cis-12-Chlor-octadec-9-ensaeure | 14368-52-6

• 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: cis-12-Chlor-octadec-9-ensaeure
• 英文别名: (Z)-12-chlorooctadec-9-enoic acid
• CAS: 14368-52-6
• 化学式: C₁₈H₃₃ClO₂
• 分子量: 316.912
• InChiKey: TWYNQIPPHYHCTR-XFXZXTDPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  21
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  cis-12-Chlor-octadec-9-ensaeure 生成 3-Chlor-nonansaeure
  参考文献：
  名称：

  12-Chloro-cis-9-octadecenyl Chloride

  摘要：

  DOI：

  10.1021/jo01348a508
• 作为产物：
  描述：

  cis-12-Chlor-octadec-9-ensaeure-chlorid 在 水 作用下， 生成 cis-12-Chlor-octadec-9-ensaeure
  参考文献：
  名称：

  12-Chloro-cis-9-octadecenyl Chloride

  摘要：

  DOI：

  10.1021/jo01348a508

文献信息

• Suppression of carcinoma using high purity conjugated fatty acid
  申请人：——

  公开号：US20010018453A1

  公开（公告）日：2001-08-30

  Treatment of carcinoma in a human is disclosed, including administering a therapeutically effective amount of a fatty acid having four carbons with two conjugated double bonds formed by reacting an ester of a fatty acid with a tosyl chloride or a mesyl chloride, the fatty acid having four carbon atoms such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogens, and a double bond is positioned between carbon three and four. The tosylate or mesylate of the ester of the fatty acid having the chain of four carbon atoms such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogens, and a double bond is positioned between carbon three and four is reacted with diazabicyclo-undecene. The method includes administering to a human a highly purified fatty acid in accordance with the present invention.

  本发明公开了治疗人类癌症的方法，包括施用治疗有效量的脂肪酸，该脂肪酸具有四个碳原子，通过脂肪酸酯与甲苯磺酰氯或甲磺酰氯反应形成两个共轭双键，该脂肪酸具有四个碳原子，其中碳一含有一个氢和一个羟基，碳二含有两个氢，双键位于碳三和碳四之间。具有四个碳原子链的脂肪酸酯的对甲苯磺酸盐或甲磺酸盐与重氮双环十一烯反应，其中碳一含有一个氢和一个羟基，碳二含有两个氢，双键位于碳三和碳四之间。该方法包括向人类施用符合本发明的高纯度脂肪酸。
• Synthesis of conjugated fatty acid
  申请人：——

  公开号：US20010049451A1

  公开（公告）日：2001-12-06

  A synthesis process is disclosed for producing a conjugated fatty acid at specified temperature in high yield, including providing an ester of a fatty acid having somewhere in its carbon chain a chain of four carbon atoms such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogen atoms, and a double bond is positioned between carbon three and carbon four and reacting with a chloride selected from the group consisting of toluenesulfonyl chloride, methanesulfonyl chloride, benzenesulfonyl chloride, alkylsulfonyl chloride, and aryl-sulfonyl chloride at a temperature in the range of 10° C.-100° C., preferably 20° C.-50° C. The synthesis process provides a conjugated fatty acid formed from the ester reacted with diazabicyclo-undecene. In one aspect, the ester is formed in a pyridine solvent. In one aspect, a mesylate is formed with mesyl chloride in acetonitrile and triethyl amine. In one aspect, the reaction with diazabicyclo-undecene is conducted in a polar, non-hydroxylic solvent of acetonitrile to form a preferred isomer at the specified temperature in high yield.

  本发明公开了一种在指定温度下高产率生产共轭脂肪酸的合成工艺，包括提供一种脂肪酸的酯，该脂肪酸的碳链上有四个碳原子，其中碳一含有一个氢原子和一个羟基，碳二含有两个氢原子、与选自甲苯磺酰氯、甲烷磺酰氯、苯磺酰氯、烷基磺酰氯和芳基磺酰氯的氯化物在 10° C.-100合成工艺可提供由酯与重氮双环十一烯反应形成的共轭脂肪酸。一方面，酯在吡啶溶剂中形成。一方面，在乙腈和三乙胺中用甲酰氯形成甲磺酸盐。一方面，与重氮双环十一烯的反应在极性、非羟基溶剂乙腈中进行，在指定温度下以高产率形成优选异构体。
• US5892074A
  申请人：——

  公开号：US5892074A

  公开（公告）日：1999-04-06
• US6160141A
  申请人：——

  公开号：US6160141A

  公开（公告）日：2000-12-12
• US6153774A
  申请人：——

  公开号：US6153774A

  公开（公告）日：2000-11-28