glycine decyl ester | 51110-49-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: glycine decyl ester
• 英文别名: Glycin-decylester；Decyl glycinate；decyl 2-aminoacetate
• CAS: 51110-49-7
• 化学式: C₁₂H₂₅NO₂
• 分子量: 215.336
• InChiKey: PIETZIVEPSUWJI-UHFFFAOYSA-N

物化性质

• 沸点：
  280.6±13.0 °C(Predicted)
• 密度：
  0.921±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  glycine decyl ester 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三氟乙酸 作用下， 生成 decyl 2-[[2-[[2-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecanoylamino)acetyl]-methylamino]acetyl]amino]acetate
  参考文献：
  名称：

  Alkylfluorolipopeptides : une nouvelle classe de molecules amphiphiles non ioniques

  摘要：

  DOI：

  10.1016/s0040-4039(00)76189-2
• 作为产物：
  描述：

  癸醇 、 聚甘氨酸 在 碳酸氢钠 、 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 8.0h， 生成 glycine decyl ester
  参考文献：
  名称：

  聚合物负载的胺-金属配合物催化氨基酸癸酯与亲核试剂的反应

  摘要：

  丙氨酸癸酯（AlaODc）与亲核试剂的反应由交联聚苯乙烯负载的乙二胺-铜（II）离子络合物（Cu en-PS）在甲苯/树脂两相条件或甲苯/水性缓冲液/树脂三相条件下催化。相条件。在与辛胺的两相反应中，反应速率随着树脂金属含量的降低而增加。催化效率还取决于其他因素，即金属离子、配体结构和底物结构。在与水的三相反应中，当水相中存在乙酸根离子时，水解非常快。有人提出，在这两种条件下，反应都是通过底物配位的中间复合物进行的。

  DOI：

  10.1246/bcsj.68.1669

文献信息

• [EN] TRANSDERMAL PENETRATION ENHANCERS<br/>[FR] ACTIVATEURS DE PENETRATION TRANSDERMIQUE
  申请人：UNIV KARLOVA

  公开号：WO2004074235A1

  公开（公告）日：2004-09-02

  The invention provides compounds based on ceramide analogues of the general the general formula (I), wherein R1= H or CH2OH; R2 = C8 to C16 alkyl; R3 = C7 to C15 alkyl, cis-heptadec-8­-en-1-yl, CH(R1)NHCOR4, CH=CHCOOR4 or CH(OH)CH(OH)COOR4; R4 = C7 to C16 alkyl. The compounds of the general formula (I) are used as transdermal penetration enhancers. Pharmaceutical and cosmetic compositions, containing ceramide analogues of the general formula (I) in the amount from 0.1 to 5.0 w/w percent, preferably in the amount from 0.1 to 1.0 w/w percent.

  该发明提供了一种基于泛用式(I)的神经酰胺类似物的化合物，其中R1= H或CH2OH；R2 = C8到C16烷基；R3 = C7到C15烷基、顺式-庚十七烯-8-基、CH(R1)NHCOR4、CH=CHCOOR4或CH(OH)CH(OH)COOR4；R4 = C7到C16烷基。泛用式(I)的化合物被用作经皮渗透增强剂。含有泛用式(I)的神经酰胺类似物的药用和化妆品组合物，其含量从0.1%到5.0%重量/重量百分比，最好在0.1%到1.0%重量/重量百分比。
• Amphiphilic or lipophilic polar functionalized fullerenes and their uses
  申请人：Zhou Zhiguo

  公开号：US20080213324A1

  公开（公告）日：2008-09-04

  Described herein are synthetically modified fullerene molecules, wherein the fullerene is preferably ellipsoid in shape with an equatorial band and two opposing poles, comprising an adduct at one or both poles, at least one adduct being a hydrophobic chemical moiety capable of anchoring the fullerene on or in a lipid membrane.

  本文介绍了合成改性富勒烯分子，其中富勒烯最好呈椭球形状，具有一个赤道带和两个相对的极点，包括一个或两个极点的加合物，至少一个加合物是一种疏水化学基团，能够将富勒烯锚定在或在脂质膜中。
• Process for obtaining ionic amino acid esters
  申请人：INSTITUTO MEXICANO DEL PETRÓLEO

  公开号：US10384247B2

  公开（公告）日：2019-08-20

  Embodiments of the present invention provide for efficient methods and processes for preparing ionic amino acid esters from a specific synthesis route. The disclosed embodiments consist of a single reaction step: reacting a natural or synthetic unprotected amino acid with an aliphatic, branched or aromatic fatty alcohol of even or odd number of carbon atoms from 6 to 20 with or without unsaturation(s), in stoichiometric amounts, in the presence of an organic acid (HX) like carboxylate, mesylate, tosylate or sulfonate, employed as catalyst and under conventional heating (CC) of 1 to 3 hours at a temperature in the range of approximately 60 to 150° C. and pressure the range of approximately 0 to approximately 250 psi; the product obtained is cooled and recrystallized from ethanol.

  本发明的实施例提供了从特定合成途径制备离子氨基酸酯的高效方法和工艺。所公开的实施方案包括一个反应步骤：在有机酸（HX）如羧酸盐、甲磺酸盐、对磺酸盐作为催化剂的存在下，在常规加热（CC）条件下，在温度约为 60 至 150 摄氏度、压力约为 0 至约 250 磅/平方英寸的范围内，使天然或合成的未受保护氨基酸与偶数或奇数碳原子数（6 至 20）的脂肪醇、支链脂肪醇或芳香脂肪醇反应，反应量为等比数列。将得到的产品冷却并从乙醇中重结晶。
• Hydrophobically modified polypeptoids and uses thereof
  申请人：BOARD OF SUPERVISORS OF LOUISIANA STATE UNIVERSITY AND AGRICULTURAL AND MECHANICAL COLLEGE

  公开号：US11123433B2

  公开（公告）日：2021-09-21

  A variety of hydrophobically modified polypeptoids are provided. The hydrophobically modified polypeptoids can include a polyamide backbone having a random copolymer of two or more different types of repeat units, where one or more of the repeat units have nitrogen atom having a hydrophobic substituent attached thereto. Methods of making the hydrophobically modified polypeptoids are also provided, as well as uses of the hydrophobically modified polypeptoids, for example in liposomal drug delivery.

  提供了多种疏水改性聚肽。疏水改性多肽可以包括聚酰胺骨架，该骨架具有两种或两种以上不同类型重复单元的无规共聚物，其中一个或多个重复单元的氮原子上附有疏水取代基。还提供了制造疏水改性多肽的方法，以及疏水改性多肽的用途，例如在脂质体给药中的用途。
• Synthetic ceramide analogues as skin permeation enhancers: structure–Activity relationships
  作者：Kateřina Vávrová、Alexandr Hrabálek、Pavel Doležal、Lucie Šámalová、Karel Palát、Jarmila Zbytovská、Tomáš Holas、Jana Klimentová

  DOI：10.1016/j.bmc.2003.09.034

  日期：2003.12

  The study presents new information about the structure-activity relationships of the skin permeation enhancers. A series of ceramide analogues including eight different polar head groups and six different chain lengths was synthesised. The compounds were evaluated as permeation enhancers in vitro using porcine skin. The physico-chemical parameters of the tested compounds obtained by computer modelling were used to evaluate, by multiple linear regression, the enhancement ratios (ERs) of the compounds. The regression analysis suggests that the hydrogen bonding ability of the compounds is inversely related to the ER values and that the molecular size and lipophilicity must be well balanced. In the studied enhancers having the same chain length, the enhancement activity is dependent only on their permeability coefficients. This finding confirms the Warner's hypothesis that the polar head of an enhancer is responsible for the permeation and anchoring of the molecule into the stratum corneum lipids and that it does not influence the mechanism of action. For the specific action of enhancers, that is disordering of the intercellular lipid packing, the length of the hydrophobic chain(s) and not the lipophilicity is important. Furthermore, the examination of the FTIR spectra indicated that the most active substances possess the most ordered chains. The described relationships could bring more rational approaches in designing new potent enhancers for transdermal formulations. (C) 2003 Elsevier Ltd. All rights reserved.