(3-amino-5-phenylpyrazol-4-yl)acetic acid | 138147-95-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (3-amino-5-phenylpyrazol-4-yl)acetic acid
• 英文别名: 3-Amino-5-phenyl-1H-pyrazole-4-acetic acid；(5-Amino-3-phenyl-1H-pyrazol-4-yl)acetic acid；2-(3-amino-5-phenyl-1H-pyrazol-4-yl)acetic acid
• CAS: 138147-95-2
• 化学式: C₁₁H₁₁N₃O₂
• 分子量: 217.227
• InChiKey: KPUJKFSCENWGSD-UHFFFAOYSA-N

物化性质

• 沸点：
  581.4±50.0 °C(Predicted)
• 密度：
  1.392±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  92
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (3-amino-5-phenylpyrazol-4-yl)acetic acid 在 氯甲酸乙酯 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 8.0h， 生成
  参考文献：
  名称：

  Insight into 2-phenylpyrazolo[1,5-a]pyrimidin-3-yl acetamides as peripheral benzodiazepine receptor ligands: Synthesis, biological evaluation and 3D-QSAR investigation

  摘要：

  The present paper reports the synthesis and binding studies of new 2-phenylpyrazolo[1,5-alpha]pyrimidin-3-yl acetamides as selective Peripheral Benzodiazepine Receptor (PBR) ligands. The variability of substituents at the 3-position was investigated and a 3D-QSAR model was proposed to evaluate the effect of different substitutions on the acetamide moiety. In addition, a subset of the novel compounds showing high affinity for PBR was tested for their ability to modulate the steroid biosynthesis in C6 glioma cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.05.015
• 作为产物：
  描述：

  3-cyano-4-oxo-4-phenylbutanoic acid 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以38%的产率得到(3-amino-5-phenylpyrazol-4-yl)acetic acid
  参考文献：
  名称：

  Insight into 2-phenylpyrazolo[1,5-a]pyrimidin-3-yl acetamides as peripheral benzodiazepine receptor ligands: Synthesis, biological evaluation and 3D-QSAR investigation

  摘要：

  The present paper reports the synthesis and binding studies of new 2-phenylpyrazolo[1,5-alpha]pyrimidin-3-yl acetamides as selective Peripheral Benzodiazepine Receptor (PBR) ligands. The variability of substituents at the 3-position was investigated and a 3D-QSAR model was proposed to evaluate the effect of different substitutions on the acetamide moiety. In addition, a subset of the novel compounds showing high affinity for PBR was tested for their ability to modulate the steroid biosynthesis in C6 glioma cells. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.05.015

文献信息

• 3-amino-5-arylpyrazole-4-acetic acid derivatives exhibiting therapeutic
  申请人：A. H. Robins Company Incorporated

  公开号：US05057534A1

  公开（公告）日：1991-10-15

  This invention provides novel pyrazole-4-acetic acid derivatives which have utility as therapeutic agents which exhibit anxiolytic, anticonvulsant and muscle relaxant effects in warm blooded animals. Illustrative of an invention compound is 3-(dimethylamino)-5-(4-methylphenyl)-1H-pyrazole-4-acetamide: ##STR1##

  本发明提供了新颖的吡唑-4-乙酸衍生物，这些衍生物具有作为治疗药物的实用性，能够在温血动物中表现出抗焦虑、抗惊厥和肌肉松弛的效果。一个发明化合物的示例是3-(二甲氨基)-5-(4-甲基苯基)-1H-吡唑-4-乙酰胺： ## 结构式1 请注意，结构式（##STR1##）在这里无法直接显示，因为它是一个化学结构的图形表示，需要以特定的格式或软件来展示。
• US5057534A
  申请人：——

  公开号：US5057534A

  公开（公告）日：1991-10-15
• [EN] 3-AMINO-5-ARYLPYRAZOLE-4-ACETIC ACID DERIVATIVES EXHIBITING THERAPEUTIC EFFECTS
  申请人：A.H. ROBINS COMPANY, INCORPORATED

  公开号：WO1992018484A1

  公开（公告）日：1992-10-29

  (EN) This invention provides novel pyrazole-4-acetic acid derivatives corresponding to formula (I) where Y is hydrogen or halogen, C1-C4 alkyl or C1-C4 alkoxy substituent; Z is a hydroxy, C1-C4 alkoxy or -NRR substituent; and R is hydrogen or a C1-C4 alkyl substituent; and pharmaceutically acceptable salts thereof, which have utility as therapeutic agents which exhibit anxiolytic, anticonvulsant and muscle relaxant effects in warm blooded animals.(FR) Nouveaux dérivés d'acide pyrazole-4-acétique correspondant à la formule (I) dans laquelle Y représente hydrogène ou un substituant halogène, alkyle C1-C4 ou alcoxy C1-C4; Z représente un substituant hydroxy, alcoxy C1-C4 ou -NRR; et R représente hydrogène ou un substituant alkyle C1-C4; et leurs sels pharmaceutiquement acceptables. Il présente une utilité comme agent thérapeutique caractérisé par des effets anxiolytiques, anticonvulsivants et relaxants musculaires chez les animaux à sang chaud.