2,4-diamino-6-(naphthalen-1-ylsulfanyl)pyrido(3,2-d)pyrimidine | 95095-99-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,4-diamino-6-(naphthalen-1-ylsulfanyl)pyrido(3,2-d)pyrimidine
• 英文别名: 6-Naphthalen-1-ylsulfanylpyrido[3,2-d]pyrimidine-2,4-diamine
• CAS: 95095-99-1
• 化学式: C₁₇H₁₃N₅S
• 分子量: 319.39
• InChiKey: HLWFGSJRALTYNH-UHFFFAOYSA-N

物化性质

• 熔点：
  229-232 °C(Solv: acetic acid (64-19-7))
• 沸点：
  669.4±65.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  6-氯-2-氰基-3-硝基吡啶 在 盐酸 、 铁粉 作用下， 以 甲醇 为溶剂， 反应 1.67h， 生成 2,4-diamino-6-(naphthalen-1-ylsulfanyl)pyrido(3,2-d)pyrimidine
  参考文献：
  名称：

  2,4-二氨基-6-[（芳基）硫代，亚磺酰基和磺酰基]吡啶并[3,2- d ]嘧啶的合成及抗疟药性能†

  摘要：

  描述了一系列2,4-二氨基-6-[（芳基）硫代，亚磺酰基和磺酰基]吡啶基-[3,2- d ]嘧啶的合成和抗疟活性。2，6-二氯吡啶的硝化提供了3-硝基衍生物，其被氰化亚铜转化为6-氯-3-硝基-2-吡啶腈（V）。芳基硫醇与V的缩合得到6-芳基硫代吡啶VI，将其在盐酸中用铁还原，再与氯甲am缩合，得到6-芳基硫代吡啶并[3,2 - d ]嘧啶-2,4-二胺X。还原成与氯甲am缩合的胺the，然后用芳硫醇处理所得的6-氯吡啶并[3,2- d ]嘧啶（IX）。X的氧化提供了亚磺酰基和磺酰基类似物。

  DOI：

  10.1002/jhet.5570210556

文献信息

• Antimalarial and antiproliferative pharmacophore models, novel tryptanthrin compounds having increased solubility, and methods of making and using thereof
  申请人：——

  公开号：US20040033934A1

  公开（公告）日：2004-02-19

  Disclosed herein is a pharmacophore model for antimalarial activity and methods of making and using thereof. The pharmacophore comprises two hydrogen bond acceptor (lipid) functions and two hydrophobic (aromatic) functions. The pharmacophore model was made using a test set of tryptanthrin compounds which exhibit antimalarial activity. Also disclosed are tryptanthrin compounds having greater solubility and bioactivity as compared to prior art tryptanthrin compounds and methods of making and using thereof. Also disclosed are methods of treating malaria in a subject.

  本文揭示了一种抗疟药物活性的药效团模型及其制备和使用方法。该药效团包括两个氢键受体（脂肪）功能和两个疏水（芳香）功能。该药效团模型是使用一组具有抗疟活性的色胺类化合物试验集制备的。还揭示了具有比先前技术的色胺类化合物更高溶解度和生物活性的色胺类化合物及其制备和使用方法。还揭示了治疗受体内疟疾的方法。
• COLBRY, N. L.;ELSLAGER, E. F.;WERBEL, L. M., J. HETEROCYCL. CHEM., 1984, 21, N 5, 1521-1525
  作者：COLBRY, N. L.、ELSLAGER, E. F.、WERBEL, L. M.

  DOI：——

  日期：——
• US7259167B2
  申请人：——

  公开号：US7259167B2

  公开（公告）日：2007-08-21
• [EN] ANTIMALARIAL AND ANTIPROLIFERATIVE PHARMACOPHORE MODELS, NOVEL TRYPTANTHRIN COMPOUNDS HAVING INCREASED SOLUBILITY, AND METHODS OF MAKING AND USING THEREOF<br/>[FR] MODELES DE PHARMACOPHORES ANTIPALUDEENS ET ANTIPROLIFERATIFS, NOUVEAUX COMPOSES DE TRYPTANTHRINE A SOLUBILITE ACCRUE, ET PROCEDES DE FABRICATION ET D'UTILISATION
  申请人：US ARMY MED RES MAT COMMAND

  公开号：WO2003069303A2

  公开（公告）日：2003-08-21

  Disclosed herein is a pharmacophore model for antimalarial activity and methods of making and using thereof. The pharmacophore comprises two hydrogen bond acceptor (lipid) functions and two hydrophobic (aromatic) functions. The pharmacophore model was made using a test set of tryptanthrin compounds which exhibit antimalarial activity. Also disclosed are tryptanthrin compounds having greater solubility and bioactivity as compared to prior art tryptanthrin compounds and methods of making and using thereof. Also disclosed are methods of treating malaria in a subject.