3-(thiophen-2-yl)-1,2-oxazole-5-carboxylic acid | 204910-49-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(thiophen-2-yl)-1,2-oxazole-5-carboxylic acid
• 英文别名: 3-(2-Thienyl)-5-isoxazolecarboxylic Acid；3-thiophen-2-yl-1,2-oxazole-5-carboxylic acid
• CAS: 204910-49-6
• 化学式: C₈H₅NO₃S
• 分子量: 195.199
• InChiKey: ZIZYDOPDWVOYAZ-UHFFFAOYSA-N

物化性质

• 沸点：
  443.4±35.0 °C(Predicted)
• 密度：
  1.470±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(thiophen-2-yl)-1,2-oxazole-5-carboxylic acid 在 五氯化磷 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 3-Thiophen-2-yl-1,2-oxazole-5-carbonyl chloride
  参考文献：
  名称：

  Synthesis and in vitro activity of new oxazolidinone antibacterial agents having substituted isoxazoles

  摘要：

  Two series of oxazolidinone derivatives having substituted isoxazoles were synthesized and tested for antibacterial activities against several Gram-positive strains including the resistant strains of Staphylococcus and Enterococcus, such as MRSA, CRSA, MSSA and VRE. Some of them showed in vitro activities (MIC) comparable or superior to the reference compound vancomycin. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00473-4
• 作为产物：
  描述：

  methyl 3-(thiophen-2-yl)-1,2-oxazole-5-carboxylate 在 水 、 lithium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以64%的产率得到3-(thiophen-2-yl)-1,2-oxazole-5-carboxylic acid
  参考文献：
  名称：

  [EN] METHODS OF TREATING PULMONARY DISEASES AND DISORDERS
  [FR] MÉTHODES DE TRAITEMENT DE MALADIES ET TROUBLES PULMONAIRES

  摘要：

  本公开涵盖了使用公开化合物治疗慢性阻塞性肺疾病（COPD）、支气管炎和/或哮喘的方法，可选择性地与一个或多个额外活性药剂一起使用。考虑的方法包括口服或吸入给患者一个或多个公开的化合物。

  公开号：

  WO2017112853A1

文献信息

• [EN] COMPOUNDS, COMPOSITIONS AND METHODS OF INCREASING CFTR ACTIVITY<br/>[FR] COMPOSÉS, COMPOSITIONS ET PROCÉDÉS POUR AUGMENTER L'ACTIVITÉ DU CFTR
  申请人：PROTEOSTASIS THERAPEUTICS INC

  公开号：WO2017019589A1

  公开（公告）日：2017-02-02

  The present disclosure features compounds such as those having the Formulae (I) and (II), which can increase cystic fibrosis transmembrane conductance regulator (CFTR) activity as measured in human bronchial epithelial (hBE) cells. The present disclosure also features methods of treating a condition associated with decreased CFTR activity or a condition associated with a dysfunction of proteostasis comprising administering to a subject an effective amount of a disclosed compound, such as a compound of Formula (I) or (II).

  本公开涉及化合物，例如具有式(I)和(II)的化合物，可以增加在人类支气管上皮细胞（hBE）中测量的囊性纤维化跨膜传导调节蛋白（CFTR）活性。本公开还涉及治疗与CFTR活性降低或蛋白质稳态功能障碍相关的疾病的方法，包括向受试者施用所述化合物的有效量，例如式(I)或(II)的化合物。
• Compounds, compositions, and methods for increasing CFTR activity
  申请人：Proteostasis Therapeutics, Inc.

  公开号：US10392372B2

  公开（公告）日：2019-08-27

  The present disclosure is directed to disclosed compounds that increase cystic fibrosis transmembrane conductance regulator (CFTR) activity as measured in human bronchial epithelial (hBE) cells.

  本公开涉及所公开的能提高囊性纤维化跨膜传导调节因子（CFTR）活性的化合物，这些活性是在人支气管上皮细胞（hBE）中测定的。
• Compounds, compositions, and methods of increasing CFTR activity
  申请人：Proteostasis Therapeutics, Inc.

  公开号：US10548878B2

  公开（公告）日：2020-02-04

  The present disclosure features compounds such as those having the Formulae (I) and (II), which can increase cystic fibrosis transmembrane conductance regulator (CFTR) activity as measured in human bronchial epithelial (hBE) cells. The present disclosure also features methods of treating a condition associated with decreased CFTR activity or a condition associated with a dysfunction of proteostasis comprising administering to a subject an effective amount of a disclosed compound, such as a compound of Formula (I) or (II).

  本公开的化合物如具有式(I)和(II)的化合物，可提高在人支气管上皮细胞(hBE)中测定的囊性纤维化跨膜传导调节剂(CFTR)活性。本公开内容还包括治疗与 CFTR 活性降低相关的疾病或与蛋白稳态功能障碍相关的疾病的方法，包括向受试者施用有效量的公开化合物，如式（I）或（II）化合物。
• [EN] COMPOUNDS, COMPOSITIONS, AND METHODS FOR INCREASING CFTR ACTIVITY<br/>[FR] COMPOSÉS, COMPOSITIONS ET PROCÉDÉS POUR AUGMENTER L'ACTIVITÉ DU CFTR
  申请人：PROTEOSTASIS THERAPEUTICS INC

  公开号：WO2016105485A3

  公开（公告）日：2016-09-01
• COMPOUNDS, COMPOSITIONS, AND METHODS FOR INCREASING CFTR ACTIVITY
  申请人：Proteostasis Therapeutics, Inc.

  公开号：EP3237411A2

  公开（公告）日：2017-11-01