External preparation composition comprising fatty acid-based ionic liquid as active ingredient

• US 8,623,387 B2
• Filed: 11/20/2008
• Issued: 01/07/2014
• Est. Priority Date: 11/22/2007
• Status: Active Grant

• Current Assignee: MedRx Co., Ltd.
• Original Assignee: MedRx Co., Ltd.
• Inventors: Tatsumi, Noboru, Yamaguchi, Toshikazu, Kawai, Kenta, Yamanaka, Katsuhiro
• Primary Examiner(s): CLAYTOR, DEIRDRE RENEE
• Application Number:
  US12/734,771
• Publication Number:
  US 20100256174A1
• Time in Patent Office: 1,874 Days
• Field of Search: 424/401, 424/445, 424/449
• US Class Current: 424/401
• CPC Class Codes: A61K 31/135 having aromatic rings , e.g. ketamine, nortriptyline methadone A61K31/137
• CPC Class Codes: A61K 31/167 having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
• CPC Class Codes: A61K 31/192 having aromatic groups, e.g. sulindac, 2-aryl-propionic acids, ethacrynic acid cannabinoids A61K31/658
• CPC Class Codes: A61K 31/196 the amino group being directly attached to a ring, e.g. anthranilic acid, mefenamic acid, diclofenac, chlorambucil
• CPC Class Codes: A61K 31/405 Indole-alkanecarboxylic acids; Derivatives thereof, e.g. tryptophan, indomethacin
• CPC Class Codes: A61K 31/407 condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
• CPC Class Codes: A61K 31/4453 only substituted in position 1, e.g. propipocaine, diperodon
• CPC Class Codes: A61K 31/485 Morphinan derivatives, e.g. morphine, codeine
• CPC Class Codes: A61K 47/12 Carboxylic acids; Salts or anhydrides thereof
• CPC Class Codes: A61K 47/18 Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
• CPC Class Codes: A61K 9/0014 Skin, i.e. galenical aspects of topical compositions non-active ingredients are additionally classified in A61K47/00; A61K9/0009, A61K9/0021, A61K9/7015, A61K9/7023 take precedence; cosmetic preparations A61K8/00, A61Q; preparations for wound dressings or bandages A61L26/00
• CPC Class Codes: A61K 9/7084 Transdermal patches having a drug layer or reservoir, and one or more separate drug-free skin-adhesive layers, e.g. between drug reservoir and skin, or surrounding the drug reservoir; Liquid-filled reservoir patches
• CPC Class Codes: A61P 11/14 Antitussive agents
• CPC Class Codes: A61P 21/02 Muscle relaxants, e.g. for tetanus or cramps
• CPC Class Codes: A61P 23/02 Local anaesthetics
• CPC Class Codes: A61P 25/04 Centrally acting analgesics, e.g. opioids
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: A61P 29/02 without antiinflammatory effect

Abstract

Disclosed is an external preparation composition having good transdermal absorbability. An external preparation composition having excellent transdermal absorbability can be produced by dissolving a medicinal substance or a salt thereof in a fatty acid-based ionic liquid to form a composite ionic composition of the medicinal substance. The external preparation composition can be used as a liquid preparation, an ointment, a cream, a plaster or the like, and enables to provide a preparation having excellent transdermal absorbability.

Claims

1. A nonaqueous external preparation composition comprising a drug or a salt thereof dissolved in a fatty acid-based ionic liquid having 5 to 20 carbon atoms,

wherein the drug is an acidic drug;

the fatty acid-based ionic liquid is an equimolar salt(s) of one or more fatty acid(s) and one or more organic amine compound(s) and is obtained from a fatty acid having 5 to 20 carbon atoms and an organic amine compound having 4 to 12 carbon atoms;

the fatty acid(s) is one or more selected from capric acid, isostearic acid, and oleic acid; and

the organic amine compound(s) is one or more selected from diethanolamine, triethanolamine, diisopropanolamine, and triisopropanolamine.

2. The external preparation composition according to claim 1, further comprising an organic acid, in addition to the fatty acid-based ionic liquid.

3. The external preparation composition according to claim 2, wherein the organic acid is a fatty acid having 5 to 20 carbon atoms.

4. The external preparation composition according to claim 1, wherein the acidic drug is a medicinal ingredient having a carboxyl group.

5. The external preparation composition according to claim 4, wherein the acidic drug is NSAID.

6. The external preparation composition according to claim 5, wherein the NSAID is selected from indomethacin, flurbiprofen, etodolac, ibuprofen, loxoprofen, ketoprofen, and diclofenac.

7. A nonaqueous tape preparation comprising an external preparation composition according to claim 1 formulated with a styrene-isoprene-styrene copolymer as a patch base.

8. A nonaqueous ointment preparation comprising an external preparation composition according to claim 1 formulated with Plastibase as an ointment base.

9. A transdermal absorption accelerator for an acidic drug or a salt thereof, comprising, as an active ingredient, a fatty-acid based ionic liquid,

wherein the fatty acid-based ionic liquid is an equimolar salt(s) of one or more fatty acid(s) and one or more organic amine compound(s), the fatty acid(s) being selected from capric acid, isostearic acid, and oleic acid and the organic amine compound(s) being selected from diethanolamine, triethanolamine, diisopropanolamine, and triisopropanolamine.

10. The transdermal absorption accelerator according to claim 9, wherein the fatty acid-based ionic liquid is an isostearic acid-based ionic liquid.

11. The transdermal absorption accelerator according to claim 9, wherein the organic amine compound forming the fatty acid-based ionic liquid is diisopropanolamine or diethanolamine.

12. A fatty acid-based ionic liquid which is an equimolar salt of isostearic acid and diisopropanolamine or diethanolamine.