4-(2,4-二硝基苯基)-氨基甲酰肼 | 18345-18-1

• 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: 4-(2,4-二硝基苯基)-氨基甲酰肼
• 英文名称: 2,4-dinitrophenylsemicarbazide
• 英文别名: 4-(2,4-dinitrophenyl)semicarbazide；4-(2,4-Dinitro-phenyl)-semicarbazid；Semicarbazide, 4-(2,4-dinitrophenyl)-；1-amino-3-(2,4-dinitrophenyl)urea
• CAS: 18345-18-1
• 化学式: C₇H₇N₅O₅
• mdl: MFCD00443923
• 分子量: 241.163
• InChiKey: GVQACLHWNTVJSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  159
• 氢给体数：
  3
• 氢受体数：
  6

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  2,4-庚二烯-6-酮 、 4-(2,4-二硝基苯基)-氨基甲酰肼 生成 hepta-3,5-dien-2-one-[4-(2,4-dinitro-phenyl)-semicarbazone]
  参考文献：
  名称：

  Gillam; Moss, Journal of the Chemical Society, 1947, p. 1390

  摘要：

  DOI：
• 作为产物：
  描述：

  N-ethyl-N'-(2,4-dinitro-phenyl)-N-nitro-urea 在 乙醇 、 一水合肼 作用下， 生成 4-(2,4-二硝基苯基)-氨基甲酰肼
  参考文献：
  名称：

  Kniphorst, Recueil des Travaux Chimiques des Pays-Bas, 1925, vol. 44, p. 704

  摘要：

  DOI：

文献信息

• Chemical studies on the constitution of some pollen and spore membranes
  作者：G. Shaw、A. Yeadon

  DOI：10.1039/j39660000016

  日期：——

  The membranes of Lycopodium clavatum spores and Pinus silvestris pollen grains are similar, and have been found to consist approximately of cellulose (10—15%), an ill-defined “xylan” fraction (10%), a lipid fraction (55—65%) which on oxidative degradation gives a mixture of non-branched mono- and di-carboxylic acids with 16 carbon atoms or less, and a lignin-like fraction estimated to be 10—15%. The

  狼毒孢子和松果花粉花粉的膜相似，发现大约由纤维素（10-15％），不明确的“木聚糖”级分（10％），脂质级分（55-65）组成％），其在氧化降解后得到具有16个碳原子或更少的非支链一元和二元羧酸的混合物，并且木质素样部分估计为10-15％。讨论了这些结果的重要性。
• 11. The condensation of fluorene with acetone. Part V. Contrasting reactions of 9-fluorenylmagnesium bromide and of 9-fluorenyllithium with αβ-unsaturated ketones
  作者：S. Horwood Tucker、Margaret Whalley

  DOI：10.1039/jr9490000050

  日期：——
• Barre; Piche, Canadian Journal of Research, Section B: Chemical Sciences, 1941, vol. 19, p. 158,162
  作者：Barre、Piche

  DOI：——

  日期：——
• 68. Studies in the polyene series. Part XXV. Molecular structure and vitamin-A activity. The synthesis of a biologically active C17 acid
  作者：Ian Heilbron、E. R. H. Jones、R. W. Richardson

  DOI：10.1039/jr9490000287

  日期：——
• Microwave-assisted Synthesis and Bioevaluation of Some Semicarbazones
  作者：Laila Jafri、Farzana L. Ansari、Maryam Jamil、Saima Kalsoom、Sana Qureishi、Bushra Mirza

  DOI：10.1111/j.1747-0285.2012.01360.x

  日期：2012.6

  In continuation to our efforts in finding potential therapeutic agents, a variety of biologically significant semicarbazones were synthesized by the reaction of different carbonyl compounds with phenyl semicarbazides through microwave irradiation. Initially, 18 semicarbazones were studied for their antimicrobial, antitumor, and antioxidant potential. None of the tested compounds showed any antibacterial activity; however, some compounds showed significant antifungal activity. Interestingly, all compounds showed antitumor activity when tested against tumors grown on potato discs. These compounds were also tested for their effect on OH radical‐induced oxidative DNA damage. All the compounds showed DNA protection to varying extent. Based on the promising results of antitumor and antioxidant activities, another set of 24 semicarbazones was synthesized, and all of these semicarbazones were evaluated for their antioxidant potential. The results showed that the semicarbazones derived from 2‐nitrobenzaldehyde and acetophenone were the most active 2,2‐diphenyl‐1‐picrylhydrazyl 9 (DPPH) free radical scavengers. The overall results have led to the identification of some interesting compounds which seem to have great potential to be developed into effective anticancer drugs.