4-nitro-7-methylbenzofuroxan | 18378-11-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: 4-nitro-7-methylbenzofuroxan
• 英文别名: 7-methyl-4-nitrobenzofuroxan；4-methyl-7-nitro-benzo[1,2,5]oxadiazole 3-oxide；7-methyl-4-nitro-benz[1,2,5]oxadiazole-1-oxide；7-Methyl-4-nitro-benz[1,2,5]oxadiazol-1-oxid；7-methyl-4-nitrobenzo[c][1,2,5]oxadiazole 1-oxide；4-Methyl-7-nitro-benzofuroxan；7-Methyl-4-nitro-2,1,3-benzoxadiazole 1-oxide；4-methyl-7-nitro-3-oxido-2,1,3-benzoxadiazol-3-ium
• CAS: 18378-11-5
• 化学式: C₇H₅N₃O₄
• mdl: MFCD00955931
• 分子量: 195.134
• InChiKey: GYSYGOWOTQKBTH-UHFFFAOYSA-N

物化性质

• 沸点：
  384.7±34.0 °C(Predicted)
• 密度：
  1.74±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  97.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-nitro-7-methylbenzofuroxan 在 nitration 作用下， 生成 4,6-dinitro-7-methylbenzofuroxan
  参考文献：
  名称：

  4,6-Dinitro-7-methylbenzofuroxan: a strong carbon acid of very low intrinsic reactivity

  摘要：

  Rates of ionization of 4,6-dinitro-7-methylbenzofuroxan (3) by water, hydroxide ion, and various general bases have been measured in aqueous solution at t = 25-degrees-C. The solvent pathway is the major process contributing to the formation of the resulting carbanion (C-3) in solutions of pH less-than-or-equal-to 8. The very high thermodynamic stability of C-3 (pK(a)CH = 2.50), the exocyclic carbon of which is essentially olefinic in nature, is shown to derive for the most part from an extensive delocalization of the negative charge through the two nitro groups and the annelated furoxan ring. In agreement with the idea that considerable molecular, electronic, and solvational reorganization is required to produce a highly delocalized carbanion, the deprotonation of 3 is associated with one of the highest intrinsic energy barriers for proton transfer so far measured in aqueous solution (DELTA-G0(double dagger) = 85.5 kJ mol-1). The strong acidity of 3 also emphasizes the exceptional activating effect of a 4,6-dinitrobenzofuroxan moiety.

  DOI：

  10.1021/jo00039a032
• 作为产物：
  描述：

  7-methylbenzofuroxan 在 硫酸 、 硝酸 作用下， 生成 4-nitro-7-methylbenzofuroxan
  参考文献：
  名称：

  潜在的抗白血病和免疫抑制药物。一些苯并-2,1,3-恶二唑（苯并呋喃）及其N-氧化物（苯并呋喃）的制备及其体外药理活性。

  摘要：

  DOI：

  10.1021/jm00308a027

文献信息

• Method and Means Relating to Multiple Herbicide Resistance in Plants
  申请人：Cummins Ian

  公开号：US20100184601A1

  公开（公告）日：2010-07-22

  Methods for overcoming multiple herbicide resistance (MHR) in plants using inhibitors of GST suppression of Formula (I), novel chemical inhibitors of Formula (Ia), compositions comprising compounds of Formula (I), and uses and methods relating thereto.

  使用公式(I)的GST抑制剂、公式(Ia)的新型化学抑制剂、含有公式(I)化合物的组合物以及与之相关的用途和方法，来克服植物中的多重除草剂抗性(MHR)的方法。
• Terrier, F.; Goumont, R.; Pouet, M.J., Polish Journal of Chemistry, 1994, vol. 68, # 11, p. 2415 - 2428
  作者：Terrier, F.、Goumont, R.、Pouet, M.J.、Boubaker, T.、Halle, J.C.

  DOI：——

  日期：——
• Boulton; Katritzky, Proceedings of the Chemical Society, London, 1962, p. 257
  作者：Boulton、Katritzky

  DOI：——

  日期：——
• METHOD AND MEANS RELATING TO MULTIPLE HERBICIDE RESISTANCE IN PLANTS
  申请人：University Of Durham

  公开号：EP2190290A2

  公开（公告）日：2010-06-02
• [EN] METHOD AND MEANS RELATING TO MULTIPLE HERBICIDE RESISTANCE IN PLANTS<br/>[FR] MÉTHODE ET MOYENS ASSOCIÉS À LA RÉSISTANCE MULTIPLE AUX HERBICIDES DANS DES PLANTES
  申请人：UNIV DURHAM

  公开号：WO2009034396A2

  公开（公告）日：2009-03-19

  Methods for overcoming multiple herbicide resistance (MHR) in plants using inhibitors of GST suppression of Formula (I), novel chemical inhibitors of Formula (Ia), compositions comprising compounds of Formula (I), and uses and methods relating thereto.