8α-ethyldihydrocodeinone | 72706-80-0

• 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: 8α-ethyldihydrocodeinone
• 英文别名: 4,5α-Epoxy-8α-ethyl-3-methoxy-17-methylmorphinan-6-one；4,5alpha-Epoxy-8alpha-ethyl-3-methoxy-17-methylmorphinan-6-one；(4R,4aR,5R,7aR,12bS)-5-ethyl-9-methoxy-3-methyl-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
• CAS: 72706-80-0
• 化学式: C₂₀H₂₅NO₃
• 分子量: 327.423
• InChiKey: XIJFDJRRWBECQH-JKRAONCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  溴化氰 、 8α-ethyldihydrocodeinone 以 乙醇 、 氯仿 为溶剂， 以6.30 g (94%)的产率得到17-cyano-4,5α-epoxy-8α-ethyl-3-methoxymorphinan-6-one
  参考文献：
  名称：

  7,8 and 7-8 Substituted 4,5.alpha.-epoxymorphinan-6-one compounds, and

  摘要：

  所披露的是以结构式为特征的7,8和7-8取代的4,5.alpha.-环氧吗啡-6-酮化合物：##STR1## 在上述式中，R.sub.1可以是H或甲基，R.sub.2是环丙基甲基，环丁基甲基，烯丙基或四氢呋喃甲基，R.sub.3是H，β-甲基，β-乙基或α-乙基，R.sub.4是H或α-甲基。与上述描述相对应的特定化合物可用作混合镇痛剂/麻醉拮抗剂，而其他一些已被发现是纯麻醉拮抗剂。

  公开号：

  US04272541A1
• 作为产物：
  描述：

  蒂巴因 在 copper(l) iodide 、 氢溴酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成 8α-ethyldihydrocodeinone
  参考文献：
  名称：

  Rm values and structure-activity relationship of benzodiazepines

  摘要：

  Quantitative structure-activity relationships (QSAR) have been formulated for the activities of a series of benzodiazepines in rats. The lipophilic character of molecules was expressed by means of the chromatographic Rm values which were very well correlated with experimental or calculated log P values. The ideal lipophilic character for activity of benzodiazepines in the exploratory behavior test is not far from that of compounds acting in the central nervous system as unspecific depressant agents. The results of both the conflict and exploratory behavior studies might support the hypothesis of different sites of action for the antianxiety and sedative effects of benzodiazepines.

  DOI：

  10.1021/jm00176a016

文献信息

• US4272541A
  申请人：——

  公开号：US4272541A

  公开（公告）日：1981-06-09
• 7,8 and 7-8 Substituted 4,5.alpha.-epoxymorphinan-6-one compounds, and
  申请人：Miles Laboratories, Inc.

  公开号：US04272541A1

  公开（公告）日：1981-06-09

  Disclosed are 7,8 and 7-8 substituted 4,5.alpha.-epoxymorphinan-6-one compounds characterized by the structural formula: ##STR1## In the foregoing formula R.sub.1 may be H or methyl, R.sub.2 is cyclopropylmethyl, cyclobutylmethyl, allyl or tetrahydrofurfuryl, R.sub.3 is H, .beta.-methyl, .beta.-ethyl or .alpha.-ethyl and R.sub.4 is H or .alpha.-methyl. Particular compounds corresponding to the foregoing description are useful as mixed analgesics/narcotic antagonists whereas others have been found to be pure narcotic antagonists.

  所披露的是以结构式为特征的7,8和7-8取代的4,5.alpha.-环氧吗啡-6-酮化合物：##STR1## 在上述式中，R.sub.1可以是H或甲基，R.sub.2是环丙基甲基，环丁基甲基，烯丙基或四氢呋喃甲基，R.sub.3是H，β-甲基，β-乙基或α-乙基，R.sub.4是H或α-甲基。与上述描述相对应的特定化合物可用作混合镇痛剂/麻醉拮抗剂，而其他一些已被发现是纯麻醉拮抗剂。
• Rm values and structure-activity relationship of benzodiazepines
  作者：G. L. Biagi、A. M. Barbaro、M. C. Guerra、M. Babbini、M. Gaiardi、M. Bartoletti、P. A. Borea

  DOI：10.1021/jm00176a016

  日期：1980.2

  Quantitative structure-activity relationships (QSAR) have been formulated for the activities of a series of benzodiazepines in rats. The lipophilic character of molecules was expressed by means of the chromatographic Rm values which were very well correlated with experimental or calculated log P values. The ideal lipophilic character for activity of benzodiazepines in the exploratory behavior test is not far from that of compounds acting in the central nervous system as unspecific depressant agents. The results of both the conflict and exploratory behavior studies might support the hypothesis of different sites of action for the antianxiety and sedative effects of benzodiazepines.