2-(4-isopropylphenyl)malonic acid diethyl ester | 97621-10-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2-(4-isopropylphenyl)malonic acid diethyl ester
• 英文别名: (4-Isopropyl-phenyl)-malonsaeure-diaethylester；Diethyl 2-(4-propan-2-ylphenyl)propanedioate
• CAS: 97621-10-8
• 化学式: C₁₆H₂₂O₄
• 分子量: 278.348
• InChiKey: JYIMXSPBGSPCLB-UHFFFAOYSA-N

物化性质

• 沸点：
  130 °C(Press: 1 Torr)
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-isopropylphenyl)malonic acid diethyl ester 在 sodium ethanolate 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 生成 4,6-dichloro-5-(4-isopropyl-phenyl)-pyrimidine
  参考文献：
  名称：

  4-Amino-5-aryl-6-arylethynylpyrimidines: Structure–activity relationships of non-nucleoside adenosine kinase inhibitors

  摘要：

  A series of non-nucleoside adenosine kinase (AK) inhibitors is reported. These inhibitors originated from the modification of 5-(3-bromophenyl)-7-(6-morpholin-4-ylpyridin-3-yl)pyrido[2,3-d]pyrimidin-4-ylamine (ABT-702). The identification of a linker that would approximate the spatial arrangement found between the pyrimidine ring and the aryl group at C(7) in ABT702 was a key element in this modification. A search of potential linkers led to the discovery of an acetylene moiety as a suitable scaffold. It was hypothesized that the aryl acetylenes, ABT-702, and adenosine bound to the active site of AK (closed form) in a similar manner with respect to the orientation of the heterocyclic base. Although potent acetylene analogs were discovered based on this assumption, an X-ray crystal structure of 5-(4-dimethylaminophenyl)-6-(6-morpholin-4-yipyridin-3-ylethynyl)pyrimidin-4-ylamine (16a) revealed a binding orientation contrary to adenosine. In addition, this compound bound tightly to a unique open conformation of AK. The structure-activity relationships and unique ligand orientation and protein conformation are discussed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.12.029
• 作为产物：
  描述：

  4-异丙基苯乙腈 在 硫酸 作用下， 生成 2-(4-isopropylphenyl)malonic acid diethyl ester
  参考文献：
  名称：

  van Zanten,B.; Nauta,W., Recueil des Travaux Chimiques des Pays-Bas, 1960, vol. 79, p. 1211 - 1222

  摘要：

  DOI：

文献信息

• An efficient method for the preparation of mono α-aryl derivatives of diethyl malonate and ethyl cyanoacetate using ethyl-1-imidazole carbamate (EImC)
  作者：Manoranjan Behera、R. Venkat Ragavan、M. Sambaiah、Balaiah Erugu、J. Rama Krishna Reddy、K. Mukkanti、Satyanarayana Yennam

  DOI：10.1016/j.tetlet.2011.12.067

  日期：2012.2

  An efficient method for the synthesis of mono α-aryl derivatives of diethyl malonate and ethyl cyanoacetate using ethyl-1-imidazole carbamate (EImC) has been described. Using this method many sterically hindered and highly substituted mono α-aryl derivatives of diethyl malonate and ethyl cyanoacetate were synthesized in high yield.

  已经描述了使用-1-咪唑氨基甲酸乙酯（EImC）合成丙二酸二乙酯和氰基乙酸乙酯的单α-芳基衍生物的有效方法。用这种方法可以高产率地合成许多位阻和高度取代的丙二酸二乙酯和氰基乙酸乙酯的单α-芳基衍生物。
• Verwendung von Sulfonamiden als Heilmittel und neue Sulfonamide
  申请人：F.HOFFMANN-LA ROCHE & CO. AKTIENGESELLSCHAFT

  公开号：EP0510526A1

  公开（公告）日：1992-10-28

  Sulfonamide der Formel I, in der die Symbole R¹-R⁶, X, Y und n die in der Beschreibung angegebene Bedeutung haben und die zum Teil neue Verbindungen sind, und Salze davon können als Wirkstoff bei der Herstellung von Heilmitteln zur Behandlung von Kreislauferkrankungen, insbesondere Hypertonie, Ischämie, Vasopasmen und Angina pectoris Anwendung finden.

  式 I 的磺酰胺类化合物（其中符号 R¹-R⁶、X、Y 和 n 具有说明中给出的含义）及其盐类可用作制备治疗循环系统疾病，特别是高血压、缺血、血管痉挛和心绞痛药物的活性成分。