# US 9,433,591 B2 · Nanoparticles of a metal and a biguanide

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- Number: US 9,433,591 B2
- Document ID: US9433591B2
- Status: Granted
- Kind: B2
- Application number: 14/597,678
- Filed: 2015-01-15
- Published: 2015-07-16
- Granted: 2016-09-06
- Earliest claimed: 2014-01-15
- Assignees: Cerion, LLC
- Applicants: Cerion, LLC
- Inventors: Kenneth Joseph Reed; Ashley Renée Versaggi; Wendi Ann Costanzo
- Web page: https://patentgrep.com/patent/US9433591B2

## CPC

- A61K 31/155: Amidines ([IMAGE cpc-sch-A61K-1029.gif]), e.g. guanidine (H2N—C(=NH)—NH2), isourea (N=C(OH)—NH2), isothiourea (—N=C(SH)—NH2)
- A61K 9/5192: {Processes}
- A61K 33/00: Medicinal preparations containing inorganic active ingredients
- A61K 9/5115: {Inorganic compounds}
- A61K 9/5123: {Organic compounds, e.g. fats, sugars}
- B82Y 5/00: Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
- B82Y 30/00: Nanotechnology for materials or surface science, e.g. nanocomposites
- B82Y 40/00: Manufacture or treatment of nanostructures
- 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)
- B82Y: SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES

## Abstract

A process for making nanoparticles of biocompatible materials is described, wherein an aqueous reaction mixture comprising a metal ion, a biguanide, an oxidant, and water; optionally further comprising an alpha-amino acid or a nucleobase; is provided along with temperature conditions to directly form within the reaction mixture, a stable dispersion of metal-containing nanoparticles. Biocompatible nanoparticles comprised of cerium and a biguanide, and optionally containing an alpha-amino acid or a nucleobase, are also described. The use of metal oxide nanoparticles comprising a biguanide as a nanoparticle core/corona in the preparation of nanoscale ionic (liquid) material compositions is disclosed.

## Claims

### Claim 1

A method of making a dispersion of nanoparticles, comprising:
a. forming a reaction mixture comprising a metal ion, a biguanide, an oxidant, and water; and
b. directly forming in the reaction mixture a dispersion of nanoparticles.

### Claim 2 (depends on 1)

The method of claim 1, wherein said dispersion of nanoparticles is formed without precipitation or isolation of the nanoparticles.

### Claim 3 (depends on 1)

The method of claim 1, further comprising heating or cooling said reaction mixture to a temperature in the range of about 0° C. to about 100° C.

### Claim 4 (depends on 1)

The method of claim 1, wherein said metal ion comprises a transition metal ion, a rare earth metal ion, and alkali metal ion or an alkaline earth metal ion.

### Claim 5 (depends on 4)

The method of claim 4, wherein said transition metal ion comprises a cerium ion or an iron ion.

### Claim 6 (depends on 1)

The method of claim 1, wherein said biguanide comprises N,N-dimethylbiguanide or a hydrochloride salt thereof.

### Claim 7 (depends on 1)

The method of claim 1, wherein said oxidant comprises a peroxide.

### Claim 8 (depends on 7)

The method of claim 7, wherein said peroxide is hydrogen peroxide.

### Claim 9 (depends on 1)

The method of claim 1, wherein said reaction mixture further comprises an alpha-amino acid.

### Claim 10 (depends on 9)

The method of claim 9, wherein said alpha-amino acid is arginine.

### Claim 11 (depends on 1)

The method of claim 1, wherein said reaction mixture further comprises a nucleobase.

### Claim 12 (depends on 1)

The method of claim 1, wherein said nucleobase is adenine, thymine, or a combination thereof.

### Claim 13

A nanoparticle, comprising: a metal and a biguanide.

### Claim 14 (depends on 13)

The nanoparticle of claim 13, wherein said metal comprises cerium or iron.

### Claim 15 (depends on 13)

The nanoparticle of claim 13, wherein said metal is a metal oxide.

### Claim 16 (depends on 15)

The nanoparticle of claim 15, wherein said metal oxide is a cerium oxide or an iron oxide.

### Claim 17 (depends on 13)

The nanoparticle of claim 13, wherein said biguanide comprises N,N-dimethylbiguanide.

### Claim 18 (depends on 13)

The nanoparticle of claim 13, further comprising an alpha-amino acid or a nucleobase.

### Claim 19

A pharmaceutical composition comprising nanoparticles comprising a metal and a biguanide.

### Claim 20 (depends on 19)

The pharmaceutical composition of claim 19, wherein said nanoparticles further comprise an alpha-amino acid or a nucleobase.
