ethyl 5-methoxy-1-methyl-1H-indazole-3-carboxylate | 865886-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: ethyl 5-methoxy-1-methyl-1H-indazole-3-carboxylate
• 英文别名: ethyl 5-methoxy-1-methylindazole-3-carboxylate
• CAS: 865886-81-3
• 化学式: C₁₂H₁₄N₂O₃
• 分子量: 234.255
• InChiKey: NLZZPYIJFXKTSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  53.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 5-methoxy-1-methyl-1H-indazole-3-carboxylate 在 水 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 8.0h， 以97%的产率得到4-methoxy-1-methyl-1H-indazole-3-carboxylic acid
  参考文献：
  名称：

  Toward Biophysical Probes for the 5-HT₃ Receptor: Structure−Activity Relationship Study of Granisetron Derivatives

  摘要：

  This report describes the synthesis and biological characterization of novel granisetron derivatives that are antagonists of the human serotonin (5-HT(3)A) receptor. Some of these substituted granisetron derivatives showed low nanomolar binding affinity and allowed the identification of positions on the granisetron core that might be used as attachment points for biophysical tags. A BODIPY fluorophore was appended to one Such position and specifically bound to 5-HT(3)A receptors in mammalian cells.

  DOI：

  10.1021/jm901827x
• 作为产物：
  描述：

  5-甲氧基-1H-吲唑-3-羧酸乙酯 、 碘甲烷 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 以77%的产率得到ethyl 5-methoxy-1-methyl-1H-indazole-3-carboxylate
  参考文献：
  名称：

  Toward Biophysical Probes for the 5-HT₃ Receptor: Structure−Activity Relationship Study of Granisetron Derivatives

  摘要：

  This report describes the synthesis and biological characterization of novel granisetron derivatives that are antagonists of the human serotonin (5-HT(3)A) receptor. Some of these substituted granisetron derivatives showed low nanomolar binding affinity and allowed the identification of positions on the granisetron core that might be used as attachment points for biophysical tags. A BODIPY fluorophore was appended to one Such position and specifically bound to 5-HT(3)A receptors in mammalian cells.

  DOI：

  10.1021/jm901827x

文献信息

• [EN] INDAZOLES, BENZOTHIAZOLES, BENZOISOTHIAZOLES, BENZISOXAZOLES, AND PREPARATION AND USES THEREOF<br/>[FR] INDAZOLES, BENZOTHIAZOLES, BENZOISOTHIAZOLES, BENZISOXAZOLES, ET LEUR PREPARATION ET LEURS UTILISATIONS
  申请人：MEMORY PHARM CORP

  公开号：WO2005092890A3

  公开（公告）日：2006-02-02
• Toward Biophysical Probes for the 5-HT₃ Receptor: Structure−Activity Relationship Study of Granisetron Derivatives
  作者：Sanjeev Kumar V. Vernekar、Hasan Y. Hallaq、Guy Clarkson、Andrew J. Thompson、Linda Silvestri、Sarah C. R. Lummis、Martin Lochner

  DOI：10.1021/jm901827x

  日期：2010.3.11

  This report describes the synthesis and biological characterization of novel granisetron derivatives that are antagonists of the human serotonin (5-HT(3)A) receptor. Some of these substituted granisetron derivatives showed low nanomolar binding affinity and allowed the identification of positions on the granisetron core that might be used as attachment points for biophysical tags. A BODIPY fluorophore was appended to one Such position and specifically bound to 5-HT(3)A receptors in mammalian cells.