dimethyl 2-phenoxymaleate | 4602-93-1

• 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: dimethyl 2-phenoxymaleate
• 英文别名: α-Phenoxy-maleinsaeure-dimethylester；1-Phenoxy-aethylen-cis-1.2-dicarbonsaeure-dimethylester；Dimethyl phenoxymaleate；dimethyl (E)-2-phenoxybut-2-enedioate
• CAS: 4602-93-1
• 化学式: C₁₂H₁₂O₅
• 分子量: 236.224
• InChiKey: GNZSYALKRFIECS-CSKARUKUSA-N

物化性质

• 沸点：
  330.6±32.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 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：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丁炔二酸二甲酯 、 苯酚 在 aluminum oxide 作用下， 以 四氯化碳 为溶剂， 反应 5.0h， 以91%的产率得到dimethyl 2-phenoxymaleate
  参考文献：
  名称：

  将苯酚立体选择性加成到吸附在氧化铝上的乙炔二羧酸二甲酯中

  摘要：

  尽管苯酚与乙炔二甲酸二甲酯（DMAD）反应生成顺式和反式加成产物的混合物，但与DMAD吸附在氧化铝上的反应使立体选择性地生成顺式加成产物。

  DOI：

  10.1039/c39900000701

文献信息

• A Selective and Versatile Synthesis of Substituted Chromones via Addition of Phenols to Dimethyl Acetylenedicarboxylate
  作者：MJ Stoermer、DP Fairlie

  DOI：10.1071/ch9950677

  日期：——

  Despite many published syntheses of chromones, none has been reported to be both selective for chromones and tolerant of ring substitution. The addition of substituted phenols to dimethyl acetylenedicarboxylate is now reported as a versatile high yield initial step in a simple three-step synthesis of chromone 2-carboxylic acids. Triethylamine being used to deprotonate the substituted phenol, the addition to dimethyl acetylenedicarboxylate proceeds under mild conditions and tolerates a wide range of functional groups on the phenol. Although not stereoselective, both fumarate and maleate aryloxy products of this addition can then be cyclized, according to a known method, to chromones without contamination by isomeric coumarins. Thus the addition reaction is a valuable component of a versatile and selective synthesis of substituted chromones.

  尽管已发表了许多色酮的合成方法，但还没有任何一种方法既对色酮具有选择性，又对环的取代具有耐受性。现在有报道称，将取代苯酚加到乙炔二甲酸二甲酯上是一种多功能的高产率初始步骤，可简单地三步合成铬酮 2-羧酸。使用三乙胺对取代的苯酚进行去质子化，与乙炔二甲酸二甲酯的加成反应在温和的条件下进行，并可容忍苯酚上的多种官能团。虽然不具有立体选择性，但根据已知的方法，这种加成反应的富马酸酯和马来酸酯芳氧基产物都可以环化成色酮，而不会受到异构香豆素的污染。因此，该加成反应是取代色酮的多功能选择性合成的重要组成部分。
• Substituted cyclohexyl and piperidinyl derivates as melanocortin-4 receptor modulators
  申请人：Soeberdt Michael

  公开号：US20070155783A1

  公开（公告）日：2007-07-05

  The present invention relates to novel substituted cyclohexyl and piperidinyl derivatives as melanocortin-4. receptor (MC-4R) modulators. MC-4R agonists of the invention can be used for the treatment of disorders and diseases such as obesity, diabetes and sexual dysfunction, whereas the MC-4R antagonists are useful for the treatment of disorders and diseases such as cancer cachexia, muscle wasting, anorexia, anxiety and depression. All diseases and disorders where the regulation of the MC-4R is involved can be treated with the compounds of the invention.

  本发明涉及一种新型的取代环己基和哌啶基衍生物，作为黑色素皮质素-4受体（MC-4R）调节剂。本发明中的MC-4R激动剂可用于治疗肥胖症、糖尿病和性功能障碍等疾病和疾病，而MC-4R拮抗剂则可用于治疗癌症消瘦、肌肉消耗、厌食、焦虑和抑郁等疾病和疾病。所有涉及MC-4R调节的疾病和疾病均可使用本发明中的化合物进行治疗。
• Substituted piperidine and piperazine derivatives as melanocortin-4 receptor modulators
  申请人：Soeberdt Michael

  公开号：US20070037823A1

  公开（公告）日：2007-02-15

  The present invention relates to novel substituted piperidine and piperazine derivatives as melanocortin-4 receptor (MC-4R) modulators. MC-4R agonists of the invention can be used for the treatment of disorders and diseases such as obesity, diabetes and sexual dysfunction, whereas the MC-4R antagonists are useful for the treatment of disorders and diseases such as cancer cachexia, muscle wasting, anorexia, anxiety and depression. All diseases and disorders, where the regulation of the MC-4R is involved, can be treated with the compounds of the invention.

  本发明涉及一种新的取代哌啶和哌嗪衍生物，作为黑色素皮质激素-4受体（MC-4R）调节剂。本发明的MC-4R激动剂可用于治疗肥胖症、糖尿病和性功能障碍等疾病和疾病，而MC-4R拮抗剂则可用于治疗癌症恶病质、肌肉消耗、厌食症、焦虑和抑郁症等疾病和疾病。所有涉及MC-4R调节的疾病和疾病都可以用本发明的化合物治疗。
• KODOMARI, MITSUO;SAKAMOTO, TAKAAKI;YOSHITOMI, SUEHIKO, J. CHEM. SOC. CHEM. COMMUN.,(1990) N, C. 701-702
  作者：KODOMARI, MITSUO、SAKAMOTO, TAKAAKI、YOSHITOMI, SUEHIKO

  DOI：——

  日期：——
• ANTI-INFECTIVE AGENTS
  申请人：University of Dundee

  公开号：US20190225592A1

  公开（公告）日：2019-07-25

  The present invention relates to a novel class of chromene-2-carboxamide compounds inhibitors of general formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and X are as defined herein, to their use in medicine, and their use as anti-infective agents in particular, to compositions containing them, to processes for their preparation and to intermediates used in such processes.