5-amino-2-(4-(trifluoromethyl)phenyl)-1,3-oxazole-4-carboxamide | 354812-13-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-2-(4-(trifluoromethyl)phenyl)-1,3-oxazole-4-carboxamide
• 英文别名: 5-Amino-2-(4-trifluoromethyl-phenyl)-oxazole-4-carboxylic acid amide；5-amino-2-[4-(trifluoromethyl)phenyl]-1,3-oxazole-4-carboxamide
• CAS: 354812-13-8
• 化学式: C₁₁H₈F₃N₃O₂
• 分子量: 271.199
• InChiKey: DPUNFIBGNOBPIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  95.1
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-amino-2-(4-(trifluoromethyl)phenyl)-1,3-oxazole-4-carboxamide 以54%的产率得到5-[(aminocarbonyl)amino]-2-(4-trifluoromethylphenyl)-1,3-oxazole-4-carboxamide
  参考文献：
  名称：

  Novel Compounds

  摘要：

  这项发明涉及到式(I)的杂环芳香族羧酰胺， 其中A、R1、R2和X如规范中定义，以及用于它们制备的过程和中间体，含有它们的药物组合物以及它们在治疗中的应用。

  公开号：

  US20020107252A1
• 作为产物：
  描述：

  4-三氟甲基苯甲酰氯 在 硫酸 作用下， 以 N-甲基吡咯烷酮 为溶剂， 生成 5-amino-2-(4-(trifluoromethyl)phenyl)-1,3-oxazole-4-carboxamide
  参考文献：
  名称：

  Evolution of the Thienopyridine Class of Inhibitors of IκB Kinase-β:  Part I:  Hit-to-Lead Strategies

  摘要：

  High-throughput screening is routinely employed as a method for the identification of novel hit structures. Large numbers of active compounds are typically procured in this way and must undergo a rigorous validation process. This process is described in detail for a collection of screening hits identified as inhibitors of I kappa B kinase-beta (IKK beta), a key regulatory enzyme in the nuclear factor-kappa B (NF-kappa B) pathway. From these studies, a promising hit series was selected. Subsequent lead generation activities included the development of a pharmacophore hypothesis and structure-activity relationship (SAR) for the hit series. This led to the exploration of related scaffolds offering additional opportunities, and the various structural classes were comparatively evaluated for enzyme inhibition, selectivity, and drug-like properties. A novel lead series of thienopyridines was thereby established, and this series advanced into lead optimization for further development.

  DOI：

  10.1021/jm0510979

文献信息

• [EN] HETEROAROMATIC CARBOXAMIDE DERIVATIVES AND THEIR USE AS INHIBITORS OF THE ENZYME IKK-2<br/>[FR] DERIVES DE CARBOXAMIDES HETEROAROMATIQUES ET LEUR UTILISATION COMME INHIBITEURS DE L'ENZYME IKK-2
  申请人：ASTRAZENECA AB

  公开号：WO2001058890A1

  公开（公告）日：2001-08-16

  The invention relates to heteroaromatic carboxamides of formula (I), wherein A, R1, R2 and X are as defined in the specification, processes and intermediates used in their preparation, pharmaceutical compositions containing them and their use in therapy.

  本发明涉及式（I）的杂环芳香族羧酰胺，其中A，R1，R2和X如规范中定义的过程和中间体，制备它们所用的制剂，含有它们的制药组合物以及它们在治疗中的使用。
• Substituted thiophene compounds
  申请人：Baxter Andrew

  公开号：US20090181962A1

  公开（公告）日：2009-07-16

  The invention relates to heteroaromatic carboxamides of formula (I), wherein A, R 1 , R 2 , and X are as defined in the specification, processes and intermediates used in their preparation, pharmaceutical compositions containing them and their use in therapy.

  本发明涉及公式（I）的杂环芳香族羧酰胺，其中A，R1，R2和X如规范中所定义，以及用于它们的制备的过程和中间体，包含它们的制药组合物以及它们在治疗中的使用。
• HETEROAROMATIC CARBOXAMIDE DERIVATIVES AND THEIR USE AS INHIBITORS OF THE ENZYME IKK-2
  申请人：AstraZeneca AB

  公开号：EP1261600A1

  公开（公告）日：2002-12-04
• US7358376B2
  申请人：——

  公开号：US7358376B2

  公开（公告）日：2008-04-15