JPH093071A - Ｓ（＋）−エトドラクの経口製剤 - Google Patents
Ｓ（＋）−エトドラクの経口製剤Info
- Publication number
- JPH093071A JPH093071A JP8150864A JP15086496A JPH093071A JP H093071 A JPH093071 A JP H093071A JP 8150864 A JP8150864 A JP 8150864A JP 15086496 A JP15086496 A JP 15086496A JP H093071 A JPH093071 A JP H093071A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- etodolac
- organoleptically acceptable
- pharmaceutical composition
- acceptable pharmaceutical
- 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.)
- Pending
Links
- 238000002360 preparation method Methods 0.000 title claims description 25
- NNYBQONXHNTVIJ-KRWDZBQOSA-N (S)-etodolac Chemical compound C1CO[C@@](CC)(CC(O)=O)C2=C1C(C=CC=C1CC)=C1N2 NNYBQONXHNTVIJ-KRWDZBQOSA-N 0.000 title abstract description 8
- 239000000203 mixture Substances 0.000 claims abstract description 140
- 230000002378 acidificating effect Effects 0.000 claims abstract 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 abstract description 12
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims abstract description 12
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims abstract description 10
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims abstract description 8
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims abstract description 8
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims abstract description 6
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000001530 fumaric acid Substances 0.000 claims abstract description 6
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- 235000011090 malic acid Nutrition 0.000 claims abstract description 6
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000001384 succinic acid Substances 0.000 claims abstract description 5
- CIWBSHSKHKDKBQ-DUZGATOHSA-N D-araboascorbic acid Natural products OC[C@@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-DUZGATOHSA-N 0.000 claims abstract description 4
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims abstract description 4
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims abstract description 4
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims abstract description 4
- 239000001361 adipic acid Substances 0.000 claims abstract description 4
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- 235000013922 glutamic acid Nutrition 0.000 claims abstract description 4
- 229940026239 isoascorbic acid Drugs 0.000 claims abstract description 4
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- 235000014655 lactic acid Nutrition 0.000 claims abstract description 4
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- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 39
- 239000003795 chemical substances by application Substances 0.000 claims description 18
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- 239000008194 pharmaceutical composition Substances 0.000 claims description 12
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- 239000003814 drug Substances 0.000 claims description 8
- 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
- 239000011975 tartaric acid Substances 0.000 claims description 5
- 235000002906 tartaric acid Nutrition 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 4
- 230000001055 chewing effect Effects 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 1
- WQJFIWXYPKYBTO-UHFFFAOYSA-N indole-1-acetic acid Chemical compound C1=CC=C2N(CC(=O)O)C=CC2=C1 WQJFIWXYPKYBTO-UHFFFAOYSA-N 0.000 claims 1
- NNYBQONXHNTVIJ-UHFFFAOYSA-N etodolac Chemical compound C1COC(CC)(CC(O)=O)C2=C1C(C=CC=C1CC)=C1N2 NNYBQONXHNTVIJ-UHFFFAOYSA-N 0.000 abstract description 120
- 229960005293 etodolac Drugs 0.000 abstract description 116
- 239000002253 acid Substances 0.000 abstract description 20
- 150000001875 compounds Chemical class 0.000 abstract description 9
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 abstract description 8
- 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 abstract description 8
- 235000019658 bitter taste Nutrition 0.000 abstract description 5
- 239000011248 coating agent Substances 0.000 abstract description 5
- 238000000576 coating method Methods 0.000 abstract description 5
- 230000000202 analgesic effect Effects 0.000 abstract description 3
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- 238000010171 animal model Methods 0.000 abstract description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 1
- 229960000250 adipic acid Drugs 0.000 abstract 1
- 229960005261 aspartic acid Drugs 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 229960002598 fumaric acid Drugs 0.000 abstract 1
- 229960002989 glutamic acid Drugs 0.000 abstract 1
- 229960000448 lactic acid Drugs 0.000 abstract 1
- 229940099690 malic acid Drugs 0.000 abstract 1
- 229940126701 oral medication Drugs 0.000 abstract 1
- 229960005137 succinic acid Drugs 0.000 abstract 1
- 238000009472 formulation Methods 0.000 description 92
- 239000004615 ingredient Substances 0.000 description 29
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 25
- 238000002156 mixing Methods 0.000 description 21
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 18
- 229930006000 Sucrose Natural products 0.000 description 16
- 238000000034 method Methods 0.000 description 16
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 14
- 239000003826 tablet Substances 0.000 description 13
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- 108020003175 receptors Proteins 0.000 description 12
- 102000005962 receptors Human genes 0.000 description 12
- 108010010803 Gelatin Proteins 0.000 description 11
- 239000008273 gelatin Substances 0.000 description 11
- 229920000159 gelatin Polymers 0.000 description 11
- 235000019322 gelatine Nutrition 0.000 description 11
- 235000011852 gelatine desserts Nutrition 0.000 description 11
- 241001465754 Metazoa Species 0.000 description 10
- 235000013355 food flavoring agent Nutrition 0.000 description 10
- 239000000551 dentifrice Substances 0.000 description 9
- 235000003599 food sweetener Nutrition 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- 239000003765 sweetening agent Substances 0.000 description 9
- 235000010493 xanthan gum Nutrition 0.000 description 9
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- 229920001285 xanthan gum Polymers 0.000 description 9
- 229940082509 xanthan gum Drugs 0.000 description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 8
- 229960004793 sucrose Drugs 0.000 description 8
- 235000019640 taste Nutrition 0.000 description 8
- 239000005711 Benzoic acid Substances 0.000 description 7
- 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 description 7
- 150000007513 acids Chemical class 0.000 description 7
- IAOZJIPTCAWIRG-QWRGUYRKSA-N aspartame Chemical compound OC(=O)C[C@H](N)C(=O)N[C@H](C(=O)OC)CC1=CC=CC=C1 IAOZJIPTCAWIRG-QWRGUYRKSA-N 0.000 description 7
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- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 6
- 229920000168 Microcrystalline cellulose Polymers 0.000 description 6
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- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 5
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- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 4
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 4
- 108010011485 Aspartame Proteins 0.000 description 4
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Classifications
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- 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
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- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/407—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
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- 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
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
-
- 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
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
- A61K9/0058—Chewing gums
-
- 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
- A61K9/0087—Galenical forms not covered by A61K9/02 - A61K9/7023
- A61K9/0095—Drinks; Beverages; Syrups; Compositions for reconstitution thereof, e.g. powders or tablets to be dispersed in a glass of water; Veterinary drenches
-
- 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
- A61K9/08—Solutions
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
-
- 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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
-
- 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]
Landscapes
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nutrition Science (AREA)
- Physiology (AREA)
- Zoology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Rheumatology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17195P | 1995-06-13 | 1995-06-13 | |
| US60/000171 | 1995-06-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH093071A true JPH093071A (ja) | 1997-01-07 |
Family
ID=21690247
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8150864A Pending JPH093071A (ja) | 1995-06-13 | 1996-06-12 | Ｓ（＋）−エトドラクの経口製剤 |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US5958445A (en, 2012) |
| EP (1) | EP0748628A3 (en, 2012) |
| JP (1) | JPH093071A (en, 2012) |
| KR (1) | KR970000228A (en, 2012) |
| CN (1) | CN1152434A (en, 2012) |
| AR (1) | AR003435A1 (en, 2012) |
| AU (1) | AU711853B2 (en, 2012) |
| BR (1) | BR9602758A (en, 2012) |
| CA (1) | CA2178686A1 (en, 2012) |
| CO (1) | CO4700456A1 (en, 2012) |
| CZ (1) | CZ170296A3 (en, 2012) |
| EA (1) | EA000047B1 (en, 2012) |
| EE (1) | EE9600067A (en, 2012) |
| HU (1) | HUP9601635A3 (en, 2012) |
| IL (1) | IL118636A (en, 2012) |
| IN (1) | IN182040B (en, 2012) |
| MA (1) | MA23907A1 (en, 2012) |
| NO (1) | NO962491L (en, 2012) |
| NZ (1) | NZ286791A (en, 2012) |
| PE (1) | PE10898A1 (en, 2012) |
| PL (1) | PL314732A1 (en, 2012) |
| SG (1) | SG46737A1 (en, 2012) |
| SK (1) | SK74396A3 (en, 2012) |
| SV (1) | SV1996000051A (en, 2012) |
| TR (1) | TR199600499A2 (en, 2012) |
| ZA (1) | ZA964928B (en, 2012) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005072775A1 (ja) * | 2004-01-29 | 2005-08-11 | Medrx Co., Ltd. | 消炎鎮痛外用剤 |
| JP2013064005A (ja) * | 2003-09-05 | 2013-04-11 | Arrow No 7 Ltd | 口腔内ドラッグ・デリバリー |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1998043675A1 (fr) | 1997-03-28 | 1998-10-08 | Eisai Co., Ltd. | Preparations pharmaceutiques orales dont on a reduit l'amertume au moyen d'un masquant |
| CN1227001C (zh) * | 1999-09-10 | 2005-11-16 | 兰贝克赛实验室有限公司 | 依托度酸的缓释制剂 |
| WO2001021178A2 (en) * | 1999-09-22 | 2001-03-29 | Akzo Nobel, N.V. | Method of treating cognitive dysfunction syndrome in dogs and chewable tablet for dogs |
| KR100416242B1 (ko) * | 1999-12-22 | 2004-01-31 | 주식회사 삼양사 | 약물전달체용 생분해성 블록 공중합체의 액체 조성물 및이의 제조방법 |
| JP4107842B2 (ja) | 2000-03-01 | 2008-06-25 | エーザイ・アール・アンド・ディー・マネジメント株式会社 | ポリビニルアルコールを配合した速崩壊性錠剤 |
| US6514537B1 (en) | 2000-06-02 | 2003-02-04 | Cumberland Swan Holdings, Inc. | Magnesium citrate solution |
| AU2001285011A1 (en) * | 2000-08-18 | 2002-03-04 | Pharmacia Corporation | Rapidly disintegrating oral formulation of a cyclooxygenase-2 inhibitor |
| CN1638739A (zh) * | 2000-08-18 | 2005-07-13 | 法玛西雅厄普约翰美国公司 | 治疗成瘾性障碍的化合物 |
| WO2002067894A2 (en) * | 2001-02-27 | 2002-09-06 | Ranbaxy Laboratories Limited | Fast dissolving tablets of cyclooxygenase-2 enzyme inhibitors |
| CA2461044A1 (en) * | 2001-09-26 | 2003-04-03 | Pharmacia Corporation | Intraorally disintegrating valdecoxib compositions |
| WO2003055525A1 (fr) * | 2001-12-25 | 2003-07-10 | Takeda Chemical Industries, Ltd. | Preparations contenant un acide |
| US20040151759A1 (en) * | 2002-08-16 | 2004-08-05 | Douglas Cleverly | Non-animal product containing veterinary formulations |
| US20040037869A1 (en) * | 2002-08-16 | 2004-02-26 | Douglas Cleverly | Non-animal product containing veterinary formulations |
| AR045142A1 (es) | 2003-07-30 | 2005-10-19 | Novartis Ag | Composicion veterinaria masticable ductil de buen sabor |
| US20080255104A1 (en) * | 2004-05-04 | 2008-10-16 | Equitech Corporation | Nsaid Compositions |
| BRPI0602825A2 (pt) * | 2006-06-23 | 2012-04-24 | Rhodia Br Ltda | formulação de pó efervescente auto-refrigerante para bebidas e uso de formulação em pó efervescente |
| US20090258823A1 (en) * | 2006-12-08 | 2009-10-15 | George Caroline L S | Composition and methods for the prevention and treatment of gastrointestinal infections |
| CN110251509A (zh) | 2012-02-06 | 2019-09-20 | 勃林格殷格翰动物保健美国公司 | 包含全身性地起作用的活性剂的杀寄生虫口服兽用组合物、方法及其用途 |
| US20150057321A1 (en) | 2012-04-04 | 2015-02-26 | Intervet Inc. | Soft chewable pharmaceutical products |
| WO2013169218A1 (en) * | 2012-05-08 | 2013-11-14 | Mahmut Bilgic | Pharmaceutical compositions of s-etodolac |
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|---|---|---|---|---|
| US2260148A (en) * | 1939-06-19 | 1941-10-21 | Frank H Fleer Corp | Chewing gum material |
| GB971700A (en) * | 1961-02-02 | 1964-09-30 | Boots Pure Drug Co Ltd | Anti-Inflammatory Agents |
| US3939178A (en) * | 1971-06-01 | 1976-02-17 | American Home Products Corporation | Certain pyrano [3,4-b]indoles and thiopyrano[3,4-b]indoles |
| GB1548022A (en) * | 1976-10-06 | 1979-07-04 | Wyeth John & Brother Ltd | Pharmaceutial dosage forms |
| CA1097233A (en) * | 1977-07-20 | 1981-03-10 | George K. E. Gregory | Packages |
| US4265847A (en) * | 1978-03-30 | 1981-05-05 | Kirby Pharmaceuticals Ltd | Tabletting process |
| US4520203A (en) * | 1983-08-16 | 1985-05-28 | American Home Products Corporation | Resolution of (±)-1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid using cinchonine |
| US4639368A (en) * | 1984-08-23 | 1987-01-27 | Farmacon Research Corporation | Chewing gum containing a medicament and taste maskers |
| US4879108A (en) * | 1985-12-20 | 1989-11-07 | Warner-Lambert Company | Confectionery delivery system for antipyretics |
| US4764378A (en) * | 1986-02-10 | 1988-08-16 | Zetachron, Inc. | Buccal drug dosage form |
| DE3669103D1 (de) * | 1986-11-14 | 1990-04-05 | Puetter Medice Chem Pharm | Ibuprofen enthaltendes arzneimittel. |
| US4800087A (en) * | 1986-11-24 | 1989-01-24 | Mehta Atul M | Taste-masked pharmaceutical compositions |
| US4835187A (en) * | 1987-06-15 | 1989-05-30 | American Home Products Corporation | Spray dried ibuprofen |
| US4835186A (en) * | 1987-06-15 | 1989-05-30 | American Home Products Corporation | Spray dried ibuprofen |
| US4788220A (en) * | 1987-07-08 | 1988-11-29 | American Home Products Corporation (Del.) | Pediatric ibuprofen compositions |
| US4851444A (en) * | 1987-07-10 | 1989-07-25 | Analgesic Associates | Onset-hastened/enhanced analgesia |
| IE60311B1 (en) * | 1987-09-24 | 1994-06-29 | American Home Prod | Sustained release etodolac |
| US4861797A (en) * | 1987-10-15 | 1989-08-29 | Oratech Pharmaceutical Development Corporation | Liquid ibuprofen compositions and methods of making them |
| US4851226A (en) * | 1987-11-16 | 1989-07-25 | Mcneil Consumer Products Company | Chewable medicament tablet containing means for taste masking |
| US4835188A (en) * | 1987-12-08 | 1989-05-30 | American Home Products Corporation | Spray dried ibuprofen |
| US4942039A (en) * | 1989-05-09 | 1990-07-17 | Miles Inc. | Effervescent analgesic antacid composition having reduced sodium content |
| GB8909793D0 (en) * | 1989-04-28 | 1989-06-14 | Beecham Group Plc | Pharmaceutical formulation |
| US5084278A (en) * | 1989-06-02 | 1992-01-28 | Nortec Development Associates, Inc. | Taste-masked pharmaceutical compositions |
| US5190981A (en) * | 1989-08-17 | 1993-03-02 | Sepracor Inc. | Formulation containing S(+) enantiomer of flurbiprofen or ketoprofen and method of use for oral administration for prevention and treatment of bone loss associated with periodontal disease |
| US5380535A (en) * | 1991-05-28 | 1995-01-10 | Geyer; Robert P. | Chewable drug-delivery compositions and methods for preparing the same |
| AU3806393A (en) * | 1992-03-13 | 1993-10-05 | Sepracor, Inc. | Antipyretic and analgesic methods and compositions containing optically pure r-etodolac |
| GB9224021D0 (en) * | 1992-11-16 | 1993-01-06 | Boots Co Plc | Effervescent compositions |
| US5458879A (en) * | 1994-03-03 | 1995-10-17 | The Procter & Gamble Company | Oral vehicle compositions |
-
1996
- 1996-06-10 CA CA002178686A patent/CA2178686A1/en not_active Abandoned
- 1996-06-10 PE PE1996000447A patent/PE10898A1/es not_active Application Discontinuation
- 1996-06-10 IN IN1078CA1996 patent/IN182040B/en unknown
- 1996-06-10 ZA ZA9604928A patent/ZA964928B/xx unknown
- 1996-06-10 SK SK743-96A patent/SK74396A3/sk unknown
- 1996-06-11 PL PL96314732A patent/PL314732A1/xx unknown
- 1996-06-11 EP EP96304321A patent/EP0748628A3/en not_active Withdrawn
- 1996-06-11 CZ CZ961702A patent/CZ170296A3/cs unknown
- 1996-06-11 NZ NZ286791A patent/NZ286791A/en unknown
- 1996-06-11 EA EA199600029A patent/EA000047B1/ru not_active IP Right Cessation
- 1996-06-11 AU AU55880/96A patent/AU711853B2/en not_active Ceased
- 1996-06-11 CO CO96030080A patent/CO4700456A1/es unknown
- 1996-06-12 EE EE9600067A patent/EE9600067A/xx unknown
- 1996-06-12 BR BR9602758A patent/BR9602758A/pt active Search and Examination
- 1996-06-12 CN CN96112008A patent/CN1152434A/zh active Pending
- 1996-06-12 SG SG1996010058A patent/SG46737A1/en unknown
- 1996-06-12 AR ARP960103120A patent/AR003435A1/es unknown
- 1996-06-12 TR TR96/00499A patent/TR199600499A2/xx unknown
- 1996-06-12 KR KR1019960020872A patent/KR970000228A/ko not_active Withdrawn
- 1996-06-12 MA MA24280A patent/MA23907A1/fr unknown
- 1996-06-12 IL IL11863696A patent/IL118636A/xx not_active IP Right Cessation
- 1996-06-12 NO NO962491A patent/NO962491L/no not_active Application Discontinuation
- 1996-06-12 JP JP8150864A patent/JPH093071A/ja active Pending
- 1996-06-12 SV SV1996000051A patent/SV1996000051A/es not_active Application Discontinuation
- 1996-06-13 HU HU9601635A patent/HUP9601635A3/hu unknown
-
1998
- 1998-01-14 US US09/006,980 patent/US5958445A/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013064005A (ja) * | 2003-09-05 | 2013-04-11 | Arrow No 7 Ltd | 口腔内ドラッグ・デリバリー |
| US8858984B2 (en) | 2003-09-05 | 2014-10-14 | Gelmedic Holding Aps | Buccal drug delivery |
| WO2005072775A1 (ja) * | 2004-01-29 | 2005-08-11 | Medrx Co., Ltd. | 消炎鎮痛外用剤 |
| US7655687B2 (en) | 2004-01-29 | 2010-02-02 | Medrx Co., Ltd. | Anti-inflammatory analgesic for external use |
Also Published As
| Publication number | Publication date |
|---|---|
| MA23907A1 (fr) | 1996-12-31 |
| US5958445A (en) | 1999-09-28 |
| HUP9601635A2 (en) | 1997-04-28 |
| HU9601635D0 (en) | 1996-08-28 |
| NO962491L (no) | 1996-12-16 |
| CZ170296A3 (en) | 1997-04-16 |
| IL118636A0 (en) | 1996-10-16 |
| NO962491D0 (no) | 1996-06-12 |
| CO4700456A1 (es) | 1998-12-29 |
| CN1152434A (zh) | 1997-06-25 |
| AU711853B2 (en) | 1999-10-21 |
| HUP9601635A3 (en) | 2000-06-28 |
| PL314732A1 (en) | 1996-12-23 |
| IL118636A (en) | 2000-02-17 |
| AU5588096A (en) | 1997-01-02 |
| EA199600029A2 (ru) | 1996-12-30 |
| BR9602758A (pt) | 1998-04-22 |
| SG46737A1 (en) | 1998-02-20 |
| KR970000228A (ko) | 1997-01-21 |
| ZA964928B (en) | 1997-12-10 |
| IN182040B (en, 2012) | 1998-12-12 |
| EP0748628A3 (en) | 1997-04-23 |
| EA000047B1 (ru) | 1998-04-30 |
| EP0748628A2 (en) | 1996-12-18 |
| CA2178686A1 (en) | 1996-12-14 |
| EE9600067A (et) | 1996-12-16 |
| EA199600029A3 (ru) | 1997-03-31 |
| SV1996000051A (es) | 1997-02-17 |
| TR199600499A2 (tr) | 1996-12-21 |
| AR003435A1 (es) | 1998-08-05 |
| PE10898A1 (es) | 1998-03-20 |
| SK74396A3 (en) | 1997-04-09 |
| NZ286791A (en) | 1998-01-26 |
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