# US 5,702,720 A · Transdermal device for the delivery of flurbiprofen

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- Number: US 5,702,720 A
- Document ID: US5702720A
- Status: Granted
- Kind: A
- Application number: 08/577,482
- Filed: 1995-12-22
- Granted: 1997-12-30
- Earliest claimed: 1995-12-22
- Assignees: Minnesota Mining and Manufacturing Company
- Inventors: Jochem Effing; Eberhard Gruhlke; Kristin Godbey; Wolfgang Welsing
- Web page: https://patentgrep.com/patent/US5702720A

## CPC

- A61K 9/7053: {obtained by reactions only involving carbon to carbon unsaturated bonds, e.g. polyvinyl, polyisobutylene, polystyrene}
- A61K 9/7061: {Polyacrylates}
- A61K 31/192: having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid {(cannabinoids A61K31/658)}
- A61P 17/00: Drugs for dermatological disorders
- A61P 29/00: Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- 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

## Abstract

A transdermal drag delivery device involving an acrylate or methacrylate based copolymer, a skin penetration enhancer, a polyvinylpyrrolidone polymer, and a therapeutically effective amount of flurbiprofen.

## Claims

### Claim 1

A transdermal delivery device comprising:
(A) a backing;
(B) an adhesive layer adhered to one surface of the backing and consisting essentially of a mixture of
(1) a copolymer comprising interpolymerized units derived from
(a) one or more A monomers selected from the group consisting of alkyl acrylates containing 4 to 10 carbon atoms in the alkyl group and alkyl methacrylates coming 4 to 10 carbon atoms in the alkyl group; and
(b) one or more ethylenically unsaturated B monomers comprising a functional group selected from the group consisting of carboxylic acid, sulfonamide, urea, carbamate, carboxamide, hydroxy, amino, oxy, oxo and cyano;
(2) flurbiprofen in a therapeutically effective amount;
(3) isopropyl myristate in an amount of about 20 to about 40 percent by weight based on the total weight of the adhesive layer, and
(4) a polyvinylpyrrolidone in an amount of about 1 to about 10 percent by weight based on the total weight of the adhesive layer, wherein the device has a moisture vapor transmission rate greater than 400 g/m.sup.2 /24 hr.

### Claim 2 (depends on 1)

A device according to claim 1, wherein the flurbiprofen is present in an amount of about 1 to about 25 percent by weight based on the total weight of the adhesive layer.

### Claim 3 (depends on 1)

A device according to claim 1, wherein the flurbiprofen is present in an amount of about 5 to about 15 percent by weight based on the total weight of the adhesive layer.

### Claim 4 (depends on 1)

A device according to claim 1, wherein the adhesive layer mixture is homogeneous.

### Claim 5 (depends on 1)

A device according to claim 1, wherein the adhesive layer is substantially free of solid undissolved flurbiprofen.

### Claim 6 (depends on 1)

A device according to claim 1, wherein the flurbiprofen is S(+)-flurbiprofen.

### Claim 7 (depends on 1)

A device according to claim 1, wherein the one or more A monomers are selected from the group consisting of isooctyl acrylate, 2-ethylhexyl acrylate, butyl acrylate, and cyclohexyl acrylate.

### Claim 8 (depends on 1)

A device according to claim 1, wherein the A monomer is isooctyI acrylate.

### Claim 9 (depends on 1)

A device according to claim 1, wherein the one or more B monomers are selected from the group consisting of acrylic acid, methacrylic acid, acrylamide, methacrylamide, an alkyl substituted acrylamide containing 1 to 4 carbon atoms in the alkyl group, a dialkylacrylamide having 1 or 2 carbon atoms in the alkyl group and a mixture thereof.

### Claim 10 (depends on 1)

A device according to claim 1, wherein the B monomer is acrylic acid.

### Claim 11 (depends on 1)

A device according to claim 1, wherein the copolymer comprises 80 to 95 percent by weight, based on the total weight of the copolymer, of interpolymerized units derived from said A monomers.

### Claim 12 (depends on 1)

A device according to claim 1, wherein the copolymer comprises 5 to 20 percent by weight, based on the total weight of the copolymer, of interpolymerized units derived from said B monomers.

### Claim 13 (depends on 1)

A device according to claim 1, wherein the isopropyl myristate is present in an amount of about 25 to 35 percent by weight based on the total weight of the adhesive layer.

### Claim 14 (depends on 1)

A device according to claim 1, wherein the polyvinylpyrrolidone is present in an amount of about 3 to 8 percent by weight based on the total weight of the adhesive layer.

### Claim 15 (depends on 1)

A device according to claim 1, wherein the polyvinylpyrrolidone is a homopolymer.

### Claim 16 (depends on 1)

A device according to claim 1, wherein the polyvinylpyrrolidone is a copolymer of N-vinyl-2-pyrrolidone and vinyl acetate.

### Claim 17 (depends on 1)

A device according to claim 1, wherein the backing comprises a nonwoven polypropylene web having multidirectional stretch.

### Claim 18

A transdermal delivery device comprising:
(A) a backing comprising a nonwoven polypropylene web having multidirectional stretch;
(B) an adhesive layer adhered to one surface of the backing and consisting essentially of a homogeneous mixture of
(1) a copolymer comprising
(a) about 84 to 94 percent by weight of interpolymerized units derived from alkyl acrylates containing 4 to 10 carbon atoms in the alkyl group, and
(b) about 6 to 16 percent by weight of interpolymerized units derived from monomers selected from the group consisting of acrylic acid, acrylamide and dimethylacrylamide;
(2) 5 to 15 percent by weight of S(+)-flurbiprofen based on the total weight of the adhesive layer;
(3) isopropyl myristate in an amount of about 25 to about 35 percent by weight based on the total weight of the adhesive layer; and
(4) a polyvinylpyrrolidone in an amount of about 3 to about 8 percent by weight based on the total weight of the adhesive layer, wherein the device has a moisture vapor transmission rate greater than 400 g/m.sup.2 /24 hr.
