3-oxopentadecanoate | 112548-16-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 英文名称: 3-oxopentadecanoate
• 英文别名: ethyl 3-oxopentadecanoate；3-oxo-pentadecanoic acid ethyl ester；3-Oxo-pentadecansaeure-aethylester
• CAS: 112548-16-0
• 化学式: C₁₇H₃₂O₃
• 分子量: 284.439
• InChiKey: CQVQPRSAFCRDTB-UHFFFAOYSA-N

物化性质

• 沸点：
  137-142 °C(Press: 0.5 Torr)
• 密度：
  0.923 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  20
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  3-oxopentadecanoate 在 正丁基锂 、 四丁基氟化铵 、 sodium hydride 、 溶剂黄146 、 二异丙胺 作用下， 以 四氢呋喃 、 二苯醚 、 乙醇 、 正己烷 、 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 53.5h， 生成 4-benzyloxy-6-[2-(dimethylamino)ethoxy]-2-dodecylquinoline
  参考文献：
  名称：

  Synthesis of Novel 1-Hydroxyquinolones with High Anti-Toxoplasma Activity

  摘要：

  All for the treatment of malaria and toxoplasmosis the novel hydroxyquinolones 2-5 were prepared by reaction of aniline and hydroxyaniline, respectively and the beta-ketoesters 10a-c. As products the quinolones 8 and 15, respectively were obtained. Benzylation, oxidation and hydrogenation then led to the desired substances. Compound 2 has a similar anti-malaria activity as the approved drug Atovaquone.

  DOI：

  10.3987/com-10-s(e)9
• 作为产物：
  描述：

  2-Acetyl-3-oxo-pentadecanoic acid ethyl ester 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 3-oxopentadecanoate
  参考文献：
  名称：

  一些2-烷基-4-喹诺酮和2-烷基-4-甲氧基喹啉生物碱的合成

  摘要：

  一系列的3-氧代链烷酸酯与苯胺的酸催化缩合以良好的产率得到相应的2-烷基-4-喹诺酮。用甲基碘处理这些化合物得到2-烷基-4-甲氧基喹啉和2-烷基-N-甲基喹诺酮。其中三种化合物是天然存在的生物碱，首次在此处合成。

  DOI：

  10.1002/jhet.5570180603

文献信息

• Novel Synthesis of Methyl Ketones Based on the Blaise Reaction
  作者：H. Surya Prakash Rao、K. Padmavathy、K. Vasantham、Shaik Rafi

  DOI：10.1080/00397910802594276

  日期：2009.4.22

  Abstract A facile two-step synthesis of methyl ketones from alkyl nitriles via the Blaise conversion of nitriles into β-keto esters and acid-mediated hydrolysis followed by decarboxylation of the resulting β-keto esters is described.

  摘要描述了通过将腈转化为 β-酮酯和酸介导的水解，然后将所得 β-酮酯脱羧，从烷基腈轻松两步合成甲基酮。
• Process for producing optically active alcohol
  申请人：Takasago International Corporation

  公开号：EP1176135B1

  公开（公告）日：2005-06-15
• Inhibitors of acyl-CoA:cholesterol acyltransferase. 5. Identification and structure-activity relationships of novel .beta.-keto amides as hypocholesterolemic agents
  作者：Corinne E. Augelli-Szafran、C. John Blankley、Bruce D. Roth、Bharat K. Trivedi、Richard F. Bousley、Arnold D. Essenburg、Katherine L. Hamelehle、Brian R. Krause、Richard L. Stanfield

  DOI：10.1021/jm00072a014

  日期：1993.10

  A study of structure-activity relationships of substituted beta-ketoamide ACAT inhibitors I and II was performed. The results of this study suggest that whereas the beta-keto group was tolerated with no loss in activity, beta-hydroxy and oxime moieties led to significantly reduced activity in vitro and in vivo. The most potent inhibitor from the acyclic series (I) (11, IC50 = 0.006 muM) contained a C-13 alkyl chain. This compound reduced plasma total cholesterol by 38% and 66% at 3 and 30 mg/kg, respectively, in cholesterol-fed rats. Dimethylation alpha to the anilide core(5) and subsequent N-methylation of the amide NH (6) decreased in vitro potency significantly. It was also found that high potency was retained with inhibitors which incorporated the carbonyl into a lactam ring (II).
• Borodina, Zhurnal Obshchei Khimii, 1954, vol. 24, p. 235,237; engl. Ausg. S. 235, 236
  作者：Borodina

  DOI：——

  日期：——
• US6492545B2
  申请人：——

  公开号：US6492545B2

  公开（公告）日：2002-12-10