NO329694B1 - Farmasoytisk formulering og anvendelse derav, samt belagt tablett - Google Patents
Farmasoytisk formulering og anvendelse derav, samt belagt tablett Download PDFInfo
- Publication number
- NO329694B1 NO329694B1 NO20001870A NO20001870A NO329694B1 NO 329694 B1 NO329694 B1 NO 329694B1 NO 20001870 A NO20001870 A NO 20001870A NO 20001870 A NO20001870 A NO 20001870A NO 329694 B1 NO329694 B1 NO 329694B1
- Authority
- NO
- Norway
- Prior art keywords
- amoxicillin
- release
- potassium clavulanate
- pharmaceutical formulation
- slow
- Prior art date
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- 239000008194 pharmaceutical composition Substances 0.000 title claims description 46
- LSQZJLSUYDQPKJ-NJBDSQKTSA-N amoxicillin Chemical compound C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 LSQZJLSUYDQPKJ-NJBDSQKTSA-N 0.000 claims description 305
- 229960003022 amoxicillin Drugs 0.000 claims description 278
- LSQZJLSUYDQPKJ-UHFFFAOYSA-N p-Hydroxyampicillin Natural products O=C1N2C(C(O)=O)C(C)(C)SC2C1NC(=O)C(N)C1=CC=C(O)C=C1 LSQZJLSUYDQPKJ-UHFFFAOYSA-N 0.000 claims description 276
- 239000003826 tablet Substances 0.000 claims description 187
- ABVRVIZBZKUTMK-JSYANWSFSA-M potassium clavulanate Chemical compound [K+].[O-]C(=O)[C@H]1C(=C/CO)/O[C@@H]2CC(=O)N21 ABVRVIZBZKUTMK-JSYANWSFSA-M 0.000 claims description 129
- 239000000203 mixture Substances 0.000 claims description 125
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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 58
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- QJVHTELASVOWBE-AGNWQMPPSA-N (2s,5r,6r)-6-[[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;(2r,3z,5r)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Chemical compound OC(=O)[C@H]1C(=C/CO)/O[C@@H]2CC(=O)N21.C1([C@@H](N)C(=O)N[C@H]2[C@H]3SC([C@@H](N3C2=O)C(O)=O)(C)C)=CC=C(O)C=C1 QJVHTELASVOWBE-AGNWQMPPSA-N 0.000 description 5
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Landscapes
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- Medicinal Preparation (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Peptides Or Proteins (AREA)
- Crystals, And After-Treatments Of Crystals (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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US12907499P | 1999-04-13 | 1999-04-13 | |
US15072799P | 1999-08-25 | 1999-08-25 | |
US15981399P | 1999-10-15 | 1999-10-15 |
Publications (3)
Publication Number | Publication Date |
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NO20001870D0 NO20001870D0 (no) | 2000-04-11 |
NO20001870L NO20001870L (no) | 2000-10-16 |
NO329694B1 true NO329694B1 (no) | 2010-12-06 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO20001870A NO329694B1 (no) | 1999-04-13 | 2000-04-11 | Farmasoytisk formulering og anvendelse derav, samt belagt tablett |
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Families Citing this family (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB9407386D0 (en) | 1994-04-14 | 1994-06-08 | Smithkline Beecham Plc | Pharmaceutical formulation |
GB9408117D0 (en) * | 1994-04-23 | 1994-06-15 | Smithkline Beecham Corp | Pharmaceutical formulations |
WO1997009042A1 (en) | 1995-09-07 | 1997-03-13 | Smithkline Beecham Corporation | Pharmaceutical formulation |
SE9802973D0 (sv) | 1998-09-03 | 1998-09-03 | Astra Ab | Immediate release tablet |
US6294199B1 (en) | 1999-04-13 | 2001-09-25 | Beecham Pharmaceuticals (Pte) Limited | Method of treating a bacterial infection comprising administering amoxycillin |
US7250176B1 (en) | 1999-04-13 | 2007-07-31 | Beecham Pharmaceuticals (Pte) Limited | Method of treating a bacterial infection |
US6878386B1 (en) | 1999-04-13 | 2005-04-12 | Beecham Pharmaceuticals (Pte) Limited | Method of treating a bacterial infection comprising amoxycillin and potassium clavulanate |
US6544555B2 (en) | 2000-02-24 | 2003-04-08 | Advancis Pharmaceutical Corp. | Antibiotic product, use and formulation thereof |
US6756057B2 (en) | 2000-10-12 | 2004-06-29 | Beecham Pharmaceuticals (Pte) Limited | Amoxicillin and potassium clavulanate dosage form |
EP1330236A2 (de) * | 2000-10-12 | 2003-07-30 | Beecham Pharmaceuticals (Pte) Limited | Amoxicillinhaltige arzneizusammensetzungen |
US20020068078A1 (en) | 2000-10-13 | 2002-06-06 | Rudnic Edward M. | Antifungal product, use and formulation thereof |
US20030035839A1 (en) * | 2001-05-15 | 2003-02-20 | Peirce Management, Llc | Pharmaceutical composition for both intraoral and oral administration |
CA2452871C (en) | 2001-07-06 | 2011-10-04 | Endo Pharmaceuticals, Inc. | Oxymorphone controlled release formulations |
GB0117618D0 (en) * | 2001-07-19 | 2001-09-12 | Phoqus Ltd | Pharmaceutical dosage form |
US6863901B2 (en) | 2001-11-30 | 2005-03-08 | Collegium Pharmaceutical, Inc. | Pharmaceutical composition for compressed annular tablet with molded triturate tablet for both intraoral and oral administration |
US6827946B2 (en) | 2001-12-05 | 2004-12-07 | Collegium Pharmaceutical, Inc. | Compositions containing both sedative and non-sedative antihistamines |
CA2480826C (fr) | 2002-04-09 | 2012-02-07 | Flamel Technologies | Formulation pharmaceutique orale sous forme de suspension aqueuse de microcapsules permettant la liberation modifiee de principe(s) actif(s) |
JP2005528383A (ja) * | 2002-04-10 | 2005-09-22 | ミラー,フレッド,エイチ. | 多重相・複数コンパートメントカプセルシステム |
US20050042289A1 (en) * | 2003-04-29 | 2005-02-24 | Yamanouchi Pharma Technologies, Inc. | Tablets and methods for modified release of hydrophylic and other active agents |
US8062672B2 (en) | 2003-08-12 | 2011-11-22 | Shionogi Inc. | Antibiotic product, use and formulation thereof |
EP1541129A1 (de) * | 2003-12-12 | 2005-06-15 | Cimex AG | Amoxycillin und Clavulanat enthaltende pharmazeutische Brauseformulierung |
US20070196396A1 (en) * | 2004-02-11 | 2007-08-23 | Rubicon Research Private Limited | Controlled release pharmaceutical compositions with improved bioavailability |
WO2005099672A1 (en) * | 2004-04-13 | 2005-10-27 | Ranbaxy Laboratories Limited | A modified release pharmaceutical formulation comprising amoxicillin and clavulanate |
EP1880716A1 (de) * | 2006-07-19 | 2008-01-23 | Sandoz AG | Kit enthaltend einen säureempfindlichen pharmazeutischen Wirkstoff sowie einen säurestabilen pharmazeutischen Wirkstoff |
EP2079453A1 (de) * | 2006-10-10 | 2009-07-22 | Penwest Pharmaceuticals Co. | Robuste formulierungen mit verzögerter freisetzung |
TR200909787A2 (tr) | 2009-12-25 | 2011-07-21 | Bi̇lgi̇ç Mahmut | Üçüncü kuşak bir sefalosporin ve klavulanik asit içeren farmasötik formülasyonlar. |
TR201000687A1 (tr) | 2010-01-29 | 2011-08-22 | Bi̇lgi̇ç Mahmut | Aktif madde olarak sefiksim ve klavulanik asit içeren efervesan formülasyonlar |
TR201000686A1 (tr) | 2010-01-29 | 2011-08-22 | B�Lg�� Mahmut | Bakteriyel enfeksiyonların tedavisinde suda çözünebilir sefdinir ve klavulanik asit formülasyonları.@ |
TR201000688A2 (tr) | 2010-01-29 | 2011-08-22 | B�Lg�� Mahmut | Aktif madde olarak sefaklor ve klavulanik asit içeren efervesan formülasyonlar. |
CA2981759C (en) | 2015-04-07 | 2021-10-12 | Church & Dwight Co., Inc. | Multicomponent gummy compositions with soft core |
CN109394718B (zh) * | 2018-11-15 | 2021-04-27 | 石药集团中诺药业(石家庄)有限公司 | 一种阿莫西林分散片及其制备方法 |
CN110051637A (zh) * | 2019-05-21 | 2019-07-26 | 葵花药业集团北京药物研究院有限公司 | 阿莫西林克拉维酸钾制剂及其制备方法 |
Family Cites Families (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0008905B1 (de) * | 1978-09-06 | 1983-02-16 | Beecham Group Plc | Zwei Beta-Lactam-Derivate enthaltende pharmazeutische Zusammensetzungen |
IL58461A0 (en) * | 1978-10-27 | 1980-01-31 | Beecham Group Ltd | Intramammary compositions comprising a clavulanic acid salt |
FR2470599A1 (fr) * | 1979-12-07 | 1981-06-12 | Panoz Donald | Perfectionnements apportes aux procedes de preparation de formes galeniques a action retard et a liberation programmee et formes galeniques de medicaments ainsi obtenus |
GB9007945D0 (en) * | 1990-04-07 | 1990-06-06 | Beecham Group Plc | Pharmaceutical formulation |
GB9109862D0 (en) * | 1991-05-08 | 1991-07-03 | Beecham Lab Sa | Pharmaceutical formulations |
IT1255522B (it) * | 1992-09-24 | 1995-11-09 | Ubaldo Conte | Compressa per impiego terapeutico atta a cedere una o piu' sostanze attive con differenti velocita' |
EP0680322B1 (de) * | 1993-01-22 | 2000-07-05 | Smithkline Beecham Plc | Verwendung von clavulansäure und einem antibiotikum zur behandlung von infektionen |
GB9311030D0 (en) * | 1993-05-28 | 1993-07-14 | Smithkline Beecham Corp | Pharmaceutical formulations |
IL109770A0 (en) * | 1993-05-29 | 1994-11-28 | Smithkline Beecham Corp | Thermal infusion process for preparing controlled release solid dosage forms of medicaments for oral administration and controlled release solid dosage forms of medicaments prepared thereby |
GB9402203D0 (en) * | 1994-02-04 | 1994-03-30 | Smithkline Beecham Plc | Pharmaceutical formulation |
GB9407386D0 (en) * | 1994-04-14 | 1994-06-08 | Smithkline Beecham Plc | Pharmaceutical formulation |
GB9408117D0 (en) * | 1994-04-23 | 1994-06-15 | Smithkline Beecham Corp | Pharmaceutical formulations |
ITMI941169A1 (it) * | 1994-06-06 | 1995-12-06 | Smithkline Beecham Farma | Formulazioni farmaceutiche |
GB9416600D0 (en) * | 1994-08-17 | 1994-10-12 | Smithkline Beecham Plc | Pharmaceutical formulation |
GB9416599D0 (en) * | 1994-08-17 | 1994-10-12 | Smithkline Beecham Plc | Pharmaceutical formulation |
WO1997009042A1 (en) * | 1995-09-07 | 1997-03-13 | Smithkline Beecham Corporation | Pharmaceutical formulation |
GB9616536D0 (en) * | 1996-08-06 | 1996-09-25 | Quadrant Holdings Cambridge | Co-amoxiclav dosage form |
PL334976A1 (en) * | 1997-02-14 | 2000-03-27 | Smithkline Beecham Lab | Pharmaceutic preparations containing amoxycyclin and clavulate |
SK121099A3 (en) * | 1997-03-11 | 2000-06-12 | Almag Al | Process and apparatus for coating metals |
SE9700885D0 (sv) * | 1997-03-12 | 1997-03-12 | Astra Ab | New pharmaceutical formulation |
CN1251035A (zh) * | 1997-03-25 | 2000-04-19 | 武田药品工业株式会社 | 胃肠粘膜粘附性药物组合物 |
JP3746901B2 (ja) * | 1997-10-15 | 2006-02-22 | ユニ・チャーム株式会社 | 開閉自在容器 |
GB9815532D0 (en) * | 1998-07-17 | 1998-09-16 | Lek Pharmaceutical & Cvhemical | Pharmaceutical suspension formulation |
GB9818927D0 (en) * | 1998-08-28 | 1998-10-21 | Smithkline Beecham Plc | Pharmaceutical formulation |
US6225304B1 (en) * | 1999-02-17 | 2001-05-01 | Pharmaceutical Solutions, Inc. | Soluble forms of amoxicillin and treatment of animals |
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2000
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