8-chloro-2-(2,4-difluorophenyl)imidazo[1,2-a]pyrazine | 928319-32-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 8-chloro-2-(2,4-difluorophenyl)imidazo[1,2-a]pyrazine
• CAS: 928319-32-8
• 化学式: C₁₂H₆ClF₂N₃
• 分子量: 265.65
• InChiKey: BUPXEYHOGPYUCL-UHFFFAOYSA-N

物化性质

• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-chloro-2-(2,4-difluorophenyl)imidazo[1,2-a]pyrazine 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以32.8%的产率得到2-(2,4-difluorophenyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine hydrochloride
  参考文献：
  名称：

  Design, Synthesis, and Structure–Activity Relationship Studies of Novel Fused Heterocycles-Linked Triazoles with Good Activity and Water Solubility

  摘要：

  Triazoles with fused-heterocycle nuclei were designed and evaluated for their in vitro activity on the basis of the binding mode of albaconazole using molecular docking, along with SAR of antifungal triazoles. Tetrahydro-[1,2,4]-triazolo[1,5-a]pyrazine and tetrahydro-thiazolo[5,4-c]pyridine nuclei were preferable to the other four fused-heterocycle nuclei investigated. Potent in vitro activity, broad spectrum and better water solubility were attained when triazoles containing nitrogen aromatic heterocycles were attached to these two nuclei. The most potent compounds 27aa and 45x, with low hERG inhibition and hepatocyte toxicity, both exhibited excellent activity against Candida, Cryptococcus, and Aspergillus spp., as well as selected fluconazole-resistant strains. A high water-soluble compound 58 (the disulfate salt of 45x) displayed unsatisfactory in vivo activity because of its poor PK profiles. Mice infected with C.alb. SC5314 and C.alb. 103 (fluconazole-resistant strain) and administered with 27aa displayed significantly improved survival rates. 27aa also showed favorable pharmacokinetic (PK) profiles.

  DOI：

  10.1021/jm4016284
• 作为产物：
  描述：

  2-氯-3-氨基吡嗪 、 2-溴-2',4'-二氟苯乙酮 在 乙腈 、 sodium hydroxide 、 二氯甲烷 、 盐酸 、 水 、 magnesium sulfate 、 florisil 、 ice 作用下， 以 乙腈 、 异丙醇 为溶剂， 反应 36.75h， 以to yield the title compound as a yellow powdery solid (69.75 g, 57%)的产率得到8-chloro-2-(2,4-difluorophenyl)imidazo[1,2-a]pyrazine
  参考文献：
  名称：

  Novel imidazo based heterocycles

  摘要：

  本发明涉及新型咪唑吡嗪类化合物，可用作激酶抑制剂，因此可用于治疗某些疾病和疾病状态，特别是炎症性疾病和疾病以及增殖性疾病和疾病，例如癌症。

  公开号：

  US20080242862A1

文献信息

• Novel imidazole based heterocycles
  申请人：Calderwood David J.

  公开号：US20080249305A1

  公开（公告）日：2008-10-09

  The present invention is directed to novel imidazopyrazine compounds useful as kinase inhibitors and as such would be useful in treating certain conditions and diseases, especially inflammatory conditions and diseases and proliferative disorders and conditions, for example, cancers.

  本发明涉及新型咪唑吡嗪化合物，可用作激酶抑制剂，因此可用于治疗某些疾病和疾病，特别是炎症性疾病和增生性疾病和疾病，例如癌症。
• Imidazo based heterocycles
  申请人：Abbott Laboratories

  公开号：US07709468B2

  公开（公告）日：2010-05-04

  The present invention is directed to novel imidazopyrazine and imidazopyrimidine compounds of formula (I) wherein the variables are as defined herein. The compounds of formula (I) are useful as kinase inhibitors and as such would be useful in treating certain conditions and diseases, especially inflammatory conditions and diseases and proliferative disorders and conditions, for example, cancers.

  本发明涉及公式（I）中的新型咪唑吡嗪和咪唑嘧啶化合物，其中变量如本文所定义。公式（I）中的化合物可用作激酶抑制剂，因此可用于治疗某些疾病和疾病，特别是炎症性疾病和疾病以及增殖性疾病和疾病，例如癌症。
• WO2007/28051
  申请人：——

  公开号：——

  公开（公告）日：——
• NOVEL IMIDAZO BASED HETEROCYCLES
  申请人：ABBOTT LABORATORIES

  公开号：EP1928237A2

  公开（公告）日：2008-06-11
• US7709468B2
  申请人：——

  公开号：US7709468B2

  公开（公告）日：2010-05-04