OA10678A - Nouvelles formulations liquides stables à base de paracétamol et leur mode de préparation - Google Patents

Nouvelles formulations liquides stables à base de paracétamol et leur mode de préparation Download PDF

Info

Publication number: OA10678A
Authority: OA; OAPI
Prior art keywords: paracetamol; liquid formulations; stable; new; based liquid
Prior art date: 1996-08-05

Application number

OA9800039A

Other languages

English (en)

French (fr)

Inventor

Francois Dietlin

Daniele Fredj

Original Assignee

Scr Pharmatop

Priority date (The priority date 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 date listed.)

1996-08-05

Filing date

1998-04-03

Publication date

2002-11-20

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=9494820&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=OA10678(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1998-04-03 Application filed by Scr Pharmatop filed Critical Scr Pharmatop

2002-11-20 Publication of OA10678A publication Critical patent/OA10678A/fr

Links

RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 title claims abstract description 134
229960005489 paracetamol Drugs 0.000 title claims abstract description 131
239000012669 liquid formulation Substances 0.000 title claims description 29
238000002360 preparation method Methods 0.000 title claims description 14
238000000034 method Methods 0.000 title description 2
239000000203 mixture Substances 0.000 claims abstract description 25
239000003125 aqueous solvent Substances 0.000 claims abstract description 9
239000003795 chemical substances by application Substances 0.000 claims abstract description 9
239000011261 inert gas Substances 0.000 claims abstract 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 32
BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 claims description 29
OROGSEYTTFOCAN-DNJOTXNNSA-N codeine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC OROGSEYTTFOCAN-DNJOTXNNSA-N 0.000 claims description 26
-1 alkali metal ascorbates Chemical class 0.000 claims description 22
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 18
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 17
RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 claims description 14
OROGSEYTTFOCAN-UHFFFAOYSA-N hydrocodone Natural products C1C(N(CCC234)C)C2C=CC(O)C3OC2=C4C1=CC=C2OC OROGSEYTTFOCAN-UHFFFAOYSA-N 0.000 claims description 13
239000002516 radical scavenger Substances 0.000 claims description 13
229940123457 Free radical scavenger Drugs 0.000 claims description 12
235000010323 ascorbic acid Nutrition 0.000 claims description 12
230000005587 bubbling Effects 0.000 claims description 12
229960004126 codeine Drugs 0.000 claims description 12
229960005181 morphine Drugs 0.000 claims description 12
XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 claims description 9
239000002253 acid Substances 0.000 claims description 9
239000011668 ascorbic acid Substances 0.000 claims description 9
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 8
229930195725 Mannitol Natural products 0.000 claims description 8
230000000202 analgesic effect Effects 0.000 claims description 8
229960005070 ascorbic acid Drugs 0.000 claims description 8
230000015572 biosynthetic process Effects 0.000 claims description 8
239000000594 mannitol Substances 0.000 claims description 8
235000010355 mannitol Nutrition 0.000 claims description 8
229920005862 polyol Polymers 0.000 claims description 8
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 7
108010024636 Glutathione Proteins 0.000 claims description 7
PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 claims description 7
WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 7
150000003077 polyols Chemical class 0.000 claims description 7
150000003573 thiols Chemical group 0.000 claims description 7
FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 6
150000000996 L-ascorbic acids Chemical group 0.000 claims description 6
229960004308 acetylcysteine Drugs 0.000 claims description 6
VHJLVAABSRFDPM-QWWZWVQMSA-N dithiothreitol Chemical compound SC[C@@H](O)[C@H](O)CS VHJLVAABSRFDPM-QWWZWVQMSA-N 0.000 claims description 6
239000008103 glucose Substances 0.000 claims description 6
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 6
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 5
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 5
229960002433 cysteine Drugs 0.000 claims description 5
XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 claims description 5
235000018417 cysteine Nutrition 0.000 claims description 5
239000000600 sorbitol Substances 0.000 claims description 5
PMNLUUOXGOOLSP-UHFFFAOYSA-N 2-mercaptopropanoic acid Chemical compound CC(S)C(O)=O PMNLUUOXGOOLSP-UHFFFAOYSA-N 0.000 claims description 4
229910052783 alkali metal Inorganic materials 0.000 claims description 4
229940121363 anti-inflammatory agent Drugs 0.000 claims description 4
239000002260 anti-inflammatory agent Substances 0.000 claims description 4
150000001875 compounds Chemical class 0.000 claims description 4
238000003786 synthesis reaction Methods 0.000 claims description 4
CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 claims description 4
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
ZNEWHQLOPFWXOF-UHFFFAOYSA-N coenzyme M Chemical compound OS(=O)(=O)CCS ZNEWHQLOPFWXOF-UHFFFAOYSA-N 0.000 claims description 3
239000008139 complexing agent Substances 0.000 claims description 3
229960004635 mesna Drugs 0.000 claims description 3
150000002894 organic compounds Chemical class 0.000 claims description 3
SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 claims description 2
125000001931 aliphatic group Chemical group 0.000 claims description 2
239000001961 anticonvulsive agent Substances 0.000 claims description 2
239000002111 antiemetic agent Substances 0.000 claims description 2
229940125683 antiemetic agent Drugs 0.000 claims description 2
239000003246 corticosteroid Substances 0.000 claims description 2
125000004122 cyclic group Chemical group 0.000 claims description 2
238000000605 extraction Methods 0.000 claims description 2
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CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 claims description 2
229960000367 inositol Drugs 0.000 claims description 2
DKYWVDODHFEZIM-UHFFFAOYSA-N ketoprofen Chemical group OC(=O)C(C)C1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 DKYWVDODHFEZIM-UHFFFAOYSA-N 0.000 claims description 2
229960000991 ketoprofen Drugs 0.000 claims description 2
239000000014 opioid analgesic Substances 0.000 claims description 2
CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 claims description 2
239000003029 tricyclic antidepressant agent Substances 0.000 claims description 2
239000006172 buffering agent Substances 0.000 claims 2
125000004432 carbon atom Chemical group C* 0.000 claims 2
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Polymers C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
XJLSEXAGTJCILF-RXMQYKEDSA-N (R)-nipecotic acid zwitterion Chemical class OC(=O)[C@@H]1CCCNC1 XJLSEXAGTJCILF-RXMQYKEDSA-N 0.000 claims 1
DTTDXHDYTWQDCS-UHFFFAOYSA-N 1-phenylcyclohexan-1-ol Chemical class C=1C=CC=CC=1C1(O)CCCCC1 DTTDXHDYTWQDCS-UHFFFAOYSA-N 0.000 claims 1
LLSKXGRDUPMXLC-UHFFFAOYSA-N 1-phenylpiperidine Chemical class C1CCCCN1C1=CC=CC=C1 LLSKXGRDUPMXLC-UHFFFAOYSA-N 0.000 claims 1
KDHYZCWXWUZIPR-UHFFFAOYSA-N 2-phenyl-1h-azepine Chemical class N1C=CC=CC=C1C1=CC=CC=C1 KDHYZCWXWUZIPR-UHFFFAOYSA-N 0.000 claims 1
CIWBSHSKHKDKBQ-MVHIGOERSA-N D-ascorbic acid Chemical compound OC[C@@H](O)[C@@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-MVHIGOERSA-N 0.000 claims 1
150000002168 ethanoic acid esters Chemical class 0.000 claims 1
238000007911 parenteral administration Methods 0.000 claims 1
WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical compound OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 claims 1
229940035024 thioglycerol Drugs 0.000 claims 1
150000003254 radicals Chemical class 0.000 abstract description 10
239000000872 buffer Substances 0.000 abstract description 8
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract description 6
239000001301 oxygen Substances 0.000 abstract description 6
229910052760 oxygen Inorganic materials 0.000 abstract description 6
208000002193 Pain Diseases 0.000 abstract description 4
239000007972 injectable composition Substances 0.000 abstract description 2
239000000730 antalgic agent Substances 0.000 abstract 1
230000001225 therapeutic effect Effects 0.000 abstract 1
239000000243 solution Substances 0.000 description 149
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 61
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 46
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 38
229910052757 nitrogen Inorganic materials 0.000 description 33
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 25
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 22
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 21
239000011780 sodium chloride Substances 0.000 description 19
239000007864 aqueous solution Substances 0.000 description 17
235000013772 propylene glycol Nutrition 0.000 description 16
229920001030 Polyethylene Glycol 4000 Polymers 0.000 description 12
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 12
239000008215 water for injection Substances 0.000 description 12
229920002565 Polyethylene Glycol 400 Polymers 0.000 description 11
239000002202 Polyethylene glycol Substances 0.000 description 11
229920001223 polyethylene glycol Polymers 0.000 description 11
230000015556 catabolic process Effects 0.000 description 10
238000006731 degradation reaction Methods 0.000 description 10
238000002835 absorbance Methods 0.000 description 9
UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 9
PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 8
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 8
239000000470 constituent Substances 0.000 description 8
238000011049 filling Methods 0.000 description 8
210000003205 muscle Anatomy 0.000 description 7
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
229960001305 cysteine hydrochloride Drugs 0.000 description 6
238000009472 formulation Methods 0.000 description 6
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238000011105 stabilization Methods 0.000 description 6
230000001954 sterilising effect Effects 0.000 description 6
230000002225 anti-radical effect Effects 0.000 description 5
KDQPSPMLNJTZAL-UHFFFAOYSA-L disodium hydrogenphosphate dihydrate Chemical compound O.O.[Na+].[Na+].OP([O-])([O-])=O KDQPSPMLNJTZAL-UHFFFAOYSA-L 0.000 description 5
239000012153 distilled water Substances 0.000 description 5
230000000694 effects Effects 0.000 description 5
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LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
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229910052782 aluminium Inorganic materials 0.000 description 4
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PPASLZSBLFJQEF-RKJRWTFHSA-M sodium ascorbate Substances [Na+].OC[C@@H](O)[C@H]1OC(=O)C(O)=C1[O-] PPASLZSBLFJQEF-RKJRWTFHSA-M 0.000 description 4
235000010378 sodium ascorbate Nutrition 0.000 description 4
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QIJRTFXNRTXDIP-UHFFFAOYSA-N (1-carboxy-2-sulfanylethyl)azanium;chloride;hydrate Chemical compound O.Cl.SCC(N)C(O)=O QIJRTFXNRTXDIP-UHFFFAOYSA-N 0.000 description 3
BCXHDORHMMZBBZ-DORFAMGDSA-N (4r,4ar,7s,7ar,12bs)-9-methoxy-3-methyl-2,4,4a,7,7a,13-hexahydro-1h-4,12-methanobenzofuro[3,2-e]isoquinoline-7-ol;sulfuric acid Chemical compound OS(O)(=O)=O.C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC.C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC BCXHDORHMMZBBZ-DORFAMGDSA-N 0.000 description 3
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VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical group [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 3
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229910021529 ammonia Inorganic materials 0.000 description 3
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Classifications

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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
- A61K31/167—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/485—Morphinan derivatives, e.g. morphine, codeine
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/20—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing sulfur, e.g. dimethyl sulfoxide [DMSO], docusate, sodium lauryl sulfate or aminosulfonic acids
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/22—Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones

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Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Life Sciences & Earth Sciences (AREA)
Epidemiology (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Oil, Petroleum & Natural Gas (AREA)
Pain & Pain Management (AREA)
Emergency Medicine (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Organic Chemistry (AREA)
Inorganic Chemistry (AREA)
Dermatology (AREA)
Rheumatology (AREA)
Neurosurgery (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Bioinformatics & Cheminformatics (AREA)
Medicinal Preparation (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

OA9800039A 1996-08-05 1998-04-03 Nouvelles formulations liquides stables à base de paracétamol et leur mode de préparation OA10678A (fr)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR9609858A FR2751875B1 (fr)	1996-08-05	1996-08-05	Nouvelles formulations liquides stables a base de paracetamol et leur mode de preparation

Publications (1)

Publication Number	Publication Date
OA10678A true OA10678A (fr)	2002-11-20

Family

ID=9494820

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
OA9800039A OA10678A (fr)	1996-08-05	1998-04-03	Nouvelles formulations liquides stables à base de paracétamol et leur mode de préparation

Country Status (23)

Country	Link
US (1)	US6028222A (pl)
EP (1)	EP0858329B1 (pl)
JP (2)	JP5060681B2 (pl)
KR (1)	KR100521235B1 (pl)
CN (1)	CN1133426C (pl)
AP (1)	AP957A (pl)
AT (1)	ATE241972T1 (pl)
AU (1)	AU742576B2 (pl)
BR (1)	BR9702362A (pl)
CA (1)	CA2233924C (pl)
CZ (1)	CZ298427B6 (pl)
DE (1)	DE69722580T2 (pl)
DK (1)	DK0858329T3 (pl)
ES (1)	ES2201316T3 (pl)
FR (1)	FR2751875B1 (pl)
HU (1)	HU226117B1 (pl)
MX (1)	MX9802734A (pl)
NZ (1)	NZ330136A (pl)
OA (1)	OA10678A (pl)
PL (1)	PL193104B1 (pl)
PT (1)	PT858329E (pl)
RU (1)	RU2192249C2 (pl)
WO (1)	WO1998005314A1 (pl)

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1996
- 1996-08-05 FR FR9609858A patent/FR2751875B1/fr not_active Expired - Fee Related
1997
- 1997-08-05 PT PT97936739T patent/PT858329E/pt unknown
- 1997-08-05 HU HU9901893A patent/HU226117B1/hu unknown
- 1997-08-05 CN CNB971913714A patent/CN1133426C/zh not_active Expired - Lifetime
- 1997-08-05 DK DK97936739T patent/DK0858329T3/da active
- 1997-08-05 AU AU39451/97A patent/AU742576B2/en not_active Expired
- 1997-08-05 DE DE69722580T patent/DE69722580T2/de not_active Expired - Lifetime
- 1997-08-05 ES ES97936739T patent/ES2201316T3/es not_active Expired - Lifetime
- 1997-08-05 JP JP50768698A patent/JP5060681B2/ja not_active Expired - Lifetime
- 1997-08-05 KR KR1019980702453A patent/KR100521235B1/ko not_active Expired - Lifetime
- 1997-08-05 WO PCT/FR1997/001452 patent/WO1998005314A1/fr not_active Ceased
- 1997-08-05 EP EP97936739A patent/EP0858329B1/fr not_active Expired - Lifetime
- 1997-08-05 PL PL326069A patent/PL193104B1/pl unknown
- 1997-08-05 CA CA2233924A patent/CA2233924C/fr not_active Expired - Lifetime
- 1997-08-05 CZ CZ0104898A patent/CZ298427B6/cs not_active IP Right Cessation
- 1997-08-05 US US09/051,246 patent/US6028222A/en not_active Expired - Lifetime
- 1997-08-05 AT AT97936739T patent/ATE241972T1/de active
- 1997-08-05 AP APAP/P/1998/001223A patent/AP957A/en active
- 1997-08-05 BR BR9702362-0A patent/BR9702362A/pt not_active IP Right Cessation
- 1997-08-05 NZ NZ330136A patent/NZ330136A/xx not_active IP Right Cessation
- 1997-08-05 RU RU98108032/14A patent/RU2192249C2/ru active
1998
- 1998-04-03 MX MX9802734A patent/MX9802734A/es unknown
- 1998-04-03 OA OA9800039A patent/OA10678A/fr unknown
2010
- 2010-04-28 JP JP2010104213A patent/JP5122604B2/ja not_active Expired - Lifetime

Also Published As

Publication number	Publication date
CN1204960A (zh)	1999-01-13
RU2192249C2 (ru)	2002-11-10
HUP9901893A3 (en)	2000-06-28
JP5060681B2 (ja)	2012-10-31
FR2751875B1 (fr)	1998-12-24
CA2233924C (fr)	2012-08-21
KR100521235B1 (ko)	2006-01-27
WO1998005314A1 (fr)	1998-02-12
CZ104898A3 (cs)	1998-09-16
JPH11514013A (ja)	1999-11-30
US6028222A (en)	2000-02-22
DE69722580T2 (de)	2004-04-29
ES2201316T3 (es)	2004-03-16
PL326069A1 (en)	1998-08-17
AU3945197A (en)	1998-02-25
CZ298427B6 (cs)	2007-10-03
KR19990063978A (ko)	1999-07-26
JP2010163462A (ja)	2010-07-29
MX9802734A (es)	1998-11-30
AP9801223A0 (en)	1998-06-30
DE69722580D1 (de)	2003-07-10
HU226117B1 (en)	2008-04-28
AP957A (en)	2001-04-12
JP5122604B2 (ja)	2013-01-16
DK0858329T3 (da)	2003-09-29
AU742576B2 (en)	2002-01-10
ATE241972T1 (de)	2003-06-15
FR2751875A1 (fr)	1998-02-06
CA2233924A1 (fr)	1998-02-12
HUP9901893A2 (hu)	1999-09-28
EP0858329A1 (fr)	1998-08-19
PL193104B1 (pl)	2007-01-31
PT858329E (pt)	2003-09-30
CN1133426C (zh)	2004-01-07
BR9702362A (pt)	1999-12-28
EP0858329B1 (fr)	2003-06-04
NZ330136A (en)	2000-03-27

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