2,7-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid | 143803-85-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并吡啶类
• 英文名称: 2,7-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid
• CAS: 143803-85-4
• 化学式: C₁₀H₁₀N₂O₂
• 分子量: 190.202
• InChiKey: WXKJDHVLAACWPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,7-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid 、 (4-(4-(4-(trifluoromethoxy)phenyl)piperidin-1-yl)phenyl)methanamine 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2,7-dimethyl-N-(4-(4-(4-(trifluoromethoxy)phenyl)piperidin-1-yl)benzyl)pyrazolo[1,5-a]pyridine-3-carboxamide
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Pyrazolo[1,5-a]pyridine-3-carboxamides as Novel Antitubercular Agents

  摘要：

  A series of pyrazolo[1,5-a]pyridine-3-carboxamide derivatives were designed and synthesized as new anti-Mycobacterium tuberculosis (Mtb) agents. The compounds exhibit promising in vitro potency with nanomolar MIC values against the drug susceptive H37Rv strain and a panel of clinically isolated multidrug-resistant Mtb (MDR-TB) strains. One of the representative compounds (5k) significantly reduces the bacterial burden in an autoluminescent H37Ra infected mouse model, suggesting its promising potential to be a lead compound for future antitubercular drug discovery.

  DOI：

  10.1021/acsmedchemlett.5b00176
• 作为产物：
  描述：

  2,7-dimethyl-pyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 2,7-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Pyrazolo[1,5-a]pyridine-3-carboxamides as Novel Antitubercular Agents

  摘要：

  A series of pyrazolo[1,5-a]pyridine-3-carboxamide derivatives were designed and synthesized as new anti-Mycobacterium tuberculosis (Mtb) agents. The compounds exhibit promising in vitro potency with nanomolar MIC values against the drug susceptive H37Rv strain and a panel of clinically isolated multidrug-resistant Mtb (MDR-TB) strains. One of the representative compounds (5k) significantly reduces the bacterial burden in an autoluminescent H37Ra infected mouse model, suggesting its promising potential to be a lead compound for future antitubercular drug discovery.

  DOI：

  10.1021/acsmedchemlett.5b00176

文献信息

• Pyrazolo[1,5-a]pyridine-3-carboxylic acid derivatives and their
  申请人：Asahi Kasei Kogyo Kabushiki Kaisha

  公开号：US05200415A1

  公开（公告）日：1993-04-06

  Described herein are pyrazolo[1,5-a]pyridine-3-carboxylic acid derivatives represented by the following formula (I): ##STR1## wherein R.sub.1 and R.sub.2 individually mean a hydrogen atom or a lower alkyl group, R.sub.3 denotes an azabicyclo group containing a tertiary nitrogen atom, and Y stands for --O-- or --NH--, or salts thereof. Their preparation process and serotonin receptor antagonists containing them as active ingredients are also described.

  本文描述了由以下式子(I)表示的吡唑并[1,5-a]吡啶-3-羧酸衍生物：##STR1## 其中R.sub.1和R.sub.2分别表示氢原子或低碳基，R.sub.3表示含有三级氮原子的氮杂双环基团，Y代表--O--或--NH--，或其盐。还描述了它们的制备过程和包含它们作为活性成分的5-羟色胺受体拮抗剂。
• Pyrazolo [1,5-a] pyridine-3-carboxylic acid derivatives, their preparation process and their use
  申请人：ASAHI KASEI KOGYO KABUSHIKI KAISHA

  公开号：EP0483836A1

  公开（公告）日：1992-05-06

  Described herein are pyrazolo[1,5-a]pyridine-3-carboxylic acid derivatives represented by the following formula (I): wherein R₁ and R₂ individually mean a hydrogen atom or a lower alkyl group, R₃ denotes an azabicyclo group containing a tertiary nitrogen atom, and Y stands for -O- or -NH-, or salts thereof. Their preparation process and serotonin receptor antagonists containing them as active ingredients are also described.

  这里描述的是由下式 (I) 代表的吡唑并[1,5-a]吡啶-3-羧酸衍生物： 其中 R₁ 和 R₂ 分别表示氢原子或低级烷基，R₃ 表示含有三级氮原子的氮杂环基团，Y 表示 -O- 或 -NH-，或其盐类。此外，还介绍了它们的制备工艺和含有它们作为活性成分的血清素受体拮抗剂。
• US5200415A
  申请人：——

  公开号：US5200415A

  公开（公告）日：1993-04-06
• Design, Synthesis, and Biological Evaluation of Pyrazolo[1,5-<i>a</i>]pyridine-3-carboxamides as Novel Antitubercular Agents
  作者：Jian Tang、Bangxing Wang、Tian Wu、Junting Wan、Zhengchao Tu、Moses Njire、Baojie Wan、Scott G. Franzblauc、Tianyu Zhang、Xiaoyun Lu、Ke Ding

  DOI：10.1021/acsmedchemlett.5b00176

  日期：2015.7.9

  A series of pyrazolo[1,5-a]pyridine-3-carboxamide derivatives were designed and synthesized as new anti-Mycobacterium tuberculosis (Mtb) agents. The compounds exhibit promising in vitro potency with nanomolar MIC values against the drug susceptive H37Rv strain and a panel of clinically isolated multidrug-resistant Mtb (MDR-TB) strains. One of the representative compounds (5k) significantly reduces the bacterial burden in an autoluminescent H37Ra infected mouse model, suggesting its promising potential to be a lead compound for future antitubercular drug discovery.