N-ethyl-5-nitropyridine-3-sulfonamide | 62009-10-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-ethyl-5-nitropyridine-3-sulfonamide
• 英文别名: N-ethyl 5-nitro-3-pyridinesulfonamide
• CAS: 62009-10-3
• 化学式: C₇H₉N₃O₄S
• 分子量: 231.232
• InChiKey: HQXCONSTUVKATQ-UHFFFAOYSA-N

物化性质

• 熔点：
  117-118 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  397.0±52.0 °C(Predicted)
• 密度：
  1.430±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-nitropyridine-3-sulfonic acid 在 五氯化磷 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 7.0h， 生成 N-ethyl-5-nitropyridine-3-sulfonamide
  参考文献：
  名称：

  抗球虫药的研究。13.硝基吡啶-2-和-3-磺酰胺及其衍生物的合成和抗球虫活性。

  摘要：

  制备了八种硝基吡啶磺酰胺和吡啶磺酰胺N-氧化物作为它们的生物等排体，并评估了抗球虫活性。在这些化合物中，发现2-，4-和5-硝基吡啶-3-磺酰胺和吡啶-2-和-3-磺酰胺N-氧化物具有对抗艾美尔球虫的活性。因此，硝基吡啶-3-磺酰胺和吡啶磺酰胺N-氧化物中取代基的相对或间位对于抗球虫活性很重要。还制备了5-硝基吡啶-3-磺酰胺的N-取代的类似物，并用磺酰胺及其低级N-烷基衍生物获得了最佳的抗球虫活性。检查了5-硝基吡啶-3-磺酰胺的作用方式，发现其在子孢子和精神分裂的第一阶段均具有活性。

  DOI：

  10.1021/jm00186a017

文献信息

• Pyridine sulfonamides and their use as anticoccidial agents
  申请人：Sankyo Company Limited

  公开号：US04094982A1

  公开（公告）日：1978-06-13

  Pyridine derivatives having the formula ##STR1## wherein R.sub.1 represents hydrogen atom, amino group or a group ##STR2## in which R.sub.5 and R.sub.6 may be the same or different and each represents an alkyl group of 1 to 4 carbon atoms or R.sub.5 is hydrogen atom and R.sub.6 represents an alkyl group of 1 to 4 carbon atoms, an alkenyl group of 3 or 4 carbon atoms or a benzyl group optionally substituted with halogen, cyano, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; R.sub.2 represents nitro group, amino group or an alkylamino group of 1 to 3 carbon atoms; R.sub.3 and R.sub.4 individually represent hydrogen atom, an alkyl group of 1 to 4 carbon atoms, an alkoxyalkyl group which has 1 to 4 carbon atoms in the alkoxy moiety and 2 to 4 carbon atoms in the alkyl moiety, an alkenyl group of 3 or 4 carbon atoms, an alkanoyl group of 1 to 18 carbon atoms or a benzyl group optionally substituted with halogen, cyano, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; provided that when R.sub.1 is hydrogen atom and R.sub.2 is nitro group, R.sub.3 and R.sub.4 may be the same or different and each represents said alkyl group or said alkoxyalkyl group or R.sub.3 is hydrogen atom and R.sub.4 is hydrogen atom, said alkyl group, said alkoxyalkyl group, said alkenyl group, said alkanoyl group or said benzyl group, when R.sub.1 is hydrogen atom and R.sub.2 is amino group or said alkylamino group, R.sub.3 and R.sub.4 individually is hydrogen atom or they may be the same or different and each represents said alkyl group, when R.sub.1 is amino group and R.sub.2 is nitro group, R.sub.3 and R.sub.4 may be the same or different and each represents said alkyl group or R.sub. 3 is hydrogen atom and R.sub.4 is said alkyl group or said alkenyl group, and when R.sub.1 is said group ##STR3## and R.sub.2 is nitro group, R.sub.3 and R.sub.4 are the same as defined above with respect to the R.sub.5 and R.sub.6. They are highly effective in the treatment of coccidiosis, especially that caused by the protozoa belonging to the species Eimeria tenella or E. necatrix.

  具有以下式子的吡啶衍生物##STR1##其中R.sub.1代表氢原子，氨基团或一个##STR2##中R.sub.5和R.sub.6可以相同或不同，每个代表1到4个碳原子的烷基或R.sub.5是氢原子，R.sub.6代表1到4个碳原子的烷基，3或4个碳原子的烯基或一个苄基，可选地被卤素，氰基，1到4个碳原子的烷基或1到4个碳原子的烷氧基取代; R.sub.2代表硝基，氨基或1到3个碳原子的烷基氨基; R.sub.3和R.sub.4分别代表氢原子，1到4个碳原子的烷基，具有烷氧基中有1到4个碳原子和烷基中有2到4个碳原子的烷氧基烷基，3或4个碳原子的烯基，1到18个碳原子的烷酰基或一个苄基，可选地被卤素，氰基，1到4个碳原子的烷基或1到4个碳原子的烷氧基取代; 前提是当R.sub.1是氢原子，R.sub.2是硝基时，R.sub.3和R.sub.4可以相同或不同，每个代表所述的烷基或所述的烷氧基烷基或R.sub.3是氢原子，R.sub.4是氢原子，所述的烷基，所述的烷氧基烷基，所述的烯基，所述的烷酰基或所述的苄基，当R.sub.1是氢原子，R.sub.2是氨基团或所述的烷基氨基时，R.sub.3和R.sub.4分别是氢原子或它们可以相同或不同，每个代表所述的烷基，当R.sub.1是氨基团且R.sub.2是硝基时，R.sub.3和R.sub.4可以相同或不同，每个代表所述的烷基或R.sub.3是氢原子且R.sub.4是所述的烷基或所述的烯基，当R.sub.1是所述的##STR3##群且R.sub.2是硝基时，R.sub.3和R.sub.4与R.sub.5和R.sub.6相关定义相同。它们在禽球虫病的治疗中非常有效，特别是由属于Eimeria tenella或E. necatrix物种的原虫引起的。
• MORISAWA YASUHIRO; KATAOKA MITSURU; NAGAHORI HITOSHI; SAKAMOTO TOSHIAKI; +, J. MED. CHEM., 1980, 23, NO 12, 1376-1380
  作者：MORISAWA YASUHIRO、 KATAOKA MITSURU、 NAGAHORI HITOSHI、 SAKAMOTO TOSHIAKI、 +

  DOI：——

  日期：——