N-[4-(3-aminophenyl)-6-(4-{[tert-butyl(dimethyl)silyl]-oxy}phenyl)-3-cyanopyridin-2-yl]thiophene-2-carboxamide | 1236299-30-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-[4-(3-aminophenyl)-6-(4-{[tert-butyl(dimethyl)silyl]-oxy}phenyl)-3-cyanopyridin-2-yl]thiophene-2-carboxamide
• CAS: 1236299-30-1
• 化学式: C₂₉H₃₀N₄O₂SSi
• 分子量: 526.734
• InChiKey: AJTOCKGLKMBUPW-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  N-[4-(3-aminophenyl)-6-(4-{[tert-butyl(dimethyl)silyl]-oxy}phenyl)-3-cyanopyridin-2-yl]thiophene-2-carboxamide 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 以51%的产率得到N-[4-(3-aminophenyl)-3-cyano-6-(4-hydroxyphenyl)-pyridin-2-yl]thiophene-2-carboxamide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 2-acylamino-4,6-diphenylpyridine derivatives as novel antagonists of GPR54

  摘要：

  GPR54 is a G protein-coupled receptor (GPCR) which was formerly an orphan receptor. Recent functional study of GPR54 revealed that the receptor has an essential role to modulate sex-hormones including GnRH. Though antagonists of GPR54 are expected to be novel drugs for sex-hormone dependent diseases such as prostate cancer or endometriosis, small molecule GPR54 antagonists have not been reported. We have synthesized a series of 2-acylamino-4,6-diphenylpyridines to identify potent GPR54 antagonists. Detailed structure-activity relationship studies led to compound 9l with an IC50 value of 3.7 nM in a GPR54 binding assay, and apparent antagonistic activity in a cellular functional assay. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.036
• 作为产物：
  描述：

  N-[6-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-3-cyano-4-(3-nitrophenyl)pyridin-2-yl]thiophene-2-carboxamide 在 水 、 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 反应 0.33h， 以91%的产率得到N-[4-(3-aminophenyl)-6-(4-{[tert-butyl(dimethyl)silyl]-oxy}phenyl)-3-cyanopyridin-2-yl]thiophene-2-carboxamide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of 2-acylamino-4,6-diphenylpyridine derivatives as novel antagonists of GPR54

  摘要：

  GPR54 is a G protein-coupled receptor (GPCR) which was formerly an orphan receptor. Recent functional study of GPR54 revealed that the receptor has an essential role to modulate sex-hormones including GnRH. Though antagonists of GPR54 are expected to be novel drugs for sex-hormone dependent diseases such as prostate cancer or endometriosis, small molecule GPR54 antagonists have not been reported. We have synthesized a series of 2-acylamino-4,6-diphenylpyridines to identify potent GPR54 antagonists. Detailed structure-activity relationship studies led to compound 9l with an IC50 value of 3.7 nM in a GPR54 binding assay, and apparent antagonistic activity in a cellular functional assay. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.036