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Azacyclic Schiff base silver complex and preparation method and application thereof

A technology of complexes and alkali silver, which is applied in the field of Schiff bases, can solve the problems of increased bacterial resistance, decreased drug efficacy, and ineffectiveness, and achieves the effects of improved antibacterial performance, high yield, and simple synthesis

Inactive Publication Date: 2016-04-13
SHANDONG UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, with the widespread use of synthetic antibacterial drugs in clinical practice, bacterial drug resistance has increased year by year, resulting in reduced efficacy or even ineffectiveness of some drugs.

Method used

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  • Azacyclic Schiff base silver complex and preparation method and application thereof
  • Azacyclic Schiff base silver complex and preparation method and application thereof
  • Azacyclic Schiff base silver complex and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] The preparation method of 2-pyridine carbohydrazide acetylpyrazine and silver trifluoromethanesulfonate is as follows:

[0026] (1) 2-pyridinecarbohydrazide (1.64g, 12mmol), 2-acetylpyrazine (1.46g, 12mmol), 1.0ml of formic acid were dissolved in 48mL of ethanol, heated to reflux for 5 hours, cooled to room temperature, The resulting precipitate was filtered, washed with ethanol to obtain 2.69 g of white solid 2-pyridinecarbohydrazide acetylpyrazine, yield: 93%; the compound was verified by infrared and elemental analysis, and the results showed that the structure was correct, and the data were as follows:

[0027] Infrared (KBr,cm -1 ): 3311,2361,1702,1589,1511,1469,1424,1364,1272,1227,1153,1038,1013,993,907,852,814,751,697,617,473.

[0028] Elemental analysis results: calculated value (%): C, 59.74; H, 4.59; N, 29.03; measured value (%): C, 59.86; H, 4.57; N, 29.12%;

[0029] (2) Dissolve 2-pyridinecarbohydrazide acetylpyrazine (9.6mg, 0.04mmol) in 5mL of chloroform...

Embodiment 2

[0036] The preparation method of 2-pyridine carbohydrazide acetylpyrazine combined with silver hexafluoroantimonate is as follows:

[0037] (1) with embodiment 1 step (1);

[0038] (2) Dissolve 2-pyridinecarbohydrazide acetylpyrazine (9.6mg, 0.04mmol) in 5mL of dichloromethane, add silver hexafluoroantimonate (13.7mg, 0.04mmol) in 5mL of methanol solution, avoid light After standing still for 7 days, 16.8 mg of light yellow crystals appeared, filtered, washed with methanol three times, and dried in an anhydrous calcium chloride desiccator to obtain the product. Yield 63%. The product has been verified by infrared and elemental analysis, and the results show that the structure is correct. The data are as follows:

[0039] Infrared (KBr,cm -1 ): 3312, 2361, 1704, 1513, 1471, 1427, 1356, 1277, 1232, 1154, 997, 910, 855, 816, 753, 664, 618.

[0040] Elemental analysis results: calculated value (%): C, 23.31; H, 1.96; N, 10.46; measured value (%): C, 23.35; H, 1.94; N, 10.50. ...

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Abstract

The invention relates to a Schiff base and specifically relates to a nitrogen heterocyclic Schiff base silver complex as well as a preparation method and an application thereof. The nitrogen heterocyclic Schiff base silver complex is a one-dimensional chained compound and has a structural motif as shown in the specification, wherein L represents SO3CF3- or SbF6-; S represents CHCl3 or CH2Cl2. The preparation method comprises the following steps: mixing 2-picolinyl hydrazide, 2-acetylpyrazine and formic acid together, adding ethanol and heating for reflux, and then cooling and filtering to obtain 2-picolinyl hydrazide acetylpyrazine; next, dissolving the 2-picolinyl hydrazide acetylpyrazine in trichloromethane or dichloromethane, dissolving silver triflate or silver hexafluoroantimonate in methanol, reacting at a normal temperature, and standing in a dark place, thereby obtaining the nitrogen heterocyclic Schiff base silver complex. The complex is simple to synthesize, convenient to purify, relatively high in yield and good in stability in air. Compared with a nitrogen heterocyclic Schiff base ligand, the complex has broad-spectrum antibacterial activity and is remarkably improved in antibacterial properties.

Description

technical field [0001] The invention relates to a Schiff base, in particular to an azacyclic Schiff base silver complex and a preparation method and application thereof. Background technique [0002] Schiff bases are a class of organic compounds containing C=N groups, which are prepared by condensation reactions of carbonyl compounds and various types of amines or hydrazine compounds in alcoholic solutions. Schiff base derivatives with various structures from monodentate to polydentate, symmetrical to asymmetrical, and chain to ring can be obtained by changing the substituent of the linking group. Schiff bases have strong coordination ability and can form stable complexes with most metal ions in the periodic table. Schiff base complexes of nitrogen-containing heterocyclic rings have been widely used in functional materials, pharmaceuticals and other fields, Dong, Y.B.; Zhao, X.; Huang, R.Q.Inorg.Chem.2004, 43, 5603-5612; Alghoo, S.; Slebodnick, C. Polyhedron 2014, 67, 11-1...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F1/10C07D401/12A61P31/04
CPCC07F1/005
Inventor 秦洁徐永鹏赵姗姗类娜朱海亮
Owner SHANDONG UNIV OF TECH
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