4-(5-chloro-2-thienyl)-2-methyl-5-(4-methylsulfonylphenyl)oxazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(5-chloro-2-thienyl)-2-methyl-5-(4-methylsulfonylphenyl)oxazole
• 英文别名: 4-(5-chloro-thien-2-yl)-2-methyl-5-(4-methylsulfonylphenyl)oxazole；4-(5-Chloro-thiophen-2-yl)-5-(4-methanesulfonyl-phenyl)-2-methyl-oxazole；4-(5-chlorothiophen-2-yl)-2-methyl-5-(4-methylsulfonylphenyl)-1,3-oxazole
• 化学式: C₁₅H₁₂ClNO₃S₂
• 分子量: 353.85
• InChiKey: ZUSLJHHXDFIEBK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  96.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-氯-2-酰氯噻吩 在 四(三苯基膦)钯 、 ammonium acetate 、 溶剂黄146 、 锌 作用下， 以 乙二醇二甲醚 、 溶剂黄146 为溶剂， 生成 4-(5-chloro-2-thienyl)-2-methyl-5-(4-methylsulfonylphenyl)oxazole
  参考文献：
  名称：

  4-Aryl/cycloalkyl-5-phenyloxazole derivatives as selective COX-2 inhibitors

  摘要：

  A series of 4-aryl/cycloalkyl-5-phenyloxazole derivatives was synthesized and evaluated for their ability to inhibit cyclooxygenase-2 (COX-2) and cyclooxygenase-1 (COX-1). These compounds were found to be potent and selective COX-2 inhibitors. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00670-9

文献信息

• OXAZOLE DERIVATIVES AND USE THEREOF
  申请人：Japan Tobacco Inc.

  公开号：EP0826676A1

  公开（公告）日：1998-03-04

  Oxazole derivatives of the formula (I) wherein one of R and R1 is a methylsulfonylphenyl, an aminosulfonylphenyl or an alkylaminosulfonylphenyl, and the other is a cycloalkyl having 5 to 7 carbon atoms which is optionally substituted by lower alkyl, a thienyl optionally substituted by lower alkyl or halogen atom or a furanyl optionally substituted by lower alkyl or halogen atom, and R2 is a lower alkyl, and pharmaceutically acceptable salts thereof. The oxazole derivatives and pharmaceutically acceptable salts thereof have superior antipyretic action, analgesic action, anti-inflammatory action, and particularly, selective inhibitory action on cyclooxygenase-2 (COX-2), and are expected to be useful as an antipyretic agent, an analgesic agent and an anti-inflammatory agent with less side-effects such as disorders in the digestive tract.

  式（I）的噁唑衍生物 其中 R 和 R1 中的一个是甲磺酰基苯基、氨磺酰基苯基或烷基氨磺酰基苯基，另一个是具有 5 至 7 个碳原子的环烷基，该环烷基可选择被低级烷基、可选择被低级烷基或卤素原子取代的噻吩基或可选择被低级烷基或卤素原子取代的呋喃基取代，R2 是低级烷基，以及它们的药学上可接受的盐。噁唑衍生物及其药学上可接受的盐类具有优异的解热作用、镇痛作用和抗炎作用，特别是对环氧化酶-2（COX-2）具有选择性抑制作用，有望用作解热剂、镇痛剂和抗炎剂，且副作用较小，如消化道功能紊乱。
• US5945539A
  申请人：——

  公开号：US5945539A

  公开（公告）日：1999-08-31
• US6002014A
  申请人：——

  公开号：US6002014A

  公开（公告）日：1999-12-14