1-氨基-3-(2,4-二甲氧基苯基)脲 | 853097-58-2

• 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: 1-氨基-3-(2,4-二甲氧基苯基)脲
• 英文名称: N-(2,4-dimethoxyphenyl)-1-hydrazinecarboxamide
• 英文别名: 1-amino-3-(2,4-dimethoxyphenyl)urea
• CAS: 853097-58-2
• 化学式: C₉H₁₃N₃O₃
• 分子量: 211.221
• InChiKey: LCTVWICCUHAJIX-UHFFFAOYSA-N

物化性质

• 熔点：
  141-143°C
• 密度：
  1.268±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  85.6
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  1-氨基-3-(2,4-二甲氧基苯基)脲 、 邻甲基苄醇 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 以57%的产率得到N¹-(2,4-dimethoxyphenyl)-N⁴-(2-hydroxybenzaldehyde)semicarbazone
  参考文献：
  名称：

  2,4-Dimethoxyphenylsemicarbazones with anticonvulsant activity against three animal models of seizures: Synthesis and pharmacological evaluation

  摘要：

  Various 2.4-dimethoxyphenylsemicarbazones were synthesized starting from 2,4-dimethoxyaniline via a phenylcarbamate intermediate. The structures were confirmed by spectral and elemental analyses. The anticonvulsant activity of the synthesized compounds was established after intraperitoneal administration in three seizure models in mice which include maximal electroshock seizure, Subcutaneous pentylenetetrazole, and subcutaneous strychnine-induced seizure screens. Nine Compounds exhibited protection in all the three seizure models, and N-1-(2,4-dimethoxyphenyl)-N-4-(propan-2-one)semicarbazone (17) emerged as the most active compound with no neurotoxicity. These compounds were found to elevate gamma-aminobutyric acid (GABA) levels in the midbrain and medulla oblongata regions equipotent to clobazam. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.041
• 作为产物：
  描述：

  2,4-二甲氧基苯异氰酸酯 在 一水合肼 作用下， 以 乙腈 为溶剂， 反应 0.5h， 生成 1-氨基-3-(2,4-二甲氧基苯基)脲
  参考文献：
  名称：

  Synthesis, In-vitro evaluation and molecular docking studies of oxoindolin phenylhydrazine carboxamides as potent and selective inhibitors of ectonucleoside triphosphate diphosphohydrolase (NTPDase)

  摘要：

  DOI：

  10.1016/j.bioorg.2021.104957

文献信息

• Discovery of novel antitubercular 1,5-dimethyl-2-phenyl-4-([5-(arylamino)-1,3,4-oxadiazol-2-yl]methylamino)-1,2-dihydro-3H-pyrazol-3-one analogues
  作者：Mohamed Jawed Ahsan、Jeyabalan Govinda Samy、Chandra Bhushan Jain、Kunduri Rajeswar Dutt、Habibullah Khalilullah、Md. Shivli Nomani

  DOI：10.1016/j.bmcl.2011.12.014

  日期：2012.1

  In search of potential therapeutics for tuberculosis, we describe herewith the synthesis, characterization and antimycobacterial activity of 1,5-dimethyl-2-phenyl-4-([5-(arylamino)-1,3,4-oxadiazol-2-yl]methylamino)-1,2-dihydro-3H-pyrazol-3-one analogues. Among the synthesized compounds, 4-1(5-1( 4-fluorophenylamino[-1,3,4-oxadiazol-2-yl)methylamino]-1,2-dihydro-1,5-dimethyl-2-Phenylpyrazol-3-one (4a) was found to be the most promising compound active against Mycobacterium tuberculosis H(37)Rv and isoniazid resistant M. tuberculosis with minimum inhibitory concentrations, 0.78 and 3.12 mu g/mL, respectively, free from any cytotoxicity (>62.5 mu g/mL). (C) 2011 Elsevier Ltd. All rights reserved.
• Synthesis, In-vitro evaluation and molecular docking studies of oxoindolin phenylhydrazine carboxamides as potent and selective inhibitors of ectonucleoside triphosphate diphosphohydrolase (NTPDase)
  作者：Saira Afzal、Mariya al-Rashida、Abdul Hameed、Julie Pelletier、Jean Sévigny、Jamshed Iqbal

  DOI：10.1016/j.bioorg.2021.104957

  日期：2021.7
• 2,4-Dimethoxyphenylsemicarbazones with anticonvulsant activity against three animal models of seizures: Synthesis and pharmacological evaluation
  作者：Rathinasabapathy Thirumurugan、Dharmarajan Sriram、Amrita Saxena、James Stables、Perumal Yogeeswari

  DOI：10.1016/j.bmc.2005.12.041

  日期：2006.5

  Various 2.4-dimethoxyphenylsemicarbazones were synthesized starting from 2,4-dimethoxyaniline via a phenylcarbamate intermediate. The structures were confirmed by spectral and elemental analyses. The anticonvulsant activity of the synthesized compounds was established after intraperitoneal administration in three seizure models in mice which include maximal electroshock seizure, Subcutaneous pentylenetetrazole, and subcutaneous strychnine-induced seizure screens. Nine Compounds exhibited protection in all the three seizure models, and N-1-(2,4-dimethoxyphenyl)-N-4-(propan-2-one)semicarbazone (17) emerged as the most active compound with no neurotoxicity. These compounds were found to elevate gamma-aminobutyric acid (GABA) levels in the midbrain and medulla oblongata regions equipotent to clobazam. (c) 2006 Elsevier Ltd. All rights reserved.