# US 2019/0169126 A1 · Polymeric metal chelating compositions and methods of preparing same for controlling growth and activities of living cells and organisms > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2019/0169126 A1 - Document ID: US20190169126A1 - Status: Published application - Kind: A1 - Application number: 16/327,694 - Filed: 2017-08-25 - Published: 2019-06-06 - Earliest claimed: 2016-08-26 - Assignees: Chelation Partners Incorporated - Applicants: Chelation Partners Incorporated - Inventors: Bruce E. Holbein; M. Trisha C. Ang; Dnyaneshwar Vithoba Palaskar; Ganugapati Satyanarayana; Gireesh Mahandru; S. Vijaya Bhaskara Reddy; Sazid Ali - Web page: https://patentgrep.com/patent/US20190169126A1 ## CPC - C07D 213/69: Two or more oxygen atoms - A61K 31/787: containing heterocyclic rings having nitrogen as a ring hetero atom - A61P 39/04: Chelating agents - C08F 220/54: Amides {, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide} - C08F 220/60: containing nitrogen in addition to the carbonamido nitrogen - C08F 226/10: N-Vinyl-pyrrolidone - C08F 2438/03: Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX] - C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08) - 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 - C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS ## Abstract Disclosed are chelating co-polymer compositions that are soluble in aqueous media and chelate essential metals, methods of preparation and uses thereof. The chelating compositions are comprised of two or more different monomers, at least one of which possesses metal binding or metal chelating activity. The chelating compositions are synthesized by reversible addition-fragmentation transfer (RAFT) polymerization with the aid of a suitable RAFT-mediating agent. Also described are chelating compositions that comprise hydroxypyridinone chelating groups. The ability of the chelating compositions to bind metals affects the activity of a living cells and organisms, which require the metals for cellular functions. ## Claims ### Claim at position 1 -53. (canceled) ### Claim 54 A chelating composition soluble in aqueous media with chelating activity for an essential metal, the chelating composition prepared from: at least a first and a second monomer unit, wherein the first monomer unit comprises one or more suitable metal binding chemical groups incorporated or affixed thereto optionally independently selected from the group consisting of the carboxyl, hydroxyl, phenolate, catecholate, hydroxamate, hydroxypyridinone and hydroxyphenyltriazole chemical types; wherein: the first and second monomer units are polymerized by a reversible addition-fragmentation chain transfer mechanism with the use of a suitable addition-fragmentation chain transfer agent; optionally, the first monomer unit is represented by Compound (I) wherein R1 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; R2 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; R3 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; and n is 1 to 12; optionally the second monomer unit is independently selected from the group consisting of 1-vinyl-2-pyrrolidone, acrylic acid, methyl methacrylate, N,N-dimethyl-acrylamide, ethyl methacrylate, N-vinyl imidazole and styrene; and the resulting chelating composition binds one or more essential metal in the environment of a living cell or organism and thereby affects the living cell or organism. ### Claim 55 (depends on 54) The chelating composition of claim 54, wherein the one or more suitable metal binding chemical groups are the hydroxypyridinone chemical type wherein X, Y and Z are independently N or C such that: when X is N, Y and Z are C, when Y is N, X and Z are C, and when Z is N, X and Y are C. ### Claim 56 (depends on 54) The chelating composition of claim 54, wherein Compound (I) is prepared by polymerizing Compound (Ia) wherein R1 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; R2 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; and PG is a protecting group, with Compound (Ib) wherein n is 1 to 12; and R4 is COCCH2R3 or a protecting group, followed by: when R4 is COCCH2R3, removing PG to yield Compound (I); or when R4 is a protecting group, removing R4, reacting with a suitable acrylate source, and removing PG to yield Compound (I). ### Claim 57 (depends on 54) The chelating composition of claim 54, wherein R1 is H; R2 is methyl; R3 is methyl; and n is 1 to 6 or optionally n is at least 2. ### Claim 58 (depends on 54) The chelating composition of claim 54, wherein the first monomer unit is represented by Compound (II) ### Claim 59 (depends on 54) The chelating composition of claim 54, wherein the second monomer unit is 1-vinyl-2-pyrrolidone. ### Claim 60 (depends on 54) The chelating composition of claim 54, wherein the second monomer unit is N,N-dimethyl-acrylamide. ### Claim 61 (depends on 54) The chelating composition of claim 54, wherein the suitable addition-fragmentation chain transfer agent is independently selected from the group consisting of 2-ethoxythiocarbonyl sulfanyl-propionic acid ethyl ester and 2-ethoxythiocarbonylsulfanyl-2-methyl-propionic acid. ### Claim 62 (depends on 54) The chelating composition of claim 54, wherein a residue of the addition-fragmentation chain transfer agent is removed in whole or in part from the chelating composition after polymerization. ### Claim 63 (depends on 54) The chelating composition of claim 54, wherein the chelating composition comprises one or more different structural architectures independently selected from the group consisting of alternating, periodic, diblock, triblock and multiblock and comprise one or more forms independently selected from the group consisting of linear, branched, brush, comb and star. ### Claim 64 (depends on 54) The chelating composition of claim 54, wherein the chelating composition has a lower molecular weight limit of around 1500 Daltons and has no upper molecular weight limit provided it remains soluble in aqueous media prior to the binding of the metal. ### Claim 65 (depends on 54) The chelating composition of claim 54, wherein the essential metal is an essential transition series metal. ### Claim 66 (depends on 54) The chelating composition of claim 54, wherein the essential metal is iron, manganese, copper, cobalt, magnesium or nickel. ### Claim 67 (depends on 54) The chelating composition of claim 54, wherein the living cell or organism is affected in its growth or activities by having insufficient amounts of the essential metal available for its use. ### Claim 68 (depends on 54) A method of treating a disease in an animal, including a fish or a human, by administrating a therapeutically effective amount of the chelating composition of claim 54, wherein the disease is caused by a cell or cells, or the activity of the cell or cells, wherein the cell or cells causing the disease are one or more of a microbial cell, a cancer cell or a uni-cellular or multi-cellular parasitic organism. ### Claim 69 (depends on 68) The method of claim 68, wherein the chelating composition is administrated in conjunction with an anti-cellular agent, wherein the anti-cellular agent is one or more of an anti-microbial agent, an anti-metabolite agent, an anti-viral agent, an anti-parasitic agent or an anti-cancer agent. ### Claim 70 (depends on 54) A pharmaceutical composition comprising the chelating composition of claim 54 and a pharmaceutically acceptable carrier. ### Claim 71 A metal binding compound represented by Compound (I), wherein: R1 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; R2 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; R3 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; and n is 1 to 12, wherein Compound (I) is prepared by polymerizing Compound (Ia) wherein R1 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; R2 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; and PG is a protecting group, with Compound (Ib) wherein n is 1 to 12; and R4 is COCCH2R3 or a protecting group, by a reversible addition-fragmentation chain transfer mechanism with the use of a suitable addition-fragmentation chain transfer agent followed by: when R4 is COCCH2R3, removing PG to yield Compound (I); or when R4 is a protecting group, removing R4, reacting with a suitable acrylate source, and removing PG to yield Compound (I), and wherein Compound (I) binds one or more essential metal. ### Claim 72 (depends on 71) The metal binding compound of claim 71, wherein R1 is H; R2 is methyl; R3 is methyl; and n is 1 to 6 or optionally n is at least 2. ### Claim 73 (depends on 54) The chelating composition of claim 54, wherein the first monomer unit is represented by Compound (III) wherein R1 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; R2 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; R3 is independently selected from the group consisting of H, alkyl and alkyl substituted with O, N or S; n is 1 to 12 or optionally n is at least 2; and PG is a protecting group.