N-methylreserpine | 60634-65-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 柯楠因类生物碱
• 英文名称: N-methylreserpine
• 英文别名: ent-11,17β-dimethoxy-1-methyl-18α-(3,4,5-trimethoxy-benzoyloxy)-15β-yohimban-16α-carboxylic acid methyl ester；ent-11,17β-Dimethoxy-1-methyl-18α-(3,4,5-trimethoxy-benzoyloxy)-15β-yohimban-16α-carbonsaeure-methylester；methyl (1R,15S,17R,18R,19S,20S)-6,18-dimethoxy-3-methyl-17-(3,4,5-trimethoxybenzoyl)oxy-11,12,14,15,16,17,18,19,20,21-decahydro-1H-yohimban-19-carboxylate
• CAS: 60634-65-3
• 化学式: C₃₄H₄₂N₂O₉
• 分子量: 622.715
• InChiKey: UYRWYBTXGVQOAJ-SSYATKPKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  45
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  利血平 在 氨 、 potassium amide 作用下， 生成 N-methylreserpine
  参考文献：
  名称：

  Derivatives of Reserpine. Communication on the Rauwolfia Alkaloids. XIII

  摘要：

  DOI：

  10.1021/ja01651a058

文献信息

• The Nicholas Approach to Natural Product Hybrids
  作者：Elsa Álvaro、María C. de la Torre、Miguel A. Sierra

  DOI：10.1002/chem.200600136

  日期：2006.8.16

  product hybrid compounds. These intermolecular reactions have a low selectivity and are scarcely efficient for non-conjugated cations, but they are highly efficient to produce new terpene structures through an intramolecular reaction pathway. The use of cations derived from natural product derived [Co(2)(CO)(6)]-enyne complexes is, in contrast, a highly efficient regio- and stereoselective procedure

  萜烯基支架的分子间尼古拉斯反应是获得天然产物杂化化合物的绝佳途径。这些分子间反应具有低选择性并且对于非共轭阳离子几乎没有效率，但是它们通过分子内反应途径高效产生新的萜烯结构。相比之下，使用天然产物衍生的[Co（2）（CO）（6）]-烯炔配合物衍生的阳离子是一种高效的区域选择性和立体选择性方法，可制备非常复杂的结构，并结合了各种稠密功能化或不稳定的部分。因此，β-pine烯-二萜-生物碱或同型杂化物可以完全立体，区域和位点选择性的方式进入。通过选择酒精的性质，该方法可有效地区分不同的炔丙基位置，是由炔类衍生的阳离子，反应性最强。以此方式制备了具有类固醇-萜烯-吲哚骨架的嵌合体38。
• Multi-API Loading Prodrugs
  申请人：Alkermes Pharma Ireland Limited

  公开号：US20160024011A1

  公开（公告）日：2016-01-28

  The present invention accomplishes this by having multiple molecules of parent drugs attached to carrier moieties and by extending the period during which the parent drug is released and absorbed after administration to the patient and providing a longer duration of action per dose than the parent drug itself. Prodrug conjugates are suitable for sustained delivery of heteroaryl, lactam-amide-, imide-, sulfonamide-, carbamate-, urea-, benzamide-, acylaniline-, cyclic amide- and tertiary amine-containing parent drugs that are substituted at the amide nitrogen or oxygen atom with labile aldehyde-linked prodrug moieties. The carrier groups of the prodrugs can be hydrophobic to reduce the polarity and solubility of the parent drug under physiological conditions.
• MULTI-API LOADING PRODRUGS
  申请人：Alkermes Pharma Ireland Limited

  公开号：US20180194732A1

  公开（公告）日：2018-07-12

  The present invention accomplishes this by having multiple molecules of parent drugs attached to carrier moieties and by extending the period during which the parent drug is released and absorbed after administration to the patient and providing a longer duration of action per dose than the parent drug itself. Prodrug conjugates are suitable for sustained delivery of heteroaryl, lactam- amide-, imide-, sulfonamide-, carbamate-, urea-, benzamide-, acylaniline-, cyclic amide- and tertiary amine-containing parent drugs that are substituted at the amide nitrogen or oxygen atom with labile aldehyde-linked prodrug moieties. The carrier groups of the prodrugs can be hydrophobic to reduce the polarity and solubility of the parent drug under physiological conditions.