Pyr6 | 245747-08-4

• 物质功能分类: 生物化工 - 生化试剂 - 激动剂抑制剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Pyr6
• 英文别名: N-(4-(3,5-Bis(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)-3-fluoroisonicotinamide；N-[4-[3,5-bis(trifluoromethyl)pyrazol-1-yl]phenyl]-3-fluoropyridine-4-carboxamide
• CAS: 245747-08-4
• 化学式: C₁₇H₉F₇N₄O
• 分子量: 418.273
• InChiKey: XZIQSOZOLJJMFN-UHFFFAOYSA-N

物化性质

• 熔点：
  162-163 °C
• 沸点：
  368.4±42.0 °C(Predicted)
• 密度：
  1.52±0.1 g/cm3(Predicted)
• 溶解度：
  二甲基亚砜：≥100 mg/ml（239.08mM）

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  59.8
• 氢给体数：
  1
• 氢受体数：
  10

制备方法与用途

生物活性

Pyr6 是一种针对离子通道 TRPC3 的选择性抑制剂，其 IC50 值为 0.49 μM。

反应信息

• 作为产物：
  描述：

  六氟乙酰丙酮 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 Pyr6
  参考文献：
  名称：

  3,5-Bis(trifluoromethyl)pyrazoles:  A Novel Class of NFAT Transcription Factor Regulator

  摘要：

  A series of bis(trifluoromethyl)pyrazoles (BTPs) has been found to be a novel inhibitor of cytokine production. Identified initially as inhibitors of IL-2 synthesis, the BTPs have been optimized in this regard and even inhibit IL-2 production with a 10-fold enhancement over cyclosporine in an ex vivo assay. Additionally, the BTPs show inhibition of IL-4, IL-5, IL-8, and eotaxin production. Unlike the IL-2 inhibitors, cycloseorine and FK506, the BTPs do not directly inhibit the dephosphorylation of NFAT by calcineurin.

  DOI：

  10.1021/jm990615a

文献信息

• AZOLE INHIBITORS OF CYTOKINE PRODUCTION
  申请人：——

  公开号：US20010044445A1

  公开（公告）日：2001-11-22

  Compounds having the formula 1 are useful for treating diseases that are prevented by or ameliorated with Interleukin-2, Interleukin-4, or Interleukin-5 production inhibitors.

  具有以下化学式的化合物对于治疗由白细胞介素-2、白细胞介素-4或白细胞介素-5产生抑制剂预防或改善的疾病是有用的。
• [EN] COMPOUNDS THAT MODULATE INTRACELLULAR CALCIUM<br/>[FR] COMPOSÉS QUI MODULENT LE CALCIUM INTRACELLULAIRE
  申请人：CALCIMEDICA INC

  公开号：WO2013059666A1

  公开（公告）日：2013-04-25

  Described herein are compounds and pharmaceutical compositions containing such compounds, which modulate the activity of store-operated calcium (SOC) channels. Also described herein are methods of using such SOC channel modulators, alone and in combination with other compounds, for treating diseases or conditions that would benefit from inhibition of SOC channel activity.

  本文描述了含有这些化合物的化合物和药物组合物，这些化合物调节储存激活钙（SOC）通道的活性。本文还描述了使用这种SOC通道调节剂的方法，单独或与其他化合物结合，用于治疗需要抑制SOC通道活性的疾病或症状。
• [EN] PYRAZOLE INHIBITORS OF CYTOKINE PRODUCTION<br/>[FR] INHIBITEURS DE TYPE PYRAZOLE DE LA PRODUCTION DE CYTOKINE
  申请人：ABBOTT LABORATORIES

  公开号：WO1999051580A1

  公开（公告）日：1999-10-14

  (EN) Compounds having formula (I) are useful for treating diseases that are prevented by or ameliorated with Interleukin-2, Interleukin-4, or Interleukin-5 production inhibitors.(FR) La présente invention concerne des composés représentés par la formule (I) convenant pour le traitement de maladies pour lesquelles les inhibiteurs de production de l'interleukine 2, de l'interleukine 4 ou de l'interleukine 5 ont un effet préventif ou bénéfique.

  (I)式化合物可用于治疗由Interleukin-2、Interleukin-4或Interleukin-5产生抑制剂预防或缓解的疾病。
• Methods and compositions for treating chlorine-gas induced lung injury
  申请人：National Jewish Health

  公开号：US11166981B2

  公开（公告）日：2021-11-09

  The invention provides methods and compositions for treating and/or preventing chlorine-gas induced lung injury with sodium thiosulfate.

  本发明提供了用硫代硫酸钠治疗和/或预防氯气引起的肺损伤的方法和组合物。
• Microwave-Assisted and Continuous Flow Multistep Synthesis of 4-(Pyrazol-1-yl)carboxanilides
  作者：David Obermayer、Toma N. Glasnov、C. Oliver Kappe

  DOI：10.1021/jo2009824

  日期：2011.8.19

  A series of 4-(pyrazol-1-yl)carboxanilides active as inhibitors of canonical transient receptor potential channels were synthesized in an efficient three-step protocol using controlled microwave heating. The general synthetic strategy involves condensation of 4-nitrophenylhydrazine with appropriate 1,3-dicarbonyl building blocks, followed by reduction of the nitro group to the amine, which is then amidated with carboxylic acids. Compared to the conventional protocol a dramatic reduction in overall processing time from similar to 2 days to a few minutes was achieved, accompanied by significantly improved product yields. In addition, the first two steps in the synthetic pathway were also performed under continuous flow conditions providing similar isolated product yields. As an alternative to the three-step protocol, a novel two-step route to the desired 4-(pyrazol-1-yl)carboxanilides was devised involving condensation of 4-bromophenylhydrazine with appropriate 1,3-dicarbonyl building blocks, followed by Pd-catalyzed Buchwald-Hartwig amidation with carboxylic acid amides.