5,10,15,20,25,30,35,40-Octakis(bromomethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontane-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecol | 53784-84-2

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,10,15,20,25,30,35,40-Octakis(bromomethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontane-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecol
• 英文别名: 5,10,15,20,25,30,35,40-octakis(bromomethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34,37,39-hexadecaoxanonacyclo[36.2.2.23,6.28,11.213,16.218,21.223,26.228,31.233,36]hexapentacontane-41,42,43,44,45,46,47,48,49,50,51,52,53,54,55,56-hexadecol
• CAS: 53784-84-2
• 化学式: C₄₈H₇₂Br₈O₃₂
• 分子量: 1800.3
• InChiKey: ONWAJCGYJSVQSX-UHFFFAOYSA-N

物化性质

• 熔点：
  213-217°C
• 密度：
  1.948±0.06 g/cm3(Predicted)
• 溶解度：
  Soluble in DMF, DMSO. Insoluble in water, methanol, chloroform.
• LogP：
  3.5 at 20℃

计算性质

• 辛醇/水分配系数(LogP)：
  -5.6
• 重原子数：
  88
• 可旋转键数：
  8
• 环数：
  30.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  471
• 氢给体数：
  16
• 氢受体数：
  32

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

制备方法与用途

生物活性

Octakis-(6-溴-6-脱氧)-γ-环糊精是一种在伯侧全溴化的γ-环糊精，也是环糊精改性中常用的中间体。

体外研究

Octakis-(6-溴-6-脱氧)-γ-环糊精沿a轴头对头堆叠形成柱状结构。该化合物的特点是在晶体中交替形成了疏水性和亲水性的层状结构。

文献信息

• An Improved Process for Preparation of Sugammadex Sodium
  申请人：RAVI Ponnaiah

  公开号：US20160009827A1

  公开（公告）日：2016-01-14

  The present invention provides a process for the preparation of sugammadex sodium involving the step of: reacting 6-perdeoxy-6-per-halo-gamma-cyclodextrin with 3-mercapto propionic acid in the presence of alkali metal alkoxide in an organic solvents. The invention also provides a process for purifying the sugammadex or its pharmaceutically acceptable salts using water and organic solvents.
• PROCESSES FOR THE PREPARATION OF SUGAMMADEX
  申请人：Merck Sharp & Dohme Corp.

  公开号：US20210206884A1

  公开（公告）日：2021-07-08

  The present invention provides processes for the preparation of sugammadex: (I) In one aspect, there is provided a process for the preparation of sugammadex from 8-per-deoxy-8-bromo-γ-cyclodextrin and 3-mercaptopropionic acid. In another aspect, there is provided an alternative process for the preparation of sugammadex from 8-per-deoxy-8-bromo-γ-cyclodextrin and disodium 3-mercaptopropionate. In another aspect, there is provided a process for the preparation of 8-per-deoxy-8-bromo-γ-cyclodextrin, which may be used in the production of sugammadex. In one such aspect, there is provided a process for the preparation of 8-per-deoxy-8-bromo-γ-cyclodextrin from γ-cyclodextrin and a brominating agent. In another such aspect, there is provided a process for the preparation of 8-per-deoxy-8-bromo-γ-cyclodextrin comprising, inter alia, reacting γ-cyclodextrin with an electrophilic brominating agent, a deoxygenating agent, and an acid in the presence of an organic solvent.
• US9879096B2
  申请人：——

  公开号：US9879096B2

  公开（公告）日：2018-01-30