2-(4-硝基苯磺酰氨基)-5-乙基-1,3,4-噻二唑 | 76170-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(4-硝基苯磺酰氨基)-5-乙基-1,3,4-噻二唑
• 英文名称: 2-(4-Nitrobenzenesulfonamido)-5-ethyl-1,3,4-thiadiazole
• 英文别名: 4-nitro-benzenesulfonic acid-(5-ethyl-[1,3,4]thiadiazol-2-ylamide)；4-Nitro-benzolsulfonsaeure-(5-aethyl-[1,3,4]thiadiazol-2-ylamid)；N-(5-ethyl-1,3,4-thiadiazol-2-yl)-4-nitrobenzenesulfonamide
• CAS: 76170-72-4
• 化学式: C₁₀H₁₀N₄O₄S₂
• 分子量: 314.346
• InChiKey: BCUJNAKCLZNDSE-UHFFFAOYSA-N

物化性质

• 沸点：
  523.4±52.0 °C(Predicted)
• 密度：
  1.578±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  154
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(4-硝基苯磺酰氨基)-5-乙基-1,3,4-噻二唑 在 tin(II) chloride dihdyrate 作用下， 以 乙酸乙酯 为溶剂， 反应 36.0h， 以70%的产率得到球磺胺
  参考文献：
  名称：

  Discovery and Characterization of Carbamothioylacrylamides As EP2 Selective Antagonists

  摘要：

  Prostanoid receptor EP2 is emerging as a novel target for development of anti-inflammatory drugs for the treatment of chronic neurodegenerative and peripheral diseases; however, the availability of EP2 antagonist probes for exploration of peripheral disease models is very limited. We now report identification and characterization of a novel chemical class of compounds that show nanomolar potency and competitive antagonism of the EP2 receptor. A compound in this class, TG6-129, showed prolonged plasma half-life and did not cross the blood brain barrier. This compound also suppressed the induction of inflammatory mRNA markers in a macrophage cell line upon activation of EP2. Thus, compound could be useful as a probe for a variety of peripheral chronic inflammatory diseases such as rheumatoid arthritis and chronic obstructive pulmonary disease, in which EP2 appears to play a pathogenic role.

  DOI：

  10.1021/ml400112h
• 作为产物：
  描述：

  4-nitro-benzenesulfenic acid-(5-ethyl-[1,3,4]thiadiazol-2-ylamide) 在 potassium permanganate 、 溶剂黄146 作用下， 生成 2-(4-硝基苯磺酰氨基)-5-乙基-1,3,4-噻二唑
  参考文献：
  名称：

  DE902010

  摘要：

  公开号：

文献信息

• p-Nitrobenzenesulfonyl chloride as a raw material for the manufacture of sulfanilamide preparations
  作者：A. V. Luk'yanov、V. S. Onoprienko、K. S. Borodina、V. A. Zasosov、E. V. Van'kovich、T. A. Gracheva、O. N. Volzhina、I. A. Kuznetsova、V. G. Potapava、Z. M. Klimonova、Yu. G. Zelinskii、I. N. Vinokurova、V. S. Gershanovskii

  DOI：10.1007/bf01156380

  日期：1980.9
• DE840544
  申请人：——

  公开号：——

  公开（公告）日：——
• Discovery and Characterization of Carbamothioylacrylamides As EP2 Selective Antagonists
  作者：Thota Ganesh、Jianxiong Jiang、Rangaiah Shashidharamurthy、Ray Dingledine

  DOI：10.1021/ml400112h

  日期：2013.7.11

  Prostanoid receptor EP2 is emerging as a novel target for development of anti-inflammatory drugs for the treatment of chronic neurodegenerative and peripheral diseases; however, the availability of EP2 antagonist probes for exploration of peripheral disease models is very limited. We now report identification and characterization of a novel chemical class of compounds that show nanomolar potency and competitive antagonism of the EP2 receptor. A compound in this class, TG6-129, showed prolonged plasma half-life and did not cross the blood brain barrier. This compound also suppressed the induction of inflammatory mRNA markers in a macrophage cell line upon activation of EP2. Thus, compound could be useful as a probe for a variety of peripheral chronic inflammatory diseases such as rheumatoid arthritis and chronic obstructive pulmonary disease, in which EP2 appears to play a pathogenic role.
• DE902010
  申请人：——

  公开号：——

  公开（公告）日：——