ethyl (E)-2-methyldodec-2-enoate

• 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: ethyl (E)-2-methyldodec-2-enoate
• 英文别名: ethyl 2-methyldodec-2-enoate；(E)-ethyl 2-methyldodec-2-enoate
• 化学式: C₁₅H₂₈O₂
• 分子量: 240.386
• InChiKey: SREWYYHNFFPGOI-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  17
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl (E)-2-methyldodec-2-enoate 在 乙醇 、 水 、 potassium hydroxide 作用下， 反应 18.0h， 以308 mg的产率得到2-甲基-2-十二碳烯酸
  参考文献：
  名称：

  Highly Potent, Orally Available Anti-inflammatory Broad-Spectrum Chemokine Inhibitors

  摘要：

  A series of 3-acylaminocaprolactams are inhibitors of chemokine-induced chemotaxis. Branching of the side chain alpha-carbon provides highly potent inhibitors of a range of CC and CXC chemokines. The most potent compound has an ED50 of 40 pM. Selected compounds were tested in an in vivo inflammatory assay, and the best compound reduces TNF-alpha levels with an ED50 of 0.1 mu g/kg when administered by either subcutaneous injection or oral delivery.

  DOI：

  10.1021/jm900133w
• 作为产物：
  描述：

  癸醛 、 乙氧甲酰基亚乙基三苯基 以 二氯甲烷 为溶剂， 反应 18.0h， 以88%的产率得到ethyl (E)-2-methyldodec-2-enoate
  参考文献：
  名称：

  Highly Potent, Orally Available Anti-inflammatory Broad-Spectrum Chemokine Inhibitors

  摘要：

  A series of 3-acylaminocaprolactams are inhibitors of chemokine-induced chemotaxis. Branching of the side chain alpha-carbon provides highly potent inhibitors of a range of CC and CXC chemokines. The most potent compound has an ED50 of 40 pM. Selected compounds were tested in an in vivo inflammatory assay, and the best compound reduces TNF-alpha levels with an ED50 of 0.1 mu g/kg when administered by either subcutaneous injection or oral delivery.

  DOI：

  10.1021/jm900133w

文献信息

• Chromatography-Free Wittig Reactions Using a Bifunctional Polymeric Reagent
  作者：Peter Shu-Wai Leung、Yan Teng、Patrick H. Toy

  DOI：10.1021/ol1021614

  日期：2010.11.5

  The first example of a polystyrene bearing two distinct reagent groups has been prepared. This phosphine and amine functionalized material was used in one-pot Wittig reactions with an aldehyde and either an α-halo-ester, -ketone, or -amide. Due to the heterogeneous nature of the polymer, the desired alkene product of these reactions could be isolated in excellent yield in essentially pure form after

  已经制备了带有两个不同试剂基团的聚苯乙烯的第一个例子。该膦和胺官能化的材料用于与醛和α-卤代酯，-酮或-酰胺的一锅法Wittig反应中。由于聚合物的非均质性质，仅在过滤和除去溶剂后，就可以以优异的收率以基本纯净的形式分离出这些反应的所需烯烃产物。
• Anti-Inflammatory Agents
  申请人：Grainger David John

  公开号：US20080227724A1

  公开（公告）日：2008-09-18

  The invention relates to the use of 3-aminocaprolactam derivatives for preparing a medicament intended to prevent or treat inflammatory disorders, and uses compounds of general formula (I) or a pharmaceutically acceptable salts thereof; wherein X is —CO—R 1 or —SO 2 —R 2 , and R 1 and R 2 are carbonaceous substituents.

  本发明涉及使用3-氨基己内酯衍生物制备用于预防或治疗炎症性疾病的药物，使用一般式(I)的化合物或其药学上可接受的盐；其中X为—CO—R1或—SO2—R2，而R1和R2为碳取代基。
• [EN] ANTI-INFLAMMATORY AGENTS<br/>[FR] AGENTS ANTI-INFLAMMATOIRES
  申请人：UNIV CAMBRIDGE TECH

  公开号：WO2005053702A3

  公开（公告）日：2005-09-15
• Detection of short-chain aldehydes in marine organisms: the diatom Thalassiosira rotula
  作者：Giuliana d'Ippolito、Olimpia Iadicicco、Giovanna Romano、Angelo Fontana

  DOI：10.1016/s0040-4039(02)01283-2

  日期：2002.8

  Short-chain aldehydes are analysed by GC-MS and NMR after their transformation into the corresponding carboxyethylethylidene (CET) derivatives via Wittig reaction. The procedure implies the treatment of the aldehyde with (carbetoxyethylidene)-triphenylphosphorane under very mild conditions. The method is suitable for the detection of short and medium chain aldehydes. CET derivatives are easily prepared and can be Utilised for the analysis of raw biological samples. The efficacy of the method has been tested in the identification of biologically active aldehydes in the marine diatom Thalassiosira rotula. At least two compounds, trans,trans-octadienal and 2-trans-4-trans-2,4,7-octatrienal, that have not been revealed in previous papers are unambiguously identified in the microalga. (C) 2002 Published by Elsevier Science Ltd.
• US4371657A
  申请人：——

  公开号：US4371657A

  公开（公告）日：1983-02-01