# US 10,308,725 B2 · Chelate compounds and their synthetic methods

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,308,725 B2
- Document ID: US10308725B2
- Status: Granted
- Kind: B2
- Application number: 15/324,904
- Filed: 2015-09-29
- Published: 2017-07-27
- Granted: 2019-06-04
- Earliest claimed: 2014-09-29
- Assignees: Disease Adsorption System Technologies Co., Ltd.
- Applicants: Disease Adsorption System Technologies Co., Ltd.
- Inventors: Yuzo Nishida
- Web page: https://patentgrep.com/patent/US10308725B2

## CPC

- C08B 37/003: {Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof}
- A61K 9/0014: {Skin, i.e. galenical aspects of topical compositions (non-active ingredients are additionally classified in A61K47/00; A61K9/0009, A61K9/0021, A61K9/7015, A61K9/7023 take precedence; cosmetic preparations A61K8/00, A61Q; preparations for wound dressings or bandages A61L26/00)}
- A61K 9/06: Ointments; Bases therefor; {Other semi-solid forms, e.g. creams, sticks, gels (composition of ointments, creams or gels A61K47/00)}
- A61K 31/7008: Compounds having an amino group directly attached to a carbon atom of the saccharide radical, e.g. D-galactosamine, ranimustine
- A61K 31/722: Chitin, chitosan
- A61P 17/12: Keratolytics, e.g. wart or anti-corn preparations
- B01D 21/01: using flocculating agents (for purifying water C02F1/52; for liquid radioactive waste G21F9/10)
- C07H 15/18: Acyclic radicals, substituted by carbocyclic rings
- C08B: POLYSACCHARIDES; DERIVATIVES THEREOF (polysaccharides containing less than six saccharide radicals attached to each other by glycosidic linkages C07H; fermentation or enzyme-using processes C12P19/00; sugar industry C13; production of cellulose D21)
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- B01D: SEPARATION (separating solids from solids by wet methods B03B, B03D; by pneumatic jigs or tables B03B; by other dry methods B07; magnetic or electrostatic separation of solid materials from solid materials or fluids, separation by high-voltage electric fields B03C; centrifuges, vortex apparatus B04; presses per se for squeezing-out liquid from liquid-containing material B30B9/02; treatment of water C02F, e.g. softening by ion-exchange C02F1/42; {arrangements of air intake cleaners in gas turbine plants F02C7/05} ; arrangements or mounting of filters in air-conditioning, air-humidification or ventilation F24F13/28)
- C07H: SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS (derivatives of aldonic or saccharic acids C07C, C07D; aldonic acids, saccharic acids C07C59/105, C07C59/285; cyanohydrins C07C255/16; glycals C07D; compounds of unknown constitution C07G; polysaccharides, derivatives thereof C08B; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; sugar industry C13)

## Abstract

A chelate compound wherein a chelate-forming moiety is attached to a base compound having an amino group and at least a part of the amino group is in the form of a halide salt. A specific example of the halide salt is hydrochloride. As the base compound, a chitosan having a glucosamine skeleton is preferred. Also, chitosan beads are usable. The chelate compound is produced by reacting the base compound having an amino group with an aldehyde group of an aromatic cyclic compound, aromatic cyclic compound having at least a functional group capable of forming a chelate and the aldehyde group, to form a Schiff base, reducing the Schiff base with a reducing agent and then treating with a hydrohalogenic acid (hydrochloric acid).

## Claims

### Claim 1

A chelate compound, wherein
a phenol derivative bound with a base compound having amino groups, at least some of the amino groups taking the form of a halide salt,
the base compound has a glucosamine structure
the base compound is chitosan,
the phenol derivative is on at least the surface of water-insoluble bead-shaped chitosan, the amino groups on at least the surface of the bead-shaped chitosan being halide salts, and
the chelate compound has a structure indicated by Formula 2, and
in the Formula 2, at least one of R1, R2, R3, R4 and R5 is a hydroxyl group, the others being any group selected from hydrogen, hydroxyl groups, carboxyl groups, and alcohol groups.