. We found that compounds 5. 6. and 8 exhibit novel anticonvulsant effects, with negligible psychotropic effects. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00262-1
• 作为产物：
  描述：

  3-溴丙烯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 8.5h， 以69%的产率得到17-allyl-3-methoxy-morphinane
  参考文献：
  名称：

  [EN] OPIOID AND OPIOID-LIKE COMPOUNDS AND USES THEREOF
  [FR] COMPOSES OPIOIDES ET DE TYPE OPIOIDE ET LEURS UTILISATIONS

  摘要：

  公开号：

  WO2003097608A3

文献信息

• Hydroxy-morphinane. 7. Mitteilung. (−)-3-Hydroxy-N-allyl-morphinan und verwandte Verbindungen
  作者：J. Hellerbach、A. Grüssner、O. Schnider

  DOI：10.1002/hlca.19560390212

  日期：——

  1-(p-Hydroxybenzyl)-1, 2,3,4,5,6,7,8-octahydro-isoquinoline has been resolved into the optical antipodes, from which any desired optically active 3-hydroxy-morphinan substituted at the nitrogen atom can easily be obtained. The (-)-3-hydroxy-N-allyl-morphinan thus obtained as well as its ethers and ester counteract the effect of opiates and other potent narcotics. Given in adequate small doses they

  1-（对羟基苄基）-1，2,3,4,5,6,7,8-八氢异喹啉已拆分成旋光对映体，氮上取代了任何所需的旋光3-羟基吗啡喃原子很容易获得。如此获得的（-）-3-羟基-N-烯丙基吗啡及其醚和酯抵消了鸦片剂和其他有效麻醉剂的作用。给予足够的小剂量，它们能够缓解不良的副作用。
• OPIOID AND OPIOID-LIKE COMPOUNDS AND USES THEREOF
  申请人：WU Edwin S.C.

  公开号：US20110243889A1

  公开（公告）日：2011-10-06

  The present invention relates to opioid and opioid-like compounds, and pharmaceutical formulations containing the same and methods of use thereof. Uses of the present invention include, but are not limited to, use for the prevention and treatment of septic shock and other disorders. The compounds described herein can be water soluble and can act through mechanisms mediated through pathways other than opiate receptors.

  本发明涉及鸦片类和类鸦片化合物，以及含有它们的药物制剂和使用方法。本发明的用途包括但不限于用于预防和治疗败血性休克和其他疾病。本文描述的化合物可溶于水，并可通过介导鸦片受体以外的途径发挥作用。
• US8017622B2
  申请人：——

  公开号：US8017622B2

  公开（公告）日：2011-09-13
• [EN] OPIOID AND OPIOID-LIKE COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSES OPIOIDES ET DE TYPE OPIOIDE ET LEURS UTILISATIONS
  申请人：——

  公开号：WO2003097608A3

  公开（公告）日：2004-03-18
• Anticonvulsant effects of new morphinan derivatives
  作者：Hyoung-Chun Kim、Toshitaka Nabeshima、Wang-Kee Jhoo、Kwang Ho Ko、Won-Ki Kim、Eun-Joo Shin、Minkyoung Cho、Phil Ho Lee

  DOI：10.1016/s0960-894x(01)00262-1

  日期：2001.7

  We synthesized a series of compounds that are modified in positions 3 and 17 of the morphinan ring system, with the intention of developing ideal anticonvulsant agents. We examined the effects of these compounds on kainic acid (KA)-induced seizures, and on locomotor patterns in rats. We found that compounds 5. 6. and 8 exhibit novel anticonvulsant effects, with negligible psychotropic effects. (C) 2001 Elsevier Science Ltd. All rights reserved.