6-chloromethyl-3-methylsulfanyl-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-one | 1257081-67-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-chloromethyl-3-methylsulfanyl-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-one
• 英文别名: 6-(chloromethyl)-3-methylsulfanyl-1-phenyl-5H-pyrazolo[3,4-d]pyrimidin-4-one
• CAS: 1257081-67-6
• 化学式: C₁₃H₁₁ClN₄OS
• 分子量: 306.776
• InChiKey: VGHRXWJBJGMYMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  84.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-chloromethyl-3-methylsulfanyl-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-one 、 甲氧苯胺 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 15.0h， 以43%的产率得到6-((4-methoxyanilino)methyl)-3-methylsulfanyl-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-one
  参考文献：
  名称：

  Synthesis and antitumor activity of novel 6-aryl and 6-alkylpyrazolo[3,4-d]pyrimidin-4-one derivatives

  摘要：

  A series of new 6-arylpyrazolo[3,4-d]pyrimidin-4-ones and 6-alkylpyrazolo[3,4-d]pyrimidin-4-ones were synthesized. Some of the newly synthesized compounds were tested in vitro on human colon tumor cell line (HCT116). Most of the test compounds exploited potent antitumor activity, especially compound 10a which displayed the highest activity among the test compounds with IC50 equal to 0.47 mu g/mL (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.08.048
• 作为产物：
  描述：

  5-amino-3-methylsulfanyl-1-phenyl-1H-pyrazole-4-carboxamide 、 氯乙酰氯 反应 5.0h， 以96%的产率得到6-chloromethyl-3-methylsulfanyl-1-phenyl-4,5-dihydro-1H-pyrazolo[3,4-d]pyrimidin-4-one
  参考文献：
  名称：

  Synthesis and antitumor activity of novel 6-aryl and 6-alkylpyrazolo[3,4-d]pyrimidin-4-one derivatives

  摘要：

  A series of new 6-arylpyrazolo[3,4-d]pyrimidin-4-ones and 6-alkylpyrazolo[3,4-d]pyrimidin-4-ones were synthesized. Some of the newly synthesized compounds were tested in vitro on human colon tumor cell line (HCT116). Most of the test compounds exploited potent antitumor activity, especially compound 10a which displayed the highest activity among the test compounds with IC50 equal to 0.47 mu g/mL (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.08.048

文献信息

• A Rapid and Facile Esterification of Na-Carboxylates with Alkyl Halides Promoted by the Synergy of the Combined Use of DMSO and an Ionic Liquid Under Ambient Conditions
  作者：Satish N. Dighe、Ravindra V. Bhattad、Raghunath R. Kulkarni、Kishor S. Jain、Kumar V. Srinivasan

  DOI：10.1080/00397910903457357

  日期：2010.11.3

  The synergy of the combined use of DMSO and an ionic liquid viz. (bbim)+Br− has brought about a rapid and efficient esterification of sodium carboxylates with acyl and alkyl halides under ambient conditions in excellent isolated yields (90–95%) in short reaction times (12–40 min).

  DMSO 和离子液体联合使用的协同作用，即。(bbim)+Br− 使羧酸钠与酰基卤和烷基卤在环境条件下在短反应时间（12-40 分钟）内以优异的分离产率（90-95%）快速有效地酯化。