3-nitro-N-pyrimidin-2-ylbenzenesulfonamide | 771576-51-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-nitro-N-pyrimidin-2-ylbenzenesulfonamide
• 英文别名: 3-nitro-benzenesulfonic acid pyrimidin-2-ylamide；3-Nitro-benzolsulfonsaeure-pyrimidin-2-ylamid
• CAS: 771576-51-3
• 化学式: C₁₀H₈N₄O₄S
• 分子量: 280.264
• InChiKey: RMTMZLSPRPUKOS-UHFFFAOYSA-N

物化性质

• 熔点：
  217-219 °C
• 沸点：
  519.1±52.0 °C(Predicted)
• 密度：
  1.584±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  126
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-nitro-N-pyrimidin-2-ylbenzenesulfonamide 在 硫化氢 、 氨 、 水 作用下， 生成 acetic acid-(3-pyrimidin-2-ylsulfamoyl-anilide)
  参考文献：
  名称：

  2 (meta-aminobenzenesulfonamido) 5-halopyrimidines and method of preparing same

  摘要：

  公开号：

  US02506351A1
• 作为产物：
  描述：

  1,3,5-三嗪-2,4,6-三胺,N,N'''-1,2-乙二基二[N-[3-[[4,6-二[丁基(2,2,6,6-四甲基-4-哌啶基)氨基]-1,3,5-三嗪-2-基]氨基]丙基]-N,N''-二丁基-N,N''-二(2,2,6,6-四甲基-4-哌啶基)- 、 3-硝基苯磺酰氯 在 吡啶 、 丙酮 作用下， 生成 3-nitro-N-pyrimidin-2-ylbenzenesulfonamide
  参考文献：
  名称：

  2 (meta-aminobenzenesulfonamido) 5-halopyrimidines and method of preparing same

  摘要：

  公开号：

  US02506351A1

文献信息

• 2 (meta-aminobenzenesulfonamido) 5-halopyrimidines and method of preparing same
  申请人：AMERICAN CYANAMID CO

  公开号：US02506351A1

  公开（公告）日：1950-05-02
• The Iodination of Certain Phenylsulfonamido- and Amino-heterocycles¹
  作者：Robert G. Shepherd、Catherine E. Fellows

  DOI：10.1021/ja01181a046

  日期：1948.1
• Studies in Chemotherapy. XIV. Antimalarials. The Synthesis of Substituted Metanilamides and Related Compounds¹
  作者：J. P. English、J. H. Clark、R. G. Shepherd、H. W. Marson、J. Krapcho、R. O. Roblin

  DOI：10.1021/ja01210a039

  日期：1946.6
• In vivo and in vitro anti-leishmanial activities of 4-nitro-N-pyrimidin- and N-pyrazin-2-ylbenzenesulfonamides, and N2-(4-nitrophenyl)-N1-propylglycinamide
  作者：M. Auxiliadora Dea-Ayuela、Encarna Castillo、Marta Gonzalez-Alvarez、Celeste Vega、Miriam Rolón、Francisco Bolás-Fernández、Joaquín Borrás、M. Eugenia González-Rosende

  DOI：10.1016/j.bmc.2009.09.030

  日期：2009.11

  A series of compounds containing the nitrobenzene and sulfonamido moieties were synthesized and their leishmanicidal effect was assessed in vitro against Leishmania infantum promastigotes. Among the compounds evaluated, the p-nitrobenzenesulfonamides 4Aa and 4Ba, and the p-nitroaniline 5 showed significant activity with a good selectivity index. In a Balb/c mice model of L. Infantum, administration of compounds 4Aa, 4Ba or 5 (5 mg/kg/day for 10 days, injected ip route) led to a clear-cut parasite burden reduction (ca. 99%). In an attempt to elucidate their mechanism of action, the DNA interaction of 4Aa and 5 was investigated by means of viscosity studies, thermal denaturation and nuclease activity assay. Both compounds showed nuclease activity in the presence of copper salt. The results suggest that compounds 4Aa, 4Ba and 5 represent possible candidates for drug development in the therapeutic control of leishmaniasis. (C) 2009 Elsevier Ltd. All rights reserved.