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Two compounds with quinoxaline mother ring and preparation thereof

A quinoxaline parent ring and compound technology, applied in the field of new compounds and their preparation, can solve problems such as reproductive toxicity and drug residues, and achieve the effects of increasing feed intake, improving utilization rate, and improving feed conversion rate

Inactive Publication Date: 2011-02-16
LANZHOU INST OF ANIMAL SCI & VETERINARY PHARMA OF CAAS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Quinoxaline drugs are widely used in antibacterial and growth-promoting livestock and poultry, such as Shigaojing, olaquindox, quinocetone, quinamine, carbadox, etc., which are currently on the market. However, in terms of long-term use effects, drug residues have already appeared. , reproductive toxicity and other issues, so it is necessary to further develop new drugs to replace

Method used

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  • Two compounds with quinoxaline mother ring and preparation thereof
  • Two compounds with quinoxaline mother ring and preparation thereof
  • Two compounds with quinoxaline mother ring and preparation thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] Synthesis of compound 1

[0077] Add 7g of BFO, add 10g of ethyl acetoacetate, dissolve the BFO in a water bath at 80°C, add 50ml of triethylamine at the same time, shake and place at room temperature for 2-3 days, crystals precipitate, filter with suction, wash twice with a small amount of water, collect the crystals, After drying, the yield is 7g, and the yield is 55%. The reaction mother liquor can continue to precipitate crystals at room temperature, and the combined yield can reach 65%. The crude product can be recrystallized from acetone. Melting point 136-137°C, light yellow needle crystal.

[0078] Synthesis of Compound 2

[0079] Dissolve 8g of benzoylacetone in 20ml of absolute ethanol, bathe at 50°C, add 7g of BFO to dissolve, add 50ml of triethylamine at the same time, shake and place at room temperature, a large amount of crystals precipitate after 1 hour, filter with suction, wash with absolute ethanol , dried, yield 10g, yield 71%, melting point 198°C,...

Embodiment 2

[0081] Synthesis of compound 1

[0082] Add 7g of BFO, add 10g of ethyl acetoacetate, dissolve the BFO in a water bath at 40°C, add 40ml of triethylamine at the same time, shake and place at room temperature for 2-3 days, crystals precipitate, filter with suction, wash twice with a small amount of water, collect the crystals, After drying, the yield is 7g, and the yield is 55%. The reaction mother liquor can continue to precipitate crystals at room temperature, and the combined yield can reach 65%. The crude product can be recrystallized from acetone. Melting point 136-137°C, light yellow needle crystal.

[0083] Synthesis of Compound 2

[0084] Dissolve 8g of benzoylacetone in 20ml of absolute ethanol, bathe in water at 40°C, add 7g of BFO to dissolve, add 40ml of triethylamine at the same time, shake and place at room temperature, a large amount of crystals precipitate after 1 hour, filter with suction, wash with absolute ethanol , dried, yield 10g, yield 71%, melting poi...

Embodiment 3

[0086] Synthesis of compound 1

[0087] Add 7g of BFO, add 10g of ethyl acetoacetate, dissolve the BFO in a water bath at 60°C, add 60ml of triethylamine at the same time, shake and place at room temperature for 2-3 days, crystals precipitate, filter with suction, wash twice with a small amount of water, collect the crystals, After drying, the yield is 7g, and the yield is 55%. The reaction mother liquor can continue to precipitate crystals at room temperature, and the combined yield can reach 65%. The crude product can be recrystallized from acetone. Melting point 136-137°C, light yellow needle crystal.

[0088] Synthesis of Compound 2

[0089] Dissolve 8g of benzoylacetone in 20ml of absolute ethanol, put in a water bath at 45°C, add 7g of BFO to dissolve, add 60ml of triethylamine at the same time, shake and place at room temperature, a large amount of crystals will precipitate after 1 hour, filter with suction, and wash with absolute ethanol , dried, yield 10g, yield 71...

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Abstract

The invention relates to a new compound and a preparation field thereof and provides two compounds containing a quinoxaline mother rotor: 3-methyl-2-ethoxycarbonyl-quinoxaline-1, 4-dioxide (a compound I) and 2-acetyl-3-phenyl-quinoxaline-1, 4-dioxide (a compound II) and a preparation method thereof. The existing quinoxaline medicaments are widely applied to the antisepsis and growth promotion of animals, but such problems as medicament residual, reproductive toxicity and other aspects appear if the medicaments are applied in a long run. The two quinoxaline compounds have the advantages of strong resistance to bacteria and low toxicity. The two compounds with the quinoxaline mother rotor can be applied to the growth promotion of animals, and the preparation of antimicrobial agents, feedstuff or additives.

Description

technical field [0001] The present invention relates to novel compounds and their preparation methods, in particular to quinoxaline compounds and their preparation methods. Background technique [0002] Quinoxaline drugs are widely used in antibacterial and growth-promoting livestock and poultry, such as Shigaojing, olaquindox, quinocetone, quinamine, carbadox, etc., which are currently on the market. However, in terms of long-term use effects, drug residues have already appeared. , reproductive toxicity and other issues, so it is necessary to further develop new drugs to replace. Contents of the invention [0003] One of the objectives of the present invention is to provide two quinoxaline compounds with strong antibacterial activity and low toxicity. [0004] The second object of the present invention is to provide the preparation method of these two quinoxaline compounds. [0005] The preparation technology of two kinds of quinoxaline compounds: [0006] Synthesis of...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D241/52A61K31/498A61P31/04
Inventor 梁剑平张道陵何荣智王曙阳王学红华兰英郭志廷刘宇
Owner LANZHOU INST OF ANIMAL SCI & VETERINARY PHARMA OF CAAS
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