1-cyclopropyl-2-methyl-5-acetylimidazole | 600699-44-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-cyclopropyl-2-methyl-5-acetylimidazole
• 英文别名: 5-acetyl-1-cyclopropyl-2-methylimidazole；1-(3-cyclopropyl-2-methylimidazol-4-yl)ethanone
• CAS: 600699-44-3
• 化学式: C₉H₁₂N₂O
• 分子量: 164.207
• InChiKey: RPFRSUWDBSVYSI-UHFFFAOYSA-N

物化性质

• 沸点：
  339.2±15.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-2-methyl-5-acetylimidazole 、 N,N-二甲基甲酰胺二甲基缩醛 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-(3-dimethylaminoprop-2-en-1-oyl)-1-cyclopropyl-2-methylimidazole
  参考文献：
  名称：

  Imidazoles: SAR and development of a potent class of cyclin-dependent kinase inhibitors

  摘要：

  An imidazole series of cyclin-dependent kinase (CDK) inhibitors has been developed. Protein inhibitor structure determination has provided an understanding of the emerging structure activity trends for the imidazole series. The introduction of a methyl sulfone at the aniline terminus led to a more orally bioavailable CDK inhibitor that was progressed into clinical development.

  DOI：

  10.1016/j.bmcl.2008.09.024
• 作为产物：
  描述：

  5-methyl-4-(N-cyclopropyl-N-acetylamido)isoxazole 在 palladium 10% on activated carbon 、 氢气 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、400.01 kPa 条件下， 反应 3.0h， 生成 1-cyclopropyl-2-methyl-5-acetylimidazole
  参考文献：
  名称：

  Imidazoles: SAR and development of a potent class of cyclin-dependent kinase inhibitors

  摘要：

  An imidazole series of cyclin-dependent kinase (CDK) inhibitors has been developed. Protein inhibitor structure determination has provided an understanding of the emerging structure activity trends for the imidazole series. The introduction of a methyl sulfone at the aniline terminus led to a more orally bioavailable CDK inhibitor that was progressed into clinical development.

  DOI：

  10.1016/j.bmcl.2008.09.024

文献信息

• Method for producing 1-substituted-5-acylimidazole compound
  申请人：Ube Industries, Ltd.

  公开号：US07858807B2

  公开（公告）日：2010-12-28

  Disclosed is a commercially suitable method for producing a 1-substituted-5-acylimidazole compound. A 1-substituted-5-acylimidazole compound is produced with a high position selectivity by reacting an N-substituted amidine compound or a salt thereof with a ketone compound in the presence of a base.

  公开了一种商业上适用的制备1-取代-5-酰基咪唑化合物的方法。在碱的存在下，将N-取代酰胺化合物或其盐与酮化合物反应，可以高度选择性地制备1-取代-5-酰基咪唑化合物。
• METHOD FOR PRODUCING 1-SUBSTITUTED-5-ACYLIMIDAZOLE COMPOUND
  申请人：Ube Industries, Ltd.

  公开号：EP1927590B1

  公开（公告）日：2011-07-20
• PYRIMIDINE COMPOUNDS
  申请人：AstraZeneca AB

  公开号：EP1485375B1

  公开（公告）日：2009-06-17
• US7858807B2
  申请人：——

  公开号：US7858807B2

  公开（公告）日：2010-12-28