ethylidene dibytanoate | 25572-25-2

• 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: ethylidene dibytanoate
• 英文别名: 1,1-bis-butyryloxy-ethane；1,1-Bis-butyryloxy-aethan；Aethylidendibutyrat；Ethylidene dibutyrate；1-butanoyloxyethyl butanoate
• CAS: 25572-25-2
• 化学式: C₁₀H₁₈O₄
• 分子量: 202.251
• InChiKey: QWCZLICLKFKDBO-UHFFFAOYSA-N

物化性质

• 沸点：
  254.9±13.0 °C(Predicted)
• 密度：
  1.006±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  丁酸酐 、 乙醛 在 硫酸 作用下， 生成 ethylidene dibytanoate
  参考文献：
  名称：

  Coffin; Dacey; Parlee, Canadian Journal of Research, Section B: Chemical Sciences, 1937, vol. 15, p. 250,252

  摘要：

  DOI：

文献信息

• Biologically active carboxylic acid esters
  申请人：Kupat Holim Health Insurance Institution of the General Federation of

  公开号：US05200553A1

  公开（公告）日：1993-04-06

  Biologically active carboxylic acid esters which promote antitumor or immune response are selected from the group consisting of compounds having formulas (I), (II) and (III): XCH.sub.2 --CHX--CHX--C(.dbd.O)--O--Z (I) CH.sub.3 --CO--CH.sub.2 --C(.dbd.O)--O--Z (II) CH.sub.3 --CH.sub.2 --CO--C(.dbd.O)--O--Z (III) wherein X is H, or one X only may be OH; Z is --CHR--O--(O.dbd.)C--R', R represents a member selected from the group consisting of hydrogen and alkyl, and R' represents a member of the group consisting of alkyl, aminoalkyl, aralkyl, aryl, alkoxy, aralkoxy and aryloxy, in which aryl by itself, and aryl in aralkyl, aralkoxy and aryloxy, are each selected from the group consisting of sub-groups (a) and (b), wherein (a) is unsubstituted phenyl, napthyl, furyl or thienyl, and (b) is phenyl, napthyl, furyl or thienyl, each of which is substituted by at least one substituent selected from the group consisting of alkyl, alkoxy or halogen, provided that in (I) when X is H and R' is propyl, then R is alkyl which contains at least three carbon atoms.

  从具有公式（I），（II）和（III）的化合物组中选择促进抗肿瘤或免疫反应的生物活性羧酸酯：XCH.sub.2-CHX-CHX-C（.dbd.O）-O-Z（I）CH.sub.3-CO-CH.sub.2-C（.dbd.O）-O-Z（II）CH.sub.3-CH.sub.2-CO-C（.dbd.O）-O-Z（III），其中X为H，或仅有一个X可能为OH; Z为--CHR--O--（O.dbd.）C--R'，其中R代表从羟基和烷基组成的群中选择的成员，R'代表从烷基，氨基烷基，芳基烷基，芳基，烷氧基，芳基氧基和芳氧基组成的群中选择的成员，其中芳基本身，以及芳基在芳基烷基，芳基烷氧基和芳氧基中，各自从亚组（a）和（b）中选择，其中（a）是未取代的苯基，萘基，呋喃基或噻吩基，（b）是取代了至少一个烷基，烷氧基或卤素的苯基，萘基，呋喃基或噻吩基，但在（I）中，当X为H且R'为丙基时，R为至少含有三个碳原子的烷基。
• Novel anticancer prodrugs of butyric acid. 2
  作者：Abraham Nudelman、Margaretta Ruse、Adina Aviram、Ester Rabizadeh、Matityahu Shaklai、Yael Zimrah、Ada Rephaeli

  DOI：10.1021/jm00082a009

  日期：1992.2

  The antitumor activity of novel prodrugs butyric acid was examined. The in vitro effect of the compounds on induction of cytodifferentiation and on inhibition of proliferation and clonogenicity showed that (pivaloyloxy)methyl butyrate (1a) (labeled AN-9) was the most active agent. SAR's suggested that its activity stemmed from hydrolytically released butyric acid. In vivo, 1a displayed antitumor activity in B16F0 melanoma primary cancer model, manifested by a significant increase in the life span of the treated animals. Murine lung tumor burden, induced by injection of the highly metastatic melanoma cells (B16F10.9), was decreased by 1a. It also displayed a significant therapeutic activity against spontaneous metastases which were induced by 3LL Lewis lung carcinoma cells. Moreover, 1a has the advantage of low toxicity, with an acute LD50 = 1.36 +/- 0.1 g/kg (n = 5). These results suggest that 1a is a potential antineoplastic agent.
• Embolotherapy for myoma-induced menorrhagia
  作者：Francis L. Hutchins、Robert Worthington-Kirsch

  DOI：10.1016/s0889-8545(00)80030-3

  日期：2000.6

  Uterine fibroids are a common cause of abnormal uterine bleeding. Uterine artery embolization has proven to be highly effective in controlling fibroid related menorrhagia and triggering tumor degeneration.
• DE483780
  申请人：——

  公开号：——

  公开（公告）日：——
• Ruebencamp, Justus Liebigs Annalen der Chemie, 1884, vol. 225, p. 279
  作者：Ruebencamp

  DOI：——

  日期：——