methyl 5-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate | 104796-21-6

• 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: methyl 5-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate
• 英文别名: 5-Methoxy-2-(2-methoxy-2-oxoethoxy) benzoic acid, methyl ester
• CAS: 104796-21-6
• 化学式: C₁₂H₁₄O₆
• 分子量: 254.24
• InChiKey: POJAOSBDQSYYAE-UHFFFAOYSA-N

物化性质

• 沸点：
  364.7±27.0 °C(Predicted)
• 密度：
  1.200±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 5-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate 在 乙醇 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 2-(羧基甲氧基)-5-甲氧基苯甲酸
  参考文献：
  名称：

  具有双5-HT 1A受体和5-羟色胺转运蛋白亲和力的新型苯并呋喃衍生物

  摘要：

  制备了几种通过烷基链与3-吲哚四氢吡啶连接的苯并呋喃衍生物，并评估了其血清素转运蛋白和5-HT 1A受体的亲和力。描述了它们的设计，合成和结构-活性关系。

  DOI：

  10.1016/j.bmcl.2009.12.093
• 作为产物：
  描述：

  5-甲氧基水杨酸 在 硫酸 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 methyl 5-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate
  参考文献：
  名称：

  微波辅助合成苯并呋喃-3（2H）-ones

  摘要：

  研究了微波条件下合成苯并呋喃-3（2H）-一的新方法。筛选反应条件，并检查苯甲酸酯底物的合格范围。结果表明，该方法可以简便快捷地获得这些重要的二氢苯并呋喃酮，收率为43％至58％。

  DOI：

  10.17344/acsi.2019.5104

文献信息

• Benzothiophenes and benzofurans and antiallergic use thereof
  申请人：Warner-Lambert Company

  公开号：US04703053A1

  公开（公告）日：1987-10-27

  Novel benzothiophene and benzofuran derivatives having antiallergic activity are described as well as a method of manufacture, pharmaceutical compositions, and methods of use therefor. The disclosure describes the use of derivatives for prevention of the release of mediators including histamine and leukotrienes from basophils and mast cells, and prevent respiratory burst in neutrophils providing activity useful in cardiovascular disorders as well as in antiinflammatory, psoriasis, and antimigraine treatment.

  描述了具有抗过敏活性的新型苯并噻吩和苯并呋喃衍生物，以及其制备方法、药物组合物和使用方法。该公开内容描述了衍生物的用途，用于预防嗜碱细胞和肥大细胞释放组胺和白三烯等介质，并防止中性粒细胞的呼吸爆发，提供在心血管疾病以及抗炎、银屑病和抗偏头痛治疗中有用的活性。
• Total Synthesis of Suillusin
  作者：Meng Yao Zhang、Lara R. Malins、Jas S. Ward、Russell A. Barrow

  DOI：10.1021/acs.orglett.8b03234

  日期：2018.11.16

  The first total synthesis of the fungal natural product suillusin is reported. The key features of the synthesis include a Michael-benzoin multicatalytic cascade that assembles the entire carbon framework in a single step, and a Rubottom-Swern oxidation sequence that yields the requisite diketone oxidation state of the core framework. This 10-step synthesis of suillusin will allow further evaluation

  报道了真菌天然产物suillusin的第一个全合成。合成的关键特征包括迈克尔-安息香的多催化级联反应，可在一个步骤中组装整个碳骨架，以及Rubottom-Swern氧化顺序，可产生核心骨架所需的二酮氧化态。溶菌素的这一10个步骤的合成将允许进一​​步评估真菌代谢产物的生物发生和生物学活性。
• Novel benzothiophene-, benzofuran-, and naphthalenecarboxamidotetrazoles as potential antiallergy agents
  作者：David T. Connor、Wiaczeslaw A. Cetenko、Michael D. Mullican、Roderick J. Sorenson、Paul C. Unangst、Robert J. Weikert、Richard L. Adolphson、John A. Kennedy、David O. Thueson

  DOI：10.1021/jm00083a023

  日期：1992.3

  The synthesis and antiallergic activity of a series of novel benzothiophene-, benzofuran-, and naphthalenecarbox-amidotetrazoles are described. A number of the compounds inhibit the release of histamine from anti-IgE stimulated basophils obtained from allergic donors. Optimal inhibition is exhibited in benzothiophenes with a 3-alkoxy substituent in combination with a 5-methoxy, 6-methoxy, or a 5,6-dimethoxy group. Compounds 13c (CI-959) also inhibited respiratory burst of human neutrophils and the release of mediators from anti-IgE-stimulated human chopped lung.
• Synthetic Models Related to Methoxalen – CYP2A6 Interactions. Dimethoxybenzofuran Derivatives as Potent and Selective Inhibitors of CYP2A6
  作者：Kazuaki Oda、Yuki Yamaguchi、Ichie Akimoto、Teruki Yoshimura、Keiji Wada、Naozumi Nishizono、Kyoko Motegi

  DOI：10.3987/com-13-12744

  日期：——

  The human CYP2A6 enzyme metabolizes several xenobiotics including nicotine, the addictive component in tobacco. Reduced activity of CYP2A6, either for genetic reasons or by administering inhibitors of CYP2A6, reduces tobacco smoking. The reported compound methoxalen had a potent inhibitory effect on activity of CYP2A6 with an IC50 value of 1.27 mu M. We selected methoxalen as a lead compound and prepared various dimethoxybenzofuran derivatives that have inhibitory effects on activity of human cytochrome P450 (CYP) 2A6. Synthetic benzofuran derivatives (3,6-dimethoxybenzofuran: IC50=1.92 mu M and 3,7-dimethoxybenzofuran: IC50=2.00 mu M) also exhibited comparable activities against CYP2A6 and were selective inhibitors of CYP2A6. These compounds can be used as lead compounds in the development of drugs for smoking reduction therapy.
• US5998461A
  申请人：——

  公开号：US5998461A

  公开（公告）日：1999-12-07