methyl (1S,12S,14R,15E)-15-ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate | 975-77-9

• 物质功能分类: 天然产物 - 生物碱
• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 大灵碱生物碱
• 英文名称: methyl (1S,12S,14R,15E)-15-ethylidene-3,17-diazapentacyclo[12.3.1.02,10.04,9.012,17]octadeca-2(10),4,6,8-tetraene-13-carboxylate
• CAS: 975-77-9
• 化学式: C₂₀H₂₂N₂O₂
• 分子量: 322.4
• InChiKey: VXRAIAAMNNTQES-PEMUAGBOSA-N

物化性质

• 熔点：
  232-233 °C
• 沸点：
  489.2±45.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  45.3
• 氢给体数：
  1
• 氢受体数：
  3

制备方法与用途

生物活性

Pericyclivine 是一种从长春花（Catharanthus roseus）中分离出来的单体吲哚生物碱，具有抗癌作用。

体外研究

Pericyclivine 在 P-388 细胞培养系统中显示出细胞毒性，其半数有效浓度 (ED50) 为 13 μg/mL。

文献信息

• Compositions and methods for making terpenoid indole alkaloids
  申请人：Willow BioSciences Inc.

  公开号：US11072613B2

  公开（公告）日：2021-07-27

  Methods that may be used for the manufacture of a class of chemical compounds known as terpenoid indole alkaloids, including tabersonine and catharanthine are provided. Compositions useful for the synthesis of terpenoid indole alkaloids, including tabersonine and catharanthine are also provided. The provided compounds are useful in the manufacture of chemotherapeutic agents.

  提供了可用于制造一类称为萜类吲哚生物碱（包括他巴戟碱和卡他蒽碱）的化合物的方法。此外，还提供了用于合成萜类吲哚生物碱（包括他巴戟碱和卡他林碱）的组合物。所提供的化合物可用于制造化疗药物。
• COMPOSITIONS AND METHODS FOR MAKING TERPENOID INDOLE ALKALOIDS
  申请人：Vindolon Inc.

  公开号：EP3423586A1

  公开（公告）日：2019-01-09
• IBOGAINE FORMULATIONS
  申请人：Caamtech, LLC

  公开号：EP3986415A1

  公开（公告）日：2022-04-27
• [EN] COMPOSITIONS AND METHODS FOR MAKING TERPENOID INDOLE ALKALOIDS<br/>[FR] COMPOSITIONS ET PROCÉDÉS POUR LA FABRICATION D'ALCALOÏDES TERPÉNOÏDES INDOLIQUES
  申请人：VINDOLON INC

  公开号：WO2017152273A1

  公开（公告）日：2017-09-14

  Methods that may be used for the manufacture of a class of chemical compounds known as terpenoid indole alkaloids, including tabersonine and catharanthine are provided. Compositions useful for the synthesis of terpenoid indole alkaloids, including tabersonine and catharanthine are also provided. The provided compounds are useful in the manufacture of chemotherapeutic agents.
• [EN] IBOGAINE FORMULATIONS<br/>[FR] FORMULATIONS D'IBOGAÏNE
  申请人：CAAMTECH LLC

  公开号：WO2020263941A1

  公开（公告）日：2020-12-30

  Disclosed herein are new compositions and methods comprising a combination of active ingredients that includes at least one ibogaine derivative. Several selected examples of non-naturally occurring ibogaine derivative formulations are also disclosed. The ibogaine derivatives are combined into formulations via human ingenuity to arrive at compositions and formulations that are not found in nature. These formulations have different physical properties from those found in nature and also provide different pharmacological properties. In many cases, the below disclosed combinations provide different clinical effects when administered to a subject. The disclosed compositions are useful in many contexts, including treating addictions, such as alcohol, nicotine, and opiate addictions.