1,3-bis-acetoacetyloxy-propan-2-ol | 76489-36-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1,3-bis-acetoacetyloxy-propan-2-ol
• 英文别名: Butanoic acid, 3-oxo-, 2-hydroxy-1,3-propanediyl ester；[2-hydroxy-3-(3-oxobutanoyloxy)propyl] 3-oxobutanoate
• CAS: 76489-36-6
• 化学式: C₁₁H₁₆O₇
• 分子量: 260.244
• InChiKey: HFMLYEAYFMPTFV-UHFFFAOYSA-N

物化性质

• 沸点：
  395.0±35.0 °C(Predicted)
• 密度：
  1.244±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-氧丁酸 、 甘油 在 potassium acetoacetate 作用下， 生成 1,3-bis-acetoacetyloxy-propan-2-ol
  参考文献：
  名称：

  乙酰乙酸甘油酯对兔直肠中胰岛素和菊粉吸收的佐剂作用。

  摘要：

  研究了乙酰乙酸甘油酯对胰岛素和菊粉直肠吸收的促进作用。给予含1,3-二乙酰乙酸甘油酯（佐剂II）或1,2-异亚丙基甘油-3-乙酰乙酸酯（佐剂IV）的胰岛素栓剂后，兔体内的血清葡萄糖水平降低。通过向栓剂中添加钙和镁，抑制了佐剂II和IV对胰岛素和菊粉的直肠吸收的促进作用。这表明与直肠膜中钙和镁离子的佐剂相互作用与胰岛素和菊粉的吸收增强有关。

  DOI：

  10.1002/jps.2600720318

文献信息

• Rectal absorption of lysozyme and heparin in rabbits in the presence of non-surfactant adjuvants.
  作者：MASATOSHI MIYAKE、TOSHIAKI NISHIHATA、NORIKO WADA、EMIKO TAKESHIMA、AKIRA KAMADA

  DOI：10.1248/cpb.32.2020

  日期：——

  Ethylacetoacetate enamines of phenylalanine and phenylglycine enhanced the rectal absorption of macromolecular drugs such as lysozyme and heparin in rabbits. Glycerine-1, 3-diacetoacetate, 1, 2-isopropylideneglyceryl-3-acetoacetate and ethylacetoacetylglycolate also enhanced the rectal absorption of lysozyme and heparin. Lysozyme is a basic compound and heparin is an acidic compound, so the non-surfactant adjuvants used in this study can promote the rectal absorption of macromolecular compounds irrespective of their electrochemical properties. The coadministration of calcium ion inhibited the adjuvant action, so complex formation of the adjuvant with calcium ion may occur, reducing the efficacy of these compounds as adjuvants.

  苯丙氨酸和苯甘氨酸的乙酰乙酰乙酸烯胺能促进兔子对溶菌酶和肝素等大分子药物的直肠吸收。1，3-二乙酰乙酸甘油酯、1，2-异亚丙基甘油-3-乙酰乙酸酯和乙酰乙酰乙酸乙酯也能促进溶菌酶和肝素的直肠吸收。溶菌酶是碱性化合物，肝素是酸性化合物，因此本研究中使用的非表面活性佐剂可以促进大分子化合物的直肠吸收，而不受其电化学性质的影响。同时加入钙离子会抑制佐剂的作用，因此佐剂与钙离子可能会形成络合物，从而降低这些化合物作为佐剂的功效。
• Migraine prevention and treatment
  申请人：UNIVERSITATS-KINDERSPITAL

  公开号：US11166928B2

  公开（公告）日：2021-11-09

  The invention relates to a compound for use in a method of treatment or prevention of migraine and/or symptoms thereof. The compound is selected from beta-hydroxybutyric acid (βHB) or a pharmaceutically acceptable salt thereof, acetoacetate (AcAc) or a pharmaceutically acceptable salt thereof, a metabolic precursor of βHB or AcAc 1,3-butanedio and a compound comprising an acetoacetyl- or 3-hydroxybutyrate moiety. The invention further relates to a pharmaceutical composition comprising βHB, AcAc or a pharmaceutically acceptable salt thereof.

  本发明涉及一种用于治疗或预防偏头痛和/或偏头痛症状的化合物。该化合物选自β-羟基丁酸（βHB）或其药学上可接受的盐、乙酰乙酸酯（AcAc）或其药学上可接受的盐、βHB或AcAc的代谢前体1,3-丁二酸和包含乙酰乙酰基或3-羟基丁酸分子的化合物。本发明还涉及一种药物组合物，其中包含 βHB、AcAc 或其药学上可接受的盐。
• Selective Catalytic Transesterification, Transthiolesterification, and Protection of Carbonyl Compounds over Natural Kaolinitic Clay
  作者：Datta E. Ponde、Vishnu H. Deshpande、Vivek J. Bulbule、Arumugam Sudalai、Anil S.Gajare

  DOI：10.1021/jo971404l

  日期：1998.2.1

  Transesterification and transthiolesterification of beta-keto esters with variety of alcohols and thiols and selective protection of carbonyl functions with various protecting groups catalyzed by natural kaolinitic clay are described. The clay has been found to be an efficient catalyst in transesterifying long chain alcohols, unsaturated alcohols, and phenols to give their corresponding beta-keto esters in high yields. For the first time, transthiolesterification of beta-keto esters with a variety of thiols has been achieved under catalytic conditions. Clay also catalyzes selective transesterification of beta-keto esters by primary alcohols in the presence of secondary and tertiary alcohols giving corresponding beta-keto esters. A systematic study involving the reactivity of different nucleophiles (alcohols, amines, and thiols) toward beta-keto esters is also described. Sterically hindered carbonyl groups as well as alpha,beta-unsaturated carbonyl groups underwent protection without the deconjugation of the double bond. Chemoselective protection of aldehydes in the presence of ketones has also been achieved over natural kaolinitic clay.
• Preparation of acetoacetic esters of aliphatic alcohols
  申请人：CARBIDE &

  公开号：US02167168A1

  公开（公告）日：1939-07-25
• Rapid and Simple Method of Monoacylation of Polyols by β‐Ketoesters Using Microwave Irradiation
  作者：Sanjib Kumar Karmee、Anju Chadha

  DOI：10.1081/scc-200054750

  日期：2005.5

  Polyols undergo rapid selective transesterification with beta-ketoesters upon microwave irradiation in solvent-free and catalyst-free conditions to form monoesters.