# US 9,517,211 B2 · Fentanyl-containing patch for external use > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 9,517,211 B2 - Document ID: US9517211B2 - Status: Granted - Kind: B2 - Application number: 12/864,932 - Filed: 2009-01-26 - Published: 2010-12-23 - Granted: 2016-12-13 - Earliest claimed: 2008-01-28 - Assignees: Teikoku Seiyaku Co., Ltd. - Applicants: Kunihiko Matsushita; Mamoru Naruse; Kenichi Hattori - Inventors: Kunihiko Matsushita; Mamoru Naruse; Kenichi Hattori - Web page: https://patentgrep.com/patent/US9517211B2 ## CPC - A61K 9/7076: {the adhesive comprising ingredients of undetermined constitution or reaction products thereof, e.g. rosin or other plant resins} - 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)} - A61K 9/7023: {Transdermal patches and similar drug-containing composite devices, e.g. cataplasms (galenical aspects of iontophoretic devices A61K9/0009; microneedle arrays A61K9/0021; buccal patches A61K9/006)} - A61K 9/7053: {obtained by reactions only involving carbon to carbon unsaturated bonds, e.g. polyvinyl, polyisobutylene, polystyrene} - A61K 31/4468: having a nitrogen directly attached in position 4, e.g. clebopride, fentanyl - A61K 47/06: Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite - A61K 47/14: Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters - A61K 47/32: Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers {, poly(meth)acrylates, or polyvinyl pyrrolidone} - A61P 25/04: Centrally acting analgesics, e.g. opioids - 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 patch for external use which has a laminate structure comprising a substrate and a pressure-sensitive adhesive layer which contains a styrene/isoprene/styrene block copolymer as the base and further contains a tackifier resin consisting of a rosin resin and at least one other tackifier resin, a softening agent consisting of polybutene and liquid paraffin, a fatty acid ester, and fentanyl, characterized in that the weight ratio of the rosin resin to fentanyl is 1 to 5, the weight ratio of the rosin resin to the whole tackifier resin is 0.1 to 0.6, and the tackifier resin accounts for 30 to 60wt % of the whole pressure-sensitive adhesive layer. The patch is excellent in the permeation of fentanyl through the skin and in storage stability, and is weak in irritation to skin. ## Claims ### Claim 1 An external patch, consisting essentially of: an adhesive layer laminated on a support, wherein said adhesive layer consists essentially of: 10 to 30% by weight of a styrene-isoprene-styrene block copolymer (SIS) base component; 50 to 60% by weight of a tackifier component, wherein the tackifier component comprises a rosin resin and at least one resin selected from the group consisting of petroleum resin, polyterpene resin, and a phenol resin; 10 to 30% by weight of a softening component, wherein the softening component is polybutene and liquid paraffin; 2 to 10% by weight of a fatty acid ester component, wherein the fatty acid ester component is at least one selected from the group consisting of isopropyl myristate, diisopropyl adipate and diethyl sebacate; and 1 to 8% by weight of fentanyl; wherein (1) the amount of said rosin resin is 2 to 4 times as much as the amount by weight of fentanyl, (2) the amount of said rosin resin is 0.2 to 0.4 times as much as the total amount by weight of the tackifier component, (3) the ratio by weight of liquid paraffin to polybutene is 11:10 to 2:1, and (4) the % by weight is based upon the total amount of components in the adhesive layer. ### Claim 2 (depends on 1) The external patch according to claim 1, wherein the fatty acid ester component is isopropyl myristate and the tackifier component consists of a rosin resin and a petroleum resin. ### Claim 3 (depends on 2) The external patch according to claim 2, wherein the rosin resin is a hydrogenated rosin glycerol ester and the petroleum resin is an alicyclic saturated hydrocarbon resin. ### Claim 4 An external patch, consisting essentially of: an adhesive layer laminated on a support, wherein said adhesive layer consists essentially of: 10 to 30% by weight of a styrene-isoprene-styrene block copolymer (SIS) base component; 50 to 60% by weight of a tackifier component, wherein the tackifier component is a hydrogenated rosin glycerol ester and an alicyclic saturated hydrocarbon resin; 10 to 30% by weight of a softening component, wherein the softening component is polybutene and liquid paraffin; 2 to 10% by weight of a fatty acid ester component, wherein the fatty acid ester component is isopropyl myristate; and 1 to 8% by weight of fentanyl; wherein (1) the amount of said hydrogenated rosin glycerol ester is 2 to 4 times as much as the amount by weight of fentanyl, (2) the amount of said hydrogenated rosin glycerol ester is 0.2 to 0.4 times as much as the total amount by weight of the tackifier component, (3) the ratio by weight of liquid paraffin to polybutene is 11:10 to 2:1, and (4) the % by weight is based upon the total amount of components in the adhesive layer.