WO2005009408B1 - Sustained release dosage forms of anesthetics for pain management - Google Patents
Sustained release dosage forms of anesthetics for pain managementInfo
- Publication number
- WO2005009408B1 WO2005009408B1 PCT/US2003/034763 US0334763W WO2005009408B1 WO 2005009408 B1 WO2005009408 B1 WO 2005009408B1 US 0334763 W US0334763 W US 0334763W WO 2005009408 B1 WO2005009408 B1 WO 2005009408B1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- dosage form
- sustained release
- polymer
- anesthetic
- release dosage
- Prior art date
Links
- 230000003444 anaesthetic Effects 0.000 title claims abstract 26
- 239000002552 dosage form Substances 0.000 title claims 42
- 230000002459 sustained Effects 0.000 title claims 33
- 239000003193 general anesthetic agent Substances 0.000 title claims 2
- 229940035674 ANESTHETICS Drugs 0.000 title 1
- 229920000642 polymer Polymers 0.000 claims abstract 28
- 239000002904 solvent Substances 0.000 claims abstract 21
- LEBVLXFERQHONN-UHFFFAOYSA-N Bupivacaine Chemical compound CCCCN1CCCCC1C(=O)NC1=C(C)C=CC=C1C LEBVLXFERQHONN-UHFFFAOYSA-N 0.000 claims abstract 7
- 229960003150 bupivacaine Drugs 0.000 claims abstract 7
- 229920000249 biocompatible polymer Polymers 0.000 claims abstract 4
- AEMRFAOFKBGASW-UHFFFAOYSA-N glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims 12
- -1 levo-ropivacaine Chemical compound 0.000 claims 12
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims 11
- 239000004310 lactic acid Substances 0.000 claims 11
- 235000014655 lactic acid Nutrition 0.000 claims 11
- 229920001577 copolymer Polymers 0.000 claims 10
- 239000002245 particle Substances 0.000 claims 6
- 239000000203 mixture Substances 0.000 claims 5
- WVDDGKGOMKODPV-UHFFFAOYSA-N benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims 4
- 239000000243 solution Substances 0.000 claims 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N acetic acid ethyl ester Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims 3
- 230000000051 modifying Effects 0.000 claims 3
- 239000000178 monomer Substances 0.000 claims 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims 2
- SESFRYSPDFLNCH-UHFFFAOYSA-N Benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 claims 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N Caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N Methyl acetate Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N Oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims 2
- 239000002202 Polyethylene glycol Substances 0.000 claims 2
- URAYPUMNDPQOKB-UHFFFAOYSA-N Triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims 2
- 229960002622 Triacetin Drugs 0.000 claims 2
- 125000005907 alkyl ester group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 239000003995 emulsifying agent Substances 0.000 claims 2
- 239000001087 glyceryl triacetate Substances 0.000 claims 2
- 235000013773 glyceryl triacetate Nutrition 0.000 claims 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
- 238000002347 injection Methods 0.000 claims 2
- 239000007924 injection Substances 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims 2
- 239000002357 osmotic agent Substances 0.000 claims 2
- 229920001223 polyethylene glycol Polymers 0.000 claims 2
- 239000011148 porous material Substances 0.000 claims 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 2
- NZJXADCEESMBPW-UHFFFAOYSA-N 1-methylsulfinyldecane Chemical compound CCCCCCCCCCS(C)=O NZJXADCEESMBPW-UHFFFAOYSA-N 0.000 claims 1
- URZHQOCYXDNFGN-UHFFFAOYSA-N 2,4,6-trimethyl-2,4,6-tris(3,3,3-trifluoropropyl)-1,3,5,2,4,6-trioxatrisilinane Chemical compound FC(F)(F)CC[Si]1(C)O[Si](C)(CCC(F)(F)F)O[Si](C)(CCC(F)(F)F)O1 URZHQOCYXDNFGN-UHFFFAOYSA-N 0.000 claims 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N 2-Pyrrolidone Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims 1
- 229920002101 Chitin Polymers 0.000 claims 1
- DJHJJVWPFGHIPH-OODMECLYSA-N Chitin Chemical compound O[C@@H]1C(NC(=O)C)[C@H](O)OC(CO)[C@H]1COC[C@H]1C(NC(C)=O)[C@@H](O)[C@H](COC[C@H]2C([C@@H](O)[C@H](O)C(CO)O2)NC(C)=O)C(CO)O1 DJHJJVWPFGHIPH-OODMECLYSA-N 0.000 claims 1
- 229920001661 Chitosan Polymers 0.000 claims 1
- FLKPEMZONWLCSK-UHFFFAOYSA-N Diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 claims 1
- YSAVZVORKRDODB-WDSKDSINSA-N Diethyl tartrate Chemical compound CCOC(=O)[C@@H](O)[C@H](O)C(=O)OCC YSAVZVORKRDODB-WDSKDSINSA-N 0.000 claims 1
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N Ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 claims 1
- LZCLXQDLBQLTDK-UHFFFAOYSA-N Ethyl lactate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 claims 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims 1
- 229960003976 Etidocaine Drugs 0.000 claims 1
- VTUSIVBDOCDNHS-UHFFFAOYSA-N Etidocaine Chemical compound CCCN(CC)C(CC)C(=O)NC1=C(C)C=CC=C1C VTUSIVBDOCDNHS-UHFFFAOYSA-N 0.000 claims 1
- 239000004348 Glyceryl diacetate Substances 0.000 claims 1
- UYXTWWCETRIEDR-UHFFFAOYSA-N Glyceryl tributyrate Chemical compound CCCC(=O)OCC(OC(=O)CCC)COC(=O)CCC UYXTWWCETRIEDR-UHFFFAOYSA-N 0.000 claims 1
- LEBVLXFERQHONN-INIZCTEOSA-N Levobupivacaine Chemical compound CCCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C LEBVLXFERQHONN-INIZCTEOSA-N 0.000 claims 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N Malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims 1
- 239000005642 Oleic acid Substances 0.000 claims 1
- 229920002732 Polyanhydride Polymers 0.000 claims 1
- 229920001083 Polybutene Polymers 0.000 claims 1
- 229920000954 Polyglycolide Polymers 0.000 claims 1
- 229920001710 Polyorthoester Polymers 0.000 claims 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N Propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 claims 1
- 229960001549 Ropivacaine Drugs 0.000 claims 1
- ZKMNUMMKYBVTFN-HNNXBMFYSA-N Ropivacaine Chemical compound CCCN1CCCC[C@H]1C(=O)NC1=C(C)C=CC=C1C ZKMNUMMKYBVTFN-HNNXBMFYSA-N 0.000 claims 1
- 229960002372 Tetracaine Drugs 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
- DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N Triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 235000019445 benzyl alcohol Nutrition 0.000 claims 1
- 229960002903 benzyl benzoate Drugs 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical group 0.000 claims 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 1
- 150000002148 esters Chemical group 0.000 claims 1
- 229940116333 ethyl lactate Drugs 0.000 claims 1
- 150000004676 glycans Polymers 0.000 claims 1
- 229940074076 glycerol formal Drugs 0.000 claims 1
- 235000019443 glyceryl diacetate Nutrition 0.000 claims 1
- 239000012456 homogeneous solution Substances 0.000 claims 1
- 229920002674 hyaluronan Polymers 0.000 claims 1
- 229960003160 hyaluronic acid Drugs 0.000 claims 1
- 229960004288 levobupivacaine Drugs 0.000 claims 1
- 239000001630 malic acid Substances 0.000 claims 1
- 229940099690 malic acid Drugs 0.000 claims 1
- 235000011090 malic acid Nutrition 0.000 claims 1
- 229960002409 mepivacaine Drugs 0.000 claims 1
- 239000002480 mineral oil Substances 0.000 claims 1
- 235000010446 mineral oil Nutrition 0.000 claims 1
- 238000002156 mixing Methods 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N n-methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N oxane Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims 1
- 229920002866 paraformaldehyde Polymers 0.000 claims 1
- 229920001308 poly(aminoacid) Polymers 0.000 claims 1
- 229920000747 poly(lactic acid) polymer Polymers 0.000 claims 1
- 229920002463 poly(p-dioxanone) polymer Polymers 0.000 claims 1
- 229920002627 poly(phosphazenes) Polymers 0.000 claims 1
- 229920000768 polyamine Polymers 0.000 claims 1
- 229920001707 polybutylene terephthalate Polymers 0.000 claims 1
- 229920001610 polycaprolactone Polymers 0.000 claims 1
- 229920000515 polycarbonate Polymers 0.000 claims 1
- 239000004417 polycarbonate Substances 0.000 claims 1
- 239000000622 polydioxanone Substances 0.000 claims 1
- 229920000728 polyester Polymers 0.000 claims 1
- 229920001855 polyketal Polymers 0.000 claims 1
- 229920001282 polysaccharide Polymers 0.000 claims 1
- 239000005017 polysaccharide Substances 0.000 claims 1
- 150000004804 polysaccharides Polymers 0.000 claims 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims 1
- MAKUBRYLFHZREJ-JWBQXVCJSA-M sodium;(2S,3S,4R,5R,6R)-3-[(2S,3R,5S,6R)-3-acetamido-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4,5,6-trihydroxyoxane-2-carboxylate Chemical compound [Na+].CC(=O)N[C@@H]1C[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](C([O-])=O)O[C@@H](O)[C@H](O)[C@H]1O MAKUBRYLFHZREJ-JWBQXVCJSA-M 0.000 claims 1
- 239000011877 solvent mixture Substances 0.000 claims 1
- 150000003890 succinate salts Chemical class 0.000 claims 1
- 229920001897 terpolymer Polymers 0.000 claims 1
- 230000000699 topical Effects 0.000 claims 1
- QZCLKYGREBVARF-UHFFFAOYSA-N tributyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCCCOC(=O)CC(C(=O)OCCCC)(OC(C)=O)CC(=O)OCCCC QZCLKYGREBVARF-UHFFFAOYSA-N 0.000 claims 1
- ZFOZVQLOBQUTQQ-UHFFFAOYSA-N tributyl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 claims 1
- WEAPVABOECTMGR-UHFFFAOYSA-N triethyl 2-acetyloxypropane-1,2,3-tricarboxylate Chemical compound CCOC(=O)CC(C(=O)OCC)(OC(C)=O)CC(=O)OCC WEAPVABOECTMGR-UHFFFAOYSA-N 0.000 claims 1
- 239000001069 triethyl citrate Substances 0.000 claims 1
- 235000013769 triethyl citrate Nutrition 0.000 claims 1
- YEJRWHAVMIAJKC-UHFFFAOYSA-N γ-lactone 4-hydroxy-butyric acid Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims 1
- 239000003814 drug Substances 0.000 abstract 2
- 229940079593 drugs Drugs 0.000 abstract 2
- 238000010276 construction Methods 0.000 abstract 1
Abstract
Drug delivery systems and kits are provided that release an anesthetic, such as bupivacaine, over a short duration. Methods of administering and preparing such systems are also provided. Drug delivery systems include a short duration gel vehicle and an anesthetic dissolved or dispersed in the gel vehicle. The gel vehicle comprises a low molecular weight bioerodible, biocompatible polymer and a water-immiscible solvent in an amount effective to plasticize the polymer and form a gel with the polymer. In some instances, a component solvent is used along with the water-immiscible solvent. An efficacy ratio, which is one way to measure the efficacy of a delivery system, can be controlled based on, for example, the construction of the gel vehicle to achieve a desired release profile.
Claims
1. A sustained release dosage form of an anesthetic comprising: a short duration gel vehicle comprising a low molecular weight bioerodible, biocompatible polymer and a water-immiscible solvent in an amount effective to plasticize the polymer and form a gel therewith; an anesthetic dissolved or dispersed in the gel vehicle.
2. The sustained release dosage form of claim 1 further comprising a controllable efficacy ratio to achieve a release profile.
3. The sustained release dosage form of claim 2 wherein the efficacy ratio is between about 1 and 200, preferably between about 5 and 100.
4. The sustained release dosage form of any preceding claim wherein the sustained release occurs in a period of less than or equal to about fourteen days, preferably wherein the sustained release occurs in a period of less than or equal to about seven days, and more preferably wherein the sustained release lasts for a period of between about 24 hours and about seven days.
5. The sustained release dosage form of any preceding claim wherein the anesthetic is selected from the group consisting of: bupivacaine, levo-bupivacaine, ropivacaine, levo-ropivacaine, tetracaine, etidocaine, levo-etidocaine, dextro-etidocaine, levo-etidocaine, dextro-etidocaine, levo- mepivacaine, and combinations thereof.
6. The sustained release dosage form of any preceding claim wherein the anesthetic comprises bupivacaine.
7. The sustained release dosage form of any preceding claim wherein the solvent has a miscibility in water of less than or equal to about 7 weight % at25 C.
8. The sustained release dosage form of any preceding claim wherein the dosage form is free of solvents having a miscibility in water that is greater than 7 weight % at25 C.
9. The sustained release dosage form of any preceding claim wherein the solvent is selected from the group consisting of: an aromatic alcohol, lower alkyl esters of aryl acids, lower aralkyl esters of aryl acids, aryl ketones, aralkyl ketones, lower alkyl ketones, lower alkyl esters of citric acid, and combinations thereof.
10. The sustained release dosage form of any preceding claim wherein the solvent comprises a member selected from the group consisting of benzyl alcohol, benzyl benzoate, ethyl benzoate, triacetin and mixtures thereof.
11. The sustained release dosage form of any preceding claim wherein the solvent comprises a component solvent selected from the group consisting of: triacetin, diacetin, tributyrin, triethyl citrate, tributyl citrate, acetyl triethyl citrate, acetyl tributyl citrate, triethylglycerides, triethyl phosphate, diethyl phthalate, diethyl tartrate, mineral oil, polybutene, silicone fluid, glylcerin, ethylene glycol, polyethylene glycol, octanol, ethyl lactate, propylene glycol, propylene carbonate, ethylene carbonate, butyrolactone, ethylene oxide, propylene oxide, N-methyl-2-pyrrolidone, 2- pyrrolidone, glycerol formal, methyl acetate, ethyl acetate, methyl ethyl ketone, dimethylformamide, dimethyl sulfoxide, tetrahydrofuran, caprolactam, decylmethylsulfoxide, oleic acid, and l-dodecylazacyclo-heptan-Z-one, and combinations thereof.
12. The sustained release dosage form of any preceding claim wherein the polymer comprises a lactic acid-based polymer or a copolymer of lactic acid and glycolic acid (PLGA) or a caprolactone-based polymer or is selected from the group consisting of : polylactides, polyglycolides, poly (caprolactone) , polyanhydrides, polyamines, polyesteramides, polyorthoesters, polydioxanones, polyacetals, polyketals, polycarbonates, polyphosphoesters, polyesters, polybutylene terephthalate, polyorthocarbonates, polyphosphazenes, succinates, poly (malic acid) , poly (amino acids) , polyvinylpyrrolidone, polyethylene glycol, polyhydroxycellulose, polysaccharides, chitin, chitosan, hyaluronic acid, and copolymers, terpolymers and mixtures thereof.
13. The sustained release dosage form of claim 12 wherein the polymer comprises a copolymer of lactic acid and glycolic acid (PLGA) and wherein the copolymer has a monomer ratio of lactic acid to glycolic acid of approximately 50: 50.
14. The sustained release dosage form of claim 12 or 13 wherein the polymer comprises an ester end group or a carboxylic acid end group.
15. The sustained release dosage form of any preceding claim wherein the polymer has a weight average molecular weight of between about 3,000 and about 10,000, preferably wherein the polymer has a weight average molecular weight of between about 3,000 and about 8,000, more preferably wherein the polymer has a weight average molecular weight of between about 4,000 and about 6,000, and more preferably wherein the polymer has a weight average molecular weight of about 5,000.
16. The sustained release dosage form of any preceding claim wherein the dosage form comprises from about 0.1 % to about 50 % anesthetic by weight, preferably wherein the dosage form comprises from about 0.5 % to about 40 % anesthetic by
5 weight, and more preferably wherein the dosage form comprises from about 1 % to about 30 % anesthetic by weight.
17. The sustained release dosage form of any preceding claim wherein the ratio between the polymer and the solvent is
10 between about 5: 95 and about 90: 10, preferably wherein the ratio between the polymer and the solvent is between about 20: 80 and about 80: 20, and more preferably wherein the ratio between the polymer and the solvent is between about 30: 70 and about 75: 25.
15
18. The sustained release dosage form of any preceding claim further comprising at least one of the following: an excipient, an emulsifying agent, a pore former, a solubility modulator for the anesthetic, and an osmotic agent.
20
19. The sustained release dosage form of any preceding claim wherein the anesthetic comprises particles having an average particle size of less than about 250 μm, preferably wherein the anesthetic comprises particles having an average particle
25 size of between about 5 μm and 250 μm, more preferably wherein the average particle size is between about 20 μm and about 125 μm, and more preferably wherein the average particle size is between about 38 μm and about 63 μm.
30 20. The sustained release dosage form of any preceding claim wherein the polymer comprises a lactic acid-based polymer and the anesthetic comprises bupivacaine, the dosage form further comprising a controllable efficacy ratio to achieve a release profile; and wherein the weight average molecular weight of
35 the lactic acid-based polymer is between about 3,000 and about 10 , 000 .
21. The sustained release dosage form of claim 20 wherein the polymer comprises a copolymer of lactic acid and glycolic
5 acid (PLGA) .
22. The sustained release dosage form of claim 21 wherein the copolymer has a monomer ratio of lactic acid to glycolic acid of approximately 50: 50.
10
23. The sustained release dosage form of claim 21 or 22 wherein the copolymer comprises poly (D, L-lactide-co-glycolide) .
15 24. The sustained release dosage form of claim 21 or 22 wherein the copolymer comprises poly (L- lactide-co-glycolide) .
25. Use of an anesthetic in the manufacture of a sustained 20 release dosage form as defined in any preceding claim for the treatment of local pain of a subject.
26. The use of claim 25 wherein the dosage form is for administering once.
25
27. The use of claim 25 wherein the dosage form is for topical application to the local pain, or wherein the dosage form is for injection at a location near the local pain, or wherein the dosage form is for delivering the anesthetic
30 systemically, or wherein the dosage form is for delivering the anesthetic to multiple sites.
28. The use of claim 27 wherein the dosage form is for injection at multiple locations surrounding the local pain.
35
29. The use of claim 25 wherein the dosage form is for repeated administration.
30. Use of bupivacaine in the manufacture of a sustained 5 release dosage form comprising a short duration gel vehicle, which comprises a low molecular weight bioerodible, biocompatible lactic acid-based polymer, and a water-immiscible solvent in an amount effective to plasticize the polymer and form a gel therewith; an anesthetic 10 comprising bupivacaine dissolved or dispersed in the gel vehicle ; and a controllable efficacy ratio to achieve a release profile, wherein the dosage form is for the treatment of post-surgical local pain of a subject.
15 31. The use of claim 30 wherein the polymer comprises a copolymer of lactic acid and glycolic acid (PLGA) .
32. The use of claim 31 wherein the copolymer has a monomer ratio of lactic acid to glycolic acid of approximately 50:
20 50.
33. A method of preparing a sustained release dosage form as defined in any one of claims 1 to 24, the method comprising: preparing a short duration gel vehicle comprising a
25 low molecular weight bioerodible, biocompatible polymer and a water-immiscible solvent in an amount effective to plasticize the polymer and form a gel therewith to create a polymer/solvent solution or gel; equilibrating the polymer/solvent mixture until a 30 clear homogeneous solution or gel is achieved; dissolving or dispersing an anesthetic into thepolymer/solvent solution or gel; blending the anesthetic and the polymer/solvent solution or gel to form a sustained release dosage form; and
35 controlling an efficacy ratio to achieve a release profile .
34. The method of claim 33 wherein the polymer/solvent solution or gel is equilibrated at a temperature between room
5 temperature and approximately 65°C.
35. The method of claim 33 or 34 wherein the anesthetic comprises bupivacaine.
10 36. A kit for administration of a sustained delivery of an anesthetic to local pain of a subject comprising: a short duration gel vehicle comprising a low molecular weight bioerodible, biocompatible polymer and a water-immiscible solvent, in an amount effective to 15 plasticize the polymer and form a gel therewith; an anesthetic dissolved or dispersed in the gel vehicle; and optionally, one or more of the following: an excipient; an emulsifying agent; 20 a pore former; a solubility modulator for the anesthetic, optionally associated with the anesthetic; and an osmotic agent; wherein at the least anesthetic agent, optionally 25 associated with the solubility modulator, is maintained separated from the solvent until the time of administration of the anesthetic to the subject.
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA002530357A CA2530357A1 (en) | 2003-06-25 | 2003-10-31 | Sustained release dosage forms of anesthetics for pain management |
| JP2005504650A JP2007521225A (en) | 2003-06-25 | 2003-10-31 | Sustained-release dosage form of anesthetic to manage pain |
| AU2003286826A AU2003286826A1 (en) | 2003-06-25 | 2003-10-31 | Sustained release dosage forms of anesthetics for pain management |
| EP03778041A EP1638519A2 (en) | 2003-06-25 | 2003-10-31 | Sustained release dosage forms of anesthetics for pain management |
| MXPA05014193A MXPA05014193A (en) | 2003-06-25 | 2003-10-31 | Sustained release dosage forms of anesthetics for pain management. |
| BRPI0318373-4A BR0318373A (en) | 2003-06-25 | 2003-10-31 | sustained release dosage forms of pain control anesthetics |
| IL172781A IL172781A0 (en) | 2003-06-25 | 2005-12-22 | Sustained release dosage forms of anesthetics for pain management |
| NO20060295A NO20060295L (en) | 2003-06-25 | 2006-01-20 | Dosage forms with sustained release of pain management anesthetics |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/606,969 | 2003-06-25 | ||
| US10/606,969 US20040001889A1 (en) | 2002-06-25 | 2003-06-25 | Short duration depot formulations |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| WO2005009408A2 WO2005009408A2 (en) | 2005-02-03 |
| WO2005009408A3 WO2005009408A3 (en) | 2006-01-19 |
| WO2005009408B1 true WO2005009408B1 (en) | 2006-04-06 |
Family
ID=34103124
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/US2003/034763 WO2005009408A2 (en) | 2003-06-25 | 2003-10-31 | Sustained release dosage forms of anesthetics for pain management |
Country Status (17)
| Country | Link |
|---|---|
| US (7) | US20040001889A1 (en) |
| EP (2) | EP1638519A2 (en) |
| JP (1) | JP2007521225A (en) |
| KR (1) | KR20060109816A (en) |
| CN (1) | CN1822814A (en) |
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-
2003
- 2003-06-25 US US10/606,969 patent/US20040001889A1/en not_active Abandoned
- 2003-10-31 JP JP2005504650A patent/JP2007521225A/en active Pending
- 2003-10-31 BR BRPI0318373-4A patent/BR0318373A/en not_active IP Right Cessation
- 2003-10-31 WO PCT/US2003/034763 patent/WO2005009408A2/en active Application Filing
- 2003-10-31 KR KR1020057024815A patent/KR20060109816A/en not_active Application Discontinuation
- 2003-10-31 CN CNA2003801103931A patent/CN1822814A/en active Pending
- 2003-10-31 EP EP03778041A patent/EP1638519A2/en not_active Withdrawn
- 2003-10-31 PL PL379263A patent/PL379263A1/en not_active Application Discontinuation
- 2003-10-31 MX MXPA05014193A patent/MXPA05014193A/en unknown
- 2003-10-31 AU AU2003286826A patent/AU2003286826A1/en not_active Abandoned
- 2003-10-31 EP EP09001701A patent/EP2067468A1/en not_active Withdrawn
- 2003-10-31 CA CA002530357A patent/CA2530357A1/en not_active Abandoned
- 2003-10-31 RU RU2006101985/15A patent/RU2332985C2/en not_active IP Right Cessation
- 2003-12-10 AR ARP030104542A patent/AR045975A1/en not_active Application Discontinuation
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2005
- 2005-12-22 IL IL172781A patent/IL172781A0/en unknown
- 2005-12-23 MA MA28682A patent/MA27863A1/en unknown
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2006
- 2006-01-20 NO NO20060295A patent/NO20060295L/en not_active Application Discontinuation
- 2006-01-24 ZA ZA200600698A patent/ZA200600698B/en unknown
- 2006-04-03 US US11/278,472 patent/US20060165800A1/en not_active Abandoned
-
2010
- 2010-09-27 US US12/924,441 patent/US8278330B2/en not_active Expired - Fee Related
-
2016
- 2016-09-15 US US15/267,070 patent/US10201496B2/en not_active Expired - Lifetime
-
2018
- 2018-12-28 US US16/235,889 patent/US10471001B2/en not_active Expired - Fee Related
-
2019
- 2019-03-08 US US16/297,509 patent/US10471002B2/en not_active Expired - Fee Related
- 2019-09-26 US US16/584,698 patent/US11179326B2/en not_active Expired - Lifetime
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