盐酸阿扎胆醇 | 1249-84-9

• 物质功能分类: 生物化工 - 生化试剂 - 激动剂抑制剂
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 中文名称: 盐酸阿扎胆醇
• 中文别名: 阿扎胆醇
• 英文名称: Azacosterol hydrochloride
• 英文别名: (3S,8R,9S,10R,13S,14S,17S)-17-[3-(dimethylamino)propyl-methylamino]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol;dihydrochloride
• CAS: 1249-84-9
• 化学式: C25H46Cl2N2O
• 分子量: 461.5
• InChiKey: BZFBDUQOBQHBSZ-DLCQERRASA-N

物化性质

• 比旋光度：
  D -32°

计算性质

• 辛醇/水分配系数(LogP)：
  5.41
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  26.7
• 氢给体数：
  3
• 氢受体数：
  3

制备方法与用途

简介

盐酸阿扎胆醇是一种胆固醇的二氮杂衍生物，通过阻断 delta-24-reductase 作用，引起去甾醇的积累，从而发挥降胆固醇的作用。

类别

有毒物品

毒性分级

高毒

急性毒性

• 口服 - 大鼠 LD50: 470毫克/公斤
• 口服 - 小鼠 LD50: 380毫克/公斤

可燃性危险特性

可燃；燃烧时会产生有毒氮氧化物和氯化氢烟雾

储运特性

通风、低温干燥保存；与库房食品原料分开存放

灭火剂

干粉、泡沫、沙土、二氧化碳、雾状水

文献信息

• Chemoenzymatic process for production of S fenpropimorph
  申请人：CAFFARO S.p.A. Società per l'Industria Chimica ed Elettrochimica

  公开号：EP0645458A1

  公开（公告）日：1995-03-29

  A process for stereoselective (enantioselective) production of S-(-)-fenpropimorph, which process comprises reacting 4-tert-butylbenzylchloride or bromide with methyldiethylmalonate, decarbethoxylation of the product into racemic 3-(4-tert-butylphenyl)-2-methylpropionic acid ethyl ester in DMSO in the presence of alkali cations, then Pseudomonas sp. lipase catalyzed resolution of racemic ester to S-(-)-acid, base-catalyzed racemisation and recycling of the R-(+)-ester, acylation of cis-2,6-dimethylmorpholine with the activated derivative of S-(-)-acid, and final reduction of the intermediary amide to provide optically (enantiomerically) pure S-(-)-fenpropimorph. The key enzymatic reaction is fast, employs inexpensive commercially available enzyme, requires minimal work-up, and can therefore easily be performed on a large scale.

  一种选择性立体异构体（对映选择性）生产S-（-）-芬普莫尔的过程，该过程包括将4-叔丁基苯甲基氯化物或溴化物与甲基二乙基丙二酸酯反应，将产物在DMSO中与碱金属阳离子存在下脱乙酰基成为外消旋的3-（4-叔丁基苯基）-2-甲基丙酸乙酯，然后通过假单胞菌脂肪酶催化将外消旋酯分离为S-（-）-酸，碱催化的消旋反应并回收R-（+）-酯，用激活的S-（-）-酸衍生物对顺式-2,6-二甲基吗啡进行酰化，最后还原中间酰胺以提供光学（对映）纯的S-（-）-芬普莫尔。关键的酶催化反应速度快，使用廉价的商业酶，需要最少的后处理工作，因此可以轻松地进行大规模生产。
• Fungicidal compositions and method
  申请人：Merck & Co., Inc.

  公开号：EP0339708A2

  公开（公告）日：1989-11-02

  Novel fungicidal compositions comprising a 25-azasterol compound and a HMG-CoA synthase inhibitor compound are disclosed.

  公开了由 25-氮甾醇化合物和 HMG-CoA 合酶抑制剂化合物组成的新型杀菌组合物。
• Antifungal compositions and method of controlling mycotic infections
  申请人：Merck & Co., Inc.

  公开号：EP0339709A2

  公开（公告）日：1989-11-02

  Method of potentiating antifungal agents with 25-azasterol compound to produce superior antifungal compostions and use of the compositions to control mycotic infections is disclosed.

  本发明公开了用 25-氮甾醇化合物增效抗真菌剂以生产优质抗真菌组合物的方法，以及使用该组合物控制真菌感染的方法。
• Sterol delta-14 reductase screen
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0644268A2

  公开（公告）日：1995-03-22

  A binary assay identifies agents that inhibit sterol Δ14 reductase involved in ergosterol biosynthesis. In the primary screen, sterol Δ14 reductase inhibition by a test sample is assayed by adding the test sample to a culture of Neurospora crassa having an erg-3 mutation and also to a culture of a strain having an erg-1 mutation, comparing the extent of growth inhibition after incubation in the two cultures, and identifying as positives those samples that show growth inhibition in the erg-3 culture exceeding that in the erg-1 culture. In the secondary screen, samples that test positive in the primary screen are reassayed by adding the test sample to a culture of a Saccharomyces cerevisiae strain into which has been introduced multiple copies of a gene encoding sterol Δ14 reductase and also to a strain of S. cerevisiae that does not have the introduced gene; positive samples are identified after incubation by observation that growth inhibition in the culture having no introduced reductase gene exceeds growth inhibition in the culture having the introduced reductase gene. In preferred embodiments, a known inhibitor of sterol Δ14 reductase is employed in solidified media in both the primary and the secondary screens, resulting in an assay that is highly sensitive and specific for the detection of sterol Δ14 reductase inhibitors.

  二元测定法可鉴定出抑制参与麦角甾醇生物合成的甾醇Δ14 还原酶的制剂。在初筛中，将受试样品加入具有 erg-3 突变的十字花黑孢子（Neurospora crassa）的培养物和具有 erg-1 突变的菌株的培养物中，测定受试样品对甾醇 Δ14 还原酶的抑制作用，比较在两种培养物中培养后生长受抑制的程度，将在 erg-3 培养物中生长受抑制的程度超过在 erg-1 培养物中生长受抑制的程度的样品鉴定为阳性。在二级筛选中，将在一级筛选中呈阳性的样品加入已导入多拷贝固醇Δ14 还原酶编码基因的酿酒酵母菌株的培养液中，同时也加入没有导入该基因的酿酒酵母菌 株的培养液中，重新进行筛选；培养后，通过观察没有导入还原酶基因的培养液中的生 长抑制作用超过有导入还原酶基因的培养液中的生长抑制作用，确定阳性样品。在优选的实施方案中，在初筛和复筛中都在固化培养基中使用固醇 Δ14还原酶的已知抑制剂，从而使检测固醇 Δ14还原酶抑制剂的测定具有高灵敏度和特异性。
• SUBMICRO EMULSION OF PACLITAXEL USING STEROID COMPLEX AS INTERMEDIATE CARRIER
  申请人：Institute of Mataria Medica, Chinese Academy of Medical Sciences

  公开号：EP2494957A1

  公开（公告）日：2012-09-05

  A submicron emulsion of paclitaxel, the preparation method and the use thereof are disclosed. Said paclitaxel submicron emulsion comprises paclitarxel/steroid complex, oil for injection, water for injection, emulsifier, assistant emulsifier and isotonic agent, wherein the mole ratio of paclitaxel to steroid in the complex is 1:0.2∼4; preferably 1:0.25-2. Said submicron emulsion is useful for the treatment for malignant tumor. The average particle diameter of the submicron emulsion is less than 400 nm and the pH Value is 3.5-6.

  本发明公开了一种紫杉醇亚微米乳剂及其制备方法和用途。所述紫杉醇亚微米乳剂由紫杉醇/类固醇复合物、注射用油、注射用水、乳化剂、辅助乳化剂和等渗剂组成，其中复合物中紫杉醇与类固醇的摩尔比为1:0.2∼4；优选1:0.25-2。所述亚微米乳剂可用于治疗恶性肿瘤。亚微米乳剂的平均粒径小于 400 纳米，pH 值为 3.5-6。