2-(4-methoxybenzyl)hydroquinone | 245367-56-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-methoxybenzyl)hydroquinone
• 英文别名: 2-Anisyl-hydrochinon；2.5-Dioxy-4'-methoxy-ditan；2-(4-Methoxy-benzyl)-hydrochinon；2-[(4-methoxyphenyl)methyl]benzene-1,4-diol
• CAS: 245367-56-0
• 化学式: C₁₄H₁₄O₃
• 分子量: 230.263
• InChiKey: KYBXLWKGTICLOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-methoxybenzyl)hydroquinone 在 potassium dichromate 、 硫酸 作用下， 生成 2-[(4-methoxyphenyl)methyl]-2,5-cyclohexadiene-1,4-dione
  参考文献：
  名称：

  Stolle; Moering, Chemische Berichte, 1904, vol. 37, p. 3487

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 1,4-环己二酮 在 lithium chloride 作用下， 以 1,3-二甲基-2-咪唑啉酮 为溶剂， 反应 1.0h， 以36%的产率得到2-(4-methoxybenzyl)hydroquinone
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of hydroquinone derivatives as novel inhibitors of the sarco/endoplasmic reticulum calcium ATPase

  摘要：

  Analogues of the compound 2,5-di-tert-butylhydroquinone (BHQ) are capable of inhibiting the enzyme sarco/endoplasmic reticulum ATPase (SERCA) in the low micromolar and submicromolar concentration ranges. Not only are SERCA inhibitors valuable research tools, but they also have potential medicinal value as agents against prostate cancer. This study describes the synthesis of 13 compounds representing several classes of BHQ analogues, such as hydroquinones with a single aromatic substituent, symmetrically and unsymmetrically disubstituted hydroquinones, and hydroquinones with x-amino acid tethers attached to their hydroxyl groups. Structure-activity relationships were established by measuring the inhibitory potencies of all synthesized compounds in bioassays. The assays were complemented by computational ligand docking for an analysis of the relevant ligand/receptor interactions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.07.075

文献信息

• Novel substituted arylene compounds and processes for their production
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0032063A2

  公开（公告）日：1981-07-15

  Novel substituted arylene compounds and processes for their production are disclosed. These new compounds are useful as anti-arteriosclerotic agents. The novel compounds have the following formulae:- The radicals X,Y, Land M are each oxygen, sulfur, sulfone or sulfoxide and the other substituents are as defined at length in claim 1.

  本研究公开了新型取代芳烯化合物及其生产工艺。这些新化合物可用作抗动脉硬化剂。这些新型化合物的化学式如下 基团 X、Y、Land M 各为氧、硫、砜或亚砜，其他取代基如权利要求 1 详细定义的那样。
• US4351950A
  申请人：——

  公开号：US4351950A

  公开（公告）日：1982-09-28
• Design, synthesis, and biological evaluation of hydroquinone derivatives as novel inhibitors of the sarco/endoplasmic reticulum calcium ATPase
  作者：Stefan Paula、Josh Abell、Joel Deye、Christopher Elam、Michael Lape、Justin Purnell、Robert Ratliff、Kelly Sebastian、Jodie Zultowsky、Robert J. Kempton

  DOI：10.1016/j.bmc.2009.07.075

  日期：2009.9

  Analogues of the compound 2,5-di-tert-butylhydroquinone (BHQ) are capable of inhibiting the enzyme sarco/endoplasmic reticulum ATPase (SERCA) in the low micromolar and submicromolar concentration ranges. Not only are SERCA inhibitors valuable research tools, but they also have potential medicinal value as agents against prostate cancer. This study describes the synthesis of 13 compounds representing several classes of BHQ analogues, such as hydroquinones with a single aromatic substituent, symmetrically and unsymmetrically disubstituted hydroquinones, and hydroquinones with x-amino acid tethers attached to their hydroxyl groups. Structure-activity relationships were established by measuring the inhibitory potencies of all synthesized compounds in bioassays. The assays were complemented by computational ligand docking for an analysis of the relevant ligand/receptor interactions. (C) 2009 Elsevier Ltd. All rights reserved.
• Stolle; Moering, Chemische Berichte, 1904, vol. 37, p. 3487
  作者：Stolle、Moering

  DOI：——

  日期：——