methyl 4-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate | 33562-12-8

• 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 4-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate
• CAS: 33562-12-8
• 化学式: C₁₂H₁₄O₆
• 分子量: 254.24
• InChiKey: KHZBRKPSQPUPPX-UHFFFAOYSA-N

物化性质

• 沸点：
  369.0±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 4-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate 在 sodium hydroxide 作用下， 以 水 、 溶剂黄146 为溶剂， 生成 3-乙酰氧基-6-甲氧基-苯并呋喃
  参考文献：
  名称：

  (−)-4-desacetoxy-1-oxovvindoline 的全合成：文多啉中嵌入式核心杂原子的单原子交换

  摘要：

  公开了 (-)-4-去乙酰氧基-1-oxovindoline 的简明全合成，在天然产物 4-desacetoxyvindoline 的核心结构中带有单个杂原子交换。合成的核心是强大的恶二唑分子内[4 + 2]/[3 + 2]环加成级联，形成四个C-C键，产生三个新环，并在新形成的中心六元环周围建立五个连续的立体中心。

  DOI：

  10.1016/j.tet.2021.132117
• 作为产物：
  描述：

  4-甲氧基水杨酸甲酯 生成 methyl 4-methoxy-2-(2-methoxy-2-oxoethoxy)benzoate
  参考文献：
  名称：

  CONNOR, DAVID T.;CETENKO, WIACZESLAW A.;UNANGST, PAUL C.;JOHNSON, ELIZABE+

  摘要：

  DOI：

文献信息

• Novel benzofuran derivatives with dual 5-HT1A receptor and serotonin transporter affinity
  作者：Aranapakam M. Venkatesan、O. Dos Santos、John Ellingboe、Deborah A. Evrard、Boyd L. Harrison、Deborah L. Smith、Rosemary Scerni、Geoffrey A. Hornby、Lee E. Schechter、Terrence H. Andree

  DOI：10.1016/j.bmcl.2009.12.093

  日期：2010.2

  Several benzofuran derivatives linked to a 3-indoletetrahydropyridine through an alkyl chain were prepared and evaluated for serotonin transporter and 5-HT1A receptor affinities. Their design, synthesis and structure–activity relationships are described.

  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。
• 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。
• 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.
• McGookin et al., Journal of the Chemical Society, 1940, p. 787,791
  作者：McGookin et al.

  DOI：——

  日期：——

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