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Amino-acid dual-chain quaternary-amino carboxylate, preparation method and application in microbicides thereof

A technology of quaternary amino carboxylate and didecyl dimethyl amino carboxylate, which is applied in the field of broad-spectrum, high-efficiency microorganism-killing new compounds and their preparation, and can solve problems such as mutagenesis and reproductive defects

Active Publication Date: 2013-04-03
KUNMING YESHUI BIO TECH LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Benzalkonium chloride, although widely used, may be a mutagen causing reproductive defects

Method used

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  • Amino-acid dual-chain quaternary-amino carboxylate, preparation method and application in microbicides thereof
  • Amino-acid dual-chain quaternary-amino carboxylate, preparation method and application in microbicides thereof
  • Amino-acid dual-chain quaternary-amino carboxylate, preparation method and application in microbicides thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] Production of Pyroglutamic Acid Didecyl Dimethylaminocarboxylate DAPC (N, N-di-n-decyl-N, N-dimethyl-ammonium 5-oxopyrrolidine-2-carboxylate)

[0075] 1) First weigh 0.03 mol of sodium hydroxide, dissolve it in deionized water to make the solution weigh 30 g, and cool it down.

[0076] 2) Weigh again 0.03 mol of pyroglutamic acid and dissolve it in the above-mentioned 30 g of sodium hydroxide aqueous solution. The reaction product is an aqueous solution of sodium pyroglutamate (solution A).

[0077] 3) Weigh 0.025 mol of didecyl dimethyl ammonium chloride and dissolve it in 160 g of deionized water to obtain solution B.

[0078] 4) Mix liquid A and liquid B thoroughly to obtain solution C.

[0079] 5) The mass of solution C is about 200g.

[0080] 6) Take 200g of solution C, add 400ml of dichloromethane, and add 10g of sodium chloride, stir well, put it into an extraction bottle, shake well, and let it stand for 30 minutes.

[0081] 7) Remove the lower layer and vac...

Embodiment 2

[0085] Make alanine didecyl dimethyl amino carboxylate DAAC (N, N-din-decyl-N, N-dimethyl-ammonium N-acetylated alanine carboxylate)

[0086] (1) First weigh 0.03 mol of sodium hydroxide, dissolve it in deionized water to make the solution weigh 30 g, and cool it.

[0087] (2) Weigh again 0.03 mol of acetylated alanine and dissolve it in 30 g of sodium hydroxide aqueous solution. The reaction product is an aqueous solution of sodium pyroglutamate (solution A).

[0088] (3) Weigh 0.025 mol of didecyl dimethyl ammonium chloride and dissolve it in 160 g of deionized water to obtain solution B.

[0089] (4) Thoroughly mix liquid A and liquid B to obtain solution C.

[0090] (5) The mass of solution C is about 200g.

[0091] (6) Take 200 g of solution C, add 400 ml of dichloromethane, and add 10 g of sodium chloride, stir well, put it into an extraction bottle, shake well, and let it stand for 30 minutes.

[0092] (7) Remove the lower layer liquid and vacuum rotary evaporate fo...

Embodiment 3

[0096] Other amino acid double-chain quaternary amino carboxylates can be prepared by the same method, such as:

[0097] N, N-dimethyl-N, N-di-n-decylammonium N-acetylated proline carboxylate

[0098]

[0099] N, N-dimethyl-N, N-di-n-decylammonium N-acetylated phenylalanine carboxylate

[0100]

[0101] N, N-dimethyl-N, N-di-n-decylammonium N-acetylated serine carboxylate

[0102]

[0103] N, N-dimethyl-N, N-di-n-decylammonium N-acetylated isoleucine carboxylate

[0104]

[0105] N, N-dimethyl-N, N-di-n-decylammonium N-acetylated S-methyl cystine carboxylate

[0106]

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Abstract

The invention relates to amino-acid dual-chain quaternary-amino carboxylate, a preparation method and application in microbicides thereof. The amino-acid dual-chain quaternary-amino carboxylate is composed of amino acid anions with negative charges and dual-chain amino cations or the amino acid anions with negative charges and dual-chain quaternary-amino cations excluding halogen elements. The amino-acid dual-chain quaternary-amino carboxylate has a general formula shown in the specification, wherein A-COO<-> represents protected amino acids; A represents different amino acid residue derivatives; R1 represents straight-chain or cyclic-chain substituents; R2 represents aryls which can be substituted by straight chains or cyclic chains or alkoxyls; and R1 and R2 can be the same or different, and the R1 or R2 can be H. New compounds with the general formula can be applied to the prevention and treatment of microbial infection and also applied to environmental disinfection.

Description

technical field [0001] The invention relates to a medicine, in particular to a broad-spectrum, high-efficiency novel compound for killing microorganisms and a preparation method thereof. Background technique [0002] Disinfectants commonly used at present all have different shortcomings, and each has its limitation when being applied. Disinfectants containing active oxygen: such as peracetic acid, hydrogen peroxide, peroxyglutaric acid, chlorine dioxide, etc. Peracetic acid, hydrogen peroxide, and peroxyglutaric acid are unstable and highly irritating, and long-term use will have strong damage to human and animal eyes, respiratory mucosa, and the environment. Chlorine-containing disinfectant: refers to a disinfectant that can produce hypochlorous acid with bactericidal activity in water. Its metabolite chloroform is highly carcinogenic and most of them are highly irritating. Iodine-based disinfectants: various preparations made with iodine as the main bactericidal ingredie...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D207/28C07C211/63C07C209/00C07C233/47C07C231/12C07D207/16C07C323/59C07C319/20A01N43/36A01N33/12A01N37/46A01P1/00
Inventor 陆可望陆可信张磊
Owner KUNMING YESHUI BIO TECH LTD
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