4-(2,4-dimethoxy-phenyl)-4-oxo-butyric acid methyl ester | 14563-41-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(2,4-dimethoxy-phenyl)-4-oxo-butyric acid methyl ester
• 英文别名: 4-(2,4-Dimethoxy-phenyl)-4-oxo-buttersaeure-methylester；β-(2.4-Dimethoxy-benzoyl)-propionsaeure-methylester；Methyl 4-(2,4-dimethoxyphenyl)-4-oxobutanoate
• CAS: 14563-41-8
• 化学式: C₁₃H₁₆O₅
• mdl: MFCD01098035
• 分子量: 252.267
• InChiKey: GLNJRCHHPZLTOV-UHFFFAOYSA-N

物化性质

• 沸点：
  210 °C(Press: 27 Torr)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.384
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(2,4-dimethoxy-phenyl)-4-oxo-butyric acid methyl ester 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 以59%的产率得到β-(2-hydroxy-4-methoxybenzoyl)propionic acid methyl ester
  参考文献：
  名称：

  Design and synthesis of 4-aryl-4-oxobutanoic acid amides as calpain inhibitors

  摘要：

  The involvement of mu-calpain in neurological disorders, such as stroke and Alzheimer's disease has attracted considerable interest in the use of calpain inhibitors as therapeutic agents. 4-Aryl-4-oxobutanoic acid amide derivatives 4 were designed as acyclic variants of mu-calpain inhibitory chromone and quinolinone derivatives. Of the compounds synthesized, 4c-2, which possesses a 2-methoxymethoxy group at the phenyl ring and a primary amide at the warhead region most potently inhibited mu-calpain (IC50 = 0.34 mu M). Our findings suggest that the 4-aryl-4-oxobutanoic acid amide derivatives should be considered as a new family of mu-calpain inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.030
• 作为产物：
  描述：

  间苯二甲醚 在 三氯化铝 、 硫酸 作用下， 以 硝基苯 为溶剂， 生成 4-(2,4-dimethoxy-phenyl)-4-oxo-butyric acid methyl ester
  参考文献：
  名称：

  从间苯二酚系列中还原 β-苯甲酰基丙酸

  摘要：

  与其两种半醚和许多其他琥珀酰苯酚相比，2,4-二羟基-苯甲酰丙酸（琥珀酰间苯二酚）不能通过催化或用 NaBH4 还原到羟基酸的水平。原因进行了讨论。铅阴极上琥珀酰苯酚的电解还原不仅产生 γ-芳基-γ-羟基丁酸，而且产生它们的频哪醇样二聚体，它们通过质子催化内酯化。4-甲氧基苯基丁内酯可以用 BBr3 去甲基化。该反应不适用于 4-甲氧基-2-羟基苯基-丁内酯。

  DOI：

  10.1002/ardp.19662990614

文献信息

• BORON-CONTAINING SMALL MOLECULES
  申请人：Xia Yi

  公开号：US20100256092A1

  公开（公告）日：2010-10-07

  This invention relates to, among other items, 6-substituted benzoxaborole compounds and their use for treating bacterial infections.

  这项发明涉及6-取代苯硼酯化合物等物品，以及它们用于治疗细菌感染的用途。
• Syntheses of tetrahydronaphthalenes. Part II
  作者：John J. Parlow

  DOI：10.1016/s0040-4020(01)87011-3

  日期：1994.3

  Syntheses utilizing the cyclodehydration method to prepare novel tetrahydronaphthalenes substituted with functional groups at each position of the aromatic ring and various alkyl groups at the 1-position of the non-aromatic ring are described.

  描述了利用环脱水方法的合成，以制备在芳香环的每个位置上被官能团取代并且在非芳香环的1-位上被多个烷基取代的新型四氢萘。
• Tectonics of Precambrian basement of the Tarim craton
  作者：Zhaojie Guo、Zhicheng Zhang、Chengzao Jia、Guoqi Wei

  DOI：10.1007/bf02882257

  日期：2001.3

  The Altyn Tagh Mountain is the main area where the Precambrian basements of Tarim craton are exposed. There are two ophiolitic belts in Altyn Tagh: one belt is exposed in the northern margin of Altyn Tagh whose formation age is about (829 +/- 60) Ma, the other is situated along the southern margin of Altyn Tagh and has a formation age of about (1449 +/- 270) Ma. This paper proposes a simple tectonic model for the Precambrian basement of Tarim craton established from ophiolites in Altyn Tagh area. The south Tarim block had amalgamated with Qaidam block during about 1400-1500 Ma along the present Altyn fault, while the south Tarim-Qaidam united block was still separated from the north Tarim block by an ocean. The united block of south Tarim and Qaidam collided with north Tarim block along the zone of high positive anomaly of central Tarim, Hongliugou and Lapeiquan in about 800 Ma. So since the Sinian (beginning at 800 Ma) there has been an integrated basement for Tarim craton.
• Perkin; Robinson, Journal of the Chemical Society, 1908, vol. 93, p. 513
  作者：Perkin、Robinson

  DOI：——

  日期：——
• [EN] BORON-CONTAINING SMALL MOLECULES<br/>[FR] PETITES MOLÉCULES CONTENANT DU BORE
  申请人：ANACOR PHARMACEUTICALS INC

  公开号：WO2009140309A2

  公开（公告）日：2009-11-19

  This invention relates to, among other items, 6-substituted benzoxaborole compounds and their use for treating bacterial infections.