# US 8,569,435 B2 · Amino acid mimetic copolymers and medical devices coated with the copolymers

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- Number: US 8,569,435 B2
- Document ID: US8569435B2
- Status: Granted
- Kind: B2
- Application number: 13/045,467
- Filed: 2011-03-10
- Published: 2011-06-30
- Granted: 2013-10-29
- Earliest claimed: 2006-11-21
- Assignees: Abbott Laboratories
- Applicants: Stephen Pacetti
- Inventors: Stephen Pacetti
- Web page: https://patentgrep.com/patent/US8569435B2

## CPC

- A61L 27/54: Biologically active materials, e.g. therapeutic substances {(A61L27/227 takes precedence)}
- A61L 27/34: Macromolecular materials
- A61L 29/085: {Macromolecular materials}
- A61L 29/16: Biologically active materials, e.g. therapeutic substances {(A61L29/048 takes precedence)}
- A61L 31/10: Macromolecular materials
- A61L 31/16: Biologically active materials, e.g. therapeutic substances {(A61L31/047 takes precedence)}
- A61P 7/02: Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
- A61P 29/00: Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A61P 35/00: Antineoplastic agents
- A61P 37/08: Antiallergic agents (antiasthmatic agents A61P11/06; ophthalmic antiallergics A61P27/14)
- A61L 2300/00: Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

Biocompatible polymers are manufactured to include an amino acid mimetic monomer and one or more hydrophobic acrylate monomers. The amino acid mimetic monomers are selected to mimic the side chain of the amino acids asparagine or glutamine. The amino acid mimetic monomer can be a methacryloyl or acryloyl derivative of 2-hydroxyacetamide, 3-hydroxypropionamide, alaninamide, lactamide, or glycinamide. These amide functional groups offer the advantage of moderate hydrophilicity with little chemical reactivity. The amino acid mimetic monomer can be copolymerized with one or more hydrophobic acrylate monomers to obtain desired coating properties.

## Claims

### Claim 1

A biocompatible polymer having the chemical formula of
in which,
the hydrophobic group is a straight chain, branched, unsaturated or cyclic hydrocarbon of one to sixteen carbon atoms;
the amino acid mimetic group is selected from the group consisting of an acetamide, a propionamide, an alaninamide, a lactamide, and a glycinamide;
R1 and R2 are independently a hydrogen or a methyl group;
m is in a range from about 0.1 to about 0.995;
n is in a range from about 0.005 to about 0.9; and
m+n=1;
wherein the biocompatible polymer is formed from monomers consisting of acrylic monomer bearing the hydrophobic group and acrylic monomer bearing the amino acid mimetic group as shown in the formula above.

### Claim 2 (depends on 1)

The biocompatible polymer as in claim 1, in which the amino acid mimetic group is acetamide, propionamide, alaninamide, lactamide, or glycinamide.

### Claim 3 (depends on 1)

The biocompatible polymer as in claim 1, in which the hydrophobic group is selected from the group consisting of a methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, 2-ethyl-hexyl, n-hexyl, cyclohexyl, n-hexyl, isobornyl, or trimethylcyclohexyl, and combinations thereof.

### Claim 4 (depends on 1)

The biocompatible polymer as in claim 1, in which the glass transition temperature of the polymer when hydrated is in a range from about −30° C. to about 37° C.

### Claim 5 (depends on 1)

The biocompatible polymer as in claim 1, in which the glass transition temperature of the polymer when dry is in a range from about −30° C. to about 100° C.

### Claim 6 (depends on 1)

The biocompatible polymer as in claim 1, in which R1 and R2 are methyl groups.

### Claim 7 (depends on 1)

The biocompatible polymer as in claim 1 having the chemical formula of
in which,
m is in a range from about 0.1 to about 0.995;
n is in a range from about 0.005 to about 0.9; and
m+n=1.

### Claim 8 (depends on 1)

The biocompatible polymer as in claim 1 having the chemical formula of
in which,
m is in a range from about 0.1 to about 0.995;
n is in a range from about 0.005 to about 0.9; an
m+n=1.

### Claim 9 (depends on 1)

The biocompatible polymer as in claim 1 having the chemical formula of
in which,
m is in a range from about 0.1 to about 0.995;
n is in a range from about 0.005 to about 0.9; and
m+n=1.

### Claim 10 (depends on 1)

The biocompatible polymer as in claim 1 having the chemical formula of
in which,
m is in a range from about 0.1 to about 0.995;
n is in a range from about 0.005 to about 0.9; and
m+n=1.

### Claim 11 (depends on 1)

A biocompatible polymer as in claim 1 having the chemical formula of
in which,
m is in a range from about 0.1 to about 0.995;
n is in a range from about 0.005 to about 0.9; and
m+n−1.

### Claim 12 (depends on 1)

The biocompatible polymer as in claim 1, in which the number average molecular weight is in a range from about 20K to about 800K.

### Claim 13 (depends on 1)

The biocompatible polymer as in claim 1, in which the number average molecular weight is in a range from about 100K to about 600K.

### Claim 14 (depends on 1)

The biocompatible polymer as in claim 1, in which the number average molecular weight is in a range from about 2K to about 200K.

### Claim 15 (depends on 1)

The biocompatible polymer as in claim 1, in which the polymer is substantially free of cross-linking.