1-methyl-2-((4-nitrophenyl)thio)-1H-imidazole | 84314-59-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-methyl-2-((4-nitrophenyl)thio)-1H-imidazole
• 英文别名: 1-methyl-2-[(4-nitrophenyl)thio]-1H-imidazole；1-methyl-2-(4-nitro-phenylsulfanyl)-1H-imidazole；1-methyl-2-[(4-nitrophenyl)thio]imidazole；1-methyl-2-(4-nitrophenyl)sulfanylimidazole
• CAS: 84314-59-0
• 化学式: C₁₀H₉N₃O₂S
• mdl: MFCD02212688
• 分子量: 235.266
• InChiKey: CGDALIVPMOPCRV-UHFFFAOYSA-N

物化性质

• 沸点：
  449.4±47.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  88.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-methyl-2-((4-nitrophenyl)thio)-1H-imidazole 在 氯化铵 作用下， 以 水 为溶剂， 反应 1.0h， 以70%的产率得到4-(1-methylimidazol-2-yl)sulfanylaniline
  参考文献：
  名称：

  Delarge; Thunus; Beckers, European Journal of Medicinal Chemistry, 1984, vol. 19, # 6, p. 559 - 565

  摘要：

  DOI：
• 作为产物：
  描述：

  对氟硝基苯 、 甲巯咪唑 在 potassium carbonate 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 2.0h， 生成 1-methyl-2-((4-nitrophenyl)thio)-1H-imidazole
  参考文献：
  名称：

  BENZAZEPINE DERIVATIVE, PROCESS FOR PRODUCING THE SAME, AND USE

  摘要：

  本发明提供了一种新型的苯并氮杂环衍生物，其由以下公式表示： 其中，R1是一个5-或6-成员的芳香环，R2是低级烷基团等，Y是可选地取代的亚氨基，环A和环B是独立地选自一个可选地取代的芳香环，W是公式-W1-X2-W2-（W1和W2是独立地为S(O)m1（m1是0、1或2）等，X2是一个可选地取代的亚烷基团等），其制备方法及其用途。

  公开号：

  EP1422228A1

文献信息

• Iodine-promoted direct thiolation (selenylation) of imidazole with disulfides (diselenide): A convenient and metal-free protocol for the synthesis of 2-arylthio(seleno)imidazole
  作者：Rongnan Yi、Sen Liu、Hongxia Gao、Zhiwu Liang、Xinhua Xu、Ningbo Li

  DOI：10.1016/j.tet.2020.130951

  日期：2020.2

  A convenient and metal-free protocol for the synthesis of 2-arylthio(seleno)imidazoles from imidazoles and disulfides (diselenides) was developed through the direct thiolation (selenylation) of imidazoles promoted by 0.5 equiv. of iodine. This process is scalable and tolerates a wide spectrum of disulfides (diselenides) to deliver products in high yields. Compared with previous methods, this protocol

  通过由0.5当量促进的咪唑直接硫醇化（硒化），开发了一种由咪唑和二硫化物（二硒化物）合成2-芳硫基（硒代）咪唑的便捷且无金属的方案。碘 该方法是可扩展的，并且可以耐受多种二硫化物（二硒化物），从而以高收率提供产品。与以前的方法相比，该方案的优点是操作简单，对官能团的耐受性强和产率高，为2-芳硫基（硒代）咪唑提供了一条有效的途径，2-芳硫基（硒代）咪唑是许多天然产物的关键结构支架。
• Benzazepine derivative, process for producing the same, and use
  申请人：——

  公开号：US20040235822A1

  公开（公告）日：2004-11-25

  The present invention provides a novel benzazepine derivative represented by formula: 1 wherein, R 1 is a 5- or 6-membered aromatic ring, R 2 is lower alkyl group, etc., Y is an optionally substituted imino group, ring A and ring B are independently an optionally substituted aromatic ring, W is formula —W 1 —X 2 —W 2 — (W 1 and W 2 are independently S(O) m1 (m1 is 0, 1, or 2), etc., and X 2 is an optionally substituted alkylene group etc.), a preparation method and use thereof.

  本发明提供了一种新型苯并氮杂环衍生物，其化学式表示为：1其中，R1为5-或6-成员芳香环，R2为低碳基，Y为可选取代的亚胺基，环A和环B分别为可选取代的芳香环，W为式—W1—X2—W2—（其中W1和W2分别为独立的S(O)m1（m1为0、1或2）等，X2为可选取代的烷基等），以及其制备方法和用途。
• Synthesis and evaluation of 4-Anilino-6,7-dialkoxy-3-quinolinecarbonitriles as inhibitors of kinases of the Ras-MAPK signaling cascade
  作者：Dan Berger、Minu Dutia、Dennis Powell、Biqi Wu、Allan Wissner、Diane H. Boschelli、M.Brawner Floyd、Nan Zhang、Nancy Torres、Jeremy Levin、Xuemei Du、Donald Wojciechowicz、Carolyn Discafani、Constance Kohler、Steven C. Kim、Larry R. Feldberg、Karen Collins、Robert Mallon

  DOI：10.1016/s0960-894x(03)00640-1

  日期：2003.9

  4-[3-Chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)]anilino-6,7-diethoxy-3- quinolinecarbonitrile (3) was identified as a MEK1 kinase inhibitor with exceptional activity against LoVo cells. The structure-activity relationships of the C-4 aniline substituents were explored, and water-solubilizing groups were added at the C-7 position to improve physical properties. Secondary cellular assays revealed that a compound possessing the appropriate aniline substituents inhibited MEK1 as well as MAPK phosphorylation, thereby acting as a dual inhibitor of the Ras-MAPK signaling cascade. (C) 2003 Elsevier Ltd. All rights reserved.
• Discovery of FR115092 : A novel antinephritic agent
  作者：Takashi Ogino、Kiyoshi Tsuji、Takashi Tojo、Norihiro Igari、Nobuo Seki、Yu Sudo、Toshitaka Manda、Fusako Nishigaki、Masaaki Matsuo

  DOI：10.1016/s0960-894x(97)10192-5

  日期：1998.1

  A series of dapsone-related 4-aminophenyl and 2-aminothiazolyl derivatives was prepared, and their antinephritic activity and blood toxicity were evaluated. 5-(2-Pyridylsulfonyl)-2-thiazolamine (FR115092, 26) was effective against two nephritis models, namely graft-versus-host disease (GVHD) and autoimmune W/BF1 mice, and showed none of the blood toxicity observed with dapsone. (C) 1997 Elsevier Science Ltd. All rights reserved.
• US4973599A
  申请人：——

  公开号：US4973599A

  公开（公告）日：1990-11-27