AR048937A1 - Proceso para preparar bisulfato de atazanavir forma e3 y material de configuracion c - Google Patents
Proceso para preparar bisulfato de atazanavir forma e3 y material de configuracion cInfo
- Publication number
- AR048937A1 AR048937A1 ARP050101776A ARP050101776A AR048937A1 AR 048937 A1 AR048937 A1 AR 048937A1 AR P050101776 A ARP050101776 A AR P050101776A AR P050101776 A ARP050101776 A AR P050101776A AR 048937 A1 AR048937 A1 AR 048937A1
- Authority
- AR
- Argentina
- Prior art keywords
- bisulfate
- atazanavir
- atazanavir bisulfate
- crystals
- configuration material
- Prior art date
Links
- AXRYRYVKAWYZBR-UHFFFAOYSA-N Atazanavir Natural products C=1C=C(C=2N=CC=CC=2)C=CC=1CN(NC(=O)C(NC(=O)OC)C(C)(C)C)CC(O)C(NC(=O)C(NC(=O)OC)C(C)(C)C)CC1=CC=CC=C1 AXRYRYVKAWYZBR-UHFFFAOYSA-N 0.000 title abstract 8
- 108010019625 Atazanavir Sulfate Proteins 0.000 title abstract 8
- 229960003277 atazanavir Drugs 0.000 title abstract 8
- 239000000463 material Substances 0.000 title abstract 3
- AXRYRYVKAWYZBR-GASGPIRDSA-N atazanavir Chemical compound C([C@H](NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)[C@@H](O)CN(CC=1C=CC(=CC=1)C=1N=CC=CC=1)NC(=O)[C@@H](NC(=O)OC)C(C)(C)C)C1=CC=CC=C1 AXRYRYVKAWYZBR-GASGPIRDSA-N 0.000 abstract 6
- QAOWNCQODCNURD-UHFFFAOYSA-M hydrogensulfate Chemical compound OS([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-M 0.000 abstract 6
- 239000013078 crystal Substances 0.000 abstract 3
- 238000002083 X-ray spectrum Methods 0.000 abstract 2
- 239000012458 free base Substances 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- KIWBPDUYBMNFTB-UHFFFAOYSA-N Ethyl hydrogen sulfate Chemical class CCOS(O)(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-N 0.000 abstract 1
- 229940122440 HIV protease inhibitor Drugs 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 239000004030 hiv protease inhibitor Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/42—Radicals substituted by singly-bound nitrogen atoms having hetero atoms attached to the substituent nitrogen atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/32—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Virology (AREA)
- General Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Molecular Biology (AREA)
- AIDS & HIV (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Plant Substances (AREA)
- Peptides Or Proteins (AREA)
Abstract
Un proceso para preparar el inhibidor de proteasa del VIH, bisulfato de atazanavir, en donde una solucion de base libre de atazanavir en un solvente orgánico se hace reaccionar con ácido sulfurico concentrado en una cantidad para reaccionar con menos de aproximadamente 15% en peso de la base libre, se adicionan semillas de cristales de Forma A de bisulfato de atazanavir a la mezcla de reaccion, como cristales de la forma de bisulfato, se adiciona ácido sulfurico concentrado adicional en etapas multiples a velocidades incrementadas de acuerdo con una ecuacion cubica, para efectuar la formacion de cristales de Forma A de bisulfato de atazanavir. También se proporciona un proceso para preparar bisulfato de atazanavir como material de configuracion C con un espectro de rayos X, como se muestra en la figura. Una nueva forma de bisulfato de atazanavir también se proporciona la cual es la forma E3 la cual es un solvato de trietanolato altamente cristalino de la sal de bisulfato de etanol caracterizado por su espectro de rayos X, como se muestra en la figura. Formulaciones farmacéuticas que comprenden material de configuracion C, otras que comprenden Forma E3 o Forma A de bisulfato de atazanavir.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US56804304P | 2004-05-04 | 2004-05-04 | |
| US60753304P | 2004-09-07 | 2004-09-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR048937A1 true AR048937A1 (es) | 2006-06-14 |
Family
ID=35320785
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP050101777A AR049268A1 (es) | 2004-05-04 | 2005-05-03 | Proceso que emplea cristalizacion controlada en la formacion de cristales de un producto farmaceutico. |
| ARP050101776A AR048937A1 (es) | 2004-05-04 | 2005-05-03 | Proceso para preparar bisulfato de atazanavir forma e3 y material de configuracion c |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP050101777A AR049268A1 (es) | 2004-05-04 | 2005-05-03 | Proceso que emplea cristalizacion controlada en la formacion de cristales de un producto farmaceutico. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20050256314A1 (es) |
| EP (1) | EP1758664A4 (es) |
| AR (2) | AR049268A1 (es) |
| CL (1) | CL2011003144A1 (es) |
| PE (2) | PE20060216A1 (es) |
| RU (1) | RU2385325C2 (es) |
| TW (3) | TWI445697B (es) |
| WO (1) | WO2005108380A2 (es) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200534879A (en) * | 2004-03-25 | 2005-11-01 | Bristol Myers Squibb Co | Coated tablet formulation and method |
| US7829720B2 (en) * | 2004-05-04 | 2010-11-09 | Bristol-Myers Squibb Company | Process for preparing atazanavir bisulfate and novel forms |
| TWI415635B (zh) * | 2004-05-28 | 2013-11-21 | 必治妥施貴寶公司 | 加衣錠片調製物及製備彼之方法 |
| DK2032521T3 (da) * | 2006-06-27 | 2010-01-25 | Sandoz Ag | Ny fremgangsmåde til saltfremstilling |
| EP2178511B1 (en) * | 2007-06-22 | 2011-03-02 | Bristol-Myers Squibb Company | Tableted compositions containing atazanavir |
| MX2009013461A (es) * | 2007-06-22 | 2010-01-15 | Bristol Myers Squibb Co | Composiciones comprimidas que contienen atazanavir. |
| CN101778625A (zh) * | 2007-06-22 | 2010-07-14 | 百时美施贵宝公司 | 含有阿扎那韦的压片组合物 |
| EP2179272B1 (de) * | 2007-07-10 | 2011-03-23 | Boehringer Ingelheim International GmbH | Optische befuellungskontrolle von pharmazeutischen kapseln auf kapselfuellmaschinen |
| WO2009014676A1 (en) * | 2007-07-23 | 2009-01-29 | Merck & Co., Inc. | Novel crystalline form of a dihydrochloride salt of a dipeptidyl peptidase-iv inhibitor |
| EP2272830A1 (en) | 2009-06-18 | 2011-01-12 | Esteve Química, S.A. | Preparation process of an antivirally heterocyclic azahexane derivative |
| CN104163787A (zh) * | 2014-08-08 | 2014-11-26 | 山东威智医药工业有限公司 | 阿扎那韦及其硫酸盐的制备方法 |
Family Cites Families (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2940998A (en) * | 1953-10-15 | 1960-06-14 | Ajinomoto Kk | Process for resolution of racemic glutamic acid and salts thereof |
| US4026897A (en) * | 1974-01-31 | 1977-05-31 | Otsuka Pharmaceutical Company | 5-[1-Hydroxy-2-(substituted-amino)]alkyl-8-hydroxycarbostyril derivatives |
| DE3403329A1 (de) * | 1984-02-01 | 1985-08-01 | Horst Dr. 4019 Monheim Zerbe | Pharmazeutisches produkt in form von pellets mit kontinuierlicher, verzoegerter wirkstoffabgabe |
| FR2623810B2 (fr) * | 1987-02-17 | 1992-01-24 | Sanofi Sa | Sels de l'alpha-(tetrahydro-4,5,6,7 thieno(3,2-c) pyridyl-5) (chloro-2 phenyl) -acetate de methyle dextrogyre et compositions pharmaceutiques en contenant |
| US5158777A (en) * | 1990-02-16 | 1992-10-27 | E. R. Squibb & Sons, Inc. | Captopril formulation providing increased duration of activity |
| CA2068402C (en) * | 1991-06-14 | 1998-09-22 | Michael R. Hoy | Taste mask coatings for preparation of chewable pharmaceutical tablets |
| US5428048A (en) * | 1993-11-08 | 1995-06-27 | American Home Products Corporation | Aryl-N-hydroxyureas as inhibitors of 5-lipoxygenase and anto-arteriosclerotic agents |
| GB9407386D0 (en) * | 1994-04-14 | 1994-06-08 | Smithkline Beecham Plc | Pharmaceutical formulation |
| TW483763B (en) * | 1994-09-02 | 2002-04-21 | Astra Ab | Pharmaceutical composition comprising of ramipril and dihydropyridine compound |
| US5849911A (en) * | 1996-04-22 | 1998-12-15 | Novartis Finance Corporation | Antivirally active heterocyclic azahexane derivatives |
| US6087383A (en) * | 1998-01-20 | 2000-07-11 | Bristol-Myers Squibb Company | Bisulfate salt of HIV protease inhibitor |
| KR20020015030A (ko) * | 1999-03-22 | 2002-02-27 | 스티븐 비. 데이비스 | cGMP 포스포디에스테라제의 접합된 피리도피리다진억제제 |
| US6414002B1 (en) * | 1999-09-22 | 2002-07-02 | Bristol-Myers Squibb Company | Substituted acid derivatives useful as antidiabetic and antiobesity agents and method |
| US6254888B1 (en) * | 2000-01-28 | 2001-07-03 | Boehringer Ingelheim Pharmaceuticals, Inc. | Method for coating pharmaceutical dosage forms |
| US6395767B2 (en) * | 2000-03-10 | 2002-05-28 | Bristol-Myers Squibb Company | Cyclopropyl-fused pyrrolidine-based inhibitors of dipeptidyl peptidase IV and method |
| CZ20011726A3 (cs) * | 2000-05-26 | 2002-02-13 | Pfizer Products Inc. | Způsob reakční krystalizace, který umoľňuje řídit velikost částic |
| IL145106A0 (en) * | 2000-08-30 | 2002-06-30 | Pfizer Prod Inc | Intermittent administration of a geowth hormone secretagogue |
| US6670344B2 (en) * | 2000-09-14 | 2003-12-30 | Bristol-Myers Squibb Company | Combretastatin A-4 phosphate prodrug mono- and di-organic amine salts, mono- and di- amino acid salts, and mono- and di-amino acid ester salts |
| TW200534879A (en) * | 2004-03-25 | 2005-11-01 | Bristol Myers Squibb Co | Coated tablet formulation and method |
| US7829720B2 (en) * | 2004-05-04 | 2010-11-09 | Bristol-Myers Squibb Company | Process for preparing atazanavir bisulfate and novel forms |
| US20050288343A1 (en) * | 2004-05-19 | 2005-12-29 | Andrew Rusowicz | Process of preparing substituted carbamates and intermediates thereof |
| TWI415635B (zh) * | 2004-05-28 | 2013-11-21 | 必治妥施貴寶公司 | 加衣錠片調製物及製備彼之方法 |
-
2005
- 2005-05-02 US US11/119,551 patent/US20050256314A1/en not_active Abandoned
- 2005-05-03 AR ARP050101777A patent/AR049268A1/es not_active Application Discontinuation
- 2005-05-03 WO PCT/US2005/015338 patent/WO2005108380A2/en not_active Ceased
- 2005-05-03 AR ARP050101776A patent/AR048937A1/es not_active Application Discontinuation
- 2005-05-03 RU RU2006142768/04A patent/RU2385325C2/ru active
- 2005-05-03 TW TW094114255A patent/TWI445697B/zh not_active IP Right Cessation
- 2005-05-03 EP EP20050745530 patent/EP1758664A4/en not_active Withdrawn
- 2005-05-03 TW TW094114256A patent/TW200606142A/zh unknown
- 2005-05-03 TW TW103111712A patent/TWI518072B/zh not_active IP Right Cessation
- 2005-05-04 PE PE2005000498A patent/PE20060216A1/es not_active Application Discontinuation
- 2005-05-04 PE PE2005000500A patent/PE20060466A1/es not_active Application Discontinuation
-
2011
- 2011-12-13 CL CL2011003144A patent/CL2011003144A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO2005108380A2 (en) | 2005-11-17 |
| PE20060216A1 (es) | 2006-03-17 |
| TW200606142A (en) | 2006-02-16 |
| RU2385325C2 (ru) | 2010-03-27 |
| AR049268A1 (es) | 2006-07-12 |
| CL2011003144A1 (es) | 2012-04-13 |
| EP1758664A4 (en) | 2010-12-22 |
| WO2005108380A3 (en) | 2006-08-24 |
| US20050256314A1 (en) | 2005-11-17 |
| EP1758664A2 (en) | 2007-03-07 |
| TWI518072B (zh) | 2016-01-21 |
| TW200600498A (en) | 2006-01-01 |
| RU2006142768A (ru) | 2008-06-10 |
| TW201427949A (zh) | 2014-07-16 |
| TWI445697B (zh) | 2014-07-21 |
| PE20060466A1 (es) | 2006-06-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FC | Refusal |