1-[3-(2,5-Difluoro-phenyl)-5-(3-hydroxy-phenyl)-4,5-dihydro-pyrazol-1-yl]-ethanone | 609815-09-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[3-(2,5-Difluoro-phenyl)-5-(3-hydroxy-phenyl)-4,5-dihydro-pyrazol-1-yl]-ethanone
• 英文别名: 1-[5-(2,5-difluorophenyl)-3-(3-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
• CAS: 609815-09-0
• 化学式: C₁₇H₁₄F₂N₂O₂
• 分子量: 316.307
• InChiKey: YLSHULIHKQRKEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-[3-(2,5-Difluoro-phenyl)-5-(3-hydroxy-phenyl)-4,5-dihydro-pyrazol-1-yl]-ethanone 生成 1-[(R)-3-(2,5-Difluoro-phenyl)-5-(3-hydroxy-phenyl)-4,5-dihydro-pyrazol-1-yl]-ethanone 、 1-[(S)-3-(2,5-Difluoro-phenyl)-5-(3-hydroxy-phenyl)-4,5-dihydro-pyrazol-1-yl]-ethanone
  参考文献：
  名称：

  Kinesin spindle protein (KSP) inhibitors. Part 1: The discovery of 3,5-diaryl-4,5-dihydropyrazoles as potent and selective inhibitors of the mitotic kinesin KSP

  摘要：

  Optimization of high-throughput screening (HTS) hits resulted in the discovery of 3,5-diaryl-4,5-dihydropyrazoles as potent and selective inhibitors of KSP. Dihydropyrazole 15 is a potent, cell-active KSP inhibitor that induces apoptosis and generates aberrant mitotic spindles in human ovarian carcinoma cells at low nanomolar concentrations. X-ray crystallographic evidence is presented which demonstrates that these inhibitors bind in an allosteric pocket of KSP distant from the nucleotide and microtubule binding sites.

  DOI：

  10.1016/j.bmcl.2005.02.055
• 作为产物：
  描述：

  2,5-二氟苯乙酮 在 肼 作用下， 生成 1-[3-(2,5-Difluoro-phenyl)-5-(3-hydroxy-phenyl)-4,5-dihydro-pyrazol-1-yl]-ethanone
  参考文献：
  名称：

  Kinesin spindle protein (KSP) inhibitors. Part 1: The discovery of 3,5-diaryl-4,5-dihydropyrazoles as potent and selective inhibitors of the mitotic kinesin KSP

  摘要：

  Optimization of high-throughput screening (HTS) hits resulted in the discovery of 3,5-diaryl-4,5-dihydropyrazoles as potent and selective inhibitors of KSP. Dihydropyrazole 15 is a potent, cell-active KSP inhibitor that induces apoptosis and generates aberrant mitotic spindles in human ovarian carcinoma cells at low nanomolar concentrations. X-ray crystallographic evidence is presented which demonstrates that these inhibitors bind in an allosteric pocket of KSP distant from the nucleotide and microtubule binding sites.

  DOI：

  10.1016/j.bmcl.2005.02.055

文献信息

• MITOTIC KINESIN INHIBITORS
  申请人：Merck & Co., Inc.

  公开号：EP1492487A2

  公开（公告）日：2005-01-05
• EP1492487A4
  申请人：——

  公开号：EP1492487A4

  公开（公告）日：2006-01-11
• US7745639B2
  申请人：——

  公开号：US7745639B2

  公开（公告）日：2010-06-29
• [EN] MITOTIC KINESIN INHIBITORS<br/>[FR] INHIBITEURS DE KINESINE MITOTIQUE
  申请人：MERCK & CO INC

  公开号：WO2003079973A2

  公开（公告）日：2003-10-02

  The present invention relates to dihydropyrazole compounds that are useful for treating cellular proliferative diseases, for treating disorders associated with KSP kinesin activity, and for inhibiting KSP kinesin. The invention also related to compositions which comprise these compounds, and methods of using them to treat cancer in mammals.
• [EN] INHIBITORS OF MITOTIC KINESIN<br/>[FR] INHIBITEURS DE LA KINESINE MITOTIQUE
  申请人：KALYPSYS INC

  公开号：WO2007011647A2

  公开（公告）日：2007-01-25

  [EN] The present invention relates to compounds and methods useful as inhibitors of KSP for the treatment or prevention of cellular proliferative diseases.
  [FR] L'invention se rapporte à des composés et à des procédés qui peuvent servir d'inhibiteurs de la kinésine KSP, pour le traitement ou la prévention des maladies prolifératives cellulaires.