(4R,4aR,7aR,12bS)-6-butanoyl-3-(cyclopropylmethyl)-9-hydroxy-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one | 83296-72-4

• 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)-6-butanoyl-3-(cyclopropylmethyl)-9-hydroxy-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
• CAS: 83296-72-4
• 化学式: C₂₄H₂₉NO₄
• 分子量: 395.499
• InChiKey: ZQHVKFMMNIRWPN-GRHGNLNWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  17-(cyclopropylmethyl)-4,5α-epoxy-3-methoxy-6-oxo-morphinan 在 三溴化硼 、 对甲苯磺酸 、 三乙胺 作用下， 以 氯仿 、 三氯乙烯 、 苯 为溶剂， 反应 80.5h， 生成 (4R,4aR,7aR,12bS)-6-butanoyl-3-(cyclopropylmethyl)-9-hydroxy-1,2,4,4a,5,6,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-7-one
  参考文献：
  名称：

  Novel opiates and antagonists. 4. 7-Alkanoylhydromorphone

  摘要：

  A series of 7-alkanoyl-substituted hydromorphone derivatives were prepared by acylation of the morpholine enamines. The most potent compound (6i) of the series was found to have agonist activity of the same order of magnitude as that of buprenorphine. The N-cyclopropylmethyl-substituted series was found to exhibit structure-activity relationships for analgesia and narcotic antagonism similar to those of the endo-ethanotetrahydrooripavines.

  DOI：

  10.1021/jm00350a019

文献信息

• 4,5-Alpha-epoxy-3-hydroxy or methoxy-7-(1-hydroxy-alkyl or 1-oxoalkyl)morphinan-6-one compounds
  申请人：SISA, Incorporated

  公开号：EP0053788A1

  公开（公告）日：1982-06-16

  Disclosed are 4, 5α-epoxy-3-hydroxy or methoxy-7-(1-hydroxyalkyl or 1-oxoalkyl)morphinan-6-one compounds characterized by the structural formulae: In the foregoing formulae R is methyl, cyclopropylmethyl, cyclobutylmethyl, propargyl, allyl, dimethylallyl, cis -chloroallyl or furfuryl; R, is H or methyl; R2 is straight or branched chain alkyl of from 1 to 10 carbon atoms, aryl, substituted aryl or arylalkyl, in which the alkyl group contains from 1 to 6 carbon atoms, and R3 is a straight chain alkyl of 1 to 4 carbon atoms.

  公开了 4、5α-环氧-3-羟基或甲氧基-7-（1-羟基烷基或 1-氧代烷基）吗啉-6-酮化合物，其特征在于结构式为： 在前述结构式中，R 是甲基、环丙基甲基、环丁基甲基、丙炔基、烯丙基、二甲基烯丙基、顺-氯烯丙基或糠基；R，是 H 或甲基；R2 是 1 至 10 个碳原子的直链或支链烷基、芳基、取代芳基或芳基烷基，其中烷基含有 1 至 6 个碳原子；R3 是 1 至 4 个碳原子的直链烷基。
• US4347361A
  申请人：——

  公开号：US4347361A

  公开（公告）日：1982-08-31