2,6-Bis(1,1-dimethylethyl)-4-[3-(1-pyrrolidinylmethyl)-1,2,4-oxadiazol-5-yl]phenol | 130116-51-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,6-Bis(1,1-dimethylethyl)-4-[3-(1-pyrrolidinylmethyl)-1,2,4-oxadiazol-5-yl]phenol
• 英文别名: 2,6-ditert-butyl-4-[3-(pyrrolidin-1-ylmethyl)-1,2,4-oxadiazol-5-yl]phenol
• CAS: 130116-51-7
• 化学式: C₂₁H₃₁N₃O₂
• 分子量: 357.496
• InChiKey: MWBUUXKWIZSYDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  62.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-二叔丁基-4-羟基苯甲酸 在 1-羟基苯并三唑一水物 、 N,N'-二环己基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 21.0h， 生成 2,6-Bis(1,1-dimethylethyl)-4-[3-(1-pyrrolidinylmethyl)-1,2,4-oxadiazol-5-yl]phenol
  参考文献：
  名称：

  Novel 1,2,4-oxadiazoles and 1,2,4-thiadiazoles as dual 5-lipoxygenase and cyclooxygenase inhibitors

  摘要：

  A series of 1,2,4-oxadiazoles and 1,2,4-thiadiazoles containing a 2,6-di-tert-butylphenol substituent were prepared and evaluated as dual inhibitors of 5-lipoxygenase and cyclooxygenase in rat basophilic leukemia (RBL-1) cells. Several of these compounds show oral efficacy in the rat carageenan footpad edema (CFE) and mycobacterium footpad edema (MFE) antiinflammatory models, without concomitant gastric ulceration. Structure-activity relationships are discussed. The best compounds (ID40 values in MFE of 3-8 mg/kg po) contain guanidine-derived substituents on the heterocyclic ring.

  DOI：

  10.1021/jm00098a015

文献信息

• 3,5-di-tertiary-butyl-4-hydroxyphenyl-1,3,4-thiadiazoles, and
  申请人：Warner-Lambert Company

  公开号：US05155122A1

  公开（公告）日：1992-10-13

  The present invention is novel compounds which are 3,5-di-tertiary-butyl-4-hydroxyphenyl substituted 1,2,4- and 1,3,4-thiadazoles and oxadiazoles, and 1,2,4-triazoles, and pharmaceutically acceptable additions and base salts thereof, pharmaceutical compositions and methods of use therefor. The invention compounds are now found to have activity as inhibitors of 5-lipoxygenase and/or cyclooxygenase providing treatment of conditions advantageously affected by such inhibition including inflammation, arthritis, pain, fever, and the like.

  本发明涉及新型化合物，其为3,5-二叔丁基-4-羟基苯基取代的1,2,4-和1,3,4-噻二唑和噁二唑以及1,2,4-三唑，以及其药学上可接受的加合物和碱盐、制药组合物和使用方法。现发现该发明化合物具有作为5-脂氧合酶和/或环氧合酶抑制剂的活性，从而提供治疗因此类抑制而受益的疾病的方法，包括炎症、关节炎、疼痛、发热等。
• 3,5-Di-tertiary-butyl-4-hydroxyphenyl-1,3,4-thiadiazoles, and oxadiazoles and 3,5-di-tertiary-butyl-4-hydroxiphenyl- 1,2,4-thiadiazoles, -oxadiazoles as antiinflammatory agents
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0371438A2

  公开（公告）日：1990-06-06

  The present invention is novel compounds which are 3,5-di-tertiary-butyl-4-hydroxyphenyl substituted 1,2,4-and 1,3,4-thiadazoles and oxadiazoles, and 1,2,4-triazoles, and pharmaceutically acceptable additions and base salts thereof, pharmaceutical compositions and methods of use therefor. The invention compounds are now found to have activity as inhibitors of 5-lipoxygenase and/or cyclooxygenase providing treatment of conditions advantageously affected by such inhibition including inflammation, arthritis, pain, fever, and the like.

  本发明是3,5-二叔丁基-4-羟基苯基取代的1,2,4和1,3,4-噻二唑和噁二唑以及1,2,4-三唑的新型化合物及其药学上可接受的添加剂和基盐、药物组合物和使用方法。现在发现，本发明化合物具有作为 5-脂氧合酶和/或环氧合酶抑制剂的活性，可治疗受这种抑制影响的有利病症，包括炎症、关节炎、疼痛、发热等。
• Polyphenylene sulfide resin composition
  申请人：ASAHI KASEI KOGYO KABUSHIKI KAISHA

  公开号：EP0406553A2

  公开（公告）日：1991-01-09

  A composition obtained by adding at least one specific elastomer and optionally a polyamide resin or a bromine-containing flame retardant to a melt-kneaded product of a polyphenylene sulfide with a non-blocked type polyfunctional isocyanate compound. The composition is excellent not only in impact resistance but also in aging resistance at high temperatures. Said composition can be advantageously used for molding parts of automobile engines, parts for various machines, connectors for electric or electronic parts, bobbines and the like.

  一种通过在聚苯硫醚与非嵌段型多官能异氰酸酯化合物的熔融捏合产物中添加至少一种特定弹性体和聚酰胺树脂或含溴阻燃剂而获得的组合物。这种组合物不仅抗冲击性能优异，而且在高温下的抗老化性能也很好。这种组合物可以很好地用于汽车发动机部件、各种机器部件、电气或电子部件的连接器、波纹管等的成型。
• US5191020A
  申请人：——

  公开号：US5191020A

  公开（公告）日：1993-03-02
• US5155122A
  申请人：——

  公开号：US5155122A

  公开（公告）日：1992-10-13