1,5-dimethyl-3-oxo-2-phenyl-4-phenylcarboxamido(thioxo)methylamino-2,3-dihydro-1H-pyrazole | 84555-16-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,5-dimethyl-3-oxo-2-phenyl-4-phenylcarboxamido(thioxo)methylamino-2,3-dihydro-1H-pyrazole
• 英文别名: N-(2,3-dimethyl-1-phenyl-5-oxo-3-pyrazoline-4-yl)-N'-benzoylthiourea；N-benzoyl-N'-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)thiourea；N-[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)carbamothioyl]benzamide
• CAS: 84555-16-8
• 化学式: C₁₉H₁₈N₄O₂S
• mdl: MFCD00588909
• 分子量: 366.444
• InChiKey: GHBDXIAKKZUHJS-UHFFFAOYSA-N

物化性质

• 熔点：
  210 °C(Solv: dichloromethane (75-09-2); ligroine (8032-32-4))
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  96.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,5-dimethyl-3-oxo-2-phenyl-4-phenylcarboxamido(thioxo)methylamino-2,3-dihydro-1H-pyrazole 、 反-1,2-二苯酰乙烯 以 溶剂黄146 为溶剂， 以87%的产率得到
  参考文献：
  名称：

  芳酰基硫脲与炔属酯和二苯甲酰基乙烯的反应。形成新的1,3-噻嗪的选择性

  摘要：

  通过N-芳酰基取代的硫脲与丙酸乙酯，丁-2-炔基二甲酯和（E）-1,4-二苯基-丁-2-烯-1,4-的反应合成了一系列1,3-噻嗪dione。抗吡啶基苯基硫脲与π不足的炔属试剂的反应未得到相应的1,3-噻嗪，而获得了吡咯并吡唑并嘧啶。

  DOI：

  10.1002/jhet.5570440630
• 作为产物：
  描述：

  4-氨基安替比林 、 苯甲酰基异硫氰酸酯 以 丙酮 为溶剂， 以92 %的产率得到1,5-dimethyl-3-oxo-2-phenyl-4-phenylcarboxamido(thioxo)methylamino-2,3-dihydro-1H-pyrazole
  参考文献：
  名称：

  N-((1,5-二甲基-3-氧代-2-苯基-2,3-二氢-1H-吡唑-4-基)硫甲酰基)苯甲酰胺的对接、DFT和结构研究

  摘要：

  在目前的工作中，我们报道了 N-((1,5-二甲基-3-氧代-2-苯基-2,3-二氢-1H-吡唑-4-基)硫代氨基甲酰基)苯甲酰胺的合成和表征，通过将 4等摩尔比的氨基安替比林和苯甲酰异硫氰酸酯。此外，通过单晶XRD分析对该化合物进行了表征。各种分子间相互作用稳定了超分子组装，包括氢键和涉及π环的相互作用。进行赫什菲尔德表面分析是为了详细探究分子间相互作用。进行相互作用能计算，以找出在稳定超分子组装中起主导作用的相互作用能类型。利用Def2-SVPD基组结合B3LYP的混合方法研究了所制备化合物的量子参数。结果显示实验和理论计算之间非常相似。此外，HOMO轨道位于杂原子处，而LUMO轨道位于苯环处。此外，将制备的化合物与Ampicillin-CTX-M-15对接。结果显示配体与目标氨基酸之间具有良好的结合相互作用，最佳结合得分为- 5.26 kcal/mol。

  DOI：

  10.1007/s11224-024-02278-5

文献信息

• Antimicrobial Activity and Structural Study of Disubstituted Thiourea Derivatives
  作者：Silvio Cunha、Fernando C. Macedo、Giselle A. N. Costa、Manoel T. Rodrigues、Rosival B. V. Verde、Lourdes C. de Souza Neta、Ivo Vencato、Carlito Lariucci、Fernando P. Sá

  DOI：10.1007/s00706-007-0600-y

  日期：2007.5

  The antimicrobial activity of six N-phenyl- and fourteen N-benzoylthiourea derivatives were evaluated from their Minimal Inhibitory Concentration (MIC) values using the microdilution procedure against ten microorganisms. Most of the compounds exhibited selective activity against fungi and Gram-positive bacteria, which were very effectively inhibited by some of the tested thioureas. Additionally, SAR considerations and four novel X-ray diffraction structures of N-benzoylthioureas are included.
• Structural studies of 4-aminoantipyrine derivatives
  作者：Silvio Cunha、Shana M. Oliveira、Manoel T. Rodrigues、Rodrigo M. Bastos、Jailton Ferrari、Cecília M.A. de Oliveira、Lucília Kato、Hamilton B. Napolitano、Ivo Vencato、Carlito Lariucci

  DOI：10.1016/j.molstruc.2005.05.016

  日期：2005.10

  Reaction of 4-aminoantipyrine with acetylacetone, ethyl acetoacetate, benzoyl isothiocyanate, phenyl isothiocyanate, maleic anhydride and methoxymethylene Meldrum's acid afforded a series of new antipyrine derivatives. The antibacterial activity of the synthesized compounds against Micrococcus luteus ATCC 9341, Staphilococcus aureus ATCC 29737, and Escherichia coli ATCC 8739 was evaluated and the minimal inhibitory concentration determined. Modest activity was found only to the maleamic acid obtained from the reaction of 4-aminoantipyrine and maleic anhydride. H-1 NMR investigation of this maleamic acid showed that it is slowly converted to the corresponding toxic maleimide. The structures of three derivatives were determined by X-ray diffraction analysis. (c) 2005 Elsevier B.V. All rights reserved.
• Shoukry, M. M.; Ghoneim, A. Kh.; Shoukry, E. M., Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry, 1982, vol. 12, p. 815 - 826
  作者：Shoukry, M. M.、Ghoneim, A. Kh.、Shoukry, E. M.、Elnagdi, M. H.

  DOI：——

  日期：——
• Two-component initiator system (amine-free) with very good storage stability and particular suitability for acid systems
  申请人：Utterodt Andreas

  公开号：US20070040151A1

  公开（公告）日：2007-02-22

  A two-component initiator system having accelerators for curing polymerizable materials comprising the following components: (a) a hydroperoxide compound containing one or more hydroperoxide groups that are bound to a tertiary carbon; (b) a thiourea derivative; and (c) as accelerator, a copper compound which is soluble in the preparation is preferably free of amine and is particularly suited for polymerizable dental compositions.