5-(5-methyl-1,2,4-oxadiazol-3-yl)-2-thiophenecarboxylic acid | 133380-64-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-(5-methyl-1,2,4-oxadiazol-3-yl)-2-thiophenecarboxylic acid
• 英文别名: 5-(5-methyl-1,2,4-oxadiazol-3-yl)thiophene-2-carboxylic acid
• CAS: 133380-64-0
• 化学式: C₈H₆N₂O₃S
• 分子量: 210.213
• InChiKey: RYXUJRKMJHOATN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-醛基-2-噻吩甲酸 在 吡啶 、 sodium hydroxide 、 盐酸羟胺 、 sodium acetate 、 乙酸酐 、 sodium carbonate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 27.0h， 生成 5-(5-methyl-1,2,4-oxadiazol-3-yl)-2-thiophenecarboxylic acid
  参考文献：
  名称：

  5-杂芳基-2-噻吩羧酸：恶唑和恶二唑

  摘要：

  报道了带有烷基和芳基取代的恶唑和恶二唑环的新型噻吩-2-羧酸的合成。关键前体5-甲酰基-2-噻吩羧酸的顺序官能化提供了中间体羧酸酯，其通过碱性裂解被转化为所需的酸。

  DOI：

  10.1002/jhet.5570280104

文献信息

• THERAPEUTIC ISOXAZOLE COMPOUNDS
  申请人：Kaplan Alan P.

  公开号：US20090062252A1

  公开（公告）日：2009-03-05

  The invention provides a compound of formula I: wherein A 1 , A 2 , A 3 , R 1 , X, Y, and B have any of the values described herein, as well as salts of such compounds, compositions comprising such compounds, and therapeutic methods that comprise the administration of such compounds. The compounds are inhibitors of monoamine oxidase B (MAO-B) enzyme function and are useful for improving cognitive function and for treating psychiatric disorders in animals.

  该发明提供了一种式I的化合物：其中A1、A2、A3、R1、X、Y和B具有本文所描述的任何值，以及这些化合物的盐、包含这些化合物的组合物，以及包括给予这些化合物的治疗方法。这些化合物是单胺氧化酶B（MAO-B）酶功能的抑制剂，对于改善认知功能和治疗动物的精神障碍非常有用。
• 3-substituted-2-oxindole derivatives
  申请人：Pfizer Inc.

  公开号：US05047554A1

  公开（公告）日：1991-09-10

  This invention relates to novel 3-substituted-2-oxindole derivatives which are inhibitors of prostaglandin H.sub.2 synthase, 5-lipoxygenase and interleukin-1 biosynthesis. The compounds of the invention are useful as inhibitors of prostaglandin H.sub.2 synthase and interleukin-1 biosynthesis, per se, and as analgesic, antiinflammatory and antiarthritic agents in the treatment of chronic inflammatory diseases. This invention also relates to pharmaceutical compositions comprising said 3-substituted-2-oxindole derivatives; to methods of inhibiting prostaglandin H.sub.2 synthase and biosynthesis of interleukin-1; and to treating chronic inflammatory diseases in a mammal with said compounds. Further, this invention relates to certain novel carboxylic acids useful as intermediates in the preparation of the 3-substituted-2-oxindole derivatives of this invention and to a process for the preparation of the 3-substituted-2-oxindole derivatives.

  这项发明涉及新型的3-取代-2-噁唑烷酮衍生物，这些衍生物是前列腺素H.sub.2合酶、5-脂氧合酶和白细胞介素-1生物合成的抑制剂。该发明的化合物在慢性炎症性疾病的治疗中可用作前列腺素H.sub.2合酶和白细胞介素-1生物合成的抑制剂，本身也可作为镇痛、抗炎和抗关节炎药物。本发明还涉及包含所述3-取代-2-噁唑烷酮衍生物的药物组合物；抑制前列腺素H.sub.2合酶和白细胞介素-1生物合成的方法；以及使用这些化合物治疗哺乳动物的慢性炎症性疾病。此外，本发明还涉及某些新型羧酸，可用作本发明的3-取代-2-噁唑烷酮衍生物的合成中间体，以及一种制备这些衍生物的方法。
• 2-carboxy-thiophene derivatives
  申请人：Pfizer Inc.

  公开号：US05300655A1

  公开（公告）日：1994-04-05

  This invention relates to novel 3-substituted-2-oxindole derivatives which are inhibitors of prostaglandin H.sub.2 synthase, 5-lipoxygenase and interleukin-1 biosynthesis. The compounds of the invention are useful as inhibitors of prostaglandin H.sub.2 synthase and interleukin-1 biosynthesis, per se, and as analgesic, antiinflammatory and antiarthritic agents in the treatment of chronic inflammatory diseases. This invention also relates to pharmaceutical compositions comprising said 3-substituted-2-oxindole derivatives; to methods of inhibiting prostaglandin H.sub.2 synthase and biosynthesis of interleukin-1; and to treating chronic inflammatory diseases in a mammal with said compounds. Further, this invention relates to certain novel carboxylic acids useful as intermediates in the preparation of the 3-substituted-2-oxindole derivatives of this invention and to a process for the preparation of the 3-substituted-2-oxindole derivatives.

  本发明涉及新型的3-取代-2-氧化吲哚衍生物，其是前列腺素H.sub.2合酶、5-脂氧合酶和白细胞介素-1生物合成的抑制剂。本发明中的化合物本身作为前列腺素H.sub.2合酶和白细胞介素-1生物合成的抑制剂以及作为治疗慢性炎症性疾病的镇痛、抗炎和抗关节炎药物是有用的。本发明还涉及包含所述3-取代-2-氧化吲哚衍生物的制药组合物；抑制前列腺素H.sub.2合酶和白细胞介素-1生物合成的方法；以及使用该化合物治疗哺乳动物的慢性炎症性疾病。此外，本发明还涉及某些新型羧酸，其作为制备本发明的3-取代-2-氧化吲哚衍生物的中间体，以及制备3-取代-2-氧化吲哚衍生物的过程。
• 3-substituted-2-oxindoles derivatives
  申请人：Pfizer Inc.

  公开号：US06174883B1

  公开（公告）日：2001-01-16

  This invention relates to novel 3-substituted-2-oxindole derivatives of the formula and the phamaceutically-accepted salts thereof which are inhibitors of prostaglandin H2 synthase, 5-lipoxygenase and interleukin-1 biosynthesis. The compounds of the invention are useful as inhibitors of prostaglandin H2 synthase and interleukin-1 biosynthesis, per se, and as analgesic, antiinflammatory and antiarthritic agents in the treatment of chronic inflammatory diseases. This invention also relates to pharmaceutical compositions comprising said 3-substituted-2-oxindole derivatives; to methods of inhibiting prostaglandin H2 synthase and biosynthesis of interleukin-1; and to treating chronic inflammatory diseases in a mammal with said compounds. Further, this invention relates to certain novel carboxylic acids useful as intermediates in the preparation of the 3-substituted-2-oxindole derivatives of this invention and to a process for the preparation of the 3-substituted-2-oxindole derivatives.

  本发明涉及一种新的3-取代-2-氧化吲哚衍生物及其药物接受的盐，它们是前列腺素H2合酶、5-脂氧合酶和白细胞介素-1生物合成的抑制剂。本发明的化合物本身就是前列腺素H2合酶和白细胞介素-1生物合成的抑制剂，可用于治疗慢性炎症性疾病的镇痛、抗炎和抗关节炎药物。本发明还涉及包括所述3-取代-2-氧化吲哚衍生物的制药组合物；抑制前列腺素H2合酶和白细胞介素-1的生物合成的方法；以及使用该化合物治疗哺乳动物的慢性炎症性疾病。此外，本发明还涉及一些新的羧酸，可用作制备本发明的3-取代-2-氧化吲哚衍生物的中间体，以及制备3-取代-2-氧化吲哚衍生物的方法。
• COMPOUNDS AND METHODS
  申请人：Baloglu Erkan

  公开号：US20130059883A1

  公开（公告）日：2013-03-07

  Disclosed are compounds having the formula: wherein X 1 , X 2 , X 3 , R 1 , R 2 , R 3 , R 4 , Y, A, Z, L and n are as defined herein, and methods of making and using the same.

  公开的化合物具有以下公式：其中X1，X2，X3，R1，R2，R3，R4，Y，A，Z，L和n的定义如下，以及制备和使用它们的方法。