4-羟基丁基油酸酯 | 28068-33-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 4-羟基丁基油酸酯
• 中文别名: 2-(1H-咪唑-1-基)-1-(戊甲基苯基)乙醇
• 英文名称: (Z)-9-octadecenoic acid 4-hydroxybutyl ester
• 英文别名: 4-hydroxybutyl oleate；oleic acid-(4-hydroxy-butyl ester)；Oelsaeure-(4-hydroxy-butylester)；4-Oleoyloxy-butan-1-ol；Tetramethylenglykol-monooleat；4-hydroxybutyl (Z)-octadec-9-enoate
• CAS: 28068-33-9
• 化学式: C₂₂H₄₂O₃
• 分子量: 354.574
• InChiKey: UKKNMCFZDIOGAW-KTKRTIGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  25
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2916150000

反应信息

• 作为反应物：
  描述：

  4-羟基丁基油酸酯 在 四氮唑 、 双氧水 作用下， 生成
  参考文献：
  名称：

  轻松合成含有不饱和脂肪酸链的溶血磷脂

  摘要：

  由于不饱和部分对磷酸酯脱保护中所用条件的敏感性，有效合成多不饱和磷脂具有挑战性。我们在这里讨论三种独立的方法来解决此问题，并使一系列不饱和溶血磷脂酸模拟物的合成，以发展对该系列中结构-活性关系的更全面的了解。

  DOI：

  10.1016/0040-4039(96)01802-3
• 作为产物：
  描述：

  1,4-丁二醇 、 油酸 在 硫酸 、 甲苯 作用下， 生成 4-羟基丁基油酸酯
  参考文献：
  名称：

  Swern et al., Journal of Chemical and Engineering Data, 1958, vol. 3, p. 346,347

  摘要：

  DOI：

文献信息

• Structure/Activity Relationships in Lysophosphatidic Acid: The 2-Hydroxyl Moiety
  作者：Kevin R. Lynch、Darrin W. Hopper、Steven J. Carlisle、John G. Catalano、Ming Zhang、Timothy L. Macdonald

  DOI：10.1124/mol.52.1.75

  日期：1997.7.1

  Although lipid phosphoric acid mediators such as lysophosphatidic acid (LPA) are now recognized widely as intercellular signaling molecules, the medicinal chemistry of these mediators is poorly developed. With the goal of achieving a better understanding of the structure activity relationships in LPA, we have synthesized and tested a series of LPA analogs that lack the 2-hydroxyl moiety. Our series consisted of compounds with 2, 3, or 4 carbon diol or amino alcohol backbones and oleoyl or palmitoleoyl acyl groups. These molecules cannot be acylated further to form phosphatidic acids, nor do they have chiral centers. The rank order potency of these compounds in mobilization of calcium in MDA MB-231 cells suggested a maximum optimal chain length of 24–25 atoms. However, high potency for the inhibition of adenylyl cyclase in these cells was achieved only by one compound that also contained a dissociable proton five bond lengths from the phosphorus atom. That compound, N -oleoyl-2-hydroxyethyl-1-phosphate, was nearly equipotent to 1-oleoyl LPA in both assays. The striking mimicry of LPA by the ethanolamine-based compound and the presence of fatty acid amides in tissue prompts us to propose that phosphorylated N -acyl ethanolamides occur naturally.

  尽管脂磷酸类介质如溶血磷脂酸（LPA）现已被广泛认可为细胞间信号分子，但这些介质的药物化学研究尚处于起步阶段。为了更好地理解LPA结构活性关系，我们合成并测试了一系列缺乏2-羟基部分的LPA类似物。我们的研究系列包括具有2、3或4个碳的二醇或氨基醇骨架以及油酰或棕榈油酰酰基的化合物。这些分子不能进一步酰化形成磷脂酸，也不具有手性中心。这些化合物在MDA MB-231细胞中动员钙的活性排序提示了最大最佳链长度为24-25个原子。然而，在这些细胞中抑制腺苷酸环化酶的高效活性仅由一种化合物实现，该化合物在磷原子五键长度处含有一个可解离的质子。该化合物，即N-油酰-2-羟乙基-1-磷酸，在两种检测中与1-油酰LPA几乎等效。基于这种以乙醇胺为基础的化合物对LPA的惊人模拟及组织中脂肪酸酰胺的存在，我们推测自然界中存在磷酸化的N-酰基乙醇酰胺。
• UV ABSORBER FORMULATIONS
  申请人：Acker Stephanie

  公开号：US20100111884A1

  公开（公告）日：2010-05-06

  Disclosed is a UV filter composition comprising (a) an organic UV absorber of formula (1), wherein R 1 and R 2 , independently of one another, are C 3 -C 18 alkyl; C 2 -C 18 alkenyl; a radical of the formula —CH 2 —CH(OH)—CH 2 —O-T 1 ; or R 1 and R 2 are a radical of the formula (4a); R 7 is a direct bond; a straight-chain or branched C 1 -C 4 alkylene radical or a radical of the formula (I) or (II); R 8 , R 9 and R 10 , independently of one another, are C 1 -C 18 alkyl; C 1 -C 18 alkoxy or a radical of the formula (III); R 11 is C 1 -C 5 alkyl; m 1 is a number from 1 to 4; p 1 is 0; or a number from 1 to 5; A 1 is a radical of the formula (1b), (1c) or (1d); R 3 is hydrogen; C 1 -C 10 alkyl; —(CH 2 CHR 5 —O)n 1 -T 2 ; or —CH 2 —CH(—OH)—CH 2 —O-T 2 ; R 4 is hydrogen; M; C 1 -C 5 alkyl; or —(CH 2 )m 2 —O-T 3 ; R 5 is hydrogen; or methyl; T 1 , T 2 and T 3 independently from each other are hydrogen; or C 1 -C 18 alkyl; Q 1 is C 1 -C 18 alkyl, M is a metal cation; m 2 is 1 to 4; and n 1 is 1-16, (b) dimethyl capramide, (c) a cosmetically acceptable carrier; and water.

  本发明公开了一种紫外线过滤组合物，包括（a）式（1）的有机紫外线吸收剂，其中R1和R2独立地是C3-C18烷基；C2-C18烯基；式—CH2—CH（OH）—CH2—O-T1的基团；或者R1和R2是式（4a）的基团；R7是直链或支链C1-C4烷基、式（I）或（II）的基团；R8、R9和R10独立地是C1-C18烷基、C1-C18烷氧基或式（III）的基团；R11是C1-C5烷基；m1是1至4的数字；p1是0或1至5的数字；A1是式（1b）、（1c）或（1d）的基团；R3是氢、C1-C10烷基、式—（CH2CHR5—O）n1-T2或式—CH2—CH（—OH）—CH2—O-T2；R4是氢、M、C1-C5烷基或式—（CH2）m2—O-T3；R5是氢或甲基；T1、T2和T3互相独立地是氢或C1-C18烷基；Q1是C1-C18烷基，M是金属阳离子；m2是1至4的数字；n1是1-16，（b）二甲基辛酰胺，（c）化妆品可接受载体；和水。
• Tetronic and thiotetronic acid derivatives
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0508690A1

  公开（公告）日：1992-10-14

  There are disclosed compounds of the formula: wherein    X has specified meanings    Y is -O- or -S-; and    R1 and R2 are each, independently, hydrogen or lower alkyl; which by virtue of their ability to inhibit PLA2, are of use as antiinflammatory agents and there is also disclosed a method for the treatment of immunoinflammatory conditions, such as allergy, anaphylaxis, asthma and inflammation in mammals.

  已公开的化合物式如下 其中 X 具有特定含义 Y 是-O-或-S-；以及 R1和R2各自独立地为氢或低级烷基； 本发明还公开了一种治疗哺乳动物免疫炎症，如过敏、过敏性休克、哮喘和炎症的方法。
• AGENT FOR PREVENTING POLLEN DISPERSAL
  申请人：NOF Corporation

  公开号：EP2245933A1

  公开（公告）日：2010-11-03

  An agent for suppressing pollen dispersal, containing an oleic acid derivative or a linoleic acid derivative as an active ingredient, which does not influence the trunk, branches and leaves of trees, shows a sharp efficacy on the male organ and is in the form of a solution or emulsion having solution stability by diluting with water.

  一种抑制花粉传播的制剂，其活性成分含有油酸衍生物或亚油酸衍生物，不会影响树干、树枝和树叶，对雄性器官有显著疗效，其形式为溶液或乳液，用水稀释后具有溶液稳定性。
• Substrates having formulations with improved transferability
  申请人：Kimberly-Clark Worldwide, Inc.

  公开号：US10307351B2

  公开（公告）日：2019-06-04

  Substrates having formulations disposed thereon, wherein the formulations have improved transfer rates from the substrate to skin, are disclosed herein. More particularly, the formulations can be applied to nonwoven, particularly elastomeric substrates, as well as tissue paper, and can be easily and efficiently transferred from the substrate to the skin of a user upon intimate contact thereto. Laminated articles using one or more of the substrates having the formulations disposed thereon are further disclosed.

  本文公开了具有配方的基材，其中的配方具有更高的从基材到皮肤的转移率。更具体地说，这些制剂可以应用于无纺布，特别是弹性基材以及纸巾，并且在与基材亲密接触时，可以轻松有效地从基材转移到使用者的皮肤上。此外，还进一步公开了使用一种或多种基材的层压制品，这些基材上都涂有配方。