6-<(2,4,5-trichlorophenyl)thio>-2,4-pteridinediamine | 77900-94-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6-<(2,4,5-trichlorophenyl)thio>-2,4-pteridinediamine
• 英文别名: 6-(2,4,5-Trichlorophenyl)sulfanylpteridine-2,4-diamine
• CAS: 77900-94-8
• 化学式: C₁₂H₇Cl₃N₆S
• 分子量: 373.653
• InChiKey: PGLOMWWRBMRVAZ-UHFFFAOYSA-N

物化性质

• 熔点：
  >300 °C(Solv: N,N-dimethylformamide (68-12-2))
• 沸点：
  643.4±65.0 °C(Predicted)
• 密度：
  1.78±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  129
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,4-diamino-6-chloropteridine 、 2,4,5-三氯苯硫醇 以 various solvent(s) 为溶剂， 反应 0.33h， 以51%的产率得到6-<(2,4,5-trichlorophenyl)thio>-2,4-pteridinediamine
  参考文献：
  名称：

  Antimalarial drugs. 50. Folate antagonists. 19. Synthesis and antimalarial effects of 6-(arylthio)-2,4-pteridinediamines

  摘要：

  A series of 6-(arylthio)-2,4-pteridinediamines (IIIa) was prepared by allowing 6-chloro-2,4-pteridinediamine to react with the requisite benzenethiols in dimethyl sulfone at 190-200 degrees C. Attempts at oxidation to the corresponding sulfoxide (IIIb) or sulfone (IIIc) were unsuccessful. The compounds exhibited a spectrum of antibacterial activity similar to, but below the potency of, the related quinazolinediamines and pteridinediamines. Unlike these related types, however, they were devoid of antimalarial activity when tested against a normal drug-sensitive strain of Plasmodium berghei in mice by the parenteral route.

  DOI：

  10.1021/jm00140a017

文献信息

• ELSLAGER, E. F.;JOHNSON, J. L.;WERBEL, L. M, J. MED. CHEM., 1981, 24, N 8, 1001-1003
  作者：ELSLAGER, E. F.、JOHNSON, J. L.、WERBEL, L. M

  DOI：——

  日期：——
• Antimalarial drugs. 50. Folate antagonists. 19. Synthesis and antimalarial effects of 6-(arylthio)-2,4-pteridinediamines
  作者：Edward F. Elslager、Judith L. Johnson、Leslie M. Werbel

  DOI：10.1021/jm00140a017

  日期：1981.8

  A series of 6-(arylthio)-2,4-pteridinediamines (IIIa) was prepared by allowing 6-chloro-2,4-pteridinediamine to react with the requisite benzenethiols in dimethyl sulfone at 190-200 degrees C. Attempts at oxidation to the corresponding sulfoxide (IIIb) or sulfone (IIIc) were unsuccessful. The compounds exhibited a spectrum of antibacterial activity similar to, but below the potency of, the related quinazolinediamines and pteridinediamines. Unlike these related types, however, they were devoid of antimalarial activity when tested against a normal drug-sensitive strain of Plasmodium berghei in mice by the parenteral route.