5-(4-carboxy-phenyl)-thiophene-2-carboxylic acid ethyl ester | 850074-80-5

• 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: 5-(4-carboxy-phenyl)-thiophene-2-carboxylic acid ethyl ester
• 英文别名: 4-(5-ethoxycarbonylthiophen-2-yl)benzoic acid
• CAS: 850074-80-5
• 化学式: C₁₄H₁₂O₄S
• 分子量: 276.313
• InChiKey: VQPZYUMRCYQCMJ-UHFFFAOYSA-N

物化性质

• 沸点：
  465.4±40.0 °C(Predicted)
• 密度：
  1.308±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  91.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(4-carboxy-phenyl)-thiophene-2-carboxylic acid ethyl ester 、 苯胺 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 9.0h， 生成
  参考文献：
  名称：

  [EN] THIOPHENE AND BENZOTHIOPHENE HYDROXAMIC ACID DERIVATIVES
  [FR] DERIVES THIOPHENE ET BENZOTHIOPHENE D'ACIDE HYDROXAMIQUE

  摘要：

  公开号：

  WO2005034880A3
• 作为产物：
  描述：

  5-溴噻吩-2-甲酸乙酯 、 4-羧基苯硼酸 在 palladium diacetate 四丁基溴化铵 、 potassium carbonate 、 盐酸 作用下， 以 水 为溶剂， 反应 1.0h， 生成 5-(4-carboxy-phenyl)-thiophene-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  [EN] THIOPHENE AND BENZOTHIOPHENE HYDROXAMIC ACID DERIVATIVES
  [FR] DERIVES THIOPHENE ET BENZOTHIOPHENE D'ACIDE HYDROXAMIQUE

  摘要：

  公开号：

  WO2005034880A3

文献信息

• Thiophene and Benzothiophene Hydroxamic Acid Derivatives
  申请人：Miller A. Thomas

  公开号：US20070213392A1

  公开（公告）日：2007-09-13

  The present invention relates to a novel class of hydroxamic acid derivatives having a benzothiophene or thiophene backbone. The hydroxamic acid compounds can be used to treat cancer. The hydroxamic acid compounds can also inhibit historic deacetylase and are suitable for use in selectively inducing terminal differentiation, and arresting cell growth and/or apoptosis of neoplastic cells, thereby inhibiting proliferation of such cells. Thus, the compounds of the present invention are useful in treating a patient having a tumor characterized by proliferation of neoplastic cells. The compounds of the invention are also useful in the prevention and treatment of TRX-mediated diseases, such as autoimmune, allergic and inflammatory diseases, and in the prevention and/or treatment of diseases of the central nervous system (CNS), such as neurodegenerative diseases. The present invention further provides pharmaceutical compositions comprising the hydroxamic acid derivatives and safe dosing regimens of these pharmaceutical compositions, which are easy to follow, and which result in a therapeutically effective amount of the hydroxamic acid derivatives in vivo.

  本发明涉及一种新型的羟胺酸衍生物，其具有苯并噻吩或噻吩骨架。这些羟胺酸化合物可用于治疗癌症。这些羟胺酸化合物还可以抑制组蛋白去乙酰化酶，并适用于选择性诱导末端分化，阻止肿瘤细胞的生长和/或凋亡，从而抑制这些细胞的增殖。因此，本发明的化合物对于治疗具有肿瘤细胞增殖特征的患者是有用的。本发明的化合物还适用于预防和治疗TRX介导的疾病，例如自身免疫性、过敏性和炎症性疾病，以及预防和/或治疗中枢神经系统（CNS）疾病，例如神经退行性疾病。本发明还提供了包含羟胺酸衍生物的药物组合物和这些药物组合物的安全剂量方案，其易于遵循，并且在体内产生治疗有效量的羟胺酸衍生物。
• Thiophene and benzothiophene hydroxamic acid derivatives
  申请人：Merck HDAC Research, LLC

  公开号：US07935724B2

  公开（公告）日：2011-05-03

  The present invention relates to a novel class of hydroxamic acid derivatives having a benzothiophene or thiophene backbone. The hydroxamic acid compounds can be used to treat cancer. The hydroxamic acid compounds can also inhibit historic deacetylase and are suitable for use in selectively inducing terminal differentiation, and arresting cell growth and/or apoptosis of neoplastic cells, thereby inhibiting proliferation of such cells. Thus, the compounds of the present invention are useful in treating a patient having a tumor characterized by proliferation of neoplastic cells. The compounds of the invention are also useful in the prevention and treatment of TRX-mediated diseases, such as autoimmune, allergic and inflammatory diseases, and in the prevention and/or treatment of diseases of the central nervous system (CNS), such as neurodegenerative diseases, The present invention further provides pharmaceutical compositions comprising the hydroxamic acid derivatives and safe dosing regimens of these pharmaceutical compositions, which are easy to follow, and which result in a therapeutically effective amount of the hydroxamic acid derivatives in vivo.

  本发明涉及一种具有苯并噻吩或噻吩骨架的新型羟胺酸衍生物类。这些羟胺酸化合物可用于治疗癌症。羟胺酸化合物还可以抑制组蛋白去乙酰化酶，适用于选择性诱导终末分化，并阻止肿瘤细胞的生长和/或凋亡，从而抑制这些细胞的增殖。因此，本发明的化合物在治疗具有肿瘤细胞增殖特征的患者方面非常有用。本发明的化合物还可用于预防和治疗TRX介导的疾病，例如自身免疫、过敏和炎症性疾病，以及中枢神经系统（CNS）疾病的预防和/或治疗，例如神经退行性疾病。本发明还提供了包含羟胺酸衍生物的药物组合物和这些药物组合物的安全用量方案，这些方案易于遵循，并且在体内产生治疗有效量的羟胺酸衍生物。
• US7935724B2
  申请人：——

  公开号：US7935724B2

  公开（公告）日：2011-05-03
• [EN] THIOPHENE AND BENZOTHIOPHENE HYDROXAMIC ACID DERIVATIVES<br/>[FR] DERIVES THIOPHENE ET BENZOTHIOPHENE D'ACIDE HYDROXAMIQUE
  申请人：ATON PHARMA INC

  公开号：WO2005034880A3

  公开（公告）日：2005-09-01