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Last Updated: March 29, 2024

Details for Patent: 7,387,789


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Title:Transdermal delivery of non-steroidal anti-inflammatory drugs
Abstract: The present invention provides a transdermal drug delivery system which comprises: a therapeutically effective amount of a non-steroidal anti-inflammatory drug; at least one dermal penetration enhancer, which is a safe skin-tolerant ester sunscreen ester; and at least one volatile liquid. The invention also provides a method for administering at least one systemic or locally acting non-steroidal anti-inflammatory drug to an animal which comprises applying an effective amount of the non-steroidal anti-inflammatory drug in the form of the drug delivery system of the present invention.
Inventor(s): Klose; Kathryn Traci-Jane (Bonbeach, AU), Bakalova; Margarita Vladislavova (Bundoora, AU), Morgan; Timothy Matthias (Carlton North, AU), Finnin; Barrie Charles (Glen Iris, AU), Reed; Barry Leonard (Strathmore, AU)
Assignee: ACRUX DDS Pty. Ltd. (Melbourne, AU)
Filing Date:Sep 08, 2006
Application Number:11/517,575
Claims:1. A transdermal drug delivery system comprising: (a) a therapeutically effective amount of a non-steroidal anti-inflammatory drug; (b) at least one dermal penetration enhancer, which is a safe skin-tolerant ester sunscreen of formula (I): ##STR00002## wherein R.sup.1 is hydrogen, lower alkyl, lower alkoxy, halide, hydroxy or NR.sup.3 R.sup.4; R.sup.2 is a C.sub.8 to C.sub.18 alkyl; R.sup.3 and R.sup.4 are each independently hydrogen, lower alkyl or R.sup.3 and R.sup.4 together with the nitrogen atom to which they are attached form a 5- or 6-membered heterocyclic ring; n is 0 or 1, and q is 1 or 2, wherein, when n is 0 and R.sup.1 is NR.sup.3 R.sup.4, then NR.sup.3 R.sup.4 is para-substituted, and wherein said dermal penetration enhancer is present in an amount of from about 10 to about 10,000 wt % based on the weight of the non-steroidal anti-inflammatory drug; and (c) at least one volatile liquid.

2. The transdermal drug delivery system according to claim 1, wherein the dermal penetration enhancer is octyl salicylate.

3. The transdermal drug delivery system according to claim 1, wherein the volatile liquid selected from the group consisting of ethanol, isopropanol, and a mixture thereof.

4. The transdermal drug delivery system according to claim 1, comprising on a weight basis: (a) from about 1 to about 15% of said non-steroidal anti-inflammatory drug; (b) from about 1 to about 10% of said at least one dermal penetration enhancer; and (c) from about 75 to about 98% of said volatile liquid.

5. The transdermal drug delivery system according to claim 1, wherein the non-steroidal anti-inflammatory drug is selected from the group consisting of acemetacin, amtolmetin, azapropazone, benorilate, benoxaprofen, benzydamine hydrochloride, bromfenal, bufexamac, butibufen, carprofen, celecoxib, choline salicylate, dipyone, droxicam, etodolac, etofenamate, etoricoxib, felbinac, fentiazac, floctafenine, indoprofen, isoxicam, lomoxicam, loxoprofen, licofelone, fepradinol, magnesium salicylate, meclofenamic acid, meloxicam, morniflumate, niflumic acid, nimesulide, oxaprozen, piketoprofen, priazolac, pirprofen, propyphenazone, proquazone, rofecoxib, salalate, sodium salicylate, sodium thiosalicylate, suprofen, tenidap, tiaprofenic acid, trolamine salicylate, and zomepirac.

6. The transdermal drug delivery system according to claim 1, wherein the non-steroidal anti-inflammatory drug is selected from the group consisting of aclofenac, aloxiprin, aproxen, aspirin, diflunisal, fenoprofen, indomethacin, mefenamic acid, piroxicam, phenylbutazone, salicylamide, salicylic acid, sulindac, desoxysulindac, tenoxicam, tramadol, ketoralac, clonixin, fenbufen, benzydamine hydrochloride, meclofenamic acid, flufenamic acid and tolmetin.

7. The transdermal drug delivery system according to claim 1, wherein the non-steroidal anti-inflammatory drug is piroxicam.

8. The transdermal drug delivery system according to claim 1, wherein the non-steroidal anti-inflammatory drug is selected from the group consisting of ibuprofen, naproxen, flurbiprofen, diclofenac, and ketoprofen.

9. The transdermal drug delivery system according to claim 8, comprising on a weight basis: (a) from about 1 to about 15% ibuprofen; (b) from about 1 to about 10% octyl salicylate; and (c) from about 75 to about 98% Alcohol USP (95% ethanol).

10. The transdermal drug delivery system according to claim 8, comprising on a weight basis: (a) from about 1 to about 5% ibuprofen; (b) from about 1 to about 5% octyl salicylate; and (c) from about 45 to about 90% of a volataile liquid selected from the group consisting of ethanol, isopropanol, and a mixture thereof; (d) from about 5 to about 45% water; and (e) from about 0.5 to about 5% of a thickening agent.

11. A method for administering at least one systemic or locally acting non-steroidal anti-inflammatory drug to an animal which comprises applying an effective amount of the non-steroidal anti-inflammatory drug in the form of the drug delivery system according to claim 1.

12. The method according to claim 11, wherein the non-steroidal anti-inflammatory drug is selected from the group consisting of acemetacin, amtolmetin, azapropazone, benorilate, benoxaprofen, benzydamine hydrochlorie, bromfenal, bufexamac, butibufen, carprofen, celecoxib, choline salicylate, dipyone, droxicam, etodolac, etofenamate, etoricoxib, felbinac, fentiazac, floctafenine, indoprofen, isoxicam, lomoxicam, loxoprofen, licofelone, fepradinol, magnesium salicylate, meclofenamic acid, meloxicam, morniflumate, niflumic acid, nimesulide, oxaprozen, piketoprofen, priazolac, pirprofen, propyphenazone, proquazone, rofecoxib, salalate, sodium salicylate, sodium thiosalicylate, suprofen, tenidap, tiaprofenic acid, trolamine salicylate, and zomepirac.

13. The method according to claim 12, wherein the non-steroidal anti-inflammatory drug is piroxicam.

14. The method according to claim 11, wherein the non-steroidal anti-inflammatory drug is selected from the group consisting of aclofenac, aloxiprin, aproxen, aspirin, diflunisal, fenoprofen, indomethacin, mefenamic acid, piroxicam, phenylbutazone, salicylamide, salicylic acid, sulindac, desoxysulindac, tenoxicam, tramadol, ketoralac, clonixin, fenbufen, benzydamine hydrochloride, meclofenamic acid, flufenamic acid and tolmetin.

15. The method according to claim 11, wherein the non-steroidal anti-inflammatory drug is selected from the group consisting of ibuprofen, naproxen, flurbiprofen, diclofenac, and ketoprofen.

16. The method according to claim 11, wherein the drug delivery system is applied to the skin of the animal covering a delivery surface area between about 10 and 2000 cm.sup.2.

17. The method according to claim 11, wherein the drug delivery system is applied to the skin of the animal covering a delivery surface area between about 10 and 400 cm.sup.2.

18. The method according to claim 11, wherein the drug delivery system is applied to the skin of the animal covering a delivery surface area between about 10 and 200 cm.sup.2.

19. The method according to claim 11, wherein the drug delivery system is applied using a fixed or variable metered dose applicator.

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