trans-N-[1-(3-fluorophenyl)-1H-pyrazol-3-yl]-3-oxo-3H-spiro[6-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide | 1195313-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: trans-N-[1-(3-fluorophenyl)-1H-pyrazol-3-yl]-3-oxo-3H-spiro[6-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide
• CAS: 1195313-90-6
• 化学式: C₂₂H₁₉FN₄O₃
• 分子量: 406.416
• InChiKey: NKESGRXRDZCMNV-CAJLXGCNSA-N

反应信息

• 作为产物：
  描述：

  trans-1'-oxospiro[1,3'-cyclohexane(1'H)-furo[3,4-c]pyridine]-4-carboxylic acid 、 1-(3-fluorophenyl)-1H-pyrazol-3-amine 在 吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以75%的产率得到trans-N-[1-(3-fluorophenyl)-1H-pyrazol-3-yl]-3-oxo-3H-spiro[6-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide
  参考文献：
  名称：

  Discovery of trans-N-[1-(2-fluorophenyl)-3-pyrazolyl]-3-oxospiro[6-azaisobenzofuran-1(3H),1′-cyclohexane]-4′-carboxamide, a potent and orally active neuropeptide Y Y5 receptor antagonist

  摘要：

  A series of trans-3-oxospiro[(aza)isobenzofuran-1(3H),1'-cyclohexane]-4'-carboxamide derivatives were synthesized to identify potent NPY Y5 receptor antagonists. Of the compounds, 21j showed high Y5 binding affinity, metabolic stability and brain and cerebrospinal fluid (CSF) penetration, and low susceptibility to P-glycoprotein transporters. Oral administration of 21j significantly inhibited the Y5 agonist-induced food intake in rats with a minimum effective dose of 1 mg/kg. This compound was selected for proof-of-concept studies in human clinical trials. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.08.019