2-aminoethyl n-decyl ether | 97028-88-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-aminoethyl n-decyl ether
• 英文别名: O-decylethanolamine；2-Decoxyethanamine
• CAS: 97028-88-1
• 化学式: C₁₂H₂₇NO
• 分子量: 201.352
• InChiKey: STGLXPBXSAIXPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-aminoethyl n-decyl ether 在 sodium hydroxide 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 80.0h， 生成 N,N-di[2-n-decyloxyethyl]-N,N-di[2-hydroxyethyl]ammonium chloride
  参考文献：
  名称：

  Anchor Dependency for Non-Glycerol Based Cationic Lipofectins: Mixed Bag of Regular and Anomalous Transfection Profiles

  摘要：

  Although detailed structure activity, physicochemical and biophysical investigations in probing the anchor influence in liposomal gene delivery have been reported for glycerol-based transfection lipids, the corresponding investigation for non-glycerol based simple monocationic transfection lipids have not yet been undertaken. Towards this end, herein, we delineate our structure - activity and physicochemical approach in deciphering the anchor dependency in liposomal gene delivery using fifteen new structural analogues (lipids 1 - 15) of recently reported nonglycerol based monocationic transfection lipids. The C-14 analogues in both series 1 (lipids 1 - 6) and series 2 (lipids 7-15) showed maximum efficiency in transfecting COS-1 and CHO cells. However, the C-12 analogue of the ether series (lipid 3) exhibited a seemingly anomalous behavior compared with its transfection efficient C-10 and C-14 analogues (lipids 2 and 4) in being completely inefficient to transfect both COS-1 and CHO cells. The present structure - activity investigation also convincingly demonstrates that enhancement of transfection efficiencies through incorporation of membrane reorganizing unsaturation elements in the hydrophobic anchor of cationic lipids is not universal but cell dependent. The strength of the interaction of lipids 1 - 15 with DNA was assessed by their ability to exclude ethidium bromide bound to the DNA. Cationic lipids with long hydrophobic tails were found, in general, to be efficient in excluding EtBr from DNA. Gel to liquid crystalline transition temperatures of the lipids was measured by fluorescence anisotropy measurement technique. In general (lipid 2 being an exception), transfection efficient lipids were found to have their mid transition temperatures at or below physiological temperatures (37degreesC).

  DOI：

  10.1002/1521-3765(20020215)8:4<900::aid-chem900>3.0.co;2-x
• 作为产物：
  描述：

  2-(癸基氧基)乙醇 在 咪唑 、 sodium azide 、 四溴化碳 、 水 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 54.0h， 生成 2-aminoethyl n-decyl ether
  参考文献：
  名称：

  Anchor Dependency for Non-Glycerol Based Cationic Lipofectins: Mixed Bag of Regular and Anomalous Transfection Profiles

  摘要：

  Although detailed structure activity, physicochemical and biophysical investigations in probing the anchor influence in liposomal gene delivery have been reported for glycerol-based transfection lipids, the corresponding investigation for non-glycerol based simple monocationic transfection lipids have not yet been undertaken. Towards this end, herein, we delineate our structure - activity and physicochemical approach in deciphering the anchor dependency in liposomal gene delivery using fifteen new structural analogues (lipids 1 - 15) of recently reported nonglycerol based monocationic transfection lipids. The C-14 analogues in both series 1 (lipids 1 - 6) and series 2 (lipids 7-15) showed maximum efficiency in transfecting COS-1 and CHO cells. However, the C-12 analogue of the ether series (lipid 3) exhibited a seemingly anomalous behavior compared with its transfection efficient C-10 and C-14 analogues (lipids 2 and 4) in being completely inefficient to transfect both COS-1 and CHO cells. The present structure - activity investigation also convincingly demonstrates that enhancement of transfection efficiencies through incorporation of membrane reorganizing unsaturation elements in the hydrophobic anchor of cationic lipids is not universal but cell dependent. The strength of the interaction of lipids 1 - 15 with DNA was assessed by their ability to exclude ethidium bromide bound to the DNA. Cationic lipids with long hydrophobic tails were found, in general, to be efficient in excluding EtBr from DNA. Gel to liquid crystalline transition temperatures of the lipids was measured by fluorescence anisotropy measurement technique. In general (lipid 2 being an exception), transfection efficient lipids were found to have their mid transition temperatures at or below physiological temperatures (37degreesC).

  DOI：

  10.1002/1521-3765(20020215)8:4<900::aid-chem900>3.0.co;2-x

文献信息

• Fatty acid derivatives and process of producing them
  申请人：Yamanouchi Pharmaceutical Co., Ltd.

  公开号：US04629736A1

  公开（公告）日：1986-12-16

  Fatty acid derivatives represented by the general formula ##STR1## and salts thereof. The compounds of this invention have excellent fibrinolytic action and a highly improved solubility.

  通式##STR1##代表的脂肪酸衍生物及其盐。本发明的化合物具有出色的纤溶作用和高度改善的溶解性。
• Process for preparing 1,3-disubstituted urea
  申请人：SUMIKA FINE CHEMICALS Co., Ltd.

  公开号：EP0846679A2

  公开（公告）日：1998-06-10

  Process for preparing 1,3-disubstituted urea of the formula: wherein R5 is the same as or different from R6, and each of R5 and R6 is independently linear or branched, alkyl of 1-20 carbon atoms, alkenyl group having 2 to 20 carbon atoms or alkynyl group having 2 to 20 carbon atoms, which may have phenoxy, alkoxy of 1-13 carbon atoms, monocycloalkyl of 3-8 carbon atoms, bicycloalkyl of 6-12 carbon atoms, aryl of 6-13 carbon atoms, furyl, pyridyl, or aralkyl of 7-20 carbon atoms, comprising reacting cyclic carbonic acid ester with an amine using alkali metal alkoxide or trialkylamine as base, in safety and high yield.

  制备式 1，3-二取代脲的工艺： 其中 R5 与 R6 相同或不同，R5 和 R6 各自独立地为 1-20 个碳原子的直链或支链烷基、具有 2-20 个碳原子的烯基或具有 2-20 个碳原子的炔基，它们可以具有苯氧基、1-13 个碳原子的烷氧基、3-8 个碳原子的单环烷基、6-12 个碳原子的双环烷基、6-13 个碳原子的芳基、3-8 个碳原子的单环烷基、6-12 个碳原子的双环烷基、6-13 个碳原子的芳基、7-20 个碳原子的呋喃基、吡啶基或芳烷基，包括以碱金属氧化物或三烷基胺为碱，使环状碳酸酯与胺反应，安全且收率高。
• Organopolysiloxane having amide group, and cosmetic material containing same
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP2280040A1

  公开（公告）日：2011-02-02

  Provided are an organopolysiloxane that exhibits good dispersion stability within not only organic oil agents but also cosmetic materials that contain a powder, and is able to produce a cosmetic material that exhibits excellent skin affinity, an organopolysiloxane that does not impart a sticky feeling, and exhibits excellent skin affinity and skin adhesion, and a cosmetic material including such an organopolysiloxane. The organopolysiloxane is represented by formula (1) below: in which R1 represents a hydrocarbon group such as an alkyl group, R2 represents a group represented by formula (3) or formula (4) below: in which either R4 represents a specific hydrocarbon group and R5 represents a hydrogen atom or a specific hydrocarbon group, or alternatively, at least one of R4 and R5 represents a hydroxyalkyl group, and A represents a group containing an organosilyl group or organosiloxane residue.

  本发明提供了一种有机聚硅氧烷，该有机聚硅氧烷不仅在有机油剂中，而且在含有粉末的化妆品材料中都具有良好的分散稳定性，并且能够生产出具有优异皮肤亲和性的化妆品材料；一种不会产生粘腻感，并且具有优异皮肤亲和性和皮肤粘附性的有机聚硅氧烷；以及一种包括这种有机聚硅氧烷的化妆品材料。有机聚硅氧烷用下式（1）表示： 其中 R1 代表烃基，如烷基，R2 代表下式（3）或式（4）所代表的基团： 其中 R4 代表一个特定的烃基，R5 代表一个氢原子或一个特定的烃基，或者 R4 和 R5 中至少有一个代表羟烷基，以及 A 代表含有有机硅基团或有机硅氧烷残基的基团。
• ORGANOPOLYSILOXANE HAVING AMIDE GROUP, AND COSMETIC MATERIAL CONTAINING SAME
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP2921518A1

  公开（公告）日：2015-09-23

  Provided are an organopolysiloxane that exhibits good dispersion stability within not only organic oil agents but also cosmetic materials that contain a powder, and is able to produce a cosmetic material that exhibits excellent skin affinity, an organopolysiloxane that does not impart a sticky feeling, and exhibits excellent skin affinity and skin adhesion, and a cosmetic material including such an organopolysiloxane. The organopolysiloxane is represented by formula (1) below: in which R1 represents a hydrocarbon group such as an alkyl group, R2 represents a group represented by formula (3) or formula (4) below: in which either R4 represents a specific hydrocarbon group and R5 represents a hydrogen atom or a specific hydrocarbon group, or alternatively, at least one of R4 and R5 represents a hydroxyalkyl group, and A represents a group containing an organosilyl group or organosiloxane residue.

  本发明提供了一种有机聚硅氧烷，该有机聚硅氧烷不仅在有机油剂中，而且在含有粉末的化妆品材料中都具有良好的分散稳定性，并且能够生产出具有优异皮肤亲和性的化妆品材料；一种不会产生粘腻感，并且具有优异皮肤亲和性和皮肤粘附性的有机聚硅氧烷；以及一种包括这种有机聚硅氧烷的化妆品材料。有机聚硅氧烷用下式（1）表示： 其中 R1 代表烃基，如烷基，R2 代表下式（3）或式（4）所代表的基团： 其中 R4 代表特定的烃基，R5 代表氢原子或特定的烃基，或者 R4 和 R5 中至少有一个代表羟烷基，以及 A 代表含有有机硅基团或有机硅氧烷残基的基团。
• POLYHYDROXYALKYL ETHER AMINES AND FUELS CONTAINING THEM
  申请人：Afton Chemical Corporation

  公开号：EP3144370A1

  公开（公告）日：2017-03-22

  A fuel additive and method for improving fuel economy in an engine. The method includes providing a fuel composition to an engine, wherein the fuel composition includes gasoline and from 10 to 750 ppm by weight based on a total weight of the fuel composition of a fuel stable additive of the formula: wherein R1 comprises a saturated hydrocarbyl group having from 6 to 30 carbon atoms, R2 is an alkylene, polyalkylene, alkoxyalkylene or polyalkoxyalkylene group containing from 2 to 25 carbon atoms, R3 is an alkylene group containing from 2 to 5 carbon atoms, R4 is a linear alkyleme group containing 2 to 3 carbon atoms, and x is an integer selected from 0 and 1, and combusting the fuel composition in the engine.

  一种提高发动机燃油经济性的燃料添加剂和方法。该方法包括向发动机提供一种燃料组合物，其中燃料组合物包括汽油和按燃料组合物总重量计算的 10 至 750 ppm 的配方燃料稳定添加剂： 其中 R1 是具有 6 至 30 个碳原子的饱和烃基，R2 是含有 2 至 25 个碳原子的亚烷基、聚亚烷基、烷氧基亚烷基或聚烷氧基亚烷基，R3 是含有 2 至 5 个碳原子的亚烷基，R4 是含有 2 至 3 个碳原子的线性烷基，x 是选自 0 和 1 的整数，然后将燃料组合物在发动机中燃烧。