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Quinocetone derivative and preparation method and application thereof

A derivative, quinocetone technology, applied in the field of veterinary medicine, can solve the problems of poor water solubility, low bioavailability, and low antibacterial activity, and achieve the effect of improving water solubility and increasing daily weight gain

Active Publication Date: 2015-03-25
河北美荷药业有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although quinocetone has many advantages, it has disadvantages such as low antibacterial activity, poor water solubility, and low bioavailability.

Method used

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  • Quinocetone derivative and preparation method and application thereof
  • Quinocetone derivative and preparation method and application thereof
  • Quinocetone derivative and preparation method and application thereof

Examples

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Embodiment Construction

[0025] The present invention is described in further detail below in conjunction with embodiment.

[0026] Dissolve o-nitroaniline (40g, 0.29mol) in 225ml methanol solution, add 21g NaOH, stir until completely dissolved, then slowly add 250ml 1mol / L NaClO solution dropwise under ice-water bath, add about half an hour, continue stirring at room temperature , TLC follow-up detection, there is continuous light yellow solid precipitation, after stirring for 2 hours, 300ml of water is added, the solid is filtered out, washed and dried to obtain an orange-yellow crude product, and the crude product is recrystallized with 70% ethanol to obtain yellow flaky crystals, with a yield of 33g. Yield 83% ( 1 HNMR (CDCl 3 ) δppm: 7.81-7.90 (m,2H), 8.55-8.58(d,1H), 8.62-8.64(d,1H); 13 CNMR (CDCl 3 )δppm: 113.3, 114.7, 118.2, 132.4, 133.8, 153.4.).

[0027] Add the obtained yellow flaky crystals (10g, 73.5mmol) to excess acetylacetone (18g), warm in a water bath until dissolved, add 40ml of...

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Abstract

The invention belongs to the field of veterinary medicines and provides a quinocetone derivative. The quinocetone derivative has the chemical structural formula shown in the specification, and is obtained by Claisen-Schumidt condensation of mequindox and 2-formyl sodium benzoateh. Compared with quinocetone, the quinocetone derivative has the advantages that the water solubility and bacteriostatic activity are obviously improved, the toxicity is almost consistent with that of quinocetone, and the toxicity is obviously weaker than that of olaquindox; according to the compound, the daily increasing weight of livestock and poultry can be obviously improved; and the bioavailability and growth rate are obviously higher than those of olaquindox in the same addition amount, so that the quinocetone derivative is a safe and reliable feed additive.

Description

technical field [0001] The invention belongs to the field of veterinary medicine, and in particular relates to a novel quinocetone derivative, a preparation method thereof and its application as a feed additive. Background technique [0002] With the continuous improvement of the scale of animal husbandry production in my country, the demand for non-nutritive pharmaceutical feed additives with high efficiency, low toxicity and low residue is increasing dramatically. According to incomplete statistics, the total amount of livestock and poultry breeding in my country accounts for 1 / 4 of the world's total, while the total production value of veterinary drugs in my country in the same year only accounts for 1 / 10 of the world's total output value of veterinary drugs, which is extremely disproportionate to my country's status as a large breeding country . More than 68 kinds of veterinary drugs (excluding vaccines) are imported by the Ministry of Agriculture every year, which indic...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D241/52A23K1/17A23K20/195
Inventor 梁剑平张铎陶蕾郝宝成刘宇王学红尚若峰郭文柱郭志廷华兰英赵凤舞
Owner 河北美荷药业有限公司
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