butyl (E)-4-chloro-4-oxo-2-butenoate | 3294-15-3

• 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: butyl (E)-4-chloro-4-oxo-2-butenoate
• 英文别名: Fumarsaeuremono-n-butylesterchlorid；Fumarsaeure-butylester-chlorid；Butylfumarylchlorid；butyl (E)-4-chloro-4-oxobut-2-enoate
• CAS: 3294-15-3
• 化学式: C₈H₁₁ClO₃
• 分子量: 190.627
• InChiKey: SRILLQIXUPLJLV-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  butyl (E)-4-chloro-4-oxo-2-butenoate 在 氨 作用下， 以 苯 为溶剂， 反应 0.5h， 以60%的产率得到Fumarsaeure-amid-butylester
  参考文献：
  名称：

  Krohn, Karsten; Franke, Claudia; Jones, Peter G., Liebigs Annalen der Chemie, 1992, # 8, p. 789 - 798

  摘要：

  DOI：
• 作为产物：
  描述：

  马来酸单丁酯 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 butyl (E)-4-chloro-4-oxo-2-butenoate
  参考文献：
  名称：

  Irreversible blockage of opioid receptor types by ester homologs of .beta.-funaltrexamine

  摘要：

  A series of ester homologues 2-5 of the mu receptor nonequilibrium antagonist beta-funaltrexamine (1, beta-FNA) was synthesized. These ligands were of interest in our investigation of the relationship between the structure of the ester function and the ability to irreversibly block mu opioid receptors. While all of the ligands were potent reversible agonists in the guinea pig ileum (GPI) and mouse vas deferens (MVD) preparations, most appeared to behave as irreversible antagonists of morphine. The benzyl 5 and phenethyl 6 esters possessed irreversible mu antagonist potency that was of similar magnitude to that of beta-FNA in the GPI. In the MVD, all esters appeared to irreversibly block the agonist effect of morphine, but none of the compounds irreversibly antagonized [D-Ala2,D-Leu5]enkephalin to a significant degree. [3H]Dihydromorphine displacement studies revealed no relationship between the affinity of the esters 1-6 and the irreversible blockage of mu receptors in the GPI or MVD. Possible reasons for the observed structure-activity relationship are discussed.

  DOI：

  10.1021/jm00160a013

文献信息

• Nematic Fumaric Ester Derivatives and Their Electro-Optical Properties
  作者：Kohei Shiraishi、Kazuo Sugiyama、Akihiko Sakamoto、Takayuki Otsu

  DOI：10.1246/bcsj.61.783

  日期：1988.3

  Senven enantiotropically nematic fumaric ester derivatives, 1-[[(E)-3-alkoxycarbonyl)acryloyl]oxy]-4-(4-methoxyphenylazo)benzene (1), were prepared. The 1 compounds which have unbranched ester alkyl groups showed decreased phase-transition temperatures and narrowed nematic states with the increase in the length of the alkyl chain, while the 1 compounds with terminal branched alkyl groups decrease drastically

  制备了 Senven 对映向列富马酸酯衍生物，1-[[(E)-3-烷氧基羰基)丙烯酰基]氧基]-4-(4-甲氧基苯基偶氮)苯 (1)。具有未支化酯烷基的1化合物随着烷基链长度的增加显示出降低的相变温度和变窄的向列状态，而具有末端支化烷基的1化合物的向列热稳定性急剧下降。从源自具有未支化酯基团的 1 化合物的向列状态下的动态散射的电光效应，发现变形的阈值电压 (Ethres) 和电光响应时间 (τr) 都随着烷基的链长减少。此外，
• Some New Fumaric Acid Derivatives. Preparation of Mixed Fumarates and Thiolfumarates
  作者：PAUL G. CAMPBELL、GENE SUMRELL、CHARLES H. SCHRAMM

  DOI：10.1021/jo01062a012

  日期：1961.3
• Carlsohn, Hartmut; Hipler, Uta-Christina; Breuer, Antje, Zeitschrift fur Chemie, 1981, vol. 21, # 8, p. 283 - 284
  作者：Carlsohn, Hartmut、Hipler, Uta-Christina、Breuer, Antje、Hartmann, Manfred、Schuetz, Heidrun

  DOI：——

  日期：——
• CARLSOHN, H.;HIPLER, U. -CH.;BREUER, A.;HARTMANN, M.;SCHUETZ, H., Z. CHEM., 1981, 21, N 8, 283-284
  作者：CARLSOHN, H.、HIPLER, U. -CH.、BREUER, A.、HARTMANN, M.、SCHUETZ, H.

  DOI：——

  日期：——
• MLADENOV, IV.;SKUMOV, M.;MITKOVA, M., GODISHN. VISSH. XIM.-TEXNOL. IN-T. BURGAS, 1979, 14, N 2, 25-31
  作者：MLADENOV, IV.、SKUMOV, M.、MITKOVA, M.

  DOI：——

  日期：——