TTS containing an antioxidant

• US 20010048938A1
• Filed: 12/20/2000
• Published: 12/06/2001
• Est. Priority Date: 01/12/1998
• Status: Active Grant

• Current Assignee: Bodo Asmussen, Henricus L.G.M. Tiemessen, Kai Kopke, Michael Horstmann, Paul M. Gargiulo, Steven Minh Dinh
• Original Assignee: Bodo Asmussen, Henricus L.G.M. Tiemessen, Kai Kopke, Michael Horstmann, Paul M. Gargiulo, Steven Minh Dinh
• Inventors: Gargiulo, Paul M., Dinh, Steven Minh, Tiemessen, Henricus L.G.M., Horstmann, Michael, Asmussen, Bodo, Kopke, Kai
• Granted Patent: US 6,316,023 B1
• Time in Patent Office: Days
• US Class Current: 424/449
• CPC Class Codes: A61K 31/27 of carbamic or thiocarbamic acids, meprobamate, carbachol, neostigmine
• CPC Class Codes: A61K 9/7061 Polyacrylates
• CPC Class Codes: A61K 9/7069 obtained otherwise than by reactions only involving carbon to carbon unsaturated bonds, e.g. polysiloxane, polyesters, polyurethane, polyethylene oxide

Abstract

Pharmaceutical composition comprising (S)-N-ethyl-3-[1-dimethylamino)ethyl]-N-methyl-phenyl-carbamate in free base or acid addition salt form and an anti-oxidant. Said pharmaceutical compositions may be delivered to a patient using a transdermal delivery device.

Claims

1. A pharmaceutical composition comprising (S)-N-ethyl-3-[1-dimethylamino)ethyl]-N-methyl-phenyl-carbamate (Compound A) in free base or acid addition salt form and an anti-oxidant.

2. A-pharmaceutical composition according to

claim 1

containing 1 to 40% by weight of Compound A in free base or acid addition salt form.

3. A pharmaceutical composition according to

claim 1

or

claim 2

wherein the anti-oxidant is tocopherol, esters thereof, ascorbic acid, butylhydroxytoluene, butylhydroxyanisole or propyl gallate, preferably α

-tocopherol or ascorbyl palmitate.

4. A pharmaceutical composition according to any one of the preceding claims wherein the anti-oxidant is present in an amount of from about 0.01 to about 0.5% by weight based on the weight of the pharmaceutical composition.

5. A pharmaceutical composition according to any one of the preceding claims wherein the anti-oxidant tocopherol is present in an amount of 0.1% by weight based on the weight of the pharmaceutical composition.

6. A pharmaceutical composition according to

claim 1

comprising

a) Compound A in free base form in an amount of 20 to 40% by weight,

b) polymethacrylate in an amount of 10 to 30% by weight

c) acrylate copolymer in an amount of 40 to 60% by weight, and

d) α

-tocopherol in an amount of between 0.05 and 0.3% by weight

wherein the total weight of the pharmaceutical composition is 100%.

11. A transdermal device for the delivery of a pharmaceutical composition as defined in any of the

claims 1

to

6

.

12. A transdermal device comprising a pharmaceutical composition as defined in

claim 1

, a backing layer providing support for the pharmaceutical composition, an adhesive for contacting and fixing the pharmaceutical composition to the backing layer and a release liner releasably contacting said adhesive.

7. Use of an anti-oxidant to stabilize a pharmaceutical composition containing Compound A.

8. Use according to

claim 7

wherein the anti-oxidant is tocopherol, esters thereof, ascorbic acid, butylhydroxytoluene, butylhydroxyanisole or propyl gallate, preferably α

-tocopherol or ascorbyl palmitate.

9. Use according to

claim 7

or

claim 8

wherein the anti-oxidant is present in an amount of from about 0.01 to about 0.5% by weight based on the weight of the pharmaceutical composition.

10. Use according to any of the

claims 7

to

9

wherein the anti-oxidant tocopherol is present in an amount of 0.1% by weight based on the weight of the pharmaceutical composition.

13. A transdermal device comprising a backing layer, a layer comprising (S)-N-ethyl-3-[1-dimethylamino)ethyl]-N-methyl-phenyl-carbamate in a polymer matrix, a release-liner and, disposed between the layer comprising (S)-N-ethyl-3-[1-dimethylamino)ethyl]-N-methyl-phenyl-carbamate in a polymer matrix and the release liner, a discrete layer of adhesive material for releasably fixing said transdermal device to patients skin.