CA2550342A1 - Effervescent preparation of a basic medicinal substance - Google Patents

Effervescent preparation of a basic medicinal substance Download PDF

Info

Publication number: CA2550342A1
Authority: CA; Canada
Prior art keywords: effervescent; acid; present; preparation according; effervescent preparation
Prior art date: 2003-12-19
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.): Abandoned

Application number

CA002550342A

Other languages

English (en)

French (fr)

Inventor

Wolfgang Wiehl

Irene Loose

Ralf Buellesbach

Dieter Rehn

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Bayer Pharma AG

Original Assignee

Individual

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.)

2003-12-19

Filing date

2004-12-07

Publication date

2005-07-14

2004-12-07 Application filed by Individual filed Critical Individual

2005-07-14 Publication of CA2550342A1 publication Critical patent/CA2550342A1/en

Status Abandoned legal-status Critical Current

Links

238000002360 preparation method Methods 0.000 title claims abstract description 61
239000012907 medicinal substance Substances 0.000 title abstract 3
238000009825 accumulation Methods 0.000 claims abstract description 24
239000003814 drug Substances 0.000 claims abstract description 15
238000000034 method Methods 0.000 claims abstract description 4
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 66
239000000203 mixture Substances 0.000 claims description 44
239000004480 active ingredient Substances 0.000 claims description 28
239000013543 active substance Substances 0.000 claims description 25
KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 claims description 23
230000002378 acidificating effect Effects 0.000 claims description 21
-1 alkaline earth metal carbonates Chemical class 0.000 claims description 20
KWGRBVOPPLSCSI-WCBMZHEXSA-N pseudoephedrine Chemical compound CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WCBMZHEXSA-N 0.000 claims description 20
229960003908 pseudoephedrine Drugs 0.000 claims description 20
150000003839 salts Chemical class 0.000 claims description 20
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 18
RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 claims description 16
229960005489 paracetamol Drugs 0.000 claims description 15
HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims description 14
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 14
229960001680 ibuprofen Drugs 0.000 claims description 14
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 13
BALXUFOVQVENIU-KXNXZCPBSA-N pseudoephedrine hydrochloride Chemical compound [H+].[Cl-].CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 BALXUFOVQVENIU-KXNXZCPBSA-N 0.000 claims description 13
BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 12
BSYNRYMUTXBXSQ-FOQJRBATSA-N 59096-14-9 Chemical compound CC(=O)OC1=CC=CC=C1[14C](O)=O BSYNRYMUTXBXSQ-FOQJRBATSA-N 0.000 claims description 11
239000002253 acid Substances 0.000 claims description 11
229910000019 calcium carbonate Inorganic materials 0.000 claims description 9
BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 claims description 8
CMWTZPSULFXXJA-UHFFFAOYSA-N Naproxen Natural products C1=C(C(C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-UHFFFAOYSA-N 0.000 claims description 8
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 8
229960001138 acetylsalicylic acid Drugs 0.000 claims description 8
235000010216 calcium carbonate Nutrition 0.000 claims description 8
239000008187 granular material Substances 0.000 claims description 8
229960002009 naproxen Drugs 0.000 claims description 8
CMWTZPSULFXXJA-VIFPVBQESA-N naproxen Chemical compound C1=C([C@H](C)C(O)=O)C=CC2=CC(OC)=CC=C21 CMWTZPSULFXXJA-VIFPVBQESA-N 0.000 claims description 8
239000000126 substance Substances 0.000 claims description 8
229910000029 sodium carbonate Inorganic materials 0.000 claims description 7
229910052784 alkaline earth metal Inorganic materials 0.000 claims description 6
229960003291 chlorphenamine Drugs 0.000 claims description 6
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 6
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 claims description 5
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 5
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 5
229940035676 analgesics Drugs 0.000 claims description 5
239000000730 antalgic agent Substances 0.000 claims description 5
235000010323 ascorbic acid Nutrition 0.000 claims description 5
229960005070 ascorbic acid Drugs 0.000 claims description 5
239000011668 ascorbic acid Substances 0.000 claims description 5
239000000546 pharmaceutical excipient Substances 0.000 claims description 5
239000000843 powder Substances 0.000 claims description 5
239000003826 tablet Substances 0.000 claims description 5
239000011975 tartaric acid Substances 0.000 claims description 5
235000002906 tartaric acid Nutrition 0.000 claims description 5
CAVQBDOACNULDN-NRCOEFLKSA-N (1s,2s)-2-(methylamino)-1-phenylpropan-1-ol;sulfuric acid Chemical compound OS(O)(=O)=O.CN[C@@H](C)[C@@H](O)C1=CC=CC=C1.CN[C@@H](C)[C@@H](O)C1=CC=CC=C1 CAVQBDOACNULDN-NRCOEFLKSA-N 0.000 claims description 4
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 4
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 description 4
150000008043 acidic salts Chemical class 0.000 claims description 4
229910000288 alkali metal carbonate Inorganic materials 0.000 claims description 4
150000008041 alkali metal carbonates Chemical class 0.000 claims description 4
229910000147 aluminium phosphate Inorganic materials 0.000 claims description 4
229960005174 ambroxol Drugs 0.000 claims description 4
JBDGDEWWOUBZPM-XYPYZODXSA-N ambroxol Chemical compound NC1=C(Br)C=C(Br)C=C1CN[C@@H]1CC[C@@H](O)CC1 JBDGDEWWOUBZPM-XYPYZODXSA-N 0.000 claims description 4
NKWPZUCBCARRDP-UHFFFAOYSA-L calcium bicarbonate Chemical compound [Ca+2].OC([O-])=O.OC([O-])=O NKWPZUCBCARRDP-UHFFFAOYSA-L 0.000 claims description 4
229910000020 calcium bicarbonate Inorganic materials 0.000 claims description 4
229960001985 dextromethorphan Drugs 0.000 claims description 4
QWDJLDTYWNBUKE-UHFFFAOYSA-L magnesium bicarbonate Chemical compound [Mg+2].OC([O-])=O.OC([O-])=O QWDJLDTYWNBUKE-UHFFFAOYSA-L 0.000 claims description 4
239000002370 magnesium bicarbonate Substances 0.000 claims description 4
229910000022 magnesium bicarbonate Inorganic materials 0.000 claims description 4
235000014824 magnesium bicarbonate Nutrition 0.000 claims description 4
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims description 4
239000001095 magnesium carbonate Substances 0.000 claims description 4
229910000021 magnesium carbonate Inorganic materials 0.000 claims description 4
OUHCLAKJJGMPSW-UHFFFAOYSA-L magnesium;hydrogen carbonate;hydroxide Chemical compound O.[Mg+2].[O-]C([O-])=O OUHCLAKJJGMPSW-UHFFFAOYSA-L 0.000 claims description 4
235000011007 phosphoric acid Nutrition 0.000 claims description 4
CIWBSHSKHKDKBQ-DUZGATOHSA-N D-isoascorbic acid Chemical compound OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 claims description 3
UIIMBOGNXHQVGW-DEQYMQKBSA-M Sodium bicarbonate-14C Chemical compound [Na+].O[14C]([O-])=O UIIMBOGNXHQVGW-DEQYMQKBSA-M 0.000 claims description 3
239000011324 bead Substances 0.000 claims description 3
229960000590 celecoxib Drugs 0.000 claims description 3
RZEKVGVHFLEQIL-UHFFFAOYSA-N celecoxib Chemical compound C1=CC(C)=CC=C1C1=CC(C(F)(F)F)=NN1C1=CC=C(S(N)(=O)=O)C=C1 RZEKVGVHFLEQIL-UHFFFAOYSA-N 0.000 claims description 3
229960002881 clemastine Drugs 0.000 claims description 3
YNNUSGIPVFPVBX-NHCUHLMSSA-N clemastine Chemical compound CN1CCC[C@@H]1CCO[C@@](C)(C=1C=CC(Cl)=CC=1)C1=CC=CC=C1 YNNUSGIPVFPVBX-NHCUHLMSSA-N 0.000 claims description 3
229960001259 diclofenac Drugs 0.000 claims description 3
DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 claims description 3
229940120889 dipyrone Drugs 0.000 claims description 3
235000010350 erythorbic acid Nutrition 0.000 claims description 3
229940026239 isoascorbic acid Drugs 0.000 claims description 3
LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 claims description 3
239000008188 pellet Substances 0.000 claims description 3
229960001802 phenylephrine Drugs 0.000 claims description 3
SONNWYBIRXJNDC-VIFPVBQESA-N phenylephrine Chemical compound CNC[C@H](O)C1=CC=CC(O)=C1 SONNWYBIRXJNDC-VIFPVBQESA-N 0.000 claims description 3
239000011736 potassium bicarbonate Substances 0.000 claims description 3
229910000028 potassium bicarbonate Inorganic materials 0.000 claims description 3
235000015497 potassium bicarbonate Nutrition 0.000 claims description 3
229910000027 potassium carbonate Inorganic materials 0.000 claims description 3
235000011181 potassium carbonates Nutrition 0.000 claims description 3
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims description 3
229960003447 pseudoephedrine hydrochloride Drugs 0.000 claims description 3
229960000371 rofecoxib Drugs 0.000 claims description 3
RZJQGNCSTQAWON-UHFFFAOYSA-N rofecoxib Chemical compound C1=CC(S(=O)(=O)C)=CC=C1C1=C(C=2C=CC=CC=2)C(=O)OC1 RZJQGNCSTQAWON-UHFFFAOYSA-N 0.000 claims description 3
235000017550 sodium carbonate Nutrition 0.000 claims description 3
201000010099 disease Diseases 0.000 claims description 2
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 2
229960004838 phosphoric acid Drugs 0.000 claims description 2
229960001367 tartaric acid Drugs 0.000 claims description 2
210000002700 urine Anatomy 0.000 abstract description 9
239000003795 chemical substances by application Substances 0.000 abstract 1
238000004519 manufacturing process Methods 0.000 abstract 1
230000021962 pH elevation Effects 0.000 abstract 1
235000015165 citric acid Nutrition 0.000 description 16
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 12
230000036470 plasma concentration Effects 0.000 description 12
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 8
239000007938 effervescent tablet Substances 0.000 description 8
239000011734 sodium Substances 0.000 description 8
229910052708 sodium Inorganic materials 0.000 description 8
239000000796 flavoring agent Substances 0.000 description 7
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 6
WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
238000009472 formulation Methods 0.000 description 6
229910000030 sodium bicarbonate Inorganic materials 0.000 description 6
235000017557 sodium bicarbonate Nutrition 0.000 description 6
150000004649 carbonic acid derivatives Chemical class 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
239000002585 base Substances 0.000 description 4
235000019634 flavors Nutrition 0.000 description 4
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229930195725 Mannitol Natural products 0.000 description 3
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239000002202 Polyethylene glycol Substances 0.000 description 3
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230000000954 anitussive effect Effects 0.000 description 3
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239000004408 titanium dioxide Substances 0.000 description 1
229960005371 tolbutamide Drugs 0.000 description 1
229960002051 trandolapril Drugs 0.000 description 1
229960003223 tripelennamine Drugs 0.000 description 1
UNXRWKVEANCORM-UHFFFAOYSA-N triphosphoric acid Chemical compound OP(O)(=O)OP(O)(=O)OP(O)(O)=O UNXRWKVEANCORM-UHFFFAOYSA-N 0.000 description 1
229940048102 triphosphoric acid Drugs 0.000 description 1
229960005080 warfarin Drugs 0.000 description 1
PJVWKTKQMONHTI-UHFFFAOYSA-N warfarin Chemical compound OC=1C2=CC=CC=C2OC(=O)C=1C(CC(=O)C)C1=CC=CC=C1 PJVWKTKQMONHTI-UHFFFAOYSA-N 0.000 description 1
MTZBBNMLMNBNJL-UHFFFAOYSA-N xipamide Chemical compound CC1=CC=CC(C)=C1NC(=O)C1=CC(S(N)(=O)=O)=C(Cl)C=C1O MTZBBNMLMNBNJL-UHFFFAOYSA-N 0.000 description 1
229960000537 xipamide Drugs 0.000 description 1
OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
239000002132 β-lactam antibiotic Substances 0.000 description 1
229940124586 β-lactam antibiotics Drugs 0.000 description 1

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
- A61K9/0002—Galenical forms characterised by the drug release technique; Application systems commanded by energy
- A61K9/0007—Effervescent
- 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
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/137—Arylalkylamines, e.g. amphetamine, epinephrine, salbutamol, ephedrine or methadone
- 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
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
- 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

Landscapes

Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
Chemical & Material Sciences (AREA)
General Health & Medical Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Medicinal Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Epidemiology (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Pain & Pain Management (AREA)
Organic Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Neurosurgery (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Urology & Nephrology (AREA)
Emergency Medicine (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Medicinal Preparation (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Cosmetics (AREA)

CA002550342A 2003-12-19 2004-12-07 Effervescent preparation of a basic medicinal substance Abandoned CA2550342A1 (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DE10359790A DE10359790A1 (de)	2003-12-19	2003-12-19	Brausezubereitung einer basischen arzneilich wirksamen Substanz
DE10359790.5		2003-12-19
PCT/EP2004/013886 WO2005063199A1 (de)	2003-12-19	2004-12-07	Brausezubereitung einer basischen arzneilich wirksamen substanz

Publications (1)

Publication Number	Publication Date
CA2550342A1 true CA2550342A1 (en)	2005-07-14

Family

ID=34683574

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002550342A Abandoned CA2550342A1 (en)	2003-12-19	2004-12-07	Effervescent preparation of a basic medicinal substance

Country Status (16)

Country	Link
EP (1)	EP1696874A1 (no)
JP (1)	JP2007515418A (no)
KR (1)	KR20060109492A (no)
CN (1)	CN1893920A (no)
AR (1)	AR046955A1 (no)
AU (1)	AU2004308590A1 (no)
BR (1)	BRPI0417796A (no)
CA (1)	CA2550342A1 (no)
DE (1)	DE10359790A1 (no)
EC (1)	ECSP066649A (no)
IL (1)	IL176356A0 (no)
MA (1)	MA28276A1 (no)
MX (1)	MXPA06006658A (no)
NO (1)	NO20063327L (no)
WO (1)	WO2005063199A1 (no)
ZA (1)	ZA200604946B (no)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US9078824B2 (en)	2007-09-24	2015-07-14	The Procter & Gamble Company	Composition and method of stabilized sensitive ingredient
TR201107202T1 (tr) *	2008-11-11	2012-02-21	Berko İlaç Ve Ki̇mya Sanayi̇ A.Ş.	İbuprofen, psödoefedrin ve klorfeniramin içeren bir farmasötik bileşim.
RU2547562C2 (ru) *	2009-05-27	2015-04-10	Дасан Медикем Ко., Лтд.	Многослойная таблетка, содержащая эффервесцентный слой
WO2013109224A1 (en) *	2012-01-18	2013-07-25	Mahmut Bilgic	Pharmaceutical compositions comprising diclofenac
CN104622831B (zh) *	2013-11-06	2018-06-22	江苏豪森药业集团有限公司	一种口服片剂及其制备方法
CN107951034B (zh) *	2017-12-01	2021-03-23	郑州拓洋生物工程有限公司	维生素泡腾制剂及其制备方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4613497A (en) *	1984-02-29	1986-09-23	Health Products Development, Inc.	Dry, water-foamable pharmaceutical compositions
CA2021548A1 (en) *	1989-09-01	1991-03-02	Ronald Nash Duvall	Effervescent cold or sinus allergy medicine composition having reduced sodium content
CA2084028A1 (en) *	1991-11-27	1993-05-28	Harish B. Pandya	Hot flu composition
AU7407194A (en) *	1993-08-03	1995-02-28	Warner-Lambert Company	Pleasant tasting effervescent cold/allergy medications
JP2000063269A (ja) *	1998-08-20	2000-02-29	Taiho Yakuhin Kogyo Kk	固形製剤

2003
- 2003-12-19 DE DE10359790A patent/DE10359790A1/de not_active Withdrawn
2004
- 2004-12-07 WO PCT/EP2004/013886 patent/WO2005063199A1/de active Application Filing
- 2004-12-07 BR BRPI0417796-7A patent/BRPI0417796A/pt not_active IP Right Cessation
- 2004-12-07 CN CNA2004800373887A patent/CN1893920A/zh active Pending
- 2004-12-07 KR KR1020067011963A patent/KR20060109492A/ko not_active Application Discontinuation
- 2004-12-07 JP JP2006544276A patent/JP2007515418A/ja not_active Withdrawn
- 2004-12-07 EP EP04803578A patent/EP1696874A1/de not_active Withdrawn
- 2004-12-07 AU AU2004308590A patent/AU2004308590A1/en not_active Abandoned
- 2004-12-07 CA CA002550342A patent/CA2550342A1/en not_active Abandoned
- 2004-12-07 MX MXPA06006658A patent/MXPA06006658A/es active IP Right Grant
- 2004-12-17 AR ARP040104747A patent/AR046955A1/es not_active Application Discontinuation
2006
- 2006-06-15 IL IL176356A patent/IL176356A0/en unknown
- 2006-06-15 ZA ZA200604946A patent/ZA200604946B/en unknown
- 2006-06-16 EC EC2006006649A patent/ECSP066649A/es unknown
- 2006-06-26 MA MA29140A patent/MA28276A1/fr unknown
- 2006-07-18 NO NO20063327A patent/NO20063327L/no not_active Application Discontinuation

Also Published As

Publication number	Publication date
CN1893920A (zh)	2007-01-10
AR046955A1 (es)	2006-01-04
NO20063327L (no)	2006-07-18
AU2004308590A1 (en)	2005-07-14
IL176356A0 (en)	2006-10-05
ZA200604946B (en)	2007-09-26
KR20060109492A (ko)	2006-10-20
MXPA06006658A (es)	2006-08-31
BRPI0417796A (pt)	2007-03-20
DE10359790A1 (de)	2005-07-21
WO2005063199A1 (de)	2005-07-14
ECSP066649A (es)	2006-10-25
EP1696874A1 (de)	2006-09-06
JP2007515418A (ja)	2007-06-14
MA28276A1 (fr)	2006-11-01

Legal Events

Date	Code	Title	Description
2010-12-07	FZDE	Discontinued

Publication	Publication Date	Title
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WO2002092058A1 (fr)	2002-11-21	Preparation solide se desintegrant rapidement