EMAC2109 | 1049014-24-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: EMAC2109
• CAS: 1049014-24-5
• 化学式: C₁₇H₁₈N₄S
• 分子量: 310.423
• InChiKey: URFCVNLIHMXZAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  61.07
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-methylcyclohexanone thiosemicarbazone 在 4-(2-haloacetyl)benzonitrile 作用下， 以 水 为溶剂， 反应 28.0h， 以79%的产率得到EMAC2109
  参考文献：
  名称：

  Exploring the thiazole scaffold for the identification of new agents for the treatment of fluconazole resistant Candida

  摘要：

  Cyclohexyliden- and 2-methylcyclohexyliden-hydrazo-4-arylthiazoles were synthesized and tested as antifungal agents. All compounds exhibited minimal inhibitory concentration (MIC) values comparable with those of fluconazole (FLC). Moreover, some compounds showed fungicidal activity at low concentration. Worth noting five out of nine compounds were active towards Candida albicans 25 FLC resistant isolated from clinical specimens. The cellular toxicity was evaluated and none of the compounds is toxic at the MIC. On the basis of our data we can conclude that these derivatives are promising agents for the treatment of resistant C. albicans.

  DOI：

  10.3109/14756366.2015.1113171

文献信息

• Synthesis, Stereochemical Identification, and Selective Inhibitory Activity against Human Monoamine Oxidase-B of 2-Methylcyclohexylidene-(4-arylthiazol-2-yl)hydrazones
  作者：Franco Chimenti、Elias Maccioni、Daniela Secci、Adriana Bolasco、Paola Chimenti、Arianna Granese、Simone Carradori、Stefano Alcaro、Francesco Ortuso、Matilde Yáñez、Francisco Orallo、Roberto Cirilli、Rosella Ferretti、Francesco La Torre

  DOI：10.1021/jm800132g

  日期：2008.8.1

  A series of 2-methylcyclohexylidene-(4-arylthiazol-2-yl)hydrazones have been investigated for their ability to inhibit selectively the activity of the human A and B isoforms of monoamine oxidase (MAO). The target compounds, which present a stereogenic center on the cyclohexane ring, were obtained as pure (R) and (S) enantiomers by enantioselective HPLC. The absolute configuration of homochiral forms isolated on a semipreparative scale was obtained by a combined strategy based on chemical correlation and single-crystal X-ray diffraction. All compounds showed higher activity against the human MAO-B isoform with IC(50) values ranging between 26.81 +/- 2.74 mu M and 14.20 +/- 0.26 nM, and the assays carried out on the pure enantiomers showed higher activity for the (R) form. A computational study was performed by molecular mechanics, DFT-based quantomechanics, and docking techniques on the most active and human MAO-B selective inhibitor 8.
• Exploring the thiazole scaffold for the identification of new agents for the treatment of fluconazole resistant Candida
  作者：Rita Meleddu、Simona Distinto、Angela Corona、Elias Maccioni、Antonella Arridu、Claudia Melis、Giulia Bianco、Peter Matyus、Filippo Cottiglia、Adriana Sanna、Alessandro De Logu

  DOI：10.3109/14756366.2015.1113171

  日期：2016.11.1

  Cyclohexyliden- and 2-methylcyclohexyliden-hydrazo-4-arylthiazoles were synthesized and tested as antifungal agents. All compounds exhibited minimal inhibitory concentration (MIC) values comparable with those of fluconazole (FLC). Moreover, some compounds showed fungicidal activity at low concentration. Worth noting five out of nine compounds were active towards Candida albicans 25 FLC resistant isolated from clinical specimens. The cellular toxicity was evaluated and none of the compounds is toxic at the MIC. On the basis of our data we can conclude that these derivatives are promising agents for the treatment of resistant C. albicans.