CA1252361A - Transdermal delivery of highly ionized fat soluble drugs - Google Patents
Transdermal delivery of highly ionized fat soluble drugsInfo
- Publication number
- CA1252361A CA1252361A CA000508216A CA508216A CA1252361A CA 1252361 A CA1252361 A CA 1252361A CA 000508216 A CA000508216 A CA 000508216A CA 508216 A CA508216 A CA 508216A CA 1252361 A CA1252361 A CA 1252361A
- Authority
- CA
- Canada
- Prior art keywords
- permeation enhancer
- drug
- medical device
- reservoir
- skin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000003814 drug Substances 0.000 title claims abstract description 98
- 229940079593 drug Drugs 0.000 title claims abstract description 97
- 230000037317 transdermal delivery Effects 0.000 title claims abstract description 8
- 239000003961 penetration enhancing agent Substances 0.000 claims abstract description 54
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 230000001070 adhesive effect Effects 0.000 claims description 32
- 239000000853 adhesive Substances 0.000 claims description 30
- 239000000463 material Substances 0.000 claims description 23
- 238000012384 transportation and delivery Methods 0.000 claims description 12
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 9
- -1 polyethylene Polymers 0.000 claims description 8
- 239000004698 Polyethylene Substances 0.000 claims description 5
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 claims description 4
- 229920000573 polyethylene Polymers 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- NZJXADCEESMBPW-UHFFFAOYSA-N 1-methylsulfinyldecane Chemical group CCCCCCCCCCS(C)=O NZJXADCEESMBPW-UHFFFAOYSA-N 0.000 claims description 3
- 239000003094 microcapsule Substances 0.000 claims description 3
- 229960000805 nalbuphine Drugs 0.000 claims description 3
- NETZHAKZCGBWSS-CEDHKZHLSA-N nalbuphine Chemical compound C([C@]12[C@H]3OC=4C(O)=CC=C(C2=4)C[C@@H]2[C@]1(O)CC[C@@H]3O)CN2CC1CCC1 NETZHAKZCGBWSS-CEDHKZHLSA-N 0.000 claims description 3
- 229960004127 naloxone Drugs 0.000 claims description 3
- AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol Chemical compound C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 claims description 3
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 claims description 2
- GJSURZIOUXUGAL-UHFFFAOYSA-N Clonidine Chemical compound ClC1=CC=CC(Cl)=C1NC1=NCCN1 GJSURZIOUXUGAL-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- 229960000571 acetazolamide Drugs 0.000 claims description 2
- BZKPWHYZMXOIDC-UHFFFAOYSA-N acetazolamide Chemical compound CC(=O)NC1=NN=C(S(N)(=O)=O)S1 BZKPWHYZMXOIDC-UHFFFAOYSA-N 0.000 claims description 2
- 229960001138 acetylsalicylic acid Drugs 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- VMWNQDUVQKEIOC-CYBMUJFWSA-N apomorphine Chemical compound C([C@H]1N(C)CC2)C3=CC=C(O)C(O)=C3C3=C1C2=CC=C3 VMWNQDUVQKEIOC-CYBMUJFWSA-N 0.000 claims description 2
- 229960004046 apomorphine Drugs 0.000 claims description 2
- 229960002896 clonidine Drugs 0.000 claims description 2
- 229940105988 dimethyl lauramine Drugs 0.000 claims description 2
- 229960000905 indomethacin Drugs 0.000 claims description 2
- FLOSMHQXBMRNHR-DAXSKMNVSA-N methazolamide Chemical compound CC(=O)\N=C1/SC(S(N)(=O)=O)=NN1C FLOSMHQXBMRNHR-DAXSKMNVSA-N 0.000 claims description 2
- 229960004083 methazolamide Drugs 0.000 claims description 2
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 claims description 2
- DQCKKXVULJGBQN-XFWGSAIBSA-N naltrexone Chemical compound N1([C@@H]2CC3=CC=C(C=4O[C@@H]5[C@](C3=4)([C@]2(CCC5=O)O)CC1)O)CC1CC1 DQCKKXVULJGBQN-XFWGSAIBSA-N 0.000 claims description 2
- 229960003086 naltrexone Drugs 0.000 claims description 2
- 229960001802 phenylephrine Drugs 0.000 claims description 2
- 229960003712 propranolol Drugs 0.000 claims description 2
- 150000003462 sulfoxides Chemical class 0.000 claims description 2
- 229960002372 tetracaine Drugs 0.000 claims description 2
- 229960002180 tetracycline Drugs 0.000 claims description 2
- DLNKOYKMWOXYQA-UHFFFAOYSA-N dl-pseudophenylpropanolamine Natural products CC(N)C(O)C1=CC=CC=C1 DLNKOYKMWOXYQA-UHFFFAOYSA-N 0.000 claims 2
- UZHSEJADLWPNLE-GRGSLBFTSA-N naloxone Chemical compound O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(O)C2=C5[C@@]13CCN4CC=C UZHSEJADLWPNLE-GRGSLBFTSA-N 0.000 claims 2
- DLNKOYKMWOXYQA-APPZFPTMSA-N phenylpropanolamine Chemical compound C[C@@H](N)[C@H](O)C1=CC=CC=C1 DLNKOYKMWOXYQA-APPZFPTMSA-N 0.000 claims 2
- 229960000395 phenylpropanolamine Drugs 0.000 claims 2
- XWTYSIMOBUGWOL-UHFFFAOYSA-N (+-)-Terbutaline Chemical compound CC(C)(C)NCC(O)C1=CC(O)=CC(O)=C1 XWTYSIMOBUGWOL-UHFFFAOYSA-N 0.000 claims 1
- 229930003347 Atropine Natural products 0.000 claims 1
- RKUNBYITZUJHSG-UHFFFAOYSA-N Hyosciamin-hydrochlorid Natural products CN1C(C2)CCC1CC2OC(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-UHFFFAOYSA-N 0.000 claims 1
- MKXZASYAUGDDCJ-SZMVWBNQSA-N LSM-2525 Chemical compound C1CCC[C@H]2[C@@]3([H])N(C)CC[C@]21C1=CC(OC)=CC=C1C3 MKXZASYAUGDDCJ-SZMVWBNQSA-N 0.000 claims 1
- NNJVILVZKWQKPM-UHFFFAOYSA-N Lidocaine Chemical compound CCN(CC)CC(=O)NC1=C(C)C=CC=C1C NNJVILVZKWQKPM-UHFFFAOYSA-N 0.000 claims 1
- 239000004100 Oxytetracycline Substances 0.000 claims 1
- 239000004098 Tetracycline Substances 0.000 claims 1
- 125000005233 alkylalcohol group Chemical group 0.000 claims 1
- RKUNBYITZUJHSG-SPUOUPEWSA-N atropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-SPUOUPEWSA-N 0.000 claims 1
- 229960000396 atropine Drugs 0.000 claims 1
- ZDIGNSYAACHWNL-UHFFFAOYSA-N brompheniramine Chemical compound C=1C=CC=NC=1C(CCN(C)C)C1=CC=C(Br)C=C1 ZDIGNSYAACHWNL-UHFFFAOYSA-N 0.000 claims 1
- 229960000725 brompheniramine Drugs 0.000 claims 1
- SOYKEARSMXGVTM-UHFFFAOYSA-N chlorphenamine Chemical compound C=1C=CC=NC=1C(CCN(C)C)C1=CC=C(Cl)C=C1 SOYKEARSMXGVTM-UHFFFAOYSA-N 0.000 claims 1
- 229960003291 chlorphenamine Drugs 0.000 claims 1
- 229960001747 cinchocaine Drugs 0.000 claims 1
- PUFQVTATUTYEAL-UHFFFAOYSA-N cinchocaine Chemical compound C1=CC=CC2=NC(OCCCC)=CC(C(=O)NCCN(CC)CC)=C21 PUFQVTATUTYEAL-UHFFFAOYSA-N 0.000 claims 1
- 229960001985 dextromethorphan Drugs 0.000 claims 1
- 229960002428 fentanyl Drugs 0.000 claims 1
- PJMPHNIQZUBGLI-UHFFFAOYSA-N fentanyl Chemical compound C=1C=CC=CC=1N(C(=O)CC)C(CC1)CCN1CCC1=CC=CC=C1 PJMPHNIQZUBGLI-UHFFFAOYSA-N 0.000 claims 1
- 229960004194 lidocaine Drugs 0.000 claims 1
- IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 claims 1
- 229960000625 oxytetracycline Drugs 0.000 claims 1
- 235000019366 oxytetracycline Nutrition 0.000 claims 1
- SONNWYBIRXJNDC-VIFPVBQESA-N phenylephrine Chemical compound CNC[C@H](O)C1=CC=CC(O)=C1 SONNWYBIRXJNDC-VIFPVBQESA-N 0.000 claims 1
- 229960000195 terbutaline Drugs 0.000 claims 1
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 claims 1
- GKCBAIGFKIBETG-UHFFFAOYSA-N tetracaine Chemical compound CCCCNC1=CC=C(C(=O)OCCN(C)C)C=C1 GKCBAIGFKIBETG-UHFFFAOYSA-N 0.000 claims 1
- 235000019364 tetracycline Nutrition 0.000 claims 1
- 229930101283 tetracycline Natural products 0.000 claims 1
- 150000003522 tetracyclines Chemical class 0.000 claims 1
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- 239000000243 solution Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
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- SVDOODSCHVSYEK-IFLJXUKPSA-N (4s,4ar,5s,5ar,6s,12ar)-4-(dimethylamino)-1,5,6,10,11,12a-hexahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydron;chloride Chemical compound Cl.C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]4(O)C(=O)C3=C(O)C2=C1O SVDOODSCHVSYEK-IFLJXUKPSA-N 0.000 description 1
- CJPDBKNETSCHCH-UHFFFAOYSA-N 1-methylsulfinyldodecane Chemical compound CCCCCCCCCCCCS(C)=O CJPDBKNETSCHCH-UHFFFAOYSA-N 0.000 description 1
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- 229920001817 Agar Polymers 0.000 description 1
- DBAKFASWICGISY-BTJKTKAUSA-N Chlorpheniramine maleate Chemical compound OC(=O)\C=C/C(O)=O.C=1C=CC=NC=1C(CCN(C)C)C1=CC=C(Cl)C=C1 DBAKFASWICGISY-BTJKTKAUSA-N 0.000 description 1
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- MMOXZBCLCQITDF-UHFFFAOYSA-N N,N-diethyl-m-toluamide Chemical compound CCN(CC)C(=O)C1=CC=CC(C)=C1 MMOXZBCLCQITDF-UHFFFAOYSA-N 0.000 description 1
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- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
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- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
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- HOBWAPHTEJGALG-JKCMADFCSA-N [(1r,5s)-8-methyl-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate;sulfate Chemical compound [O-]S([O-])(=O)=O.C([C@H]1CC[C@@H](C2)[NH+]1C)C2OC(=O)C(CO)C1=CC=CC=C1.C([C@H]1CC[C@@H](C2)[NH+]1C)C2OC(=O)C(CO)C1=CC=CC=C1 HOBWAPHTEJGALG-JKCMADFCSA-N 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7023—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms
- A61K9/703—Transdermal patches and similar drug-containing composite devices, e.g. cataplasms characterised by shape or structure; Details concerning release liner or backing; Refillable patches; User-activated patches
- A61K9/7084—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
Landscapes
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Media Introduction/Drainage Providing Device (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/730,713 US4645502A (en) | 1985-05-03 | 1985-05-03 | Transdermal delivery of highly ionized fat insoluble drugs |
| US730,713 | 1985-05-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1252361A true CA1252361A (en) | 1989-04-11 |
Family
ID=24936525
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000508216A Expired CA1252361A (en) | 1985-05-03 | 1986-05-02 | Transdermal delivery of highly ionized fat soluble drugs |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4645502A (https=) |
| JP (1) | JPH01170476A (https=) |
| CA (1) | CA1252361A (https=) |
| DE (1) | DE3614843A1 (https=) |
| ES (1) | ES8801987A1 (https=) |
| FR (1) | FR2581314A1 (https=) |
| GB (1) | GB2174605B (https=) |
| IT (1) | IT1203553B (https=) |
Families Citing this family (114)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5000957A (en) * | 1984-03-19 | 1991-03-19 | Alza Corporation | Dispenser comprising hydrophilic osmopolymer |
| US4772474A (en) * | 1985-08-09 | 1988-09-20 | Alza Corporation | Dispenser with internal arrangement of lamina means for dispensing beneficial agent |
| US4844984A (en) * | 1984-03-19 | 1989-07-04 | Alza Corporation | Dispensing system with means for increasing delivery of beneficial agent from the system |
| US4756710A (en) * | 1985-04-05 | 1988-07-12 | Merck & Co., Inc. | pH-Mediated drug delivery system |
| US4904475A (en) * | 1985-05-03 | 1990-02-27 | Alza Corporation | Transdermal delivery of drugs from an aqueous reservoir |
| US4917676A (en) * | 1986-11-20 | 1990-04-17 | Ciba-Geigy Corporation | User-activated transdermal therapeutic system |
| US4906463A (en) * | 1986-12-22 | 1990-03-06 | Cygnus Research Corporation | Transdermal drug-delivery composition |
| US5006342A (en) * | 1986-12-22 | 1991-04-09 | Cygnus Corporation | Resilient transdermal drug delivery device |
| AU607172B2 (en) * | 1986-12-22 | 1991-02-28 | Cygnus, Inc. | Diffusion matrix for transdermal drug administration |
| US4911707A (en) * | 1987-02-13 | 1990-03-27 | Ciba-Geigy Corporation | Monolithic user-activated transdermal therapeutic system |
| US4788062A (en) * | 1987-02-26 | 1988-11-29 | Alza Corporation | Transdermal administration of progesterone, estradiol esters, and mixtures thereof |
| US5080646A (en) * | 1988-10-03 | 1992-01-14 | Alza Corporation | Membrane for electrotransport transdermal drug delivery |
| GB2232892B (en) * | 1988-02-23 | 1991-07-24 | John Mark Tucker | Occlusive body for administering a physiologically active substance |
| GB8804164D0 (en) * | 1988-02-23 | 1988-03-23 | Tucker J M | Bandage for administering physiologically active compound |
| US5169382A (en) * | 1988-10-03 | 1992-12-08 | Alza Corporation | Membrane for electrotransport transdermal drug delivery |
| DE3844247A1 (de) * | 1988-12-29 | 1990-07-12 | Minnesota Mining & Mfg | Vorrichtung, insbesondere pflaster zum transdermalen verabreichen eines medikaments |
| EP0411146B1 (en) * | 1989-02-06 | 1996-04-03 | Hisamitsu Pharmaceutical Co., Inc. | Interface for iontophoresis |
| DE3905051A1 (de) * | 1989-02-18 | 1990-08-30 | Lohmann Therapie Syst Lts | Therapeutisches system zur verzoegerten und gesteuerten transdermalen oder transmucosalen verabreichung von wirkstoffen (i) |
| US5096715A (en) * | 1989-11-20 | 1992-03-17 | Alko Ltd. | Method and means for treating alcoholism by extinguishing the alcohol-drinking response using a transdermally administered opiate antagonist |
| US5462744A (en) * | 1989-12-01 | 1995-10-31 | Boehringer Ingelheim Kg | Transdermal system for the administration of pharmacological compounds under pH-controlled conditions |
| DE3939703C2 (de) * | 1989-12-01 | 1998-07-02 | Boehringer Ingelheim Kg | Verbesserte transdermale Applikation von pharmakologisch aktiven Verbindungen |
| DK0521988T3 (da) * | 1990-03-30 | 1996-04-29 | Alza Corp | Anordning til iontoforetisk lægemiddeltilførsel |
| US5149719A (en) * | 1990-04-27 | 1992-09-22 | Minnesota Mining And Manufacturing Company | Composition for transdermal penetration of medicaments |
| US5512292A (en) * | 1990-10-29 | 1996-04-30 | Alza Corporation | Transdermal contraceptive formulations methods and devices |
| US5164190A (en) * | 1990-12-11 | 1992-11-17 | Theratech, Inc. | Subsaturated transdermal drug delivery device exhibiting enhanced drug flux |
| CA2116036A1 (en) * | 1991-10-18 | 1993-04-29 | F. Eugene Yates | Device for the transdermal administration of melatonin |
| US5900250A (en) * | 1992-05-13 | 1999-05-04 | Alza Corporation | Monoglyceride/lactate ester permeation enhancer for oxybutnin |
| DE69326848T2 (de) * | 1992-05-13 | 2000-01-27 | Alza Corp | Oxybutynin zur transdermalen Verabreichung |
| US5607691A (en) * | 1992-06-12 | 1997-03-04 | Affymax Technologies N.V. | Compositions and methods for enhanced drug delivery |
| DE4308649C2 (de) * | 1993-03-18 | 1995-11-16 | Lohmann Gmbh & Co Kg | Medizinisches Pflastermaterial sowie Verfahren zu seiner Herstellung und dessen Verwendung |
| US5451407A (en) * | 1993-06-21 | 1995-09-19 | Alza Corporation | Reduction or prevention of skin irritation or sensitization during transdermal administration of a irritating or sensitizing drug |
| US5919478A (en) * | 1993-06-25 | 1999-07-06 | Alza Corporation | Incorporating poly-N-vinyl amide in a transdermal system |
| CA2165802A1 (en) * | 1993-09-29 | 1995-04-06 | Eun Soo Lee | Monoglyceride/lactate ester permeation enhancer for oxybutynin |
| US5466465A (en) * | 1993-12-30 | 1995-11-14 | Harrogate Holdings, Limited | Transdermal drug delivery system |
| US5762955A (en) | 1994-02-04 | 1998-06-09 | Smith; Stephen Jay | Method for application and maintenance of medication on body tissue |
| US5503843A (en) * | 1994-04-22 | 1996-04-02 | Flora Inc. | Transdermal delivery of alpha adrenoceptor blocking agents |
| US5498417A (en) * | 1994-05-12 | 1996-03-12 | Coating Sciences, Inc. | Transdermal delivery of appetite suppressant drug |
| DE4423850A1 (de) * | 1994-07-07 | 1996-01-11 | Labtec Gmbh | Transdermales therapeutisches System zur Applikation von Naloxon |
| US5861439A (en) * | 1994-11-14 | 1999-01-19 | Alza Corporation | Method for enhanced electrotransport agent delivery |
| US5562917A (en) * | 1994-12-23 | 1996-10-08 | Pentech Pharmaceuticals, Inc. | Transdermal administration of apomorphine |
| FR2732896B1 (fr) * | 1995-04-11 | 1997-06-13 | Prographarm Lab | Forme pharmaceutique transdermique pour l'administration percutanee de l'apomorphine |
| US5785991A (en) * | 1995-06-07 | 1998-07-28 | Alza Corporation | Skin permeation enhancer compositions comprising glycerol monolaurate and lauryl acetate |
| US6572879B1 (en) * | 1995-06-07 | 2003-06-03 | Alza Corporation | Formulations for transdermal delivery of pergolide |
| US5840327A (en) * | 1995-08-21 | 1998-11-24 | Alza Corporation | Transdermal drug delivery device having enhanced adhesion |
| US5730721A (en) * | 1996-01-25 | 1998-03-24 | Vesture Corporation | Medical applicator and method |
| SE9601528D0 (sv) * | 1996-04-23 | 1996-04-23 | Pharmacia Ab | Transdermally administered dextromethorphan as antitissue agent |
| US6512010B1 (en) | 1996-07-15 | 2003-01-28 | Alza Corporation | Formulations for the administration of fluoxetine |
| US5985317A (en) * | 1996-09-06 | 1999-11-16 | Theratech, Inc. | Pressure sensitive adhesive matrix patches for transdermal delivery of salts of pharmaceutical agents |
| WO1998017315A2 (en) * | 1996-10-24 | 1998-04-30 | Alza Corporation | Permeation enhancers for transdermal drug delivery compositions, devices, and methods |
| US6203817B1 (en) | 1997-02-19 | 2001-03-20 | Alza Corporation | Reduction of skin reactions caused by transdermal drug delivery |
| US7150881B2 (en) | 1997-06-26 | 2006-12-19 | Mylan Technologies, Inc. | Adhesive mixture for transdermal delivery of highly plasticizing drugs |
| US6660295B2 (en) | 1997-09-30 | 2003-12-09 | Alza Corporation | Transdermal drug delivery device package with improved drug stability |
| AU1728099A (en) | 1997-12-22 | 1999-07-12 | Alza Corporation | Monoglyceride and ethyl palmitate permeation enhancer compositions |
| US6096943A (en) * | 1998-01-09 | 2000-08-01 | Maiwald; Diane C | Skin wound protector |
| US6699497B1 (en) | 1998-07-24 | 2004-03-02 | Alza Corporation | Formulations for the transdermal administration of fenoldopam |
| US6348210B1 (en) | 1998-11-13 | 2002-02-19 | Alza Corporation | Methods for transdermal drug administration |
| EP2158903A3 (en) | 1998-12-18 | 2010-04-14 | ALZA Corporation | Transparent Transdermal Nicotine Delivery Devices |
| ES2525553T3 (es) * | 1999-03-25 | 2014-12-26 | Metabolix, Inc. | Dispositivos y aplicaciones médicas de polímeros polihidroxialcanoato |
| WO2000059483A2 (en) * | 1999-04-01 | 2000-10-12 | Alza Corporation | Transdermal drug delivery devices comprising a polyurethane drug reservoir |
| US6696078B1 (en) * | 1999-07-21 | 2004-02-24 | Edwin J. Masters | System and methods for local intradermal treatment |
| CA2382599C (en) | 1999-08-30 | 2005-11-08 | Tepha, Inc. | Flushable disposable polymeric products |
| US6495229B1 (en) * | 1999-09-17 | 2002-12-17 | Avery Dennison Corporation | Pattern coated adhesive article |
| JP4358978B2 (ja) * | 2000-09-05 | 2009-11-04 | 日東電工株式会社 | 経皮吸収製剤 |
| US20020119187A1 (en) * | 2000-09-29 | 2002-08-29 | Cantor Adam S. | Composition for the transdermal delivery of fentanyl |
| EP1390383B1 (en) * | 2001-05-11 | 2012-02-29 | Isis Pharmaceuticals, Inc. | Antisense permeation enhancers |
| DE10141651B4 (de) * | 2001-08-24 | 2007-02-15 | Lts Lohmann Therapie-Systeme Ag | Transdermales Therapeutisches System (TTS) mit dem Wirkstoff Fentanyl und Verfahren zu seiner Herstellung |
| DE10141650C1 (de) | 2001-08-24 | 2002-11-28 | Lohmann Therapie Syst Lts | Transdermales Therapeutisches System mit Fentanyl bzw. verwandten Substanzen |
| US20040033253A1 (en) * | 2002-02-19 | 2004-02-19 | Ihor Shevchuk | Acyl opioid antagonists |
| JP4199485B2 (ja) * | 2002-06-07 | 2008-12-17 | 久光製薬株式会社 | 貼付剤 |
| US20040258742A1 (en) * | 2003-04-11 | 2004-12-23 | Van Osdol William Woodson | Transdermal administration of N-(2,5-disubstituted phenyl)-N'-(3-substituted phenyl)-N'-methyl guanidines |
| AU2004233997C1 (en) * | 2003-04-29 | 2014-01-30 | Massachusetts Institiute Of Technology | Methods and devices for the sustained release of multiple drugs |
| EP2860292B1 (en) | 2003-05-08 | 2020-07-22 | Tepha, Inc. | Polyhydroxyalkanoate medical textiles and fibers |
| ES2395077T3 (es) * | 2003-07-08 | 2013-02-08 | Tepha, Inc. | Matrices poli-4-hidroxibutirato para una administración prolongada de medicamentos |
| JP2007503221A (ja) * | 2003-08-22 | 2007-02-22 | テファ， インコーポレイテッド | ポリヒドロキシアルカノエート神経再生デバイス |
| US7105263B2 (en) * | 2003-12-30 | 2006-09-12 | Samsung Electronics Company | Dry toner comprising encapsulated pigment, methods and uses |
| US8907153B2 (en) | 2004-06-07 | 2014-12-09 | Nuvo Research Inc. | Adhesive peel-forming formulations for dermal delivery of drugs and methods of using the same |
| US20070196452A1 (en) * | 2004-06-07 | 2007-08-23 | Jie Zhang | Flux-enabling compositions and methods for dermal delivery of drugs |
| US8741332B2 (en) | 2004-06-07 | 2014-06-03 | Nuvo Research Inc. | Compositions and methods for dermally treating neuropathic pain |
| US8741333B2 (en) | 2004-06-07 | 2014-06-03 | Nuvo Research Inc. | Compositions and methods for treating dermatitis or psoriasis |
| US20060008432A1 (en) * | 2004-07-07 | 2006-01-12 | Sebastiano Scarampi | Gilsonite derived pharmaceutical delivery compositions and methods: nail applications |
| ES2362217T3 (es) * | 2004-08-03 | 2011-06-29 | Tepha, Inc. | Suturas de polihidroxialcanoato no rizadas. |
| US8252320B2 (en) | 2004-10-21 | 2012-08-28 | Durect Corporation | Transdermal delivery system for sufentanil |
| US8246977B2 (en) | 2004-10-21 | 2012-08-21 | Durect Corporation | Transdermal delivery systems |
| ES2362221T3 (es) * | 2005-01-28 | 2011-06-29 | Tepha, Inc. | Embolización con partículas poli-4-hidroxibutirato. |
| US20060223786A1 (en) * | 2005-04-01 | 2006-10-05 | Smith David J | Transdermal pain control method and device |
| JP2007175117A (ja) * | 2005-12-27 | 2007-07-12 | Hisamitsu Pharmaceut Co Inc | イオントフォレーシス装置及びその製造方法 |
| JP2007175116A (ja) * | 2005-12-27 | 2007-07-12 | Hisamitsu Pharmaceut Co Inc | イオントフォレーシス装置及びその製造方法 |
| US8518926B2 (en) * | 2006-04-10 | 2013-08-27 | Knopp Neurosciences, Inc. | Compositions and methods of using (R)-pramipexole |
| WO2007121188A2 (en) * | 2006-04-10 | 2007-10-25 | Knopp Neurosciences, Inc. | Compositions and methods of using r(+) pramipexole |
| US20070280972A1 (en) * | 2006-04-25 | 2007-12-06 | Zars, Inc. | Adhesive solid gel-forming formulations for dermal drug delivery |
| US20070248657A1 (en) * | 2006-04-25 | 2007-10-25 | Smith David J | Multi-compartment transdermal pain control device |
| ES2641272T3 (es) | 2006-04-28 | 2017-11-08 | Children's Hospital Medical Center | Composiciones que comprenden proteínas o polipéptidos fusogénicos derivados de la prosaposina para aplicación en sistemas de suministro de fármacos transmembrana |
| ES2379117T3 (es) | 2006-05-16 | 2012-04-20 | Knopp Neurosciences, Inc. | Composiciones de R(+) y S(-) pramipexol y métodos de utilización de las mismas |
| US7943683B2 (en) * | 2006-12-01 | 2011-05-17 | Tepha, Inc. | Medical devices containing oriented films of poly-4-hydroxybutyrate and copolymers |
| US8524695B2 (en) * | 2006-12-14 | 2013-09-03 | Knopp Neurosciences, Inc. | Modified release formulations of (6R)-4,5,6,7-tetrahydro-N6-propyl-2,6-benzothiazole-diamine and methods of using the same |
| CA2681110A1 (en) * | 2007-03-14 | 2008-09-18 | Knopp Neurosciences, Inc. | Synthesis of chirally purified substituted benzothiazole diamines |
| WO2009046155A1 (en) * | 2007-10-01 | 2009-04-09 | Michael Adams G | Dressing, method and kit for skin crack repair |
| EP2259780A2 (en) | 2008-02-28 | 2010-12-15 | Syntropharma Limited | Pharmaceutical composition comprising naltrexone |
| KR20110071064A (ko) * | 2008-08-19 | 2011-06-28 | 크놉 뉴로사이언시스 인코포레이티드 | (ｒ)-프라미펙솔을 사용하는 조성물 및 방법 |
| US20100221313A1 (en) * | 2008-12-01 | 2010-09-02 | Innovative Pharmaceuticals, Llc | Transdermal reservoir patch |
| RU2012101792A (ru) * | 2009-06-19 | 2013-07-27 | Нопп Ньюросайенсиз, Инк. | Композиции и способы для лечения бокового амиотрофического склероза |
| JP5927506B2 (ja) | 2010-04-13 | 2016-06-01 | レルマダ セラピューティクス、インク． | １−メチル−２’，６’−ピペコロキシリダイドの皮膚医薬組成物および使用方法 |
| WO2012087749A1 (en) * | 2010-12-20 | 2012-06-28 | Polytherapeutics, Inc. | Composition for transdermal administration of non-steroidal anti-inflammatory drug |
| WO2012096866A2 (en) | 2011-01-10 | 2012-07-19 | Inverseon, Inc. | Use of beta-adrenergic inverse agonists for smoking cessation |
| WO2013096816A1 (en) | 2011-12-22 | 2013-06-27 | Biogen Idec Ma Inc. | Improved synthesis of amine substituted 4,5,6,7-tetrahydrobenzothiazole compounds |
| US9662313B2 (en) | 2013-02-28 | 2017-05-30 | Knopp Biosciences Llc | Compositions and methods for treating amyotrophic lateral sclerosis in responders |
| US9682068B2 (en) | 2013-05-20 | 2017-06-20 | Mylan Inc. | Transdermal therapeutic system for extended dosing of pramipexole in treating neurological disorders |
| US9468630B2 (en) | 2013-07-12 | 2016-10-18 | Knopp Biosciences Llc | Compositions and methods for treating conditions related to increased eosinophils |
| EP3838271B1 (en) | 2013-07-12 | 2025-09-03 | Areteia Therapeutics, Inc. | Treating elevated levels of eosinophils and/or basophils |
| CA2921381A1 (en) | 2013-08-13 | 2015-02-19 | Knopp Biosciences Llc | Compositions and methods for treating chronic urticaria |
| ES2813674T3 (es) | 2013-08-13 | 2021-03-24 | Knopp Biosciences Llc | Composiciones y métodos para el tratamiento de trastornos de células plasmáticas y trastornos prolinfocíticos de células b |
| WO2016025329A1 (en) | 2014-08-15 | 2016-02-18 | Tepha, Inc. | Self-retaining sutures of poly-4-hydroxybutyrate and copolymers thereof |
| US10626521B2 (en) | 2014-12-11 | 2020-04-21 | Tepha, Inc. | Methods of manufacturing mesh sutures from poly-4-hydroxybutyrate and copolymers thereof |
| EP3230500B1 (en) | 2014-12-11 | 2025-06-18 | Tepha, Inc. | Methods of orienting multifilament yarn and monofilaments of poly-4-hydroxybutyrate and copolymers thereof |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3854480A (en) * | 1969-04-01 | 1974-12-17 | Alza Corp | Drug-delivery system |
| US3797494A (en) * | 1969-04-01 | 1974-03-19 | Alza Corp | Bandage for the administration of drug by controlled metering through microporous materials |
| US3996934A (en) * | 1971-08-09 | 1976-12-14 | Alza Corporation | Medical bandage |
| GB1510569A (en) * | 1976-07-02 | 1978-05-10 | American Home Prod | Dosage form for the administration of a medicament to a moist body surface |
| US4460372A (en) * | 1981-02-17 | 1984-07-17 | Alza Corporation | Percutaneous absorption enhancer dispenser for use in coadministering drug and percutaneous absorption enhancer |
| US4379454A (en) * | 1981-02-17 | 1983-04-12 | Alza Corporation | Dosage for coadministering drug and percutaneous absorption enhancer |
| US4725272A (en) * | 1981-06-29 | 1988-02-16 | Alza Corporation | Novel bandage for administering beneficial drug |
| FR2534140B1 (fr) * | 1982-10-12 | 1986-01-31 | Fournier Laboratoires | Nouveau dispositif pour l'administration percutanee de medicaments |
| JPS59155267A (ja) * | 1983-02-23 | 1984-09-04 | 帝国製薬株式会社 | 経皮吸収用カプセルパツド貼付剤 |
| US4588580B2 (en) * | 1984-07-23 | 1999-02-16 | Alaz Corp | Transdermal administration of fentanyl and device therefor |
| US4573995A (en) * | 1984-10-09 | 1986-03-04 | Alza Corporation | Transdermal therapeutic systems for the administration of naloxone, naltrexone and nalbuphine |
-
1985
- 1985-05-03 US US06/730,713 patent/US4645502A/en not_active Expired - Lifetime
-
1986
- 1986-04-16 GB GB08609219A patent/GB2174605B/en not_active Expired
- 1986-04-18 ES ES554169A patent/ES8801987A1/es not_active Expired
- 1986-04-30 IT IT67361/86A patent/IT1203553B/it active
- 1986-04-30 FR FR8606278A patent/FR2581314A1/fr active Pending
- 1986-05-01 JP JP61101899A patent/JPH01170476A/ja active Pending
- 1986-05-02 CA CA000508216A patent/CA1252361A/en not_active Expired
- 1986-05-02 DE DE19863614843 patent/DE3614843A1/de active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| GB8609219D0 (en) | 1986-05-21 |
| ES554169A0 (es) | 1988-03-16 |
| GB2174605B (en) | 1988-09-01 |
| DE3614843A1 (de) | 1986-11-06 |
| IT8667361A0 (it) | 1986-04-30 |
| ES8801987A1 (es) | 1988-03-16 |
| JPH01170476A (ja) | 1989-07-05 |
| GB2174605A (en) | 1986-11-12 |
| FR2581314A1 (fr) | 1986-11-07 |
| IT1203553B (it) | 1989-02-15 |
| DE3614843C2 (https=) | 1989-04-27 |
| US4645502A (en) | 1987-02-24 |
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