3-(4-苯氧基-苯基)-吡唑-1-羧酸酰胺 | 101117-70-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(4-苯氧基-苯基)-吡唑-1-羧酸酰胺
• 英文名称: 3-(4-phenoxy-phenyl)-pyrazole-1-carboxylic acid amide
• 英文别名: 3-(4-phenoxyphenyl)-1H-pyrazole-1-carboxamide；1-Carbamoyl-3-<4-phenoxy-phenyl>-pyrazol；3-(4-phenoxyphenyl)pyrazole-1-carboxamide
• CAS: 101117-70-8
• 化学式: C₁₆H₁₃N₃O₂
• 分子量: 279.298
• InChiKey: FTVGTSUFLFFSDY-UHFFFAOYSA-N

物化性质

• 熔点：
  133 °C
• 沸点：
  489.9±47.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  sodium isocyanate 、 3-[4-phenoxyphenyl]pyrazole 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 16.0h， 生成 3-(4-苯氧基-苯基)-吡唑-1-羧酸酰胺
  参考文献：
  名称：

  3-(4-Phenoxyphenyl)pyrazoles:  A Novel Class of Sodium Channel Blockers

  摘要：

  A series of 3-(4-phenoxyphenyl)-1H-pyrazoles were synthesized and characterized as potent state-dependent sodium channel blockers. A limited SAR study was carried out to delineate the chemical requirements for potency. The results indicate that the distal phenyl group is critical for activity but will tolerate lipophilic (+ pi) electronegative (+ sigma) substituents at the ortho and/or para position. Substitution at the pyrazole nitrogen with a H-bond donor improves potency. Compound 18 showed robust activity in the rat Chung neuropathy paradigm.

  DOI：

  10.1021/jm030498q

文献信息

• [EN] IMAGING NEURAL ACTIVITY<br/>[FR] ACTIVITÉ NEURALE D'IMAGERIE
  申请人：GE HEALTHCARE LTD

  公开号：WO2013131872A1

  公开（公告）日：2013-09-12

  The present invention provides a novel radiofluorinated compound for imaging voltage-gated sodium channels (VGSCs) that is more straightforward to synthesise than the known radiofluorinated phenoxyphenyl pyrazole carboxylic acid compounds. The compound of the present invention demonstrates specific uptake and retention in key tissues as well as good in vivo stability. Also provided by the present invention is a radiopharmaceutical composition comprising the radiofluorinated compound of the invention, precursor compounds and methods for the synthesis of said radiofluorinated compound, and methods for using said radiofluorinated compound.

  本发明提供了一种新型放射性氟化合物，用于成像电压门控钠通道（VGSCs），比已知的放射性氟代苯氧基苯基吡唑羧酸化合物更容易合成。本发明的化合物在关键组织中表现出特异性摄取和保留以及良好的体内稳定性。本发明还提供了一种放射性药物组合物，包括本发明的放射性氟化合物、前体化合物以及合成所述放射性氟化合物的方法和使用所述放射性氟化合物的方法。
• Aryl substituted pyrazoles, imidazoles, oxazoles, thiazoles and pyrroles, and the use thereof
  申请人：EURO-CELTIQUE S.A.

  公开号：US20030069292A1

  公开（公告）日：2003-04-10

  This invention relates to compounds having the Formula I: 1 or a pharmaceutically acceptable salt, prodrug or solvate thereof, wherein Het and R 5 -R 13 are set in the specification. The invention also is directed to the use of compounds of Formula I for the treatment of neuronal damage following global and focal ischemia, for the treatment or prevention of neurodegenerative conditions such as amyotrophic lateral sclerosis (ALS), and for the treatment, prevention or amelioration of both acute or chronic pain, as antitinnitus agents, as anticonvulsants, and as antimanic depressants, as local anesthetics, as antiarrhythmics and for the treatment or prevention of diabetic neuropathy.

  本发明涉及具有式I:1的化合物或其药学上可接受的盐、前药或溶剂，其中Het和R5-R13在规范中设定。本发明还涉及使用式I的化合物治疗全身和局部缺血后的神经损伤，治疗或预防神经退行性疾病，如肌萎缩侧索硬化症（ALS），以及治疗、预防或改善急性或慢性疼痛，作为抗耳鸣剂、抗癫痫药物、抗躁郁药物、局部麻醉剂、抗心律失常药物以及治疗或预防糖尿病神经病变的药物。
• Aryl-substituted pyrazoles, imidazoles, oxazoles, thiazoles and pyrroles as anticonvulsants
  申请人：EURO-CELTIQUE S.A.

  公开号：EP2266960A2

  公开（公告）日：2010-12-29

  Aryl Substituted Pyrazoles, Imidazoles, Oxazoles, Thiazoles and Pyrroles, and the Use Thereof This invention relates to compounds having formula (I) or a pharmaceutically acceptable salt, prodrug or solvate thereof, wherein Het and R5-R13 are set in the specification. The invention also is directed to the use of compounds of formula (I) for the treatment of neuronal damage following global and focal ischemia, for the treatment or prevention of neurodegenerative conditions such as amyotrophic lateral sclerosis (ALS), and for the treatment, prevention or amelioration of both acute or chronic pain, as antitinnitus agents, as anticonvulsants, and as antimanic depressants, as local anesthetics, as antiarrhythmics and for the treatment or prevention of diabetic neuropathy.

  芳基取代的吡唑、咪唑、噁唑、噻唑和吡咯及其用途 本发明涉及具有式（I）的化合物或其药学上可接受的盐、原药或溶液，其中 Het 和 R5-R13 在说明书中列出。本发明还涉及式（I）化合物在以下方面的用途：治疗全局性和局灶性缺血后的神经元损伤；治疗或预防神经退行性疾病，如肌萎缩性脊髓侧索硬化症（ALS）；治疗、预防或改善急性或慢性疼痛；抗耳鸣剂；抗惊厥剂；抗躁狂抑制剂；局部麻醉剂；抗心律失常剂；以及治疗或预防糖尿病神经病变。
• ARYL SUBSTITUTED PYRAZOLES, IMIDAZOLES, OXAZOLES, THIAZOLES AND PYRROLES, AND THE USE THEREOF
  申请人：Euro-Celtique S.A.

  公开号：EP1173169A1

  公开（公告）日：2002-01-23
• EP1173169A4
  申请人：——

  公开号：EP1173169A4

  公开（公告）日：2007-04-04