7-chloro-3-phenylpyrazolo[1,5-a]pyrimidine | 77493-93-7

• 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-3-phenylpyrazolo[1,5-a]pyrimidine
• CAS: 77493-93-7
• 化学式: C₁₂H₈ClN₃
• 分子量: 229.669
• InChiKey: CECZKBJKMPISBT-UHFFFAOYSA-N

物化性质

• 熔点：
  138-139 °C
• 密度：
  1.35±0.1 g/cm3(Predicted)

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

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  7-chloro-3-phenylpyrazolo[1,5-a]pyrimidine 在 硫脲 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以69%的产率得到3-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：

  3-PHENYL-4H-PYRAZOLO[1,5-A]PYRIMIDIN-7-ONE 在 N,N-二甲基苯胺 、 三氯氧磷 作用下， 以67%的产率得到7-chloro-3-phenylpyrazolo[1,5-a]pyrimidine
  参考文献：
  名称：

  [EN] PYRAZOLO-PYRIMIDINES FOR TREATMENT OF DUCHENNE MUSCULAR DYSTROPHY
  [FR] PYRAZOLO-PYRIMIDINES POUR TRAITEMENT DE LA MYOPATHIE DE DUCHENNE

  摘要：

  式(I)中的化合物，其中R1、R2、R3、R4、R5、L1、L2、m和n的定义如本文所述，可用于治疗或预防杜肯氏肌肉萎缩症、贝克氏肌肉萎缩症和虚弱症等疾病。

  公开号：

  WO2010086040A1

文献信息

• [EN] PYRAZOLO-PYRIMIDINES FOR TREATMENT OF DUCHENNE MUSCULAR DYSTROPHY<br/>[FR] PYRAZOLO-PYRIMIDINES POUR TRAITEMENT DE LA MYOPATHIE DE DUCHENNE
  申请人：BIOMARIN IGA LTD

  公开号：WO2010086040A1

  公开（公告）日：2010-08-05

  Compounds of formula (I) wherein R1, R2, R3, R4, R5, L1, L2, m, and n are as defined herein, are useful for the treatment or prophylaxis of conditions such as Duchenne muscular dystrophy, Becker muscular dystrophy, and cachexia.

  式(I)中的化合物，其中R1、R2、R3、R4、R5、L1、L2、m和n的定义如本文所述，可用于治疗或预防杜肯氏肌肉萎缩症、贝克氏肌肉萎缩症和虚弱症等疾病。
• 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：——
• Synthesis and antischistosomal activity of certain pyrazolo[1,5-a]pyrimidines
  作者：Keitaro Senga、Thomas Novinson、Henry R. Wilson、Roland K. Robins

  DOI：10.1021/jm00137a023

  日期：1981.5

  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.