4-methyl-1-(4-nitrophenyl)tetrazol-5-one | 54246-63-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-methyl-1-(4-nitrophenyl)tetrazol-5-one
• 英文别名: 1-p-Nitrophenyl-4-methyl-5-tetrazolon；1-methyl-4-(4-nitrophenyl)-1H-tetrazol-5(4H)-one；1-methyl-4-(4-nitro-phenyl)-1,4-dihydro-tetrazol-5-one；1-(4-Nitrophenyl)-4-methyl-5-tetrazolone；1-methyl-4-(4-nitrophenyl)-4,5-dihydro-1H-1,2,3,4-tetrazol-5-one；1-methyl-4-(4-nitrophenyl)tetrazol-5-one
• CAS: 54246-63-8
• 化学式: C₈H₇N₅O₃
• 分子量: 221.175
• InChiKey: VUNCYLXCXLKXFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  94.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-methyl-1-(4-nitrophenyl)tetrazol-5-one 在 tetraphosphorus decasulfide 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以50%的产率得到1-methyl-4-(4-nitrophenyl)-1H-tetrazole-5(4H)-thione
  参考文献：
  名称：

  Electronic properties of 1-methyl-4-phenyl-1H-tetrazole-5(4H)-thiones: An experimental and theoretical study

  摘要：

  The syntheses of 1-(4-methoxyphenyl)1-4-methyl-1H-tetrazol-5(4H)-thione 1a, 1-methyl-4-phenyl-1H-tetrazole-5(4H)-thione 1b, 1-(4-chlorophenyt)-4-methyl-1H-tetrazol-5(4H)-thione 1c, 1-methyl-4-(4-nitrophenyl)-1H-tetrazol-5(4H)-thione 1d were carried out and their electronic absorption spectra were obtained in cyclohexane, THF, and acetonitrile. The UV spectra of la-d showed a modest dependence on the polarity of the solvent. The change of substituent on the tetrazolethione ring from a strongly electron donating group (p-C6H4OMe, 1a), to a moderately electron donating (C6H5, 1b) to a weakly electron withdrawing group (p-C6H4Cl, 1c) also produced minimal effect on the electronic properties of la-c. However, the presence of a strongly electron withdrawing group (p-C6H4NO2, 1d) on the heterocyclic ring produced a marked change in the UV spectrum. Time-dependent density functional calculations revealed that all the bands result from pi ->pi* excitations with some degree of intramolecular charge transfer (ICT) within the molecules. Our studies further showed that as the acceptor strength is increased in the order: la (p-C6H4OMe) < 1b (C6H5) < 1c (p-C6H4Cl) < 1d (p-C6H4NO2), the ICT also increases. In accordance with the experimental observations, the calculated transitions also showed modest dependence on the polarity of the solvent. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.05.049
• 作为产物：
  描述：

  1-(4-硝基苯基)-2H-四唑-5-酮 、 硫酸二甲酯 在 四丁基溴化铵 作用下， 以 sodium hydroxide 、 二氯甲烷 为溶剂， 反应 2.0h， 以89%的产率得到4-methyl-1-(4-nitrophenyl)tetrazol-5-one
  参考文献：
  名称：

  Poplavskaya; Alam; Koldobskii, Russian Journal of Organic Chemistry, 2000, vol. 36, # 12, p. 1793 - 1799

  摘要：

  DOI：

文献信息

• Novel sulfonamide substituted chroman derivatives useful as beta 3 adrenoreceptor agonists
  申请人：——

  公开号：US20040072843A1

  公开（公告）日：2004-04-15

  This invention related to novel sulfonamide substituted chroman derivatives which are useful in the treatment of beta-3 receptor mediated conditions.

  这项发明涉及一种新型磺酰胺取代的色苷衍生物，其在治疗β-3受体介导的疾病中有用。
• Compounds useful for preparation of Beta-3 adrenoreceptor agonist
  申请人：——

  公开号：US20030073839A1

  公开（公告）日：2003-04-17

  This invention related to novel sulfonamide substituted chroman derivatives which are useful in the treatment of beta-3 receptor mediated conditions.

  本发明涉及新型磺酰胺取代的色甘醇衍生物，其在治疗β-3受体介导的疾病方面有用。
• NOVEL SULFONAMIDE SUBSTITUTED CHROMAN DERIVATIVES USEFUL AS BETA-3 ADRENORECEPTOR AGONISTS
  申请人：BAYER CORPORATION

  公开号：EP1054881B1

  公开（公告）日：2008-07-30
• Poplavskaya; Alam; Koldobskii, Russian Journal of Organic Chemistry, 2000, vol. 36, # 12, p. 1793 - 1799
  作者：Poplavskaya、Alam、Koldobskii

  DOI：——

  日期：——
• US6051586A
  申请人：——

  公开号：US6051586A

  公开（公告）日：2000-04-18