N-(2,3-dihydroxypropyl)-5,8,11-eicosatriynamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-(2,3-dihydroxypropyl)-5,8,11-eicosatriynamide
• 英文别名: N-(2,3-dihydroxypropyl)icosa-5,8,11-triynamide
• 化学式: C₂₃H₃₅NO₃
• 分子量: 373.536
• InChiKey: SWBXKNVCMCOSSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5,8,11-eicosatriynoic acid chloride 生成 N-(2,3-dihydroxypropyl)-5,8,11-eicosatriynamide
  参考文献：
  名称：

  摘要：

  DOI：

文献信息

• Eicosatriynoic acid esters and amides and their application in
  申请人：Centre International de Recherches Dermatologiques dite C.I.R.D.

  公开号：US04877789A1

  公开（公告）日：1989-10-31

  Compound, corresponding to the formula C.sub.8 H.sub.17 --(C.tbd.C--CH.sub.2).sub.3 --CH.sub.2 CH.sub.2 CH.sub.2 R O (I) in which R is a C.sub.1 -C.sub.8 lower alkoxy or C.sub.4 -C.sub.6 cycloalkoxy group, substituted with one or more hydroxyl groups and/or interrupted by one or more hetero atoms chosen from oxygen and sulphur, an amino group of structure ##STR1## in which R.sub.1 or R.sub.2, which may be identical or different, denote a hydrogen atom or a linear or branched C.sub.1 -C.sub.8 lower alkyl radical, optionally interrupted by one or more hetero atoms chosen from oxygen, sulphur and nitrogen, this alkyl radical being able to be substituted with one or more hydroxyl groups, R.sub.1 and R.sub.2 not being able to denote hydrogen simultaneously, or alternatively R.sub.1 and R.sub.2 form, together with the nitrogen atom, a heterocyclic system optionally containing oxygen, sulphur or nitrogen as an additional hetero atom, one of the radicals R.sub.1 and R.sub.2 also being able to denote, when the other is a hydrogen atom, an aryl radical of formula (II): ##STR2## or alternatively a benzyl radical of formula (III): ##STR3## in which formulae R.sub.3 and R.sub.4, denote, independently of each other, a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, a hydroxyl group, a halogen atom or a carboxyl or trifluoromethyl group, the amine group also being able to originate from a sugar, and also the isomers and salts thereof which are pharmaceutically and cosmetically acceptable.

  翻译结果如下： 对应于公式C8H17-(Ctbd.C-CH2)3- R O(I)的化合物，其中R是一个C1-C8低碳烷氧基或C4-C6环烷氧基团，被一个或多个羟基取代和/或由一个或多个选自氧和硫的杂原子中断，一个具有结构##STR1##的氨基组，其中R1或R2可以相同或不同，表示一个氢原子或一个线性或支链的C1-C8低碳烷基自由基，可选地由一个或多个选自氧、硫和氮的杂原子中断，这个烷基自由基可以被一个或多个羟基取代，R1和R2不能同时表示氢原子，或者另外R1和R2与氮原子一起形成一个含有氧、硫或氮作为额外杂原子的杂环系统，当另一个是氢原子时，R1和R2之一也可以表示一个具有公式(II)的芳基自由基：##STR2##或者是一个具有公式(III)的苄基自由基：##STR3##，其中R3和R4分别独立地表示一个氢原子、一个C1-C4烷基自由基、一个羟基、一个卤素原子或一个羧基或三氟甲基团，氨基团也可以来自一个糖，还包括那些药物和化妆品可接受的异构体和盐。
• Eicosatriynoic acid esters and their application in pharmaceutical and
  申请人：Centre International de Recherches Dermatologiques dite CIRD

  公开号：US05066427A1

  公开（公告）日：1991-11-19

  Compound, corresponding to the formula C.sub.8 H.sub.17 (C.tbd.C--CH.sub.2).sub.3 CH.sub.2 CH.sub.2 COR (I) in which R is a C.sub.1 -C.sub.8 lower alkoxy or C.sub.4 -C.sub.6 cycloaly group, substituted with one or more hydroxyl groups and/or interrupted by one or more hetero atoms chosen from oxygen and sulphur, an amino group of structure ##STR1## in which R.sub.1 or R.sub.2, which may be identical or different, denote a hydrogen atom or a linear or branched C.sub.1 -C.sub.8 lower alkyl radical, optionally interrupted by one or more hetero atoms chosen from oxygen, sulphur and nitrogen, this alkyl radical being able to be substituted with one or more hydroxyl groups, R.sub.1 and R.sub.2 not being able to denote hydrogen simultaneously, or alternatively R.sub.1 and R.sub.2 form, together with the nitrogen atom, a heterocyclic system optionally containing oxygen, sulphur or nitrogen as an additional hetero atom, one of the radicals R.sub.1 and R.sub.2 also being able to denote, when the other is a hydrogen atom, an aryl radical of formula (II): ##STR2## or alternatively a benzyl radical of formula (III): ##STR3## in which formulae R.sub.3 and R.sub.4, denote, independently of each other, a hydrogen atom, a C.sub.1 -C.sub.4 alkyl radical, a hydroxyl group, a halogen atom or a carboxyl or trifluoromethyl group, the amine group also being able to originate from a sugar, and also the isomers and salts thereof which are pharmaceutically and cosmetically acceptable.

  该化合物的化学式为C.sub.8 H.sub.17 (C.tbd.C--CH.sub.2).sub.3 CH.sub.2 CH.sub.2 COR (I)，其中R是C.sub.1-C.sub.8较低烷氧基或C.sub.4-C.sub.6环烷基，被一个或多个羟基取代和/或被氧和硫选择的一个或多个杂原子中断，结构为##STR1##的氨基基团，其中R.sub.1或R.sub.2，可以相同或不同，表示氢原子或线性或分支的C.sub.1-C.sub.8较低烷基基团，可选择地被氧，硫和氮选择的一个或多个杂原子中断，该烷基基团能够被一个或多个羟基取代，R.sub.1和R.sub.2不能同时表示氢，或者R.sub.1和R.sub.2与氮原子一起形成一个杂环系统，该杂环系统可选地包含氧，硫或氮作为额外的杂原子，其中R.sub.1和R.sub.2中的一个也可以表示苯基式（II）：##STR2##或者是苄基式（III）：##STR3##其中式中R.sub.3和R.sub.4分别独立地表示氢原子，C.sub.1-C.sub.4烷基基团，羟基，卤素原子或羧基或三氟甲基基团，氨基团也可以来自糖，以及其对应的同分异构体和药用和化妆品接受的盐。
• Eicosatriynoic acid esters and amides and methods of preparation
  申请人：Centre International de Recherches Dermatologiques Galderma (Cird

  公开号：US05310959A1

  公开（公告）日：1994-05-10

  Processes for preparing 5,8,11-eicosatriynoic acid as well as esters and amides thereof involves initially preparing the acid by reacting 1-decyne with 1,4-dihalo-2-butyne in the presence of a strong base to form 1-halo-2,5-tetradecadiyne which is then reacted with 5-hexynoic acid so as to form 5,8,11-eicosatriynoic acid. This acid can then be converted to the acid chloride form and reacted with an alcohol to form an ester or converted to a potassium salt and reacted with a halide also to form an ester, or after conversion to an acid chloride reacted with an amine in the presence of a tertiary amine to form an amide, or the acid can be reacted with carbonyldiimidazole in the presence of a solvent and excess amine to form an amide.

  制备5,8,11-二十三炔酸及其酯和酰胺的过程，首先是通过在强碱存在下，将1-癸炔与1,4-二卤代-2-丁炔反应，形成1-卤代-2,5-四十二碳二炔，然后将其与5-己炔酸反应，形成5,8,11-二十三炔酸。该酸随后可以转化为酸氯化物形式，并与醇反应形成酯，或转化为钾盐并与卤化物反应形成酯，或在三级胺存在下，将其转化为酸氯化物后与胺反应形成酰胺，或者在溶剂和过量胺存在下，将其与羰基二咪唑反应形成酰胺。
• ——
  作者：SHROOT B.、 HENSBY C.、 MAIGNAN J.、 LANG G.、 RESTLE S.、 COLIN M.

  DOI：——

  日期：——
• US4877789A
  申请人：——

  公开号：US4877789A

  公开（公告）日：1989-10-31