RAC-1,2-双(十五烷酸)-3-氯乙二醇酯 | 51930-97-3

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: RAC-1,2-双(十五烷酸)-3-氯乙二醇酯
• 中文别名: 3-氯-1,2-丙二醇双棕榈酸酯
• 英文名称: 3‑monochloropropane 1,2-diol dipalmitate
• 英文别名: rac-1,2-bis-palmitoyl-3-chloropropanediol；1,2-di-palmitoyl-3-chloropropanediol；1,2-dipalmitoyl-3-chloropropanediol；3-chloro-1,2-propandiol dipalmitate；3-chloroprop-1,2-diyl dipalmitate；MCPD palmitic-palmitic diester；(3-Chloro-2-hexadecanoyloxypropyl) hexadecanoate
• CAS: 51930-97-3
• 化学式: C₃₅H₆₇ClO₄
• 分子量: 587.368
• InChiKey: MQWXVGSHNINWHB-UHFFFAOYSA-N

物化性质

• 熔点：
  62-640C
• 沸点：
  624.1±35.0 °C(Predicted)
• 密度：
  0.939±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  15.3
• 重原子数：
  40
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2915900090
• 储存条件：
  温度：20°C，环境气体：惰性气体

反应信息

• 作为反应物：
  描述：

  RAC-1,2-双(十五烷酸)-3-氯乙二醇酯 以37%的产率得到
  参考文献：
  名称：

  BRACHWITZ H.; KRAFT R.; LANGEN P.; ETZOLD G.; SCHILDT J., J. PRAKT. CHEM., 1979, 321, NO 5, 769-774

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氯化亚砜 作用下， 生成 RAC-1,2-双(十五烷酸)-3-氯乙二醇酯
  参考文献：
  名称：

  Gruen; Corelli, Angewandte Chemie, 1912, vol. 25, p. 667

  摘要：

  DOI：

文献信息

• Potential antiatherosclerotic agents. 3. Substituted benzoic and nonbenzoic acid analogs of cetaben
  作者：J. Donald Albright、Vern G. DeVries、Mila T. Du、Elwood E. Largis、Thomas G. Miner、Marvin F. Reich、Robert G. Shepherd

  DOI：10.1021/jm00364a010

  日期：1983.10

  acid group of cetaben is replaced by carboxylate ester, carboxamide, or a variety of other substituent groups is described. Also reported are the syntheses of analogues in which the phenyl ring of cetaben is either modified by the presence of additional substituents or replaced entirely by another moiety. Structure-activity relationships of these compounds both as hypolipidemic agents and as inhibitors

  描述了一系列类似物的合成，其中cetaben的羧酸基被羧酸酯，羧酰胺或各种其他取代基取代。还报道了类似物的合成，其中cetaben的苯环被其他取代基的存在修饰或被另一部分完全取代。讨论了这些化合物作为降血脂药和作为脂肪酰基辅酶A：胆固醇酰基转移酶（ACAT）抑制剂的结构活性关系。被设计为产生比西他本更好口服吸收的化合物的类似物合成未能产生任何具有增强生物活性的同类物。相反，针对酸度与西他本相似的非羧酸的类似物合成产生了非常活跃的磺酰胺类。
• Gruen, Chemische Berichte, 1905, vol. 38, p. 2285
  作者：Gruen

  DOI：——

  日期：——
• Bidirectional Conversion Between 3‐Monochloro‐1,2‐propanediol and Glycidol in Course of the Procedure of DGF Standard Methods
  作者：Naoki Kaze、Hirofumi Sato、Hiroshi Yamamoto、Yomi Watanabe

  DOI：10.1007/s11746-011-1802-3

  日期：2011.8

  AbstractNMR observation revealed that bidirectional conversion occurred between 3‐monochloropropane‐1,2‐diol (3‐MCPD) and glycidol in the course of the analytical procedure of DFG standard method C‐III 18 (09), option A; 3‐MCPD was partly converted to glycidol at the transesterification step, and glycidol was converted partly to 3‐MCPD at the derivatization step conducted at 80 °C under acidic condition in the presence of NaCl. Based on the proton numbers observed by 1H NMR, the degrees of the conversion were estimated to be 37 and >70%, respectively. In addition, epoxide ring‐opening of glycidol and its esters was found to be ca. 90% by the acid treatment described in the method, option B. Thus, it was concluded that the standard method, option A, did not correctly give the combined amount of 3‐MCPD esters and glycidyl esters in oils containing glycidyl esters, and the difference of the values obtained by options A and B did not correspond to the amount of glycidyl esters, either. In addition, derivatives of 3‐MCPD with phenylboronic acid were not observed by NMR at the derivatization step, although they were detected by GC‐MS in the organic phase at the following extraction step.
• NIFANTEV EH. E.; PREDVODITELEV D. A.; SMIRNOVA L. I.; FURSENKO I. V., BIOORGAN. XIMIYA, 1980, 6, HO 9, 1346-1354
  作者：NIFANTEV EH. E.、 PREDVODITELEV D. A.、 SMIRNOVA L. I.、 FURSENKO I. V.

  DOI：——

  日期：——
• Gruen; Corelli, Angewandte Chemie, 1912, vol. 25, p. 667
  作者：Gruen、Corelli

  DOI：——

  日期：——