4-methoxybenzyl fumarate | 87545-67-3

• 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: 4-methoxybenzyl fumarate
• 英文别名: (E)-4-[(4-methoxyphenyl)methoxy]-4-oxobut-2-enoic acid
• CAS: 87545-67-3
• 化学式: C₁₂H₁₂O₅
• 分子量: 236.224
• InChiKey: QOERAHCJJRTCPX-VOTSOKGWSA-N

物化性质

• 沸点：
  407.4±30.0 °C(Predicted)
• 密度：
  1.259±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  2-(m-hydroxyphenyl)imidazo<2,1-b>benzothiazole 、 4-methoxybenzyl fumarate 在 N,N'-二环己基碳二亚胺 作用下， 以 吡啶 为溶剂， 反应 3.0h， 生成 4-O-(3-imidazo[2,1-b][1,3]benzothiazol-2-ylphenyl) 1-O-[(4-methoxyphenyl)methyl] (E)-but-2-enedioate
  参考文献：
  名称：

  Imidazo[2,1-b]benzothiazoles 3: syntheses and immunosuppressive activities of 2-(m-acyloxyphenyl)imidazo[2,1-b]benzothiazoles

  摘要：

  DOI：

  10.1016/0223-5234(88)90205-x
• 作为产物：
  描述：

  富马酸 、 4-甲氧基苄醇 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.67h， 以43%的产率得到4-methoxybenzyl fumarate
  参考文献：
  名称：

  Structure–activity relationships of trans-substituted-propenoic acid derivatives on the nicotinic acid receptor HCA2 (GPR109A)

  摘要：

  Nicotinic acid (niacin) has been used for decades as an antidyslipidemic drug in man. Its main target is the hydroxy-carboxylic acid receptor HCA2 (GPR109A), a G protein-coupled receptor. Other acids and esters such as methyl fumarate also interact with the receptor, which constituted the basis for the current study. We synthesized a novel series of substituted propenoic acids, such as fumaric acid esters, fumaric acid amides and cinnamic acid derivatives, and determined their affinities for the HCA2 receptor. We observed a rather restricted binding pocket on the receptor with trans-cinnamic acid being the largest planar ligand in our series with appreciable affinity for the receptor. Molecular modeling and analysis of the structure-activity relationships in the series suggest a planar trans-propenoic acid pharmacophore with a maximum length of 8 angstrom and out-of-plane orientation of the larger substituents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.11.091

文献信息

• Process for the preparation of penem compounds and intermediates for this preparation
  申请人：BEECHAM GROUP PLC

  公开号：EP0232966B1

  公开（公告）日：1997-10-08
• US9761804B2
  申请人：——

  公开号：US9761804B2

  公开（公告）日：2017-09-12
• [EN] ELASTOMERIC ARTICLES<br/>[FR] ARTICLES EN ELASTOMERE
  申请人：ANSELL PERRY INC.

  公开号：WO1996008351A1

  公开（公告）日：1996-03-21

  (EN) There is described a method of manufacturing elastomeric thin walled articles, and thin walled elastomeric articles manufactured therefrom, which comprises dipping a suitably shaped former into an aqueous polyurethane emulsion having a plasticizer of half ester of dicarboxylic acid which does not form an acid anhydride readily, an alkoxy-substituted aliphatic monohydric alcohol and salts of the half ester.(FR) L'invention concerne un procédé de fabrication d'articles à parois minces en un élastomère et des articles à parois minces réalisés avec cet élastomère. Ce procédé consiste à tremper une forme appropriée dans une émulsion aqueuse d'un polyuréthanne contenant en tant que plastifiant un demi-ester d'acide dicarboxylique ne formant pas facilement un anhydride d'acide, un alcool aliphatique monohydrique portant un substituant alcoxy et des sels du demi-ester.
• Imidazo[2,1-b]benzothiazoles 3: syntheses and immunosuppressive activities of 2-(m-acyloxyphenyl)imidazo[2,1-b]benzothiazoles
  作者：T MASE、H ARIMA、K TOMIOKA、T YAMADA、K MURASE

  DOI：10.1016/0223-5234(88)90205-x

  日期：1988.7
• Structure–activity relationships of trans-substituted-propenoic acid derivatives on the nicotinic acid receptor HCA2 (GPR109A)
  作者：J.P.D. van Veldhoven、C.C. Blad、C.M. Artsen、C. Klopman、D.R. Wolfram、M.J. Abdelkadir、J.R. Lane、J. Brussee、A.P. IJzerman

  DOI：10.1016/j.bmcl.2010.11.091

  日期：2011.5

  Nicotinic acid (niacin) has been used for decades as an antidyslipidemic drug in man. Its main target is the hydroxy-carboxylic acid receptor HCA2 (GPR109A), a G protein-coupled receptor. Other acids and esters such as methyl fumarate also interact with the receptor, which constituted the basis for the current study. We synthesized a novel series of substituted propenoic acids, such as fumaric acid esters, fumaric acid amides and cinnamic acid derivatives, and determined their affinities for the HCA2 receptor. We observed a rather restricted binding pocket on the receptor with trans-cinnamic acid being the largest planar ligand in our series with appreciable affinity for the receptor. Molecular modeling and analysis of the structure-activity relationships in the series suggest a planar trans-propenoic acid pharmacophore with a maximum length of 8 angstrom and out-of-plane orientation of the larger substituents. (C) 2010 Elsevier Ltd. All rights reserved.