Series salt of isopropoxy phenylguanidine and application thereof in preparing feed growth promoter

A technology of propoxybenzone and series salts, applied in the preparation of growth promoters for animal feed, in the field of series salts of propoxybenzone, achieving good application prospects

Inactive Publication Date: 2015-07-01
GUANGZHOU INSIGHER BIOTECHNOLOGY CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the problem of drug resistance transmission, many feed antibiotic growth promoters that are structurally related or cross-resistant to antibiotics used in human clinical medicine have been or will be banned

Method used

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  • Series salt of isopropoxy phenylguanidine and application thereof in preparing feed growth promoter
  • Series salt of isopropoxy phenylguanidine and application thereof in preparing feed growth promoter
  • Series salt of isopropoxy phenylguanidine and application thereof in preparing feed growth promoter

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Embodiment 1: the preparation of free 2,2'-bis[[4-(isopropoxy)phenyl]methylene]-diaminoguanidine:

[0015]

[0016] Take 100g of 2,2'-bis[[4-(isopropoxy)phenyl]methylene]-diaminoguanidine hydrochloride (water content about 15%), add 750ml of 95% ethanol, add 12.5g of NaOH, 2, 2'-bis[[4-(isopropoxy)phenyl]methylene]-diaminoguanidine gradually dissolved and NaCl was precipitated. Stir for 0.5h and filter with suction. The filtrate was added dropwise to 3L of water, and a solid was precipitated. Suction filtration, the obtained solid was dried at 45 degrees to obtain 70g product (2,2'-bis[[4-(isopropoxy)phenyl]methylene]-diaminoguanidine).

[0017] Preparation of 2,2'-bis[[4-(isopropoxy)phenyl]methylene]-diaminoguanidine.R salt as shown in formula (1)

[0018]

[0019] Wherein R is DL-lactic acid, methanesulfonic acid, 2-hydroxyethylsulfonic acid, citric acid, tartaric acid, benzoic acid, succinic acid, fumaric acid, maleic acid, acetic acid, sulfuric acid, phosph...

Embodiment 2

[0020] Example 2: 2,2'-bis[[4-(1-methylethoxy)phenyl]methylene]-carbonimidic dihydrazide.2-hydroxypropanoic acid / 2,2'-bis[[4-(isopropoxy)phenyl Preparation of ]methylene]-diaminoguanidine.DL-lactate

[0021] Take free 2,2'-bis[[4-(isopropoxy)phenyl]methylene]-diaminoguanidine 1.6g, add 8ml 95% ethanol, stir at room temperature, add 0.4g DL-lactate , stirred for 2h, filtered, the filter cake was washed with 95% ethanol, washed with water, then dried overnight at 45°C to obtain 1.1g product (2,2'-bis[[4-(isopropoxy)phenyl]methylene] -Diaminoguanidine. DL-lactate, or guanidine lactate), yield 55%. 1 H NMR (500MHz,d-DMSO)δ7.99(s,2H),δ7.67(d,4H),δ6.92(d,4H),δ6.56(br,2H),δ4.63-4.67 (m,2H),δ4.01(q,1H),δ1.28(d,12H),δ1.22(d,3H).

Embodiment 3

[0022] Example 3: 2,2'-bis[[4-(1-methylethoxy)phenyl]methylene]-carbonimidic dihydrazide.methanesulfonic acid / 2,2'-bis[[4-(isopropoxy)phenyl]ethylene Methyl]-diaminoguanidine. Preparation of mesylate

[0023] Take free 2,2'-bis[[4-(isopropoxy)phenyl]methylene]-diaminoguanidine 1.6g, add 8ml 95% ethanol, stir at room temperature, add 0.4g methanesulfonic acid, stir 2h, filtered, the filter cake was washed with 95% ethanol, washed with water, and then dried overnight at 45°C to obtain 1.4g of product (2,2'-bis[[4-(isopropoxy)phenyl]methylene]-bis Aminoguanidine. Mesylate, or guanidine mesylate) with a yield of 70%. 1 H NMR (500MHz,d-DMSO)δ11.8(br,1H),δ8.39(s,2H),δ8.26(br,2H),δ7.85(d,4H),δ7.01(d ,4H),δ4.70-4.75(m,2H),δ2.41(s,3H),δ1.28(d,12H).

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Abstract

The invention discloses series salt of isopropoxy phenylguanidine and application thereof in preparing an animal feed growth promoter. The structural formula of the series salt of the isopropoxy phenylguanidine is as shown in formula (1), wherein R stands for DL-lactic acid, methylsulfonic acid, 2-isethionic acid, citric acid, tartaric acid, benzoic acid, succinic acid, fumaric acid, maleic acid, acetic acid, sulfuric acid, phosphoric acid or oxalic acid. Through feeding experiments, the research firstly discovers that the series salt of the isopropoxy phenylguanidine, applied to ducks, can be used for significantly improving the production performance, and the research, through the feeding experiments, also finds that the isopropoxy phenylguanidine, applied to pigs and chickens, can be used for significantly improving the production performance as well (as shown in Specification).

Description

Technical field: [0001] The invention belongs to the field of animal feed for livestock and poultry, and in particular relates to a series of salts of propoxybenzone and its application in the preparation of growth promoters for animal feeding. Background technique: [0002] Feed growth promoters include biologically active substances with various chemical structures and their preparations with multiple mechanisms of action, which make an important contribution to improving feed conversion rate and animal husbandry production efficiency. However, due to the problem of drug resistance transmission, many feed antibiotic growth promoters that are structurally related or cross-resistant to antibiotics used in human clinical medicine have been or will be banned. [0003] Therefore, how to screen out safe and efficient feed growth promoters for animals that have no human medical use and no cross-resistance to human antibiotics, especially non-antibiotic and non-hormonal feed growt...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C281/18A23K1/16
CPCC07C281/18A23K20/10A23K50/30A23K50/70A23K50/75
Inventor 彭险峰覃宗华
Owner GUANGZHOU INSIGHER BIOTECHNOLOGY CO LTD
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