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Claims for Patent: 6,335,031

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Claims for Patent: 6,335,031

Title: TTS containing an antioxidant
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.
Inventor(s): Asmussen; Bodo (Bendorf-Sayn, DE), Horstmann; Michael (Neuwied, DE), Kopke; Kai (Triengen, CH), Tiemessen; Henricus L. G. M. (Weil-Haltingen, DE), Dinh; Steven Minh (Briarcliff Manor, NY), Gargiulo; Paul M. (New York, NY)
Assignee: Novartis AG (Basel, CH) LTS Lohmann Therapie-Systeme GmbH Co. KG (Neuwied, DE)
Application Number:09/291,498
Patent Claims: 1. A pharmaceutical composition comprising:

(a) a therapeutically effective amount of (S)-N-ethyl-3-{(1-dimethylamino)ethyl}-N-methyl-phenyl-carbamate in free base or acid addition salt form (Compound A);

(b) about 0.01 to about 0.5 percent by weight of an antioxidant, based on the weight of the composition, and

(c) a diluent or carrier.

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

4. A pharmaceutical composition according to claim 1 wherein the anti-oxidant is .alpha.-tocopherol or ascorbyl palmitate.

5. A pharmaceutical composition according to claim 1 wherein the anti-oxidant is tocopherol and 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) .alpha.-tocopherol in an amount of between 0.05 and 0.3% by weight

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

7. A transdermal device comprising a pharmaceutical composition as defined in claim 1, wherein the pharmaceutical composition is supported by a substrate.

8. A transdermal device according to claim 7, wherein the pharmaceutical composition is located between an adhesive layer and the substrate.

9. A transdermal device according to claim 8, wherein a release liner releasably contacts the adhesive layer.

10. The pharmaceutical composition of claim 1, further comprising silicone oil.

11. A transdermal device comprising a backing layer, a layer comprising a therapeutically effective amount of (S)-N-ethyl-3-{(1-dimethylamino)ethyl}-N-methyl-phenyl-carbamate (Compound A) and an amount of antioxidant effective to stabilize Compound A from degradation in a polymer matrix, a release-liner and, disposed between the layer comprising Compound A in a polymer matrix and the release-liner, a discrete layer of adhesive material for releasably fixing said transdermal device to a patient's skin.

12. The transdermal device of claim 1, wherein the discrete layer of adhesive material also comprises silicone oil.

13. The transdermal device of claim 1, wherein the antioxidant is tocopherol, esters thereof, ascorbic acid, butylhydroxytoluene, butylhydroxyanisole, or propyl gallate.

14. The transdermal device of claim 1, wherein the antioxidant is .alpha.-tocopherol or ascorbyl palmitate.

15. A method of stabilizing (S)-N-ethyl-3-{(1-dimethylamino)ethyl}-N-methyl-phenyl-carbamate in free base or acid addition salt form (Compound A), wherein the method comprises forming a composition by combining Compound A with an amount of anti-oxidant effective to stabilize Compound A from degradation.

16. A method according to claim 15, wherein the anti-oxidant is tocopherol, esters thereof, ascorbic acid, butylhydroxytoluene, butylhydroxyanisole or propyl gallate.

17. The method of claim 15, wherein the anti-oxidant is .alpha.-tocopherol or ascorbyl palmitate.

18. The method of claim 15, 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 composition.

19. The method of claim 15, wherein .alpha.-tocopherol is present as the antioxidant in an amount of 0.1% by weight of the composition.

20. The method of claim 15, wherein the composition also comprises silicone oil.
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