(+/-)-2-methylarachidonic acid | 73917-23-4

• 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: (+/-)-2-methylarachidonic acid
• 英文别名: (5Z,8Z,11Z,14Z)-2-methylicosa-5,8,11,14-tetraenoic acid
• CAS: 73917-23-4
• 化学式: C₂₁H₃₄O₂
• 分子量: 318.5
• InChiKey: ZEBIJPXNSBSHGD-ZKWNWVNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  23
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氟乙胺 、 (+/-)-2-methylarachidonic acid 在 草酰氯 作用下， 生成 2-Methylarachidonoyl-(2'-fluoroethyl)amide
  参考文献：
  名称：

  Synthesis of (+)- and (−)-2-methylarachidonyl-2′-fluoroethylamide (O-689)

  摘要：

  The enantiomers of 2-methylarachidonyl-2'-fluoroethylamide, (+)-4a (>98% ee) and (-)-4b (98% ee), were synthesized from methyl arachidonate and were shown to be nonenantioselective in binding to the cannabinoid receptor (CB1) and in the mouse tetrad tests. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10047-6
• 作为产物：
  描述：

  methyl-2-methylarachidonate 在 盐酸 、 lithium hydroxide 、 草酰氯 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 苯 为溶剂， 反应 5.25h， 生成 (+/-)-2-methylarachidonic acid
  参考文献：
  名称：

  Synthesis of (+)- and (−)-2-methylarachidonyl-2′-fluoroethylamide (O-689)

  摘要：

  The enantiomers of 2-methylarachidonyl-2'-fluoroethylamide, (+)-4a (>98% ee) and (-)-4b (98% ee), were synthesized from methyl arachidonate and were shown to be nonenantioselective in binding to the cannabinoid receptor (CB1) and in the mouse tetrad tests. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)10047-6

文献信息

• [EN] LIPID COMPOUNDS AND COMPOSITIONS AND THEIR OPTHALMIC USE<br/>[FR] COMPOSÉS LIPIDIQUES ET COMPOSITIONS ASSOCIÉES ET LEUR UTILISATION OPHTALMIQUE
  申请人：BIOZEP AS

  公开号：WO2017093732A1

  公开（公告）日：2017-06-08

  The invention relates to lipid compounds of formula (I) and their pharmaceutically acceptable salts for the prevention and/or treatment of ophthalmic disorders such as retinal degenerative disorders and ocular inflammatory diseases: (I) (wherein R1 is either a C9 to C22 alkyl group, or a C9 to C22 alkenyl group having from 1 to 6 double bonds; R2 is selected from the group consisting of a halogen atom, a hydroxy group, an alkyl group, an alkoxy group, an alkylthio group, a carboxy group, an acyl group, an amino group, and an alkylamino group; R3 is a hydrogen atom, or a group R2; R4 is a carboxylic acid or a derivative thereof; and X is methylene (-CH2-), or an oxygen or sulfur atom).

  本发明涉及用于预防或治疗如视网膜退行性疾病和眼部炎症疾病的眼科疾病的一类脂质化合物公式(I)及其药用可接受盐：(I)（其中R1为C9至C22的烷基或具有1至6个双键的C9至C22的烯基；R2选自卤素原子、羟基、烷基、烷氧基、烷硫基、羧基、酰基、氨基和烷基氨基的组；R3为氢原子或R2基团；R4为羧酸或其衍生物；X为亚甲基(-CH2-)，或氧或硫原子）。
• TRPV1 MODULATOR COMPOUNDS
  申请人：Antalgenics, S.L.

  公开号：EP3401307A1

  公开（公告）日：2018-11-14

  The present invention relates to TRPV1 modulator compounds of formula (I) or their pharmaceutically or veterinary acceptable salts, or their stereoisomers or mixtures thereof, wherein m is an integer selected from 1 to 3; R1, R2, R6 and R6', are independently selected from H, (C1-C8)alkyl, unsaturated (C2-C8)hydrocarbon, and (C3-C6)cycloalkyl, being these groups optionally substituted; R3 is hydrogen or halogen; R4 is selected from H, (C1-C8)alkyl, unsaturated (C2-C8)hydrocarbon, (C3-C6)cycloalkyl, (C6-C12)aryl, and (C5-C12)heteroaryl, being these groups optionally substituted; and R5 is selected from (C3-C28)alkyl, unsaturated (C3-C28)hydrocarbon, (C6-C12)aryl, and (C5-C12)heteroaryl, being these groups optionally substituted. It also relates to a process for their preparation, to pharmaceutical, veterinary or cosmetic compositions containing them, and to their pharmaceutical, veterinary and cosmetic applications.

  本发明涉及公式（I）的TRPV1调节剂化合物或其药学或兽医可接受的盐，或其立体异构体或它们的混合物，其中m是从1到3选择的整数；R1、R2、R6和R6'分别从H、（C1-C8）烷基、不饱和（C2-C8）碳氢化合物和（C3-C6）环烷基中独立选择，这些基团可以选择性地被取代；R3是氢或卤素；R4从H、（C1-C8）烷基、不饱和（C2-C8）碳氢化合物、（C3-C6）环烷基、（C6-C12）芳基和（C5-C12）杂环芳基中选择，这些基团可以选择性地被取代；R5从（C3-C28）烷基、不饱和（C3-C28）碳氢化合物、（C6-C12）芳基和（C5-C12）杂环芳基中选择，这些基团可以选择性地被取代。它还涉及其制备方法，包含它们的药学、兽医或化妆品组合物，以及它们的药学、兽医和化妆品应用。
• Desaturases and methods of using them for synthesis of polyunsaturated fatty acids
  申请人：Washington State University

  公开号：US10351871B2

  公开（公告）日：2019-07-16

  The amino acid and nucleic acid sequences of a Δ5-desaturase enzyme and a Δ8-desaturase enzyme are disclosed. The nucleic acid sequences can be used to design recombinant DNA constructs and vectors. These vectors can then be used to transform various organisms, including for example, plants and yeast. The transformed organisms will then produce polyunsaturated fatty acids. The amino acid sequences are useful for generating enzyme-specific antibodies that are useful for identifying the desaturases.

  本研究公开了一种Δ5-去饱和酶和Δ8-去饱和酶的氨基酸和核酸序列。这些核酸序列可用于设计重组 DNA 构建体和载体。然后，这些载体可用于转化各种生物，包括植物和酵母等。转化后的生物将产生多不饱和脂肪酸。氨基酸序列可用于产生酶特异性抗体，这些抗体可用于鉴定去饱和酶。
• Desaturase
  申请人：University of Bristol

  公开号：US20030152983A1

  公开（公告）日：2003-08-14

  This invention relates to cDNA sequences encoding &Dgr;5-fatty acid desaturases comprising the sequences shown in SEQ.1 and SEQ.2.

  本发明涉及编码&Dgr;5-脂肪酸去饱和酶的 cDNA 序列，包括 SEQ.1 和 SEQ.2 中所示的序列。
• DESATURASE
  申请人：UNIVERSITY OF BRISTOL

  公开号：EP1042485A2

  公开（公告）日：2000-10-11