diethyl (3-hydroxyphenyl)methylenemalonate | 34708-67-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: diethyl (3-hydroxyphenyl)methylenemalonate
• 英文别名: Diaethyl-m-hydroxybenzylidenmalonat；diethyl 2-[(3-hydroxyphenyl)methylidene]propanedioate
• CAS: 34708-67-3
• 化学式: C₁₄H₁₆O₅
• 分子量: 264.278
• InChiKey: DIBYMGGBLXJIMJ-UHFFFAOYSA-N

物化性质

• 熔点：
  87-88.5 °C(Solv: carbon tetrachloride (56-23-5))
• 沸点：
  373.9±32.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl (3-hydroxyphenyl)methylenemalonate 以80%的产率得到
  参考文献：
  名称：

  CHRAIBI A.; FILLION H.; LUU DUC CUONG, ANN. PHARM. FRANC., 1980, 38, NO 4, 343-352

  摘要：

  DOI：
• 作为产物：
  描述：

  间羟基苯甲醛 、 丙二酸二乙酯 以to obtain an intended title compound (17.2 g, 65%) as light brown crystals的产率得到diethyl (3-hydroxyphenyl)methylenemalonate
  参考文献：
  名称：

  Quinoline derivatives and medicinal use thereof

  摘要：

  以下是一种喹啉衍生物的化学式（1）： 它可以使得核内转录因子PPARα或γ功能强大且低毒。通过使用此化合物作为活性成分，可以提供与PPARα或γ相关的各种疾病的预防或治疗剂。

  公开号：

  US20030212100A1

文献信息

• Lewis acidic ionic liquids for the synthesis of electrophilic alkenes via the Knoevenagel condensation
  作者：Jitendra R Harjani、Susheel J Nara、Manikrao M Salunkhe

  DOI：10.1016/s0040-4039(01)02341-3

  日期：2002.2

  [bpy]Cl·AlCl3, N=0.67 ionic liquids were found to work well as the Lewis acid catalyst and solvent in the Knoevenagel condensations of benzaldehyde and substituted benzaldehydes with diethyl malonate to give benzylidene malonates. The benzylidene malonates subsequently underwent Michael additions with diethyl malonate. The extent of Michael product formed during the reaction was found to vary with the Lewis acidity

  1-丁基-3-甲基咪唑鎓氯铝酸盐，[bmim] Cl·AlCl 3，N = 0.67和1-丁基吡啶鎓氯铝酸盐，[bpy] Cl·AlCl 3，N发现＝ 0.67离子液体在苯甲醛和取代的苯甲醛与丙二酸二乙酯的Knoevenagel缩合反应中作为路易斯酸催化剂和溶剂很好地工作，得到亚苄基丙二酸酯。亚苄基丙二酸酯随后与丙二酸二乙酯进行迈克尔加成。发现反应过程中迈克尔产物的形成程度随路易斯酸度和离子液体的摩尔比而变化。证明了离子液体的路易斯酸度对Knoevenagel和Michael产品的影响。在2-羟基芳基醛的情况下，该反应导致在环境条件下形成3-乙氧基羰基香豆素。
• Irreversible dopamine-Beta-hydroxylase inhibitors
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：EP0250264A1

  公开（公告）日：1987-12-23

  Substituted β-ethenyl and β-ethynyl benzeneethanamine compounds of structrue (I) in which X is hydrogen or hydroxy; and R is ethenyl or ethynyl; are potent, irreversible inhibitors of mammalian dopamine-β-hydroxylase. Included are pharmaceutical compositions and methods for using these compounds to inhibit DH, and processes and intermediates used in preparing active compounds.

  结构式为(I)的取代 β-乙烯基和 β-乙炔基苯乙胺化合物 其中 X 为氢或羟基；R 为乙烯基或乙炔基；是哺乳动物多巴胺-β-羟化酶的强效不可逆抑制剂。包括使用这些化合物抑制 DH 的药物组合物和方法，以及用于制备活性化合物的工艺和中间体。
• Breukelman, Stephen P.; Meakins, G. Denis, Journal of the Chemical Society. Perkin transactions I, 1985, p. 1627 - 1636
  作者：Breukelman, Stephen P.、Meakins, G. Denis

  DOI：——

  日期：——
• Pyrazolidine-3,5-dione derivatives as potent non-steroidal agonists of farnesoid X receptor: Virtual screening, synthesis, and biological evaluation
  作者：Guanghui Deng、Weihua Li、Jianhua Shen、Hualiang Jiang、Kaixian Chen、Hong Liu

  DOI：10.1016/j.bmcl.2008.09.027

  日期：2008.10

  The identification of a novel pyrazolidine-3,5-dione based scaffold hit compound as Farnesoid X receptor (FXR) partial or full agonist has been accomplished by means of virtual screening techniques. A series of pyrazolidine-3,5-dione derivatives (1a-u and 7) was designed, synthesized, and evaluated by a cell-based luciferase transactivation assay for their agonistic activities against FXR. Most of them showed agonistic potencies and 10 of them (1a, 1b, 1d-f, 1j, 1n, 1t, 5b, and 7) exhibited lower EC(50) values than the reference drug CDCA. Molecular modeling studies for the representative compounds 1a, 1d, 1f, 1j, 1n, 1u, 5b, and 7 were also presented. The novel structural scaffold has provided a new direction for finding potent and selective FXR partial and full agonists (referred to as 'selective bile acid receptor modulators', SBARMs). (c) 2008 Elsevier Ltd. All rights reserved.
• Courtney, Michael C.; Mella, Mariella; Albini, Angelo, Journal of the Chemical Society. Perkin transactions II, 1997, # 2, p. 1105 - 1110
  作者：Courtney, Michael C.、Mella, Mariella、Albini, Angelo

  DOI：——

  日期：——