2-Amino-4-(4-acetaminophenyl)-thiophene-3-carboxylic acid ethyl ester | 914202-49-6

• 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: 2-Amino-4-(4-acetaminophenyl)-thiophene-3-carboxylic acid ethyl ester
• 英文别名: ethyl 4-(4-acetamidophenyl)-2-aminothiophene-3-carboxylate
• CAS: 914202-49-6
• 化学式: C₁₅H₁₆N₂O₃S
• 分子量: 304.37
• InChiKey: RKGOKRGBGUQYQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氰乙酸乙酯 、 4-乙酰胺苯乙酮 在 吗啉 、 sulfur 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 以63%的产率得到2-Amino-4-(4-acetaminophenyl)-thiophene-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  芳基烷基酮在 2-氨基噻吩的一锅 Gewald 合成中

  摘要：

  通过芳基烷基酮与氰基乙酸乙酯和元素硫在乙酸吗啉和过量吗啉存在下的一锅 Gewald 反应，在 4-位带有各种芳基的 2-氨基噻吩-3-羧酸盐很容易以良好到中等的产率获得.

  DOI：

  10.1055/s-2006-951484

文献信息

• Compounds, Formulations, and Methods of Protein Kinase C Inhibition
  申请人：Antonetti David A.

  公开号：US20120302561A1

  公开（公告）日：2012-11-29

  The invention provides a method of inhibiting atypical protein kinase C (aPKC) comprising contacting an aPKC with a compound having a structure selected from the group consisting of structural formulas (I) to (IX). The invention further provides a method of inhibiting or reducing vascular permeability. The method comprising administering to a subject a composition comprising an amount of a compound having a structure selected from the group consisting of structural formulas (I) to (IX) effective to inhibit or reduce vascular permeability. A method of treating or preventing a disease or disorder characterized by abnormal vascular permeability, a method of inhibiting angiogenesis, a method of inhibiting cancer cell proliferation, a formulation, and a method of preparing a formulation also are provided.
• US8889672B2
  申请人：——

  公开号：US8889672B2

  公开（公告）日：2014-11-18
• [EN] COMPOUNDS, FORMULATIONS, AND METHODS OF PROTEIN KINASE C INHIBITION<br/>[FR] COMPOSÉS, FORMULATIONS ET PROCÉDÉS D'INHIBITION DE LA PROTÉINE KINASE C
  申请人：UNIV MICHIGAN

  公开号：WO2012149452A1

  公开（公告）日：2012-11-01

  The invention provides a method of inhibiting atypical protein kinase C (aPKC) comprising contacting an aPKC with a compound having a structure selected from the group consisting of structural formulas (I) to (IX). The invention further provides a method of inhibiting or reducing vascular permeability. The method comprising administering to a subject a composition comprising an amount of a compound having a structure selected from the group consisting of structural formulas (I) to (IX) effective to inhibit or reduce vascular permeability. A method of treating or preventing a disease or disorder characterized by abnormal vascular permeability, a method of inhibiting angiogenesis, a method of inhibiting cancer cell proliferation, a formulation, and a method of preparing a formulation also are provided.
• Aryl Alkyl Ketones in a One-Pot Gewald Synthesis of 2-Aminothiophenes
  作者：Victor Tormyshev、Anthony Flinn、Dmitry Trukhin、Olga Rogozhnikova、Tatiana Mikhalina、Tatiana Troitskaya

  DOI：10.1055/s-2006-951484

  日期：2006.9

  2-Aminothiophene-3-carboxylates bearing various aryl groups at the 4-position are readily obtained in good to moderate yields by the one-pot Gewald reaction of aryl alkyl ketones with ethyl cyanoacetate and elemental sulfur in the presence of morpholinium acetate and excess morpholine.

  通过芳基烷基酮与氰基乙酸乙酯和元素硫在乙酸吗啉和过量吗啉存在下的一锅 Gewald 反应，在 4-位带有各种芳基的 2-氨基噻吩-3-羧酸盐很容易以良好到中等的产率获得.