7-chloro-2-phenylpyrazolo[1,5-a]pyrimidine | 77493-88-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-chloro-2-phenylpyrazolo[1,5-a]pyrimidine
• CAS: 77493-88-0
• 化学式: C₁₂H₈ClN₃
• 分子量: 229.669
• InChiKey: UMBKLZMBPAYZDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 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：
  2

反应信息

• 作为反应物：
  描述：

  7-chloro-2-phenylpyrazolo[1,5-a]pyrimidine 在 硫脲 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以74%的产率得到2-Phenyl-4H-pyrazolo[1,5-a]pyrimidine-7-thione
  参考文献：
  名称：

  Synthesis and antischistosomal activity of certain pyrazolo[1,5-a]pyrimidines

  摘要：

  Several 7-hydroxypyrazolo[1,5-a]pyrimidines (1-21), 7-mercaptopyrazolo[1,5-a]pyrimidines (37-49), and 4-alkylpyrazolo[1,5-a]pyrimidin-7-ones (50-55) and the corresponding 4-alkylpyrazolo[1,5-a]pyrimidine-7-thiones (56-60) were synthesized and tested for antischistosomal activity against Schistosoma mansoni. Of the compounds examined, the greatest degree of activity in vitro was found with the 7-mercaptopyrazolo[1,5-a]pyrimidines. In particular, compounds 37 and 47 proved lethal at 100 micrograms/mL after an exposure of only 1 h. The 7-hydroxypyrazolo[1,5-a]-pyrimidines were not as active. None of the compounds exhibiting in vitro activity were active against S. mansoni in vivo.

  DOI：

  10.1021/jm00137a023
• 作为产物：
  描述：

  4,7-dihydro-2-phenylpyrazolo[1,5-a]pyrimidin-7-one 在 N,N-二甲基苯胺 、 三氯氧磷 作用下， 反应 3.0h， 以72%的产率得到7-chloro-2-phenylpyrazolo[1,5-a]pyrimidine
  参考文献：
  名称：

  Synthesis and antischistosomal activity of certain pyrazolo[1,5-a]pyrimidines

  摘要：

  Several 7-hydroxypyrazolo[1,5-a]pyrimidines (1-21), 7-mercaptopyrazolo[1,5-a]pyrimidines (37-49), and 4-alkylpyrazolo[1,5-a]pyrimidin-7-ones (50-55) and the corresponding 4-alkylpyrazolo[1,5-a]pyrimidine-7-thiones (56-60) were synthesized and tested for antischistosomal activity against Schistosoma mansoni. Of the compounds examined, the greatest degree of activity in vitro was found with the 7-mercaptopyrazolo[1,5-a]pyrimidines. In particular, compounds 37 and 47 proved lethal at 100 micrograms/mL after an exposure of only 1 h. The 7-hydroxypyrazolo[1,5-a]-pyrimidines were not as active. None of the compounds exhibiting in vitro activity were active against S. mansoni in vivo.

  DOI：

  10.1021/jm00137a023

文献信息

• Therapeutic compounds
  申请人：Gudmundsson S Kristjan

  公开号：US20050203106A1

  公开（公告）日：2005-09-15

  The present invention provides compounds of formula (I): pharmaceutical compositions containing the same, processes for preparing the same and their use as pharmaceutical agents.

  本发明提供了式（I）化合物：含有该化合物的药物组合物，制备该化合物的方法以及它们作为药物剂的用途。
• Substituted pyrazolo [1,5-A] pyrimidinyls and pharmaceutical uses therefore
  申请人：SmithKline Beecham Corporation

  公开号：US07304068B2

  公开（公告）日：2007-12-04

  The present invention provides compounds of formula (I): pharmaceutical compositions containing the same, processes for preparing the same and their use as pharmaceutical agents.

  本发明提供的化合物具有公式（I）：包含它们的制药组合物，制备它们的过程以及它们作为制药剂的用途。
• [EN] SUBSTITUTED PYRAZOLOPYRIMIDINES<br/>[FR] COMPOSES THERAPEUTIQUES
  申请人：——

  公开号：WO2003095455A3

  公开（公告）日：2003-12-24
• Pyrazolopyrimidines and pyrazolotriazines with potent activity against herpesviruses
  作者：Kristjan S. Gudmundsson、Brian A. Johns、Jason Weatherhead

  DOI：10.1016/j.bmcl.2009.08.009

  日期：2009.10

  Synthesis of several pyrazolo[1,5-c]pyrimidines, pyrazolo[1,5-a]pyrimidines and pyrazolo[1,5-a][ 1,3,5]triazines with potent activity against herpes simplex viruses is described. Synthetic approaches allowing for variation of the substitution pattern are outlined and resulting changes in antiviral activity are highlighted. Several compounds with in vitro antiviral activity similar or better than acyclovir are described. (C) 2009 Elsevier Ltd. All rights reserved.
• SENGA, KEITARO;NOVINSON, T.;WILSON, H. R.;ROBINS, R. K., J. MED. CHEM., 1981, 24, N 5, 610-613
  作者：SENGA, KEITARO、NOVINSON, T.、WILSON, H. R.、ROBINS, R. K.

  DOI：——

  日期：——