5-amino-3-({5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-cyanopyrazol-3-yl}disulfanyl)-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazole-4-carbonitrile | 321846-84-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-3-({5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-cyanopyrazol-3-yl}disulfanyl)-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazole-4-carbonitrile
• 英文别名: 3,3'-Dithiobis[1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-amino-1H-pyrazole-4-carbonitrile]；5-amino-3-[[5-amino-4-cyano-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazol-3-yl]disulfanyl]-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazole-4-carbonitrile
• CAS: 321846-84-8
• 化学式: C₂₂H₈Cl₄F₆N₈S₂
• 分子量: 704.294
• InChiKey: ACZMDPFWVANKEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  42
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  186
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  甲基碘化物 [3H] 、 5-amino-3-({5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-cyanopyrazol-3-yl}disulfanyl)-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazole-4-carbonitrile 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 2.17h， 生成 5-amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-[3H3]-methylsulfanyl-1H-pyrazole-4-carbonitrile
  参考文献：
  名称：

  5-Amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-3-[3H3]-methylsulfanyl-1H-pyrazole-4-carbonitrile (CTOM): Synthesis and Characterization of a Novel and Selective Insect GABA Receptor Radioligand

  摘要：

  Pyrazole 2a is a novel, potent ligand for insect GABA receptors obtained from housefly head membrane preparations (K-i = 8 nM). It is 500-fold selective against the mammalian receptor (mouse brain preparations). Its specifically tritiated version (2b) was synthesized by reduction of disulfide 10 with NaBH4 followed by alkylation with [H-3(3)]-CH3I (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.042
• 作为产物：
  描述：

  5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-3-[(4-methoxyphenyl)-methylthio]pyrazole-4-carbonitrile 在 mercury(II) diacetate 、 硫化氢 作用下， 以 苯甲醚 、 三氟乙酸 、 乙醇 为溶剂， 反应 1.0h， 以65%的产率得到5-amino-3-({5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-cyanopyrazol-3-yl}disulfanyl)-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]pyrazole-4-carbonitrile
  参考文献：
  名称：

  5-Amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-3-[3H3]-methylsulfanyl-1H-pyrazole-4-carbonitrile (CTOM): Synthesis and Characterization of a Novel and Selective Insect GABA Receptor Radioligand

  摘要：

  Pyrazole 2a is a novel, potent ligand for insect GABA receptors obtained from housefly head membrane preparations (K-i = 8 nM). It is 500-fold selective against the mammalian receptor (mouse brain preparations). Its specifically tritiated version (2b) was synthesized by reduction of disulfide 10 with NaBH4 followed by alkylation with [H-3(3)]-CH3I (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.042

文献信息

• 5-Amino-1-(2,6-dichloro-4-trifluoromethyl-phenyl)-3-[3H3]-methylsulfanyl-1H-pyrazole-4-carbonitrile (CTOM): Synthesis and Characterization of a Novel and Selective Insect GABA Receptor Radioligand
  作者：Sanath K Meegalla、Dario Doller、Gary M Silver、Nancy Wisnewski、Richard M Soll、Dale Dhanoa

  DOI：10.1016/j.bmcl.2003.08.042

  日期：2003.11

  Pyrazole 2a is a novel, potent ligand for insect GABA receptors obtained from housefly head membrane preparations (K-i = 8 nM). It is 500-fold selective against the mammalian receptor (mouse brain preparations). Its specifically tritiated version (2b) was synthesized by reduction of disulfide 10 with NaBH4 followed by alkylation with [H-3(3)]-CH3I (C) 2003 Elsevier Ltd. All rights reserved.