2-(3,5-dichloropyridin-4-yl)-1-[7-methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridin-4-yl]ethanol | 1010819-37-0

• 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-(3,5-dichloropyridin-4-yl)-1-[7-methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridin-4-yl]ethanol
• 英文别名: 2-(3,5-Dichloropyridin-4-yl)-1-(7-methoxy-2-trifluoromethylpyrazolo[1,5-a]pyridin-4-yl)ethanol
• CAS: 1010819-37-0
• 化学式: C₁₆H₁₂Cl₂F₃N₃O₂
• 分子量: 406.191
• InChiKey: VBFAYOJVHJXVMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59.6
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(3,5-dichloropyridin-4-yl)-1-[7-methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridin-4-yl]ethanol 在 氧化铬 乙酸乙酯 、 水 、 Brine 、 Sodium sulfate-III 、 silica gel 、 正己烷 作用下， 以 丙酮 、 硫酸 、 水 为溶剂， 反应 2.5h， 以to obtain the target product (142 mg) as a white powder的产率得到2-(3,5-dichloropyridin-4-yl)-1-[7-methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridin-4-yl]ethanone
  参考文献：
  名称：

  Pyrazolopyride derivative and phosphodiesterase ( pde) inhibitors containing the same as active ingredient

  摘要：

  提供了一种新的吡唑吡啶衍生物，其可用作具有磷酸二酯酶抑制活性的药物。该吡唑吡啶衍生物由以下通式（1）表示：[其中，R1是氢原子、1至6个碳原子的可选取代烷基或类似物，R2是1至6个碳原子的可选取代烷基或类似物，R5和R6独立地是氢原子或卤素原子，R13是氢原子或卤素原子，n为0或1，为单键或双键，R3是氢原子、羟基或类似物，R4是氢原子、苯基或类似物]或其药学上可接受的盐和水合物。

  公开号：

  US20090318385A1
• 作为产物：
  描述：

  (6-甲氧基吡啶-3-基)甲醇 在 manganese(IV) oxide 、 2,4,6-三甲基苯磺酰羟胺 、 sodium hydroxide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 邻二氯苯 为溶剂， 反应 25.05h， 生成 2-(3,5-dichloropyridin-4-yl)-1-[7-methoxy-2-(trifluoromethyl)pyrazolo[1,5-a]pyridin-4-yl]ethanol
  参考文献：
  名称：

  Phosphodiesterase inhibitors. Part 6: Design, synthesis, and structure–activity relationships of PDE4-inhibitory pyrazolo[1,5-a]pyridines with anti-inflammatory activity

  摘要：

  We previously identified KCA-1490 [(-)-6-(7-methoxy-2-trifluoromethyl-pyrazolo[1,5-alpha] pyridin-4-yl)-5- methyl-4,5-dihydro-3-(2H)-pyridazinone], a dual PDE3/4 inhibitor. In the present study, we found highly potent selective PDE4 inhibitors derived from the structure of KCA-1490. Among them, N-(3,5-dichloropyridin-4-yl)-7-methoxy-2-(trifluoromethyl) pyrazolo[1,5-alpha] pyridine-4-carboxamide (2 alpha) had good anti-inflammatory effects in an animal model. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.07.069

文献信息

• PYRAZOLOPYRIDINE DERIVATIVE AND PHOSPHODIESTERASE (PDE) INHIBITOR CONTAINING THE SAME AS ACTIVE INGREDIENT
  申请人：Kyorin Pharmaceutical Co., Ltd.

  公开号：EP2060572A1

  公开（公告）日：2009-05-20

  A novel pyrazolopyridine derivative is provided which is useful as a pharmaceutical drug having phosphodiesterase inhibitory activity. The pyrazolopyridine derivative is represented by the following general formula (1): [wherein R1 is a hydrogen atom, an optionally substituted alkyl group having 1 to 6 carbon atoms, or the like, R2 is an optionally substituted alkyl group having 1 to 6 carbon atoms or the like, R5 and R6 are independently a hydrogen atom or a halogen atom, R13 is a hydrogen atom or a halogen atom, n is 0 or 1, is a single or double bond, R3 is a hydrogen atom, a hydroxyl group, or the like, and R4 is a hydrogen atom, a phenyl group, or the like] or a pharmaceutically acceptable salt thereof, and a hydrate thereof.

  本研究提供了一种新型吡唑吡啶衍生物，它可用作具有磷酸二酯酶抑制活性的药物。 该吡唑吡啶衍生物由以下通式（1）表示： [其中 R1 是氢原子、具有 1 至 6 个碳原子的任选取代的烷基或类似物，R2 是具有 1 至 6 个碳原子的任选取代的烷基或类似物，R5 和 R6 独立地是氢原子或卤素原子，R13 是氢原子或卤素原子，n 是 0 或 1、 是单键或双键，R3 是氢原子、羟基或类似基团，R4 是氢原子、苯基或类似基团]或其药学上可接受的盐及其水合物。
• EP2060572
  申请人：——

  公开号：——

  公开（公告）日：——
• Phosphodiesterase inhibitors. Part 6: Design, synthesis, and structure–activity relationships of PDE4-inhibitory pyrazolo[1,5-a]pyridines with anti-inflammatory activity
  作者：Akihiko Kojima、Satoshi Takita、Tatsunobu Sumiya、Koji Ochiai、Kazuhiko Iwase、Tetsuya Kishi、Akira Ohinata、Yuichi Yageta、Tokutaro Yasue、Yasushi Kohno

  DOI：10.1016/j.bmcl.2013.07.069

  日期：2013.10

  We previously identified KCA-1490 [(-)-6-(7-methoxy-2-trifluoromethyl-pyrazolo[1,5-alpha] pyridin-4-yl)-5- methyl-4,5-dihydro-3-(2H)-pyridazinone], a dual PDE3/4 inhibitor. In the present study, we found highly potent selective PDE4 inhibitors derived from the structure of KCA-1490. Among them, N-(3,5-dichloropyridin-4-yl)-7-methoxy-2-(trifluoromethyl) pyrazolo[1,5-alpha] pyridine-4-carboxamide (2 alpha) had good anti-inflammatory effects in an animal model. (C) 2013 Elsevier Ltd. All rights reserved.
• Pyrazolopyride derivative and phosphodiesterase ( pde) inhibitors containing the same as active ingredient
  申请人：Kohno Yasushi

  公开号：US20090318385A1

  公开（公告）日：2009-12-24

  A novel pyrazolopyridine derivative is provided which is useful as a pharmaceutical drug having phosphodiesterase inhibitory activity. The pyrazolopyridine derivative is represented by the following general formula (1): [wherein R 1 is a hydrogen atom, an optionally substituted alkyl group having 1 to 6 carbon atoms, or the like, R 2 is an optionally substituted alkyl group having 1 to 6 carbon atoms or the like, R 5 and R 6 are independently a hydrogen atom or a halogen atom, R 13 is a hydrogen atom or a halogen atom, n is 0 or 1, is a single or double bond, R 3 is a hydrogen atom, a hydroxyl group, or the like, and R 4 is a hydrogen atom, a phenyl group, or the like] or a pharmaceutically acceptable salt thereof, and a hydrate thereof.

  提供了一种新的吡唑吡啶衍生物，其可用作具有磷酸二酯酶抑制活性的药物。该吡唑吡啶衍生物由以下通式（1）表示：[其中，R1是氢原子、1至6个碳原子的可选取代烷基或类似物，R2是1至6个碳原子的可选取代烷基或类似物，R5和R6独立地是氢原子或卤素原子，R13是氢原子或卤素原子，n为0或1，为单键或双键，R3是氢原子、羟基或类似物，R4是氢原子、苯基或类似物]或其药学上可接受的盐和水合物。