5-trifluoromethyl-5-hydroxy-3-(2-thienyl)-4,5-dihydro-1H-pyrazolyl-1-carbohydrazide | 1174009-10-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 5-trifluoromethyl-5-hydroxy-3-(2-thienyl)-4,5-dihydro-1H-pyrazolyl-1-carbohydrazide
• 英文别名: 5-hydroxy-3-thiophen-2-yl-5-(trifluoromethyl)-4H-pyrazole-1-carbohydrazide
• CAS: 1174009-10-9
• 化学式: C₉H₉F₃N₄O₂S
• 分子量: 294.257
• InChiKey: PPCNZNPBGSYWNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  119
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5-trifluoromethyl-5-hydroxy-3-(2-thienyl)-4,5-dihydro-1H-pyrazolyl-1-carbohydrazide 、 对甲基苯甲醛 以 乙醇 为溶剂， 反应 7.0h， 以73%的产率得到(E)-N'-(4-methylbenzylidene)-[5-trifluoromethyl-5-hydroxy-3-(2-thienyl)-4,5-dihydro-1H-pyrazol-1-yl]carbohydrazide
  参考文献：
  名称：

  New trifluoromethyl-containing (E)-N′-arylidene-[3-alkyl(aryl/heteroaryl)-4,5-dihydro-1H-pyrazol-1-yl]carbohydrazides: Synthesis, crystal structure and antimicrobial/antioxidant activity

  摘要：

  A new series of twenty-one trifluoromethyl-containing (E)-N'-arylidene-1H-pyrazole-1-carbohydrazides (4) was synthesized by the cyclocondensation reactions of six 3-alkyl(aryl/heteroaryl)-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazole-1-carbohydrazides (2) with eleven aryl/heteroaryl aldehydes and acetophenone (3) in 52-97% yields and six new carbohydrazides 2 were easily obtained from the reaction of 1,1,1-trifluoro-4-alkyl(aryl/heteroaryl)-4-methoxy-3-alken-2-ones (1) with carbohydrazide. Subsequently, four examples of carbohydrazides 4 were fully studied by X-ray diffraction and the twenty-seven pyrazolyl-carbohydrazides 2 and 4 screened for their antioxidant and antimicrobial proprieties and evaluated by DPPH and MIC methods, respectively. Both series 2 and 4 showed ability to capture DPPH free radical for IC50 from 47.57 to 487 mu g/mL. Most of the compounds presented fungistatic and bacteriostatic activity only for high MIC levels ranging from 0.25 mg/mL to 0.5 mg/mL. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.12.010
• 作为产物：
  描述：

  甲酰肼 、 (E)-1,1,1-Trifluoro-4-methoxy-4-thiophen-2-yl-but-3-en-2-one 以 乙醇 为溶剂， 以92%的产率得到5-trifluoromethyl-5-hydroxy-3-(2-thienyl)-4,5-dihydro-1H-pyrazolyl-1-carbohydrazide
  参考文献：
  名称：

  New trifluoromethyl-containing (E)-N′-arylidene-[3-alkyl(aryl/heteroaryl)-4,5-dihydro-1H-pyrazol-1-yl]carbohydrazides: Synthesis, crystal structure and antimicrobial/antioxidant activity

  摘要：

  A new series of twenty-one trifluoromethyl-containing (E)-N'-arylidene-1H-pyrazole-1-carbohydrazides (4) was synthesized by the cyclocondensation reactions of six 3-alkyl(aryl/heteroaryl)-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazole-1-carbohydrazides (2) with eleven aryl/heteroaryl aldehydes and acetophenone (3) in 52-97% yields and six new carbohydrazides 2 were easily obtained from the reaction of 1,1,1-trifluoro-4-alkyl(aryl/heteroaryl)-4-methoxy-3-alken-2-ones (1) with carbohydrazide. Subsequently, four examples of carbohydrazides 4 were fully studied by X-ray diffraction and the twenty-seven pyrazolyl-carbohydrazides 2 and 4 screened for their antioxidant and antimicrobial proprieties and evaluated by DPPH and MIC methods, respectively. Both series 2 and 4 showed ability to capture DPPH free radical for IC50 from 47.57 to 487 mu g/mL. Most of the compounds presented fungistatic and bacteriostatic activity only for high MIC levels ranging from 0.25 mg/mL to 0.5 mg/mL. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2011.12.010

文献信息

• New trifluoromethyl-containing (E)-N′-arylidene-[3-alkyl(aryl/heteroaryl)-4,5-dihydro-1H-pyrazol-1-yl]carbohydrazides: Synthesis, crystal structure and antimicrobial/antioxidant activity
  作者：Helio G. Bonacorso、Susiane Cavinatto、Patrick T. Campos、Liliane M.F. Porte、Jussara Navarini、Gisele R. Paim、Marcos A.P. Martins、Nilo Zanatta、Caroline Z. Stuker

  DOI：10.1016/j.jfluchem.2011.12.010

  日期：2012.3

  A new series of twenty-one trifluoromethyl-containing (E)-N'-arylidene-1H-pyrazole-1-carbohydrazides (4) was synthesized by the cyclocondensation reactions of six 3-alkyl(aryl/heteroaryl)-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazole-1-carbohydrazides (2) with eleven aryl/heteroaryl aldehydes and acetophenone (3) in 52-97% yields and six new carbohydrazides 2 were easily obtained from the reaction of 1,1,1-trifluoro-4-alkyl(aryl/heteroaryl)-4-methoxy-3-alken-2-ones (1) with carbohydrazide. Subsequently, four examples of carbohydrazides 4 were fully studied by X-ray diffraction and the twenty-seven pyrazolyl-carbohydrazides 2 and 4 screened for their antioxidant and antimicrobial proprieties and evaluated by DPPH and MIC methods, respectively. Both series 2 and 4 showed ability to capture DPPH free radical for IC50 from 47.57 to 487 mu g/mL. Most of the compounds presented fungistatic and bacteriostatic activity only for high MIC levels ranging from 0.25 mg/mL to 0.5 mg/mL. (C) 2011 Elsevier B.V. All rights reserved.