FI78694C - Foerfarande foer framstaellning av (2s,3s,5s)-5-/(s)-2-formamido-4-metylvaleryloxi/-2-hexyl-3- hydroxihexadekansyralakton. - Google Patents
Foerfarande foer framstaellning av (2s,3s,5s)-5-/(s)-2-formamido-4-metylvaleryloxi/-2-hexyl-3- hydroxihexadekansyralakton. Download PDFInfo
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- FI78694C FI78694C FI842422A FI842422A FI78694C FI 78694 C FI78694 C FI 78694C FI 842422 A FI842422 A FI 842422A FI 842422 A FI842422 A FI 842422A FI 78694 C FI78694 C FI 78694C
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- liter
- formamido
- hexyl
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- 238000004452 microanalysis Methods 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- MUMZUERVLWJKNR-UHFFFAOYSA-N oxoplatinum Chemical compound [Pt]=O MUMZUERVLWJKNR-UHFFFAOYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 229910003446 platinum oxide Inorganic materials 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
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- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose 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[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
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- AWDRATDZQPNJFN-VAYUFCLWSA-N taurodeoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(=O)NCCS(O)(=O)=O)C)[C@@]2(C)[C@@H](O)C1 AWDRATDZQPNJFN-VAYUFCLWSA-N 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/20—Bacteria; Culture media therefor
- C12N1/205—Bacterial isolates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
- C07D305/02—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D305/10—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms not condensed with other rings having one or more double bonds between ring members or between ring members and non-ring members
- C07D305/12—Beta-lactones
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
- C12P13/06—Alanine; Leucine; Isoleucine; Serine; Homoserine
-
- 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
- A61P3/06—Antihyperlipidemics
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
- C12R2001/465—Streptomyces
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S435/00—Chemistry: molecular biology and microbiology
- Y10S435/8215—Microorganisms
- Y10S435/822—Microorganisms using bacteria or actinomycetales
- Y10S435/886—Streptomyces
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biotechnology (AREA)
- General Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Tropical Medicine & Parasitology (AREA)
- Virology (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Epoxy Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
- Steroid Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH341583 | 1983-06-22 | ||
| CH341583 | 1983-06-22 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| FI842422A0 FI842422A0 (fi) | 1984-06-14 |
| FI842422L FI842422L (fi) | 1984-12-23 |
| FI78694B FI78694B (fi) | 1989-05-31 |
| FI78694C true FI78694C (fi) | 1989-09-11 |
Family
ID=4255488
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI842422A FI78694C (fi) | 1983-06-22 | 1984-06-14 | Foerfarande foer framstaellning av (2s,3s,5s)-5-/(s)-2-formamido-4-metylvaleryloxi/-2-hexyl-3- hydroxihexadekansyralakton. |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US4598089A (en:Method) |
| EP (1) | EP0129748B1 (en:Method) |
| JP (1) | JPS6013777A (en:Method) |
| KR (1) | KR920002314B1 (en:Method) |
| AT (1) | ATE30025T1 (en:Method) |
| AU (1) | AU572851B2 (en:Method) |
| BG (1) | BG60766B2 (en:Method) |
| CA (1) | CA1247547A (en:Method) |
| DE (2) | DE19875045I2 (en:Method) |
| DK (1) | DK160496C (en:Method) |
| ES (1) | ES8600650A1 (en:Method) |
| FI (1) | FI78694C (en:Method) |
| GR (1) | GR82120B (en:Method) |
| HU (1) | HU193579B (en:Method) |
| IE (1) | IE57761B1 (en:Method) |
| IL (1) | IL72122A (en:Method) |
| LU (1) | LU90302I2 (en:Method) |
| LV (1) | LV5747B4 (en:Method) |
| MC (1) | MC1602A1 (en:Method) |
| MX (1) | MX9203633A (en:Method) |
| NL (1) | NL980029I2 (en:Method) |
| NO (2) | NO159941C (en:Method) |
| NZ (1) | NZ208521A (en:Method) |
| PH (1) | PH19704A (en:Method) |
| PT (1) | PT78777B (en:Method) |
| ZA (1) | ZA844558B (en:Method) |
Families Citing this family (234)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1270837A (en) * | 1984-12-21 | 1990-06-26 | Hoffmann-La Roche Limited | Oxetanones |
| ZA859574B (en) * | 1984-12-21 | 1986-08-27 | Hoffmann La Roche | Process for the manufacture of oxetanones |
| CA1328881C (en) * | 1984-12-21 | 1994-04-26 | Pierre Barbier | Process for the manufacture of oxetanones |
| JPH0618793Y2 (ja) * | 1986-06-13 | 1994-05-18 | パイオニア株式会社 | 作業台 |
| US4816477A (en) * | 1987-05-26 | 1989-03-28 | Merck & Co., Inc. | Antihypercholesterolemic β-lactones |
| US4806564A (en) * | 1987-05-26 | 1989-02-21 | Merck & Co., Inc. | Antihypercholesterolemic beta-lactones |
| US5017565A (en) * | 1989-04-20 | 1991-05-21 | Lange Iii Louis G | Use of sulfated polysaccharides to inhibit pancreatic cholesterol esterase |
| US5484777A (en) * | 1989-04-20 | 1996-01-16 | Lange, Iii; Louis G. | Pancreatic cholesterol esterase inhibitor |
| US5063210A (en) * | 1989-04-20 | 1991-11-05 | Lange Iii Louis G | Use of sulfated polysaccharides to decrease cholesterol and fatty acid absorption |
| US5376640A (en) * | 1989-12-25 | 1994-12-27 | Nisshin Flour Milling Co., Ltd. | Lipolytic enzyme inhibitors |
| JP2960947B2 (ja) * | 1989-12-25 | 1999-10-12 | 日清製粉株式会社 | 脂質分解酵素阻害剤 |
| CA2098167C (en) * | 1992-06-24 | 2006-12-19 | Dorothea Isler | Foodstuffs and feedstuffs containing a lipase inhibitor |
| TW381025B (en) * | 1993-08-05 | 2000-02-01 | Hoffmann La Roche | Pharmaceutical composition containing a glucosidase inhibitor and a lipase inhibitor |
| US6268392B1 (en) | 1994-09-13 | 2001-07-31 | G. D. Searle & Co. | Combination therapy employing ileal bile acid transport inhibiting benzothiepines and HMG Co-A reductase inhibitors |
| US6262277B1 (en) | 1994-09-13 | 2001-07-17 | G.D. Searle And Company | Intermediates and processes for the preparation of benzothiepines having activity as inhibitors of ileal bile acid transport and taurocholate uptake |
| US6642268B2 (en) | 1994-09-13 | 2003-11-04 | G.D. Searle & Co. | Combination therapy employing ileal bile acid transport inhibiting benzothipines and HMG Co-A reductase inhibitors |
| MY116591A (en) * | 1996-04-26 | 2004-02-28 | Hoffmann La Roche | Process for the production of lipstatin and tetrahydrolipstatin |
| CA2278854C (en) * | 1997-02-05 | 2014-03-04 | F. Hoffmann-La Roche Ag | Use of the gastrointestinal lipase inhibitor tetrahydrolipstatin for treating type ii diabetes |
| US6004996A (en) * | 1997-02-05 | 1999-12-21 | Hoffman-La Roche Inc. | Tetrahydrolipstatin containing compositions |
| US7344713B1 (en) * | 1997-07-07 | 2008-03-18 | Pimentel Julio L | Decreased fat absorption with an anti-lipase antibody |
| RU2234917C2 (ru) * | 1997-12-24 | 2004-08-27 | Кнолль Акциенгезелльшафт | Терапевтические средства |
| GB9727131D0 (en) * | 1997-12-24 | 1998-02-25 | Knoll Ag | Therapeutic agents |
| US7048917B1 (en) | 1998-01-09 | 2006-05-23 | Genzyme Corporation | Fat-binding polymers |
| US6299868B1 (en) | 1999-07-14 | 2001-10-09 | Geltex Pharmaceuticals, Inc. | Fat-binding polymers |
| US6264937B1 (en) | 1998-01-09 | 2001-07-24 | Geltex Pharmaceuticals, Inc. | Fat-binding polymers |
| JP3774118B2 (ja) | 1998-08-14 | 2006-05-10 | エフ．ホフマン−ラ ロシュ アーゲー | リパーゼ阻害剤を含む製薬学的組成物 |
| ES2217797T3 (es) * | 1998-08-14 | 2004-11-01 | F. Hoffmann-La Roche Ag | Vinileteres heterociclicos contra trastornos neurologicos. |
| AU776953B2 (en) | 1998-12-23 | 2004-09-30 | G.D. Searle Llc | Combinations of ileal bile acid transport inhibitors and bile acid sequestring agents for cardiovascular indications |
| EA005815B1 (ru) | 1998-12-23 | 2005-06-30 | Джи.Ди.Сирл Ллс | Комбинация ингибиторов транспорта желчных кислот в подвздошной кишке и ингибиторов белка, переносящего эфиры холестерина, для сердечно-сосудистых показаний |
| DK1140189T3 (da) | 1998-12-23 | 2003-09-15 | Searle Llc | Kombinationer af ileal galdesyre-transportinhibitorer og fibrinsyrederivater til cardiovaskulære indikationer |
| CZ20012341A3 (cs) | 1998-12-23 | 2001-12-12 | G. D. Searle Llc Corparate Patent Department | Kombinace inhibitorů transferoního proteinu cholesterylesterů a derivátů kyseliny fibrové pro kardiovaskulární indikace |
| AU2157400A (en) | 1998-12-23 | 2000-07-31 | G.D. Searle & Co. | Combinations of cholesteryl ester transfer protein inhibitors and hmg coa reductase inhibitors for cardiovascular indications |
| WO2000038721A1 (en) | 1998-12-23 | 2000-07-06 | G.D. Searle Llc | Combinations of cholesteryl ester transfer protein inhibitors and nicotinic acid derivatives for cardiovascular indications |
| ATE242008T1 (de) | 1998-12-23 | 2003-06-15 | Searle Llc | Kombnationen von cholesteryl ester transfer protein inhibitoren und gallensäure sequestriermitteln für kardiovaskuläre indikationen |
| EP1028115B1 (en) * | 1999-01-29 | 2002-11-20 | F. Hoffmann-La Roche Ag | Purification of lipstatin |
| IL147361A0 (en) * | 1999-07-14 | 2002-08-14 | Geltex Pharma Inc | Fat-binding polymers, optionally combined with lipase inhibitors |
| AR025609A1 (es) | 1999-09-13 | 2002-12-04 | Hoffmann La Roche | Formulaciones lipidas solidas |
| AR025587A1 (es) * | 1999-09-13 | 2002-12-04 | Hoffmann La Roche | Formulaciones en dispersion que contienen inhibidores de lipasa |
| EP1132389A1 (en) | 2000-03-06 | 2001-09-12 | Vernalis Research Limited | New aza-indolyl derivatives for the treatment of obesity |
| EP1286984A2 (en) | 2000-03-10 | 2003-03-05 | Pharmacia Corporation | Method for the preparation of tetrahydrobenzothiepines |
| DE10021618A1 (de) * | 2000-05-04 | 2001-11-15 | Volker Helmstaedter | Präparat für Darmerkrankungen und dessen Verwendung |
| EP1142572A1 (de) * | 2000-04-04 | 2001-10-10 | Volker Dr. Helmstädter | Oxetanon-enthaltende Präparate zur Behandlung von Darmerkrankungen |
| DE60121953T2 (de) * | 2000-06-27 | 2007-03-08 | F. Hoffmann-La Roche Ag | Herstellungsverfahren von arzneizubereitungen |
| ATE279961T1 (de) * | 2000-07-28 | 2004-11-15 | Hoffmann La Roche | Neue pharmazeutische zusammensetzung |
| BR0112800A (pt) * | 2000-07-28 | 2003-07-01 | Hoffmann La Roche | Utilização de um inibidor de lìpases e de um sequestrante de ácido de bìlis farmaceuticamente aceitáveis e processo para a prevenção e tratamento de enfermidades associadas com altos nìveis de colesterol de plasma |
| ES2304132T3 (es) * | 2000-08-09 | 2008-09-16 | F. Hoffmann-La Roche Ag | Inhibidores de lipasa para el tratamiento de la dispepsia. |
| US6900226B2 (en) * | 2000-09-06 | 2005-05-31 | Hoffman-La Roche Inc. | Neuropeptide Y antagonists |
| AU2002221670B2 (en) | 2000-10-16 | 2006-11-02 | F. Hoffmann-La Roche Ag | Indoline derivatives and their use as 5-HT2 receptor ligands |
| GB0030710D0 (en) * | 2000-12-15 | 2001-01-31 | Hoffmann La Roche | Piperazine derivatives |
| US6610685B2 (en) | 2000-12-27 | 2003-08-26 | Hoffmann-La Roche Inc. | Fused indole derivatives |
| GB0106177D0 (en) * | 2001-03-13 | 2001-05-02 | Hoffmann La Roche | Piperazine derivatives |
| US20030072804A1 (en) * | 2001-03-19 | 2003-04-17 | The Procter & Gamble Company | Use of non-digestible polymeric foams to sequester ingested materials thereby inhibiting their absorption by the body |
| US20030091610A1 (en) * | 2001-03-19 | 2003-05-15 | The Procter & Gamble Company | Use of non-digestible polymeric foams to sequester ingested materials thereby inhibiting their absorption by the body |
| EP1395564B1 (en) * | 2001-05-21 | 2008-02-27 | F. Hoffmann-La Roche Ag | Quinoline derivatives as ligands for the neuropeptide y receptor |
| US20030027786A1 (en) * | 2001-06-06 | 2003-02-06 | Karsten Maeder | Lipase inhibiting composition |
| US6730319B2 (en) | 2001-06-06 | 2004-05-04 | Hoffmann-La Roche Inc. | Pharmaceutical compositions having depressed melting points |
| US7049345B2 (en) | 2001-06-29 | 2006-05-23 | Genzyme Corporation | Fat-binding polymers |
| US7041280B2 (en) * | 2001-06-29 | 2006-05-09 | Genzyme Corporation | Aryl boronate functionalized polymers for treating obesity |
| JP2005527469A (ja) * | 2001-08-30 | 2005-09-15 | アリザイム セラピューティクス リミティッド | リパーゼ阻害活性をもったチエノ−（１，３）−オキサジン−４−オン類 |
| US6787558B2 (en) * | 2001-09-28 | 2004-09-07 | Hoffmann-La Roche Inc. | Quinoline derivatives |
| US20110033542A1 (en) | 2009-08-07 | 2011-02-10 | Monosol Rx, Llc | Sublingual and buccal film compositions |
| US20070281003A1 (en) | 2001-10-12 | 2007-12-06 | Fuisz Richard C | Polymer-Based Films and Drug Delivery Systems Made Therefrom |
| US20190328679A1 (en) | 2001-10-12 | 2019-10-31 | Aquestive Therapeutics, Inc. | Uniform films for rapid-dissolve dosage form incorporating anti-tacking compositions |
| US8603514B2 (en) | 2002-04-11 | 2013-12-10 | Monosol Rx, Llc | Uniform films for rapid dissolve dosage form incorporating taste-masking compositions |
| US10285910B2 (en) | 2001-10-12 | 2019-05-14 | Aquestive Therapeutics, Inc. | Sublingual and buccal film compositions |
| US8900497B2 (en) | 2001-10-12 | 2014-12-02 | Monosol Rx, Llc | Process for making a film having a substantially uniform distribution of components |
| US11207805B2 (en) | 2001-10-12 | 2021-12-28 | Aquestive Therapeutics, Inc. | Process for manufacturing a resulting pharmaceutical film |
| US8900498B2 (en) | 2001-10-12 | 2014-12-02 | Monosol Rx, Llc | Process for manufacturing a resulting multi-layer pharmaceutical film |
| US7357891B2 (en) | 2001-10-12 | 2008-04-15 | Monosol Rx, Llc | Process for making an ingestible film |
| US8765167B2 (en) | 2001-10-12 | 2014-07-01 | Monosol Rx, Llc | Uniform films for rapid-dissolve dosage form incorporating anti-tacking compositions |
| GB0125659D0 (en) * | 2001-10-25 | 2001-12-19 | Ssl Int Plc | Spermicides |
| WO2003040127A1 (en) | 2001-11-02 | 2003-05-15 | G.D. Searle Llc | Novel mono- and di-fluorinated benzothiepine compounds as inhibitors of apical sodium co-dependent bile acid transport (asbt) and taurocholate uptake |
| US6844174B2 (en) | 2001-12-04 | 2005-01-18 | Biogal Gyogyszergyar Rt. | Fermentation process for lipstatin and method of extracting lipstatin from a fermentation broth |
| US6734314B2 (en) | 2001-12-04 | 2004-05-11 | Biogal Gyogyszergyar Rt. | Preparation of orlistat and orlistat crystalline forms |
| EP1467978A4 (en) | 2001-12-20 | 2005-11-02 | Osi Pharm Inc | "COMPOUNDS THAT CONTAIN VACCINATES DRUG LIPASE, THEIR SYNTHESIS AND USE" |
| US6852753B2 (en) | 2002-01-17 | 2005-02-08 | Pharmacia Corporation | Alkyl/aryl hydroxy or keto thiepine compounds as inhibitors of apical sodium co-dependent bile acid transport (ASBT) and taurocholate uptake |
| GB0202015D0 (en) * | 2002-01-29 | 2002-03-13 | Hoffmann La Roche | Piperazine Derivatives |
| ATE392897T1 (de) * | 2002-02-04 | 2008-05-15 | Hoffmann La Roche | Chinolinderivate als npy antagonisten |
| BR0308108A (pt) * | 2002-02-28 | 2004-12-07 | Hoffmann La Roche | Compostos; processo para a preparação de composto; composição farmacêutica que compreende o mesmo, utilização dos compostos e método de tratamento e profilaxia de enfermidades e de obesidade |
| US7728153B2 (en) | 2002-04-17 | 2010-06-01 | The Burnham Institute For Medical Research | Method for the asymmetric synthesis of beta-lactone compounds |
| WO2003088975A1 (en) * | 2002-04-17 | 2003-10-30 | The Burnham Institute | Inhibition of fatty acid synthase by beta-lactones and other compounds for inhibition of cellular proliferation |
| WO2003090742A1 (en) * | 2002-04-26 | 2003-11-06 | F. Hoffmann-La Roche Ag | Pharmaceutical composition comprising a lipase inhibitor and glucomannan |
| US7105526B2 (en) | 2002-06-28 | 2006-09-12 | Banyu Pharmaceuticals Co., Ltd. | Benzimidazole derivatives |
| PL374817A1 (en) * | 2002-07-05 | 2005-10-31 | F.Hoffmann-La Roche Ag | Quinazoline derivatives |
| MXPA05001328A (es) * | 2002-08-07 | 2005-04-28 | Hoffmann La Roche | Derivados de tiazol. |
| NZ537979A (en) * | 2002-09-12 | 2007-08-31 | Hoffmann La Roche | N-substituted-1H-indol-5-propionic acid compounds as PPAR agonists useful for the treatment of diabetes |
| CN100343250C (zh) * | 2002-11-25 | 2007-10-17 | 霍夫曼-拉罗奇有限公司 | 吲哚衍生物 |
| US8372430B2 (en) | 2002-12-17 | 2013-02-12 | The Procter & Gamble Company | Compositions, methods, and kits useful for the alleviation of gastrointestinal effects |
| US7772188B2 (en) | 2003-01-28 | 2010-08-10 | Ironwood Pharmaceuticals, Inc. | Methods and compositions for the treatment of gastrointestinal disorders |
| US20040178058A1 (en) * | 2003-03-10 | 2004-09-16 | Hsueh-Chung Chen | Electro-chemical deposition apparatus and method of preventing cavities in an ECD copper film |
| EP1457206A1 (en) * | 2003-03-13 | 2004-09-15 | Fournier Laboratories Ireland Limited | Combined use of a fibrate and orlistat for the treatment of obesity |
| WO2004106299A2 (en) * | 2003-05-30 | 2004-12-09 | Ranbaxy Laboratories Limited | Substituted pyrrole derivatives and their use as hmg-co inhibitors |
| WO2004113314A1 (en) * | 2003-06-23 | 2004-12-29 | Biocon Limited | Novel boronate esters |
| GB0314967D0 (en) * | 2003-06-26 | 2003-07-30 | Hoffmann La Roche | Piperazine derivatives |
| US20060025337A1 (en) * | 2003-07-01 | 2006-02-02 | President And Fellows Of Harvard College | Sirtuin related therapeutics and diagnostics for neurodegenerative diseases |
| AU2003253254A1 (en) * | 2003-07-17 | 2005-02-04 | Biocon Limited | Preparation of tetrahydrolipstatin by hydrogenation of lipstatin, solvent extraction and purification |
| CA2533463A1 (en) * | 2003-08-12 | 2005-02-17 | F. Hoffmann-La Roche Ag | 2-amino-5-benzoylthiazole npy antagonists |
| AU2004263312A1 (en) * | 2003-08-12 | 2005-02-17 | F. Hoffmann-La Roche Ag | Thiazole derivatives as NPY antagonists |
| US20050239859A2 (en) * | 2003-09-03 | 2005-10-27 | Solvay Pharmaceuticals Gmbh | Novel medical uses of 4,5-dihydro-1h-pyrazole derivatives having cb1- antagonistic activity |
| WO2005028438A1 (ja) | 2003-09-22 | 2005-03-31 | Banyu Pharmaceutical Co., Ltd. | 新規ピペリジン誘導体 |
| US20050124660A1 (en) * | 2003-10-27 | 2005-06-09 | Jochen Antel | Novel medical uses of compounds showing CB1-antagonistic activity and combination treatment involving said compounds |
| US20050143441A1 (en) * | 2003-10-27 | 2005-06-30 | Jochen Antel | Novel medical combination treatment of obesity involving 4,5-dihydro-1H-pyrazole derivatives having CB1-antagonistic activity |
| CN1882327A (zh) | 2003-11-19 | 2006-12-20 | 症变治疗公司 | 含磷的新的拟甲状腺素药 |
| CN101247793B (zh) * | 2003-12-29 | 2013-04-10 | 哈佛大学校长及研究员协会 | 治疗或预防肥胖和胰岛素抗性病症的组合物 |
| US8017634B2 (en) | 2003-12-29 | 2011-09-13 | President And Fellows Of Harvard College | Compositions for treating obesity and insulin resistance disorders |
| PL209905B1 (pl) | 2004-01-15 | 2011-11-30 | Bringwell Internat Ab | Preparat do leczenia otyłości i związanego z nią syndromu metabolicznego |
| WO2005067913A1 (ja) | 2004-01-16 | 2005-07-28 | Fuji Oil Company, Limited | リパーゼ阻害剤 |
| US7074822B2 (en) | 2004-02-23 | 2006-07-11 | Solvay Pharmaceuticals Gmbh | Alkyl carbamate-substituted β-lactones, process for their preparation, and pharmaceutical compositions containing them |
| EP1734963A4 (en) | 2004-04-02 | 2008-06-18 | Merck & Co Inc | METHOD FOR TREATING PEOPLE WITH METABOLIC AND ANTHROPOMETRIC DISORDER |
| WO2005107777A1 (en) | 2004-05-10 | 2005-11-17 | Den Kgl. Veterinær- Og Landbohøjskole | Flaxseeds for body weight management |
| JP2008508190A (ja) * | 2004-07-19 | 2008-03-21 | ノボ ノルディスク アクティーゼルスカブ | 肥満または肥満に関連する疾患および障害の治療におけるカプサイシン受容体の活性の阻害 |
| US8058264B2 (en) | 2004-10-25 | 2011-11-15 | Abbott Products Gmbh | Pharmaceutical compositions comprising CB1 cannabinoid receptor antagonists and potassium channel openers for the treatment of obesity and related conditions |
| WO2006056845A1 (en) * | 2004-11-23 | 2006-06-01 | Warner-Lambert Company Llc | 7-(2h-pyrazol-3-yl)-3, 5-dihyroxy-heptanoic acid derivatives as hmg co-a reductase inhibitors for the treatment of lipidemia |
| WO2006110809A2 (en) * | 2005-04-12 | 2006-10-19 | Elan Pharma International, Limited | Nanoparticulate lipase inhibitor formulations |
| EP1888585B1 (en) * | 2005-05-03 | 2011-06-29 | F. Hoffmann-La Roche AG | Tetracyclic azapyrazinoindolines as 5-ht2 ligands |
| WO2006129826A1 (ja) | 2005-05-30 | 2006-12-07 | Banyu Pharmaceutical Co., Ltd. | 新規ピペリジン誘導体 |
| WO2006138418A2 (en) * | 2005-06-14 | 2006-12-28 | President And Fellows Of Harvard College | Improvement of cognitive performance with sirtuin activators |
| US20070149466A1 (en) * | 2005-07-07 | 2007-06-28 | Michael Milburn | Methods and related compositions for treating or preventing obesity, insulin resistance disorders, and mitochondrial-associated disorders |
| EP1916239A4 (en) | 2005-08-10 | 2009-10-21 | Banyu Pharma Co Ltd | PYRIDOLVERBINDUNG |
| BRPI0614834A2 (pt) * | 2005-08-18 | 2011-04-19 | Hoffmann La Roche | compostos, processo para a sua manufatura, composições farmacêuticas que os compreendem e usos destas |
| DE602006017712D1 (de) | 2005-08-24 | 2010-12-02 | Banyu Pharma Co Ltd | Phenylpyridonderivat |
| JPWO2007029847A1 (ja) | 2005-09-07 | 2009-03-19 | 萬有製薬株式会社 | 二環性芳香族置換ピリドン誘導体 |
| US7355055B2 (en) * | 2005-09-08 | 2008-04-08 | Reliance Life Sciences Pvt. Ltd. | Compounds for treatment of lipase-mediated diseases |
| US7741317B2 (en) | 2005-10-21 | 2010-06-22 | Bristol-Myers Squibb Company | LXR modulators |
| JP2009512715A (ja) | 2005-10-21 | 2009-03-26 | ノバルティス アクチエンゲゼルシャフト | レニン阻害剤と抗異脂肪血症剤および／または抗肥満症剤の組み合わせ |
| WO2007049798A1 (ja) | 2005-10-27 | 2007-05-03 | Banyu Pharmaceutical Co., Ltd. | 新規ベンゾオキサチイン誘導体 |
| EP1948599A1 (en) * | 2005-11-08 | 2008-07-30 | Ranbaxy Laboratories Limited | Process for (3r, 5r)-7-[2-(4-fluorophenyl)-5-isopropyl-3-phenyl-4- [(4-hydroxy methyl phenyl amino) carbonyl]-pyrrol-1-yl]-3, 5-dihydroxy-heptanoic acid hemi calcium salt |
| US8158791B2 (en) | 2005-11-10 | 2012-04-17 | Msd K.K. | Aza-substituted spiro derivatives |
| US7888376B2 (en) | 2005-11-23 | 2011-02-15 | Bristol-Myers Squibb Company | Heterocyclic CETP inhibitors |
| AU2006319235A1 (en) * | 2005-11-30 | 2007-06-07 | F. Hoffmann-La Roche Ag | 5-substituted indole-2-carboxamide derivatives |
| RU2008126391A (ru) * | 2005-11-30 | 2010-01-10 | Ф.Хоффманн-Ля Рош Аг (Ch) | Производные 1,5-замещенного индол-2-иламида |
| CA2630307A1 (en) * | 2005-11-30 | 2007-06-07 | F. Hoffmann-La Roche Ag | 1,1-dioxo-thiomorpholinyl indolyl methanone derivatives for use as h3 modulators |
| US7579351B2 (en) * | 2005-12-09 | 2009-08-25 | Hoffmann-La Roche Inc. | Tricyclic amide derivatives |
| EP1963318B1 (en) * | 2005-12-15 | 2009-11-25 | F. Hoffmann-la Roche AG | Pyrrolo[2,3-c]pyridine derivatives |
| EP1971605B1 (en) * | 2005-12-16 | 2010-05-12 | F.Hoffmann-La Roche Ag | Pyrrolo [2 , 3-b] pyridine derivatives as h3 receptor modulators |
| SK22006A3 (sk) * | 2006-01-03 | 2007-08-02 | Biotika, A. S. | Kmeň Streptomyces toxytricini produkujúci lipstatín a príprava lipstatínu s uvedeným kmeňom |
| US20080021092A1 (en) * | 2006-01-06 | 2008-01-24 | Deepak Murpani | Stable pharmaceutical compositions of orlistat |
| RU2008132966A (ru) * | 2006-01-13 | 2010-02-20 | Ф.Хоффманн-Ля Рош Аг (Ch) | Производные циклогексилпиперазинилметанона и их применение в качестве модуляторов гистамин н3 рецептора |
| DE602007008831D1 (de) * | 2006-01-23 | 2010-10-14 | Hoffmann La Roche | Cyclohexyl-sulfonamid-derivate mit h3-rezeptoraktivität |
| WO2008020314A2 (en) * | 2006-03-14 | 2008-02-21 | Ranbaxy Laboratories Limited | Statin stabilizing dosage formulations |
| KR101252635B1 (ko) | 2006-04-20 | 2013-04-10 | (주)아모레퍼시픽 | 리파아제 저해제 및 친유성 오일흡수제를 포함하는 약학조성물 및 이로부터 제조된 경구 투여용 제제 |
| US7432255B2 (en) * | 2006-05-16 | 2008-10-07 | Hoffmann-La Roche Inc. | 1H-indol-5-yl-piperazin-1-yl-methanone derivatives |
| AU2007267184A1 (en) * | 2006-05-30 | 2007-12-06 | F. Hoffmann-La Roche Ag | Piperidinyl pyrimidine derivatives |
| EP2049102A4 (en) * | 2006-07-14 | 2010-12-22 | Ranbaxy Lab Ltd | POLYMORPHIC FORMS OF AN HMG COA REDUCTASE HEATHER AND USE |
| US7514433B2 (en) | 2006-08-03 | 2009-04-07 | Hoffmann-La Roche Inc. | 1H-indole-6-yl-piperazin-1-yl-methanone derivatives |
| CA2664358A1 (en) | 2006-09-28 | 2008-04-03 | Banyu Pharmaceutical Co., Ltd. | Diarylketimine derivative |
| AR063275A1 (es) * | 2006-10-12 | 2009-01-14 | Epix Delaware Inc | Compuestos de carboxamida, una composicion farmaceutica que los comprende y su uso en la preparacion de un medicamento para el tratamiento de enfermedades mediadas por la activacion de ccr2. |
| CN101663262B (zh) | 2006-12-01 | 2014-03-26 | 百时美施贵宝公司 | 用于治疗动脉粥样硬化和心血管疾病的作为cetp抑制剂的n-(3-苄基)-2,2-(二苯基)-丙-1胺衍生物 |
| US20080146559A1 (en) | 2006-12-08 | 2008-06-19 | Li Chen | 4,5,6,7-Tetrahydro-Thieno [2,3-C] Pyridine Derivatives |
| US20080200422A1 (en) * | 2007-01-09 | 2008-08-21 | Cavener Douglas R | Methods for reduction of adipose tissue mass |
| EP2145884B1 (en) | 2007-04-02 | 2014-08-06 | Msd K.K. | Indoledione derivative |
| AU2008236616A1 (en) * | 2007-04-09 | 2008-10-16 | Scidose, Llc | Combinations of statins and anti-obesity agent |
| US20080249156A1 (en) * | 2007-04-09 | 2008-10-09 | Palepu Nageswara R | Combinations of statins and anti-obesity agent and glitazones |
| IN2009KN04568A (en:Method) | 2007-06-01 | 2015-08-28 | Univ Princeton | |
| US20100120694A1 (en) | 2008-06-04 | 2010-05-13 | Synergy Pharmaceuticals, Inc. | Agonists of Guanylate Cyclase Useful for the Treatment of Gastrointestinal Disorders, Inflammation, Cancer and Other Disorders |
| US8969514B2 (en) | 2007-06-04 | 2015-03-03 | Synergy Pharmaceuticals, Inc. | Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases |
| AU2008261102B2 (en) | 2007-06-04 | 2013-11-28 | Bausch Health Ireland Limited | Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders |
| US8680298B2 (en) * | 2007-06-06 | 2014-03-25 | Ranbaxy Laboratories Limited | Process for the preparation of orlistat |
| EP2625968A1 (en) | 2007-09-12 | 2013-08-14 | Københavns Universitet | Composition and methods for increasing the suppression of hunger and reducing the digestibility of non-fat energy satiety |
| BRPI0817053A2 (pt) * | 2007-09-17 | 2015-03-24 | Reddys Lab Ltd Dr | Formulações farmacêuticas de orlistat |
| WO2009044380A2 (en) | 2007-10-05 | 2009-04-09 | Ranbaxy Laboratories Limited | Formulations containing orlistat particles having controlled particle size |
| WO2009050720A1 (en) * | 2007-10-15 | 2009-04-23 | Inventis Dds Pvt Limited | Pharmaceutical composition of orlistat |
| US8298583B2 (en) | 2007-10-19 | 2012-10-30 | Monosol Rx, Llc | Film delivery system for tetrahydrolipstatin |
| CA2708364A1 (en) | 2007-12-11 | 2009-06-18 | Efrat Ben-Zeev | Carboxamide compounds and their use as chemokine receptor agonists |
| US20090214682A1 (en) * | 2008-02-22 | 2009-08-27 | Heuer Marvin A | Composition and methods for weight loss in a subject |
| US20110015181A1 (en) | 2008-03-06 | 2011-01-20 | Makoto Ando | Alkylaminopyridine derivative |
| WO2009118743A1 (en) * | 2008-03-26 | 2009-10-01 | Biocon Limited | Improved fermentation process for higher yield coefficient of lipase-inhibitor with respect to consumed fatty acid |
| EP2272841A1 (en) | 2008-03-28 | 2011-01-12 | Banyu Pharmaceutical Co., Ltd. | Diarylmethylamide derivative having antagonistic activity on melanin-concentrating hormone receptor |
| JPWO2009154132A1 (ja) | 2008-06-19 | 2011-12-01 | Ｍｓｄ株式会社 | スピロジアミン−ジアリールケトオキシム誘導体 |
| EP2141236A1 (en) * | 2008-07-03 | 2010-01-06 | KRKA, D.D., Novo Mesto | Process for production of lipstatin and microorganisms therefore |
| ES2624828T3 (es) | 2008-07-16 | 2017-07-17 | Synergy Pharmaceuticals Inc. | Agonistas de la guanilato ciclasa útiles para el tratamiento de trastornos gastrointestinales, inflamación, cáncer y otros |
| US20110124674A1 (en) | 2008-07-30 | 2011-05-26 | Hiroyuki Kishino | 5/5-or 5/6-membered condensed ring cycloalkylamine derivative |
| US20110300175A1 (en) | 2008-10-03 | 2011-12-08 | Sigma Alimentos, S.A. De C.V. | Composition for promoting control of total and ldl cholesterol, and/or weight loss and/or thermogenesis |
| US8309107B2 (en) * | 2008-10-06 | 2012-11-13 | Banner Pharmacaps, Inc. | Stable solutions of orlistat for pharmaceutical dosage forms |
| WO2010043592A1 (en) * | 2008-10-15 | 2010-04-22 | Revotar Biopharmaceuticals Ag | Lipase inhibitors for use for the treatment of obesity |
| CN102264228A (zh) | 2008-10-22 | 2011-11-30 | 默沙东公司 | 用于抗糖尿病药的新的环状苯并咪唑衍生物 |
| US8329914B2 (en) | 2008-10-31 | 2012-12-11 | Merck Sharp & Dohme Corp | Cyclic benzimidazole derivatives useful as anti-diabetic agents |
| US20120046364A1 (en) | 2009-02-10 | 2012-02-23 | Metabasis Therapeutics, Inc. | Novel Sulfonic Acid-Containing Thyromimetics, and Methods for Their Use |
| US20120053172A1 (en) | 2009-02-12 | 2012-03-01 | Cooperatieve Mirzorg U.A. | Use of a combination of diazoxide and metformin for treating obesity or obesity related disorders |
| US20100215635A1 (en) * | 2009-02-23 | 2010-08-26 | Zoltan Kiss | Small molecules to induce weight loss or to reduce weight gain |
| EP2414830A2 (en) | 2009-03-31 | 2012-02-08 | Robert Zimmermann | Modulation of adipose triglyceride lipase for prevention and treatment of cachexia, loss of weight and muscle atrophy and methods of screening therefor |
| WO2010112569A1 (en) | 2009-03-31 | 2010-10-07 | Robert Zimmermann | Modulation of adipose triglyceride lipase for prevention and treatment of cachexia, loss of weight and muscle atrophy and methods of screening therefor |
| BRPI0901602B8 (pt) | 2009-04-03 | 2021-05-25 | Ems S/A | formulação farmacêuticas |
| RU2412713C2 (ru) * | 2009-05-14 | 2011-02-27 | Открытое Акционерное Общество Завод Экологической Техники И Экопитания "Диод" | Фармацевтическая композиция, биологически активная добавка и способ уменьшения поглощения жира из пищи |
| WO2011028309A1 (en) | 2009-09-04 | 2011-03-10 | University Of Toledo | PROCESSES FOR PRODUCING OPTICALLY PURE β-LACTONES FROM ALDEHYDES AND COMPOSITIONS PRODUCED THEREBY |
| AP3099A (en) | 2009-11-02 | 2015-01-31 | Pfizer | Dioxa-bicyclo[3.2.1]octane-2,3,4-triol de derivatives |
| UA107369C2 (en) | 2010-02-01 | 2014-12-25 | Lab Bago S A | Pharmaceutical composition with anti-obesity activity comprising a premixture of pure orlistat and preparation process |
| US8524909B2 (en) | 2010-02-02 | 2013-09-03 | Hoffmann-La Roche Inc. | Tetrahydro-pyran derivatives |
| RU2441654C2 (ru) * | 2010-02-17 | 2012-02-10 | Лабораториос Баго С.А. | Фармацевтическая композиция с активностью против ожирения, включающая премикс чистого орлистата, и способ ее изготовления |
| CA2786314A1 (en) | 2010-02-25 | 2011-09-01 | Merck Sharp & Dohme Corp. | Novel cyclic benzimidazole derivatives useful anti-diabetic agents |
| EP3159331A1 (en) | 2010-05-05 | 2017-04-26 | Infinity Pharmaceuticals, Inc. | Tetrazolones as inhibitors of fatty acid synthase |
| WO2011140296A1 (en) | 2010-05-05 | 2011-11-10 | Infinity Pharmaceuticals | Triazoles as inhibitors of fatty acid synthase |
| US20130072519A1 (en) | 2010-05-21 | 2013-03-21 | Edward Lee Conn | 2-phenyl benzoylamides |
| DK2575768T3 (en) | 2010-05-24 | 2018-03-12 | Swedish Oat Fiber Ab | Aqueous Dispersion Comprehensive Galactolipids and Procedures for their Preparation |
| EP2392327A1 (en) | 2010-06-04 | 2011-12-07 | Universitätsmedizin der Johannes Gutenberg-Universität Mainz | Use of orlistat for the anti-parasitic treatment of a parasitic disease |
| CA2802832A1 (en) | 2010-07-06 | 2012-01-12 | Astrazeneca Ab | Therapeutic agents 976 |
| CN101885713B (zh) * | 2010-07-19 | 2011-11-30 | 大邦(湖南)生物制药有限公司 | 一种毒三素链霉菌发酵液中分离提取利普司他汀的工艺 |
| US9616097B2 (en) | 2010-09-15 | 2017-04-11 | Synergy Pharmaceuticals, Inc. | Formulations of guanylate cyclase C agonists and methods of use |
| CN101948450B (zh) * | 2010-10-13 | 2013-04-24 | 鲁南制药集团股份有限公司 | 一种生产制备奥利司他的方法 |
| US9149959B2 (en) | 2010-10-22 | 2015-10-06 | Monosol Rx, Llc | Manufacturing of small film strips |
| BR112013010157B1 (pt) | 2010-11-04 | 2020-02-04 | Albireo Ab | iinibidores do ibat, seus usos, e composição e combinações farmacêuticas |
| RU2619215C2 (ru) | 2010-11-08 | 2017-05-12 | Альбирео Аб | Фармацевтическая комбинация, включающая ibat-ингибитор и связующее желчной кислоты |
| SG192941A1 (en) | 2011-02-25 | 2013-09-30 | Merck Sharp & Dohme | Novel cyclic azabenzimidazole derivatives useful as anti-diabetic agents |
| CA2828343A1 (en) | 2011-03-04 | 2012-09-13 | The Scripps Research Institute | Edn3-like peptides and uses thereof |
| UY34194A (es) | 2011-07-15 | 2013-02-28 | Astrazeneca Ab | ?(3-(4-(espiroheterocíclico)metil)fenoxi)azetidin-1-il)(5-(fenil)-1,3,4-oxadiazol-2-il)metanona en el tratamiento de la obesidad? |
| CN102304105B (zh) * | 2011-07-15 | 2013-07-10 | 鲁南新时代生物技术有限公司 | 一种制备高纯度奥利司他的方法 |
| CN103030613B (zh) * | 2011-09-29 | 2014-11-12 | 北大方正集团有限公司 | 一种利普司他汀的提纯方法 |
| JP2013249293A (ja) * | 2012-06-04 | 2013-12-12 | Kao Corp | リパーゼ活性阻害剤、抗真菌剤、及びフケ抑制剤 |
| MX2015001500A (es) | 2012-08-02 | 2015-04-08 | Merck Sharp & Dohme | Compuestos antidiabeticos triciclicos. |
| WO2014060445A1 (en) | 2012-10-19 | 2014-04-24 | Akzo Nobel Chemicals International B.V. | Method for preparing high purity orlistat |
| CN102936234B (zh) * | 2012-11-15 | 2015-04-01 | 江苏阿尔法药业有限公司 | 一种制备脂肪酶抑制剂奥利司他的方法 |
| CN102993134B (zh) * | 2012-12-31 | 2015-08-05 | 鲁南新时代生物技术有限公司 | 一种利普司他汀的提纯方法 |
| KR20150118158A (ko) | 2013-02-22 | 2015-10-21 | 머크 샤프 앤드 돔 코포레이션 | 항당뇨병 비시클릭 화합물 |
| EP2970119B1 (en) | 2013-03-14 | 2021-11-03 | Merck Sharp & Dohme Corp. | Novel indole derivatives useful as anti-diabetic agents |
| US9708367B2 (en) | 2013-03-15 | 2017-07-18 | Synergy Pharmaceuticals, Inc. | Agonists of guanylate cyclase and their uses |
| US9486494B2 (en) | 2013-03-15 | 2016-11-08 | Synergy Pharmaceuticals, Inc. | Compositions useful for the treatment of gastrointestinal disorders |
| SG11201507496UA (en) | 2013-04-17 | 2015-11-27 | Pfizer | N-piperidin-3-ylbenzamide derivatives for treating cardiovascular diseases |
| CN105764916B (zh) | 2013-06-05 | 2021-05-18 | 博士医疗爱尔兰有限公司 | 鸟苷酸环化酶c的超纯激动剂、制备和使用所述激动剂的方法 |
| WO2015051496A1 (en) | 2013-10-08 | 2015-04-16 | Merck Sharp & Dohme Corp. | Antidiabetic tricyclic compounds |
| CA2959208C (en) | 2014-08-29 | 2023-09-19 | Tes Pharma S.R.L. | Pyrimidine derivatives and their use as inhibitors of alpha-amino-beta-carboxymuconate-epsilon-semialdehyde decarboxylase |
| US10743813B2 (en) | 2014-09-11 | 2020-08-18 | Rattan Nath | Diabetes control using postprandial feedback |
| WO2016055901A1 (en) | 2014-10-08 | 2016-04-14 | Pfizer Inc. | Substituted amide compounds |
| US11273131B2 (en) | 2016-05-05 | 2022-03-15 | Aquestive Therapeutics, Inc. | Pharmaceutical compositions with enhanced permeation |
| JP7653218B2 (ja) | 2016-05-05 | 2025-03-28 | アクエスティブ セラピューティクス インコーポレイテッド | 送達増強エピネフリン組成物 |
| US12433850B2 (en) | 2016-05-05 | 2025-10-07 | Aquestive Therapeutics, Inc. | Enhanced delivery epinephrine and prodrug compositions |
| US12427121B2 (en) | 2016-05-05 | 2025-09-30 | Aquestive Therapeutics, Inc. | Enhanced delivery epinephrine compositions |
| CN109952292A (zh) | 2016-10-14 | 2019-06-28 | Tes制药有限责任公司 | α-氨基-β-羧基己二烯二酸半醛去羧酶的抑制剂 |
| WO2018106518A1 (en) | 2016-12-06 | 2018-06-14 | Merck Sharp & Dohme Corp. | Antidiabetic heterocyclic compounds |
| US10968232B2 (en) | 2016-12-20 | 2021-04-06 | Merck Sharp & Dohme Corp. | Antidiabetic spirochroman compounds |
| AR117122A1 (es) | 2018-11-20 | 2021-07-14 | Tes Pharma S R L | INHIBIDORES DE LA ÁCIDO a-AMINO-b-CARBOXIMUCÓNICO SEMIALDEHÍDO DESCARBOXILASA |
| SI3911648T1 (sl) | 2019-01-18 | 2025-02-28 | Astrazeneca Ab | 6'-[[(1S,3S)-3-[[5-(difluorometoksi)-2-pyrimidinil]amino]ciklopentil]amino][1(2H),3'-bipiridin]-2-on kot zaviralec PCSK9 in postopki njegove uporabe |
| NL2022615B1 (en) | 2019-02-21 | 2020-08-31 | Patrick Alexander Unger | Pharmaceutical composition comprising tetrahydrocannabivarin for the prevention and treatment of overweight |
| WO2021157619A1 (ja) | 2020-02-05 | 2021-08-12 | 日油株式会社 | 膵液瘻の予防または治療剤 |
| EP4422607A4 (en) | 2021-10-25 | 2025-09-03 | Aquestive Therapeutics Inc | ORAL AND NASAL COMPOSITIONS AND METHODS OF TREATMENT |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS608117B2 (ja) * | 1977-02-08 | 1985-02-28 | 財団法人微生物化学研究会 | 新生理活性物質エステラスチンおよびその製造法 |
| GB2023604B (en) * | 1978-05-25 | 1982-07-28 | Microbial Chem Res Found | Physiologically active derivatives of esterastin and production thereof |
| JPS56128774A (en) * | 1980-03-14 | 1981-10-08 | Microbial Chem Res Found | New physiologically active substance ebelactone and its preparation |
| CA1328881C (en) * | 1984-12-21 | 1994-04-26 | Pierre Barbier | Process for the manufacture of oxetanones |
-
1984
- 1984-05-25 CA CA000455089A patent/CA1247547A/en not_active Expired
- 1984-06-05 DE DE1998175045 patent/DE19875045I2/de active Active
- 1984-06-05 AT AT84106420T patent/ATE30025T1/de active
- 1984-06-05 EP EP84106420A patent/EP0129748B1/de not_active Expired
- 1984-06-05 DE DE8484106420T patent/DE3466538D1/de not_active Expired
- 1984-06-14 FI FI842422A patent/FI78694C/fi not_active IP Right Cessation
- 1984-06-15 NZ NZ208521A patent/NZ208521A/en unknown
- 1984-06-15 ZA ZA844558A patent/ZA844558B/xx unknown
- 1984-06-15 IL IL72122A patent/IL72122A/xx not_active IP Right Cessation
- 1984-06-18 US US06/621,827 patent/US4598089A/en not_active Expired - Lifetime
- 1984-06-18 AU AU29478/84A patent/AU572851B2/en not_active Expired
- 1984-06-20 MC MC841710A patent/MC1602A1/fr unknown
- 1984-06-20 ES ES533557A patent/ES8600650A1/es not_active Expired
- 1984-06-20 GR GR75059A patent/GR82120B/el unknown
- 1984-06-20 HU HU842372A patent/HU193579B/hu unknown
- 1984-06-20 PT PT78777A patent/PT78777B/pt unknown
- 1984-06-21 PH PH30863A patent/PH19704A/en unknown
- 1984-06-21 NO NO842512A patent/NO159941C/no not_active IP Right Cessation
- 1984-06-21 IE IE1566/84A patent/IE57761B1/en not_active IP Right Cessation
- 1984-06-21 KR KR1019840003509A patent/KR920002314B1/ko not_active Expired
- 1984-06-22 JP JP59127698A patent/JPS6013777A/ja active Granted
- 1984-06-22 DK DK308584A patent/DK160496C/da not_active IP Right Cessation
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1992
- 1992-06-26 MX MX9203633A patent/MX9203633A/es unknown
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1994
- 1994-02-21 BG BG098503A patent/BG60766B2/bg unknown
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1996
- 1996-05-24 LV LV960154A patent/LV5747B4/xx unknown
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1998
- 1998-10-21 LU LU90302C patent/LU90302I2/fr unknown
- 1998-10-26 NL NL980029C patent/NL980029I2/nl unknown
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2000
- 2000-05-31 NO NO2000003C patent/NO2000003I1/no unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| SPCG | Supplementary protection certificate granted |
Spc suppl protection certif: L133 Extension date: 20090613 |
|
| MA | Patent expired |
Owner name: F. HOFFMANN-LA ROCHE & CO. |