NO328152B1 - Glyburid og glyburid-preparater samt anvendelse av disse for fremstilling av medikament for behandling av sykdom - Google Patents
Glyburid og glyburid-preparater samt anvendelse av disse for fremstilling av medikament for behandling av sykdom Download PDFInfo
- Publication number
- NO328152B1 NO328152B1 NO20023367A NO20023367A NO328152B1 NO 328152 B1 NO328152 B1 NO 328152B1 NO 20023367 A NO20023367 A NO 20023367A NO 20023367 A NO20023367 A NO 20023367A NO 328152 B1 NO328152 B1 NO 328152B1
- Authority
- NO
- Norway
- Prior art keywords
- glyburide
- drug
- tablet
- undersize value
- particle size
- Prior art date
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- -1 cyclohexylamino Chemical group 0.000 claims description 6
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- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims description 6
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- XUFXOAAUWZOOIT-SXARVLRPSA-N (2R,3R,4R,5S,6R)-5-[[(2R,3R,4R,5S,6R)-5-[[(2R,3R,4S,5S,6R)-3,4-dihydroxy-6-methyl-5-[[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)-1-cyclohex-2-enyl]amino]-2-oxanyl]oxy]-3,4-dihydroxy-6-(hydroxymethyl)-2-oxanyl]oxy]-6-(hydroxymethyl)oxane-2,3,4-triol Chemical compound O([C@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O[C@H]1O[C@@H]([C@H]([C@H](O)[C@H]1O)N[C@@H]1[C@@H]([C@@H](O)[C@H](O)C(CO)=C1)O)C)[C@@H]1[C@@H](CO)O[C@@H](O)[C@H](O)[C@H]1O XUFXOAAUWZOOIT-SXARVLRPSA-N 0.000 claims description 3
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- XNCOSPRUTUOJCJ-UHFFFAOYSA-N Biguanide Chemical compound NC(N)=NC(N)=N XNCOSPRUTUOJCJ-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
- C07C311/52—Y being a hetero atom
- C07C311/54—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea
- C07C311/57—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings
- C07C311/59—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings having nitrogen atoms of the sulfonylurea groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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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
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
- Cephalosporin Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US48370300A | 2000-01-14 | 2000-01-14 | |
PCT/US2001/000234 WO2001051463A1 (en) | 2000-01-14 | 2001-01-04 | Glyburide composition |
Publications (3)
Publication Number | Publication Date |
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NO20023367D0 NO20023367D0 (no) | 2002-07-12 |
NO20023367L NO20023367L (no) | 2002-09-04 |
NO328152B1 true NO328152B1 (no) | 2009-12-21 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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NO20023367A NO328152B1 (no) | 2000-01-14 | 2002-07-12 | Glyburid og glyburid-preparater samt anvendelse av disse for fremstilling av medikament for behandling av sykdom |
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US (2) | US20010036479A1 (et) |
EP (1) | EP1250321B1 (et) |
JP (1) | JP4787446B2 (et) |
KR (1) | KR100739906B1 (et) |
CN (1) | CN1210258C (et) |
AR (1) | AR031547A1 (et) |
AT (1) | ATE330937T1 (et) |
AU (1) | AU771705B2 (et) |
BG (1) | BG65782B1 (et) |
BR (1) | BR0107564A (et) |
CA (1) | CA2397294C (et) |
CY (1) | CY1106328T1 (et) |
CZ (1) | CZ20022429A3 (et) |
DE (1) | DE60120916T2 (et) |
DK (1) | DK1250321T3 (et) |
EE (1) | EE05020B1 (et) |
ES (1) | ES2264967T3 (et) |
GE (1) | GEP20043299B (et) |
HU (1) | HU228825B1 (et) |
IL (2) | IL150383A0 (et) |
LT (1) | LT5024B (et) |
LV (1) | LV12914B (et) |
MX (1) | MXPA02006835A (et) |
MY (1) | MY128577A (et) |
NO (1) | NO328152B1 (et) |
NZ (1) | NZ519920A (et) |
PT (1) | PT1250321E (et) |
RO (1) | RO121381B1 (et) |
RU (1) | RU2244707C2 (et) |
SK (1) | SK286925B6 (et) |
TN (1) | TNSN01005A1 (et) |
TR (1) | TR200201798T2 (et) |
TW (1) | TWI287989B (et) |
UA (1) | UA73968C2 (et) |
UY (1) | UY26529A1 (et) |
WO (1) | WO2001051463A1 (et) |
ZA (1) | ZA200205528B (et) |
Families Citing this family (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7767249B2 (en) * | 2001-06-07 | 2010-08-03 | Hewlett-Packard Development Company, L.P. | Preparation of nanoparticles |
US20050271737A1 (en) * | 2001-06-07 | 2005-12-08 | Chinea Vanessa I | Application of a bioactive agent to a substrate |
JP2005527537A (ja) * | 2002-03-21 | 2005-09-15 | テバ ファーマシューティカル インダストリーズ リミティド | 微小粒度ピオグリタゾン |
EP1515701B1 (en) | 2002-06-17 | 2014-09-17 | Inventia Healthcare Private Limited | Process for the manufacture of multilayer tablet compositions comprising thiazolidinedione and biguanide |
GEP20084570B (en) | 2003-10-31 | 2008-12-25 | Takeda Pharmaceutical | Solid preparation comprising an insulin sensitizer, an insulin secretagogue and a polyoxyethylene sorbitan fatty acid ester |
CN100455279C (zh) * | 2004-04-29 | 2009-01-28 | 美时化学制药股份有限公司 | 口服延迟释放锭剂组成物及其制法 |
AU2004318976B2 (en) * | 2004-04-29 | 2009-04-09 | Lotus Pharmaceutical Co., Ltd. | Oral modified-release lozenges and their preparation method |
CN100341495C (zh) * | 2004-12-29 | 2007-10-10 | 三九医药股份有限公司 | 格列本脲固体分散体、口服组合物及其制备方法 |
WO2006109175A2 (en) * | 2005-04-11 | 2006-10-19 | Aurobindo Pharma Limited | Solid dosage form of an antidiabetic drug |
US8529537B2 (en) * | 2005-08-05 | 2013-09-10 | Kimberly-Clark Worldwide, Inc. | Absorbent article with enclosures |
ATE533488T1 (de) | 2005-08-22 | 2011-12-15 | Melior Pharmaceuticals I Inc | Verfahren und formulierungen zur modulierung von lyn-kinaseaktivität und behandlung assoziierter erkrankungen |
CN101287467B (zh) * | 2005-08-22 | 2011-01-19 | 梅里奥尔医药I公司 | 用于调节Lyn激酶活性和治疗相关病症的方法和制剂 |
US20090252790A1 (en) * | 2006-05-13 | 2009-10-08 | Novo Nordisk A/S | Tablet formulation |
WO2008026668A1 (fr) * | 2006-08-31 | 2008-03-06 | Daiichi Sankyo Company, Limited | Composition médicale contenant un agent d'amélioration de la résistance à l'insuline |
EP1967182A1 (en) * | 2007-03-07 | 2008-09-10 | KRKA, tovarna zdravil, d.d., Novo mesto | Pharmaceutical composition comprising a salt of rosigliatazone |
US8552184B2 (en) | 2008-07-03 | 2013-10-08 | Melior Pharmaceuticals I, Inc. | Compounds and methods for treating disorders related to glucose metabolism |
US8883852B2 (en) | 2008-10-22 | 2014-11-11 | University of Pittburgh—Of the Commonwealth System of Higher Education | Radioprotective agents |
ES2982194T3 (es) | 2009-02-13 | 2024-10-15 | Boehringer Ingelheim Int | Composición farmacéutica que comprende derivados de glucopiranosilo, difenilmetano, forma de dosificación farmacéutica de la misma, proceso para su preparación y usos de la misma para el control glucémico mejorado en un paciente |
US20130158055A1 (en) | 2010-05-28 | 2013-06-20 | Andrew G. Reaume | Prevention Of Pancreatic Beta Cell Degeneration |
EP2520298A1 (en) | 2011-05-03 | 2012-11-07 | Assistance Publique, Hopitaux De Paris | Pharmaceutical composition comprising sulfonylureas (glibenclamide) or meglitinides for use for treating hyperglycaemia or for promoting growth of a premature infant |
CN102743354A (zh) * | 2012-07-31 | 2012-10-24 | 南京正科制药有限公司 | 瑞格列奈片及其制备方法 |
CN103142521B (zh) * | 2013-03-21 | 2014-06-25 | 西南药业股份有限公司 | 格列本脲片及其制备方法 |
CN104127423A (zh) * | 2014-07-30 | 2014-11-05 | 沈阳药科大学 | 格列喹酮衍生物及其制备方法和应用 |
CN104127424A (zh) * | 2014-07-30 | 2014-11-05 | 沈阳药科大学 | 格列本脲衍生物及其制备方法和应用 |
AU2018250795B2 (en) | 2017-04-10 | 2022-02-10 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | Treatment of adipocytes |
CN113143940A (zh) * | 2020-12-30 | 2021-07-23 | 成都恒瑞制药有限公司 | 一种抗糖尿病药物组合物的制备方法 |
WO2023012610A1 (en) * | 2021-08-03 | 2023-02-09 | Avaca Pharma Private Limited | Formulations, compositions and methods for the treatment of stroke |
Family Cites Families (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3174901A (en) * | 1963-01-31 | 1965-03-23 | Jan Marcel Didier Aron Samuel | Process for the oral treatment of diabetes |
DE1185180B (de) | 1963-10-19 | 1965-01-14 | Hoechst Ag | Verfahren zur Herstellung von Benzolsulfonylharnstoffen |
US3454635A (en) | 1965-07-27 | 1969-07-08 | Hoechst Ag | Benzenesulfonyl-ureas and process for their manufacture |
CA889876A (en) | 1970-09-10 | 1972-01-04 | Frank W. Horner Limited | Purification of glyburide |
DE2348334C2 (de) * | 1973-09-26 | 1982-11-11 | Boehringer Mannheim Gmbh, 6800 Mannheim | Neue Zubereitungsform des N-4-[2-(5-Chlor-2-methoxybenzamido)äthyl]- phenyl-sulfonyl-N'-cyclohexylharnstoffs |
US4060634A (en) * | 1973-09-26 | 1977-11-29 | Boehringer Mannheim G.M.B.H. | Rapidly resorbable glibenclamide |
US4916163A (en) * | 1985-06-04 | 1990-04-10 | The Upjohn Company | Spray-dried lactose formulation of micronized glyburide |
DE3833439A1 (de) | 1988-10-01 | 1991-09-12 | Hoechst Ag | Verfahren zur mikronisierung von glibenclamid |
RU2026670C1 (ru) | 1988-10-05 | 1995-01-20 | Дзе Апджон Компани | Способ получения тонкодисперсного твердого фармацевтического вещества |
US5258185A (en) | 1989-08-23 | 1993-11-02 | Bauer Kurt H | Highly active, rapidly absorbable formulations of glibenclamide, processes for the production thereof and their use |
DE59206324D1 (de) * | 1991-12-05 | 1996-06-20 | Alfatec Pharma Gmbh | Pharmazeutisch applizierbares nanosol und verfahren zu seiner herstellung |
DK36392D0 (da) * | 1992-03-19 | 1992-03-19 | Novo Nordisk As | Anvendelse af kemisk forbindelse |
DE4323636A1 (de) * | 1993-07-15 | 1995-01-19 | Hoechst Ag | Arzneistoffzubereitungen aus umhüllten, schwerstwasserlöslichen Arzneistoffen für Inhalationsarzneiformen und Verfahren zu ihrer Herstellung |
TWI238064B (en) * | 1995-06-20 | 2005-08-21 | Takeda Chemical Industries Ltd | A pharmaceutical composition for prophylaxis and treatment of diabetes |
IT1276130B1 (it) * | 1995-11-14 | 1997-10-27 | Gentili Ist Spa | Associazione glibenclamide-metformina, composizioni farmaceutiche che la contengono e loro uso nel trattamento del diabete mellito di tipo |
US6153632A (en) * | 1997-02-24 | 2000-11-28 | Rieveley; Robert B. | Method and composition for the treatment of diabetes |
DE19721467A1 (de) * | 1997-05-22 | 1998-11-26 | Basf Ag | Verfahren zur Herstellung kleinteiliger Zubereitungen biologisch aktiver Stoffe |
CN1230171C (zh) | 1997-06-18 | 2005-12-07 | 史密丝克莱恩比彻姆有限公司 | 用噻唑烷二酮和二甲双胍治疗糖尿病 |
GB9715306D0 (en) | 1997-07-18 | 1997-09-24 | Smithkline Beecham Plc | Novel method of treatment |
PT996429E (pt) * | 1997-10-27 | 2003-06-30 | Merck Patent Gmbh | Solucoes e dispersoes no estado solido de farmacosfracamente soluveis em agua |
SI0974356T1 (en) | 1998-07-15 | 2003-12-31 | Merck Sante | Tablets comprising a combination of metformin and glibenclamide |
US6294192B1 (en) * | 1999-02-26 | 2001-09-25 | Lipocine, Inc. | Triglyceride-free compositions and methods for improved delivery of hydrophobic therapeutic agents |
US7374779B2 (en) * | 1999-02-26 | 2008-05-20 | Lipocine, Inc. | Pharmaceutical formulations and systems for improved absorption and multistage release of active agents |
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2000
- 2000-12-11 US US09/735,334 patent/US20010036479A1/en not_active Abandoned
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2001
- 2001-01-04 RO ROA200200979A patent/RO121381B1/ro unknown
- 2001-01-04 WO PCT/US2001/000234 patent/WO2001051463A1/en active IP Right Grant
- 2001-01-04 CA CA2397294A patent/CA2397294C/en not_active Expired - Lifetime
- 2001-01-04 IL IL15038301A patent/IL150383A0/xx active IP Right Grant
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- 2001-01-04 PT PT01900328T patent/PT1250321E/pt unknown
- 2001-01-04 GE GE4874A patent/GEP20043299B/en unknown
- 2001-01-04 DE DE60120916T patent/DE60120916T2/de not_active Expired - Lifetime
- 2001-01-04 NZ NZ519920A patent/NZ519920A/en not_active IP Right Cessation
- 2001-01-04 ES ES01900328T patent/ES2264967T3/es not_active Expired - Lifetime
- 2001-01-04 TR TR2002/01798T patent/TR200201798T2/xx unknown
- 2001-01-04 MX MXPA02006835A patent/MXPA02006835A/es active IP Right Grant
- 2001-01-04 RU RU2002121626/04A patent/RU2244707C2/ru active
- 2001-01-04 AU AU24740/01A patent/AU771705B2/en not_active Expired
- 2001-01-04 JP JP2001551845A patent/JP4787446B2/ja not_active Expired - Lifetime
- 2001-01-04 AT AT01900328T patent/ATE330937T1/de active
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- 2001-01-04 DK DK01900328T patent/DK1250321T3/da active
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- 2001-01-04 KR KR1020027009084A patent/KR100739906B1/ko active IP Right Grant
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- 2001-01-04 HU HU0203852A patent/HU228825B1/hu unknown
- 2001-01-04 BR BR0107564-0A patent/BR0107564A/pt not_active Application Discontinuation
- 2001-01-08 TW TW090100369A patent/TWI287989B/zh not_active IP Right Cessation
- 2001-01-11 TN TNTNSN01005A patent/TNSN01005A1/en unknown
- 2001-01-11 UY UY26529A patent/UY26529A1/es not_active Application Discontinuation
- 2001-01-12 AR ARP010100161A patent/AR031547A1/es not_active Application Discontinuation
- 2001-04-01 UA UA2002086718A patent/UA73968C2/uk unknown
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