3β-(2-aminoethyl)amino-5-cholestene | 96892-63-6

• 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
• 英文名称: 3β-(2-aminoethyl)amino-5-cholestene
• 英文别名: cholesteryl-ethylenediamine；N1-[(3I(2))-Cholest-5-en-3-yl]-1,2-ethanediamine；N'-[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]ethane-1,2-diamine
• CAS: 96892-63-6
• 化学式: C₂₉H₅₂N₂
• 分子量: 428.745
• InChiKey: HQNOVTVJJXVGAC-AXYOXNHISA-N

物化性质

• 沸点：
  529.4±33.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  胆固醇 、 乙二胺 以 甲苯 为溶剂， 反应 16.0h， 生成 3β-(2-aminoethyl)amino-5-cholestene
  参考文献：
  名称：

  MUCOUS LAYER-ADHESIVE POLY-r-GLUTAMIC ACID NANOMICELLES AND DRUG DELIVERY SYSTEM USING SAME

  摘要：

  本发明涉及由脂溶性化合物和聚γ-谷氨酸复合物组成的纳米胶束，其中部分羧基被胺基取代，更具体地，涉及由脂溶性化合物和聚γ-谷氨酸复合物组成的纳米胶束，其中部分羧基被胺基取代，以及其制备方法和利用纳米胶束的粘膜粘附性质的药物传递系统。根据本发明，基于天然生物聚合物聚γ-谷氨酸的纳米胶束药物传递系统可用于将药物传递至粘膜，从而增加药物在体内的稳定性和有效性。

  公开号：

  US20160193348A1

文献信息

• Fusogenic lipids and vesicles
  申请人：ISIS Pharmaceuticals, Inc.

  公开号：US06379698B1

  公开（公告）日：2002-04-30

  Novel lipid compounds are provided that may be termed “pro-cationic” in that they are neutral or negatively charged until they are either brought into contact with cellular membranes or are internalized by cells. The lipids have a hydrophobic tail group and a hydrophilic head group, the head group incorporating both a positively and negatively charged region at physiological pH. The hydrophobic tail group is stably connected to the positive region of the head group which in turn is connected to the negative region by a disulfide bond that is susceptible to cleavage by membrane-bound and intracellular factors. Cleavage of the disulfide bond removes the negatively charged region from the head group resulting in a lipid that is cationic and therefor fusogenic with negatively charged cell membranes. Consequently, lipids of the invention are useful as components of liposomes that serve as vehicles for delivering pharmaceutical agents into cells with reduced toxicity.

  提供了一种新型的脂质化合物，可以称为“前阳离子”，因为它们在与细胞膜接触或被细胞内摄取之前是中性或带负电荷的。这些脂质具有疏水尾基团和亲水头基团，头基团在生理pH下包含了既带正电荷又带负电荷区域。疏水尾基团稳定连接到头基团的正区域，而正区域又通过一种硫醚键连接到负区域，这种硫醚键容易被膜结合和细胞内因子裂解。裂解硫醚键会去除头基团的负电荷区域，使脂质呈阳离子性，因此能与带负电荷的细胞膜融合。因此，该发明的脂质可用作脂质体的组分，用于将药物载体输送到细胞内，以减少毒性。
• New stereoselective titanium reductive amination synthesis of 3-amino and polyaminosterol derivatives possessing antimicrobial activities
  作者：Chanaz Salmi、Celine Loncle、Nicolas Vidal、Yves Letourneux、Jean Michel Brunel

  DOI：10.1016/j.ejmech.2007.04.006

  日期：2008.3

  A series of 3-amino and polyaminosterol analogues of squalamine and trodusquemine were synthesized involving a new stereoselective titanium reductive amination reaction in high chemical yields of up to 95% in numerous cases. These derivatives were evaluated for their in vitro antimicrobial properties against human pathogens. Activity was highly dependent on the different compounds' structures involved and best results have been obtained with aminosterol derivatives 4b, 4e and 6i exhibiting activities against yeasts, Gram positive and Gram negative bacteria at average concentrations of 6.25-12.5 mu g/mL. (c) 2007 Elsevier Masson SAS. All rights reserved.
• FUSOGENIC LIPIDS AND VESICLES
  申请人：ISIS PHARMACEUTICALS, INC.

  公开号：EP1165047A1

  公开（公告）日：2002-01-02
• US6379698B1
  申请人：——

  公开号：US6379698B1

  公开（公告）日：2002-04-30
• US6858226B2
  申请人：——

  公开号：US6858226B2

  公开（公告）日：2005-02-22