cephaeline dihydrochloride | 5853-29-2

• 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 - 生物碱及其衍生物 - 吐根碱生物碱
• 英文名称: cephaeline dihydrochloride
• 英文别名: 10,11,7'-trimethoxy-emetan-6'-ol; dihydrochloride；10,11,7'-Trimethoxy-emetan-6'-ol; Dihydrochlorid；10,11,7'-Trimethoxy-emetan-6'-ol; Hydrochlorid；Cephaeline hydrochloride；(1R)-1-[[(2S,3R,11bS)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]methyl]-7-methoxy-1,2,3,4-tetrahydroisoquinolin-6-ol;hydrochloride
• CAS: 5853-29-2
• 化学式: C₂₈H₃₈N₂O₄*2ClH
• 分子量: 539.543
• InChiKey: NWYUGUJIBCMDEB-QJAXAJGISA-N

物化性质

• 溶解度：
  溶于二甲基亚砜

计算性质

• 辛醇/水分配系数(LogP)：
  5.06
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  63.2
• 氢给体数：
  3
• 氢受体数：
  6

安全信息

• 危险等级：
  6.1(b)
• 储存条件：
  室温

制备方法与用途

生物活性

Cephaeline dihydrochloride 是一种选择性的 CYP2D6 抑制剂，其 IC50 值为 121 μM。

靶点

• IC50: 121 μM (CYP2D6)
• Ki: 54 μM (CYP2D6)

体外研究

CYP2D6 在生成 9-O-demethylEmetine 的代谢活性方面表现最高，而该酶也显示出对 Cephaeline 生成的显著代谢活性。Cephaeline 对 CYP2C9、CYP2D6 和 CYP3A4 的 IC50 分别为大于 1000 μM、121 μM 和 1000 μM。进一步实验用于确定 Cephaeline 在 CYP2D6 和 CYP3A4 活性中的抑制常数 (Ki)。通过针对两种酶的 Dixon 图分析，得出 CYP2D6 的 Ki 值为 54 μM，CYP3A4 的 Ki 值为 355 μM。

化学性质

• 类型：白至黄色粉末
• 溶解性：可溶于甲醇、乙醇和 DMSO 等有机溶剂
• 来源：吐根和安哥拉八角枫

用途

Cephaeline dihydrochloride 能有效杀灭溶织阿米巴滋养体，但有毒。

分类

• 类别：有毒物质
• 毒性分级：高毒

急性毒性

• 腹腔注射 - 大鼠 LD50: 10 mg/kg
• 口服 - 小鼠 LD50: 74.97 mg/kg

燃烧危险特性

热分解会产生有毒的氮氧化物和氯化氢烟雾。

储运特性

• 存储：库房低温通风干燥
• 运输：与食品原料分开存放

灭火剂

• 水
• 二氧化碳
• 泡沫
• 干粉

文献信息

• Method for extracting and refining alkaloids from ipecac
  申请人：CHENGDU HERBPURIFY CO., LTD.

  公开号：US10258661B2

  公开（公告）日：2019-04-16

  Provided is a method for extracting and refining alkaloids from ipecac, comprising: (1) grinding ipecac, adding acidic methanol/ethanol solution for extraction, obtaining an extraction solution A, concentrating under a reduced pressure, and obtaining a concentrated solution B; (2) using reversed-phase polymer filler J for adsorption, and performing desorption by washing with water, collecting a washing solution C, eluting with an alcoholic solution E and collecting a desorption solution D; (3) injecting the washing solution C and the desorption solution D into a preparative high performance liquid chromatograph for separation and purification respectively, to collect a solution G, and a solution H and a solution I respectively; and (4) concentrating the solutions G, H and I, which are then subjected to reversed-phase polymer filler K for adsorption respectively; eluting them respectively after adsorption with an alcoholic solution F; concentrating obtained eluates to dryness; and then performing vacuum drying.

  本发明提供了一种提取和精制依帕可生物碱的方法，包括(1) 研磨依帕酸，加入酸性甲醇/乙醇溶液进行提取，得到提取液A，减压浓缩，得到浓缩液B； (2) 使用反相聚合物填料J进行吸附，用水洗涤进行解吸，收集洗涤液C，用乙醇溶液E洗脱，收集解吸液D；(3) 将洗涤溶液 C 和解吸溶液 D 分别注入制备型高效液相色谱仪进行分离和纯化，分别收集溶液 G、溶液 H 和溶液 I；以及 (4) 将溶液 G、H 和 I 浓缩，然后分别用反相聚合物填料 K 进行吸附，吸附后分别用酒精溶液 F 进行洗脱，将获得的洗脱液浓缩至干，然后进行真空干燥。
• METHOD FOR EXTRACTING AND REFINING ALKALOIDS FROM IPECAC
  申请人：CHENGDU HERBPURIFY CO., LTD.

  公开号：US20170368126A1

  公开（公告）日：2017-12-28

  Provided is a method for extracting and refining alkaloids from ipecac, comprising: (1) grinding ipecac, adding acidic methanol/ethanol solution for extraction, obtaining an extraction solution A, concentrating under a reduced pressure, and obtaining a concentrated solution B; (2) using reversed-phase polymer filler J for adsorption, and performing desorption by washing with water, collecting a washing solution C, eluting with an alcoholic solution E and collecting a desorption solution D; (3) injecting the washing solution C and the desorption solution D into a preparative high performance liquid chromatograph for separation and purification respectively, to collect a solution G, and a solution H and a solution I respectively; and (4) concentrating the solutions G, H and I, which are then subjected to reversed-phase polymer filler K for adsorption respectively; eluting them respectively after adsorption with an alcoholic solution F; concentrating obtained eluates to dryness; and then performing vacuum drying.