2-(2-(5,6-dimethoxy-2,3-dihydro-1H-inden-1-ylidene)hydrazinyl)-4-phenylthiazole | 1400901-85-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-(2-(5,6-dimethoxy-2,3-dihydro-1H-inden-1-ylidene)hydrazinyl)-4-phenylthiazole
• 英文别名: N-[(5,6-dimethoxy-2,3-dihydroinden-1-ylidene)amino]-4-phenyl-1,3-thiazol-2-amine
• CAS: 1400901-85-0
• 化学式: C₂₀H₁₉N₃O₂S
• 分子量: 365.456
• InChiKey: XBCLNIOPLLDSJC-UHFFFAOYSA-N

物化性质

• 熔点：
  204-205 °C
• 沸点：
  557.0±60.0 °C(predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.59
• 重原子数：
  26.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.74
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  5,6-dimethoxy-1-indanone thiosemicarbazone 、 alpha-氯乙酰苯 以 N,N-二甲基甲酰胺 为溶剂， 以62%的产率得到2-(2-(5,6-dimethoxy-2,3-dihydro-1H-inden-1-ylidene)hydrazinyl)-4-phenylthiazole
  参考文献：
  名称：

  Synthesis and biological evaluation of some novel 1-indanone thiazolylhydrazone derivatives as anti-Trypanosoma cruzi agents

  摘要：

  A series of novel 4-arylthiazolylhydrazones (TZHs) derived from 1-indanones were synthesized in good yields (66-92%) in a simple procedure using microwave irradiation and then characterized by spectroscopy studies. The compounds were evaluated for their in vitro anti-Trypanosoma cruzi activity against the epimastigote, trypomastigote and amastigote forms of the parasite. Most TZHs displayed excellent activity, and were more potent and selective than the reference drug Benznidazole, used in the current chemotherapy. Analysis of the free sterols from parasite incubated with the compounds showed that inhibition of ergosterol biosynthesis is a possible target for the action of these new TZHs. In particular, TZH 9 emerged as a promising antichagasic compound to be evaluated in animal models. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.07.013

文献信息

• Synthesis and biological evaluation of some novel 1-indanone thiazolylhydrazone derivatives as anti-Trypanosoma cruzi agents
  作者：María E. Caputto、Alejandra Ciccarelli、Fernanda Frank、Albertina G. Moglioni、Graciela Y. Moltrasio、Daniel Vega、Elisa Lombardo、Liliana M. Finkielsztein

  DOI：10.1016/j.ejmech.2012.07.013

  日期：2012.9

  A series of novel 4-arylthiazolylhydrazones (TZHs) derived from 1-indanones were synthesized in good yields (66-92%) in a simple procedure using microwave irradiation and then characterized by spectroscopy studies. The compounds were evaluated for their in vitro anti-Trypanosoma cruzi activity against the epimastigote, trypomastigote and amastigote forms of the parasite. Most TZHs displayed excellent activity, and were more potent and selective than the reference drug Benznidazole, used in the current chemotherapy. Analysis of the free sterols from parasite incubated with the compounds showed that inhibition of ergosterol biosynthesis is a possible target for the action of these new TZHs. In particular, TZH 9 emerged as a promising antichagasic compound to be evaluated in animal models. (C) 2012 Elsevier Masson SAS. All rights reserved.