PE20190180A1 - Procedimiento de preparacion de 5-fluoro-1h-pirazolopiridinas sustituidas - Google Patents
Procedimiento de preparacion de 5-fluoro-1h-pirazolopiridinas sustituidasInfo
- Publication number
- PE20190180A1 PE20190180A1 PE2018003204A PE2018003204A PE20190180A1 PE 20190180 A1 PE20190180 A1 PE 20190180A1 PE 2018003204 A PE2018003204 A PE 2018003204A PE 2018003204 A PE2018003204 A PE 2018003204A PE 20190180 A1 PE20190180 A1 PE 20190180A1
- Authority
- PE
- Peru
- Prior art keywords
- formula
- compound
- chf2
- fluoro
- reacts
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 abstract 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 238000004519 manufacturing process Methods 0.000 abstract 2
- WJKHJLXJJJATHN-UHFFFAOYSA-N triflic anhydride Chemical compound FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F WJKHJLXJJJATHN-UHFFFAOYSA-N 0.000 abstract 2
- OTANGTDQNPVIGE-ALCCZGGFSA-N (z)-2-fluoro-3-morpholin-4-ylprop-2-enal Chemical compound O=CC(/F)=C/N1CCOCC1 OTANGTDQNPVIGE-ALCCZGGFSA-N 0.000 abstract 1
- NBUKAOOFKZFCGD-UHFFFAOYSA-N 2,2,3,3-tetrafluoropropan-1-ol Chemical compound OCC(F)(F)C(F)F NBUKAOOFKZFCGD-UHFFFAOYSA-N 0.000 abstract 1
- OSWSZHMBICDPQH-UHFFFAOYSA-N 2,2,3,3-tetrafluoropropyl trifluoromethanesulfonate Chemical compound FC(F)C(F)(F)COS(=O)(=O)C(F)(F)F OSWSZHMBICDPQH-UHFFFAOYSA-N 0.000 abstract 1
- 108010081348 HRT1 protein Hairy Proteins 0.000 abstract 1
- 102100021881 Hairy/enhancer-of-split related with YRPW motif protein 1 Human genes 0.000 abstract 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/26—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids
- C07C303/28—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of esters of sulfonic acids by reaction of hydroxy compounds with sulfonic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/01—Sulfonic acids
- C07C309/02—Sulfonic acids having sulfo groups bound to acyclic carbon atoms
- C07C309/03—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
- C07C309/04—Sulfonic acids having sulfo groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton containing only one sulfo group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
- C07C309/63—Esters of sulfonic acids
- C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
- C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/02—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to acyclic carbon atoms
- C07C317/04—Sulfones; Sulfoxides having sulfone or sulfoxide groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/30—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/023—Preparation; Separation; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/027—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring
- C07D295/03—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements containing only one hetero ring with the ring nitrogen atoms directly attached to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/02—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements
- C07D295/037—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms containing only hydrogen and carbon atoms in addition to the ring hetero elements with quaternary ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/06—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals
- C07D295/067—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents attached to the same carbon chain, which is not interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
- C07D295/104—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Heart & Thoracic Surgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Cardiology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
Se refiere a un procedimiento para preparar aldehidos de formula H-CO-CF=CH-NR1R2 (Formula III) que comprende hacer reaccionar anhidrido trifluorometanosulfonico con 2,2,3,3-tetrafluoro-1-propanol sin disolvente y se hace reaccionar el resultante trifluorometanosulfonato de 2,2,3,3-tetrafluoropropilo con un compuesto de formula R2-NH-R1 (Formula XIIa) para obtener un compuesto de formula NR1R2-CH2-CF2-CHF2 (Formula XIIIa), que luego reacciona con metanosulfonato de metilo para obtener un compuesto de formula N+R1R2(CH3)-CH2-CF2-CHF2 CH3SO3- (Formula XIVa), que luego reacciona con hidroxido de sodio para obtener un compuesto de formula N+R1R2(CH3)-CH2=CF-CHF2 CH3SO3- (Formula XVa), que reacciona finalmente con un compuesto de formula XIIa para obtener el compuesto de formula (III), donde R1 y R2 son metilo, etilo, isopropilo, fenilo, entre otros. Tambien esta referida a un procedimiento de preparacion del compuesto de formula (2Z)-2-fluoro-3-morfolin-4-ilacrilaldehido (Formula IIIa)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11190789 | 2011-11-25 | ||
| EP11192301 | 2011-12-07 | ||
| PCT/EP2012/073276 WO2013076168A1 (de) | 2011-11-25 | 2012-11-21 | Verfahren zur herstellung von substituierten 5-fluor-1h-pyrazolopyridinen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PE20190180A1 true PE20190180A1 (es) | 2019-02-01 |
Family
ID=47222101
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2018003204A PE20190180A1 (es) | 2011-11-25 | 2012-11-21 | Procedimiento de preparacion de 5-fluoro-1h-pirazolopiridinas sustituidas |
| PE2018003205A PE20190181A1 (es) | 2011-11-25 | 2012-11-21 | Procedimiento de preparacion de 5-fluoro-1h-pirazolopiridinas sustituidas |
| PE2014000713A PE20142359A1 (es) | 2011-11-25 | 2012-11-21 | Procedimiento de preparacion de 5-fluoro-1h-pirazolopiridinas sustituidas |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PE2018003205A PE20190181A1 (es) | 2011-11-25 | 2012-11-21 | Procedimiento de preparacion de 5-fluoro-1h-pirazolopiridinas sustituidas |
| PE2014000713A PE20142359A1 (es) | 2011-11-25 | 2012-11-21 | Procedimiento de preparacion de 5-fluoro-1h-pirazolopiridinas sustituidas |
Country Status (41)
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102010021637A1 (de) | 2010-05-26 | 2011-12-01 | Bayer Schering Pharma Aktiengesellschaft | Substituierte 5-Fluor-1H-Pyrazolopyridine und ihre Verwendung |
| DE102010043380A1 (de) | 2010-11-04 | 2012-05-10 | Bayer Schering Pharma Aktiengesellschaft | Benzyl-substituierte Carbamate und ihre Verwendung |
| DE102010043379A1 (de) | 2010-11-04 | 2012-05-10 | Bayer Schering Pharma Aktiengesellschaft | Substituierte 6-Fluor-1H-Pyrazolo[4,3-b]pyridine und ihre Verwendung |
| CU24354B1 (es) | 2011-11-25 | 2018-08-06 | Adverio Pharma Gmbh | Procedimiento de obtención de derivados de tetrafluoropropilmorfolina |
| JP6386478B2 (ja) | 2013-02-21 | 2018-09-05 | アドヴェリオ・ファーマ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング | メチル｛４，６−ジアミノ−２−［１−（２−フルオロベンジル）−１ｈ−ピラゾロ［３，４−ｂ］ピリジノ−３−イル］ピリミジノ−５−イル｝メチルカルバメートの形態 |
| JO3318B1 (ar) | 2013-06-18 | 2019-03-13 | Lilly Co Eli | مثبطات bace |
| MX2018007152A (es) | 2015-12-14 | 2018-08-15 | Ironwood Pharmaceuticals Inc | Uso de estimuladores de guanilato ciclasa soluble (sgc) para el tratamiento de la disfuncion del esfinter gastrointestinal. |
| US20190381039A1 (en) | 2016-12-13 | 2019-12-19 | Cyclerion Therapeutics, Inc. | USE OF sGC STIMULATORS FOR THE TREATMENT OF ESOPHAGEAL MOTILITY DISORDERS |
| ES2924359T3 (es) | 2017-04-11 | 2022-10-06 | Sunshine Lake Pharma Co Ltd | Compuestos de indazol sustituidos con flúor y usos de los mismos |
| BR112021000358A2 (pt) | 2018-07-11 | 2021-04-06 | Cyclerion Therapeutics, Inc. | Uso de estimulantes de sgc para o tratamento de distúrbios mitocondriais |
| TWI830835B (zh) | 2018-12-17 | 2024-02-01 | 德商亞德維瑞醫藥有限公司 | 具改善性質之{4,6-二胺基-2-[5-氟-1-(2-氟芐基)-1H-吡唑並[3,4-b]吡啶-3-基]嘧啶-5-基}胺基甲酸甲酯活性化合物產物、其製造及調配物 |
| CA3127128A1 (en) * | 2019-01-22 | 2020-07-30 | Adverio Pharma Gmbh | Process for manufacturing 4-(2,2,3,3-tetrafluoropropyl)morpholine |
| CN115175666B (zh) * | 2020-02-03 | 2024-04-26 | 阿德弗里奥药品有限责任公司 | {4,6-二氨基-2-[5-氟-1-(2-氟苄基)-1H-吡唑并[3,4-b]吡啶-3-基]嘧啶-5-基}氨基甲酸甲酯的纳米制剂 |
| EP3925953A1 (en) * | 2020-06-16 | 2021-12-22 | Adverio Pharma GmbH | Process for preparing methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1h-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}carbamate |
| US20240352014A1 (en) | 2021-08-31 | 2024-10-24 | Teva Pharmaceuticals International Gmbh | Solid state forms of vericiguat and process for preparation thereof |
| ES2956054B2 (es) | 2022-05-03 | 2024-07-01 | Moehs Iberica Sl | 2-(5-FLUORO-1-(2-FLUOROBENCIL)-1H-PIRAZOLO[3,4-b]PIRIDIN-3-IL)-5-NITROSOPIRIMIDIN-4,6-DIAMINA O UNA SAL DE LA MISMA, PROCEDIMIENTO PARA SU PREPARACION Y SU USO EN LA SINTESIS DE VERICIGUAT |
| CN115043835B (zh) * | 2022-06-17 | 2023-05-09 | 常州制药厂有限公司 | 一种维立西呱的精制纯化方法 |
| WO2024038398A1 (en) * | 2022-08-18 | 2024-02-22 | Torrent Pharmaceuticals Limited | Novel salt of substituted 5-fluoro-1h-pyrazolopyridines and its uses |
| WO2025114276A1 (en) | 2023-12-01 | 2025-06-05 | Krka, D.D., Novo Mesto | Solid oral composition comprising vericiguat |
| WO2025132065A1 (en) | 2023-12-20 | 2025-06-26 | Adverio Pharma Gmbh | Dose regimen for vericiguat |
| CN117924280B (zh) * | 2024-03-20 | 2024-07-12 | 中国人民解放军军事科学院军事医学研究院 | 取代噻吩基-5-氟-1h-吡唑并吡啶类化合物及其用途 |
Family Cites Families (46)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8606936D0 (en) * | 1986-03-20 | 1986-04-23 | Ici Plc | Organic compounds |
| GB9013750D0 (en) | 1990-06-20 | 1990-08-08 | Pfizer Ltd | Therapeutic agents |
| DE19642255A1 (de) | 1996-10-14 | 1998-04-16 | Bayer Ag | Verwendung von 1-Benzyl-3-(substituierten-hetaryl) -kondensierten Pyrazol-Derivaten |
| HUP0001115A3 (en) | 1996-10-14 | 2001-06-28 | Bayer Ag | Heterocyclylmethyl-substituted pyrazol derivatives, process for their preparation and pharmaceuticals containing the same |
| US6451805B1 (en) | 1997-11-14 | 2002-09-17 | Bayer Aktiengesellschaft | Substituted pyrazole derivatives for the treatment of cardiocirculatory diseases |
| DE19834047A1 (de) | 1998-07-29 | 2000-02-03 | Bayer Ag | Substituierte Pyrazolderivate |
| DE19834044A1 (de) | 1998-07-29 | 2000-02-03 | Bayer Ag | Neue substituierte Pyrazolderivate |
| DE19834045A1 (de) | 1998-07-29 | 2000-02-03 | Bayer Ag | (4-Amino-5-ethylpyrimidin-2-yl)-1-(2-fluorbenzyl)-1H-pyrazolo[3,4-b]pyridin |
| DE19846514A1 (de) | 1998-10-09 | 2000-04-20 | Bayer Ag | Neue Heterocyclyl-methyl-substituierte Pyrazole |
| DE59906902D1 (de) * | 1998-11-16 | 2003-10-09 | Basf Ag | Herbizide 3-(benzo(ox/thi)azol-7-yl)-1h-pyrimidin-2,4-dione |
| DE19920352A1 (de) | 1999-05-04 | 2000-11-09 | Bayer Ag | Substituiertes Pyrazolderivat |
| DE10131987A1 (de) | 2000-11-22 | 2002-05-23 | Bayer Ag | Neue Pyridin-substituierte Pyrazolopyridinderivate |
| DE10057751A1 (de) | 2000-11-22 | 2002-05-23 | Bayer Ag | Neue Carbamat-substituierte Pyrazolopyridinderivate |
| AR031176A1 (es) * | 2000-11-22 | 2003-09-10 | Bayer Ag | Nuevos derivados de pirazolpiridina sustituidos con piridina |
| DE10057754A1 (de) | 2000-11-22 | 2002-05-23 | Bayer Ag | Neue Sulfonamid-substituierte Pyrazolopyridinderivate |
| WO2002042299A1 (de) | 2000-11-22 | 2002-05-30 | Bayer Aktiengesellschaft | Neue lactam-substituierte pyrazolopyridinderivate |
| DE10122894A1 (de) | 2001-05-11 | 2002-11-14 | Bayer Ag | Neue Sulfonat-substituierte Pyrazolopyridinderivate |
| KR100971616B1 (ko) | 2001-06-22 | 2010-07-22 | 베링거 잉겔하임 파르마 게엠베하 운트 코 카게 | 결정질 항콜린제, 이의 제조방법 및 이를 포함하는 약제학적 조성물 |
| DE10132416A1 (de) | 2001-07-04 | 2003-01-16 | Bayer Ag | Neue Morpholin-überbrückte Pyrazolopyridinderivate |
| DE10153737A1 (de) | 2001-10-31 | 2003-05-28 | Boehringer Ingelheim Pharma | Kristallines Natriumsalz des Telmisartans, Verfahren zu dessen Herstellung und dessen Verwendung zur Herstellung eines Arzneimittels |
| DE10220570A1 (de) * | 2002-05-08 | 2003-11-20 | Bayer Ag | Carbamat-substituierte Pyrazolopyridine |
| DE10222550A1 (de) | 2002-05-17 | 2003-11-27 | Bayer Ag | Substituierte Benzyl-pyrazolopyridine |
| DE10232571A1 (de) | 2002-07-18 | 2004-02-05 | Bayer Ag | 4-Aminosubstituierte Pyrimidinderivate |
| DE10232572A1 (de) | 2002-07-18 | 2004-02-05 | Bayer Ag | Neue 2,5-disubstituierte Pyrimidinderivate |
| DE10351903A1 (de) | 2003-11-06 | 2005-06-09 | Bayer Healthcare Ag | Neue Kombination |
| DE102006021733A1 (de) * | 2006-05-09 | 2007-11-22 | Bayer Healthcare Ag | 3-Tetrazolylindazole und 3-Tetrazolylpyrazolopyridine sowie ihre Verwendung |
| DE102006031175A1 (de) | 2006-07-06 | 2008-01-10 | Bayer Healthcare Ag | Wässrige Arzneimittelformulierung von 4-[((4-Carboxybutyl)-(2[(4-phenethyl-benzyl)oxy]-phenethyl)amino)methyl]benzoesäur |
| DE102006043443A1 (de) | 2006-09-15 | 2008-03-27 | Bayer Healthcare Ag | Neue aza-bicyclische Verbindungen und ihre Verwendung |
| WO2009000832A2 (en) | 2007-06-25 | 2008-12-31 | Boehringer Ingelheim International Gmbh | Chemical compounds |
| AR067762A1 (es) | 2007-07-31 | 2009-10-21 | Vertex Pharma | Proceso para preparar 5-fluoro-1h-pirazolo (3,4-b) piridin-3-amina y derivados de la misma |
| JP2011513483A (ja) | 2008-03-10 | 2011-04-28 | バーテックス ファーマシューティカルズ インコーポレイテッド | タンパク質キナーゼの阻害剤として有用なピリミジンおよびピリジン |
| KR100979460B1 (ko) * | 2008-05-13 | 2010-09-02 | 한국과학기술연구원 | 함불소알킬그룹이 치환된 이온성 액체의 직접 제조방법 |
| DE102009004245A1 (de) | 2009-01-09 | 2010-07-15 | Bayer Schering Pharma Aktiengesellschaft | Neue anellierte, Heteroatom-verbrückte Pyrazol- und Imidazol-Derivate und ihre Verwendung |
| KR101861981B1 (ko) | 2009-11-27 | 2018-05-28 | 아드베리오 파마 게엠베하 | 제약상 물질로서 사용하기 위한 메틸-(4,6-디아미노-2-(1-(2-플루오로벤질)-1ｈ-피라졸로(3,4-ｂ)피리디노-3-일)피리미디노-5-일)메틸카르바메이트의 제조 방법 및 그의 정제 |
| UY33040A (es) * | 2009-11-27 | 2011-06-30 | Bayer Schering Pahrma Akitengesellschaft | Nuevas formas polimorfas de {4,6diamino-2-[1-(2-fluorobencil-1h-pirazol[3,4-b]piridin-3-il]pirimidin-5-il}carbamato de metilo |
| UY33041A (es) * | 2009-11-27 | 2011-06-30 | Bayer Schering Pharma Aktienegesellschaft | Procedimiento para la preparaciòn de {4,6-diamino-2-[1-(2-fluorobencil)-1h-pirazolo[3,4-b]piridin-3-il]pirimidin-5-il}carbamato de metilo y su purificaciòn para el uso como principio activo farmacèutico |
| US20130178475A1 (en) | 2010-03-17 | 2013-07-11 | Ironwood Pharmaceuticals, Inc. | sGC STIMULATORS |
| DE102010021637A1 (de) * | 2010-05-26 | 2011-12-01 | Bayer Schering Pharma Aktiengesellschaft | Substituierte 5-Fluor-1H-Pyrazolopyridine und ihre Verwendung |
| PH12013500055A1 (en) | 2010-07-09 | 2017-08-23 | Bayer Ip Gmbh | Ring-fused pyrimidines and triazines and use thereof for the treatment and/or prophylaxis of cardiovascular diseases |
| DE102010040234A1 (de) | 2010-09-03 | 2012-03-08 | Bayer Schering Pharma Aktiengesellschaft | Verfahren zur Herstellung von 5-Flour-1H-pyrazolo[3,4-b]pyridin-3-carbonitril |
| DE102010040233A1 (de) * | 2010-09-03 | 2012-03-08 | Bayer Schering Pharma Aktiengesellschaft | Bicyclische Aza-Heterocyclen und ihre Verwendung |
| DE102010043380A1 (de) | 2010-11-04 | 2012-05-10 | Bayer Schering Pharma Aktiengesellschaft | Benzyl-substituierte Carbamate und ihre Verwendung |
| DE102010043379A1 (de) | 2010-11-04 | 2012-05-10 | Bayer Schering Pharma Aktiengesellschaft | Substituierte 6-Fluor-1H-Pyrazolo[4,3-b]pyridine und ihre Verwendung |
| DE102011007272A1 (de) | 2011-04-13 | 2012-10-18 | Bayer Pharma Aktiengesellschaft | Verzweigte 3-Phenylpropionsäure-Derivate und ihre Verwendung |
| JP6054967B2 (ja) | 2011-09-02 | 2016-12-27 | バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツングＢａｙｅｒ Ｉｎｔｅｌｌｅｃｔｕａｌ Ｐｒｏｐｅｒｔｙ ＧｍｂＨ | 置換アネレート化ピリミジンおよびその使用 |
| CU24354B1 (es) * | 2011-11-25 | 2018-08-06 | Adverio Pharma Gmbh | Procedimiento de obtención de derivados de tetrafluoropropilmorfolina |
-
2012
- 2012-11-21 CU CUP2015000124A patent/CU24354B1/es unknown
- 2012-11-21 RS RS20210372A patent/RS61609B1/sr unknown
- 2012-11-21 DK DK15151593.9T patent/DK2896617T3/en active
- 2012-11-21 AP AP2015008243A patent/AP3898A/en active
- 2012-11-21 PT PT151515939T patent/PT2896617T/pt unknown
- 2012-11-21 LT LTEP12790891.1T patent/LT2782914T/lt unknown
- 2012-11-21 EP EP18178621.1A patent/EP3421470B8/de active Active
- 2012-11-21 SG SG10201604196VA patent/SG10201604196VA/en unknown
- 2012-11-21 MY MYPI2018001784A patent/MY198086A/en unknown
- 2012-11-21 PE PE2018003204A patent/PE20190180A1/es unknown
- 2012-11-21 PL PL18178621T patent/PL3421470T3/pl unknown
- 2012-11-21 SI SI201230770A patent/SI2896617T1/sl unknown
- 2012-11-21 SG SG10201604192XA patent/SG10201604192XA/en unknown
- 2012-11-21 SI SI201231439T patent/SI2782914T1/sl unknown
- 2012-11-21 ES ES15151593.9T patent/ES2603028T3/es active Active
- 2012-11-21 CN CN201610014399.8A patent/CN105503867B/zh active Active
- 2012-11-21 PT PT12790891T patent/PT2782914T/pt unknown
- 2012-11-21 CN CN201611138520.4A patent/CN106905314A/zh active Pending
- 2012-11-21 HU HUE18178621A patent/HUE053745T2/hu unknown
- 2012-11-21 TR TR2018/16203T patent/TR201816203T4/tr unknown
- 2012-11-21 AU AU2012342547A patent/AU2012342547C1/en active Active
- 2012-11-21 KR KR1020177033016A patent/KR101943788B1/ko active Active
- 2012-11-21 WO PCT/EP2012/073276 patent/WO2013076168A1/de not_active Ceased
- 2012-11-21 PE PE2018003205A patent/PE20190181A1/es unknown
- 2012-11-21 HR HRP20181818TT patent/HRP20181818T1/hr unknown
- 2012-11-21 CN CN201280066381.2A patent/CN104159898B/zh active Active
- 2012-11-21 RS RS20181317A patent/RS57945B1/sr unknown
- 2012-11-21 SI SI201231895T patent/SI3421470T1/sl unknown
- 2012-11-21 UA UAA201703936A patent/UA120278C2/uk unknown
- 2012-11-21 CA CA2856706A patent/CA2856706C/en active Active
- 2012-11-21 JP JP2014542816A patent/JP6189315B2/ja active Active
- 2012-11-21 MY MYPI2014701335A patent/MY168412A/en unknown
- 2012-11-21 LT LTEP18178621.1T patent/LT3421470T/lt unknown
- 2012-11-21 PT PT181786211T patent/PT3421470T/pt unknown
- 2012-11-21 DK DK12790891.1T patent/DK2782914T3/en active
- 2012-11-21 PL PL12790891T patent/PL2782914T3/pl unknown
- 2012-11-21 HU HUE12790891A patent/HUE041592T2/hu unknown
- 2012-11-21 RS RS20161004A patent/RS55387B1/sr unknown
- 2012-11-21 AP AP2014007705A patent/AP2014007705A0/xx unknown
- 2012-11-21 BR BR122020001312-5A patent/BR122020001312B1/pt active IP Right Grant
- 2012-11-21 EA EA201690520A patent/EA033455B1/ru not_active IP Right Cessation
- 2012-11-21 EP EP15151593.9A patent/EP2896617B1/de active Active
- 2012-11-21 MX MX2014006018A patent/MX357481B/es active IP Right Grant
- 2012-11-21 KR KR1020197003426A patent/KR102026059B1/ko active Active
- 2012-11-21 PE PE2014000713A patent/PE20142359A1/es active IP Right Grant
- 2012-11-21 LT LTEP15151593.9T patent/LT2896617T/lt unknown
- 2012-11-21 HU HUE15151593A patent/HUE031029T2/en unknown
- 2012-11-21 EP EP12790891.1A patent/EP2782914B1/de active Active
- 2012-11-21 MX MX2017014201A patent/MX375872B/es unknown
- 2012-11-21 EA EA201690521A patent/EA031602B1/ru not_active IP Right Cessation
- 2012-11-21 ES ES12790891.1T patent/ES2694158T3/es active Active
- 2012-11-21 BR BR112014012414-0A patent/BR112014012414B1/pt active IP Right Grant
- 2012-11-21 UA UAA201406974A patent/UA116623C2/uk unknown
- 2012-11-21 ES ES18178621T patent/ES2864009T3/es active Active
- 2012-11-21 PL PL15151593T patent/PL2896617T3/pl unknown
- 2012-11-21 CR CR20190057A patent/CR20190057A/es unknown
- 2012-11-21 EA EA201892050A patent/EA201892050A1/ru unknown
- 2012-11-21 MY MYPI2018001783A patent/MY197904A/en unknown
- 2012-11-21 KR KR1020147017000A patent/KR101993022B1/ko active Active
- 2012-11-21 DK DK18178621.1T patent/DK3421470T3/da active
- 2012-11-21 CR CR20210072A patent/CR20210072A/es unknown
- 2012-11-21 EA EA201491028A patent/EA030018B1/ru not_active IP Right Cessation
- 2012-11-21 CA CA3040720A patent/CA3040720C/en active Active
- 2012-11-21 UA UAA201703940A patent/UA119269C2/uk unknown
- 2012-11-21 SG SG11201402111QA patent/SG11201402111QA/en unknown
- 2012-11-22 JO JOP/2012/0351A patent/JOP20120351B1/ar active
- 2012-11-23 TW TW107115179A patent/TWI659016B/zh active
- 2012-11-23 TW TW105136776A patent/TWI631123B/zh active
- 2012-11-23 UY UY0001034467A patent/UY34467A/es unknown
- 2012-11-23 TW TW107124021A patent/TWI665198B/zh active
- 2012-11-23 TW TW101143843A patent/TWI597280B/zh active
- 2012-11-23 AR ARP120104425A patent/AR088983A1/es active IP Right Grant
- 2012-11-23 TW TW108113331A patent/TW201932465A/zh unknown
- 2012-11-26 US US13/684,670 patent/US8802847B2/en active Active
-
2014
- 2014-05-13 IL IL232585A patent/IL232585A0/en active IP Right Grant
- 2014-05-19 ZA ZA2014/03613A patent/ZA201403613B/en unknown
- 2014-05-21 DO DO2014000112A patent/DOP2014000112A/es unknown
- 2014-05-21 CU CUP2014000055A patent/CU24257B1/es unknown
- 2014-05-21 CR CR20140237A patent/CR20140237A/es unknown
- 2014-05-22 CL CL2014001339A patent/CL2014001339A1/es unknown
- 2014-05-22 EC ECIEPI20141627A patent/ECSP14001627A/es unknown
- 2014-05-22 PH PH12014501160A patent/PH12014501160A1/en unknown
- 2014-05-23 CO CO14111814A patent/CO6960555A2/es unknown
- 2014-05-23 GT GT201400101A patent/GT201400101A/es unknown
- 2014-07-01 US US14/320,875 patent/US9150573B2/en active Active
-
2015
- 2015-06-29 PH PH12015501494A patent/PH12015501494B1/en unknown
- 2015-07-10 US US14/796,703 patent/US9604948B2/en active Active
- 2015-08-18 ZA ZA2015/05970A patent/ZA201505970B/en unknown
- 2015-09-15 CU CUP2015000123A patent/CU20150123A7/es unknown
-
2016
- 2016-02-12 CL CL2016000344A patent/CL2016000344A1/es unknown
- 2016-06-16 IL IL246265A patent/IL246265B/en active IP Right Grant
- 2016-09-20 JP JP2016182821A patent/JP6340391B2/ja active Active
- 2016-11-14 HR HRP20161501TT patent/HRP20161501T1/hr unknown
-
2017
- 2017-01-16 DO DO2017000013A patent/DOP2017000013A/es unknown
- 2017-02-17 US US15/435,964 patent/US9845300B2/en active Active
- 2017-11-02 AU AU2017254916A patent/AU2017254916B2/en active Active
- 2017-11-13 JP JP2017218037A patent/JP6392436B2/ja active Active
- 2017-11-14 US US15/812,524 patent/US10364229B2/en active Active
-
2018
- 2018-08-22 JP JP2018155294A patent/JP2018199698A/ja active Pending
- 2018-11-29 IL IL263389A patent/IL263389B/en unknown
-
2019
- 2019-02-19 US US16/278,813 patent/US10633357B2/en active Active
- 2019-02-19 US US16/278,778 patent/US10633356B2/en active Active
- 2019-03-27 AU AU2019202123A patent/AU2019202123B2/en active Active
-
2021
- 2021-03-26 CY CY20211100270T patent/CY1124000T1/el unknown
- 2021-03-30 HR HRP20210507TT patent/HRP20210507T1/hr unknown
- 2021-04-05 JO JOP/2021/0065A patent/JOP20210065A1/ar unknown
- 2021-04-05 JO JOP/2021/0064A patent/JOP20210064A1/ar unknown
- 2021-08-25 DO DO2021000179A patent/DOP2021000179A/es unknown
-
2022
- 2022-02-24 UY UY0001039646A patent/UY39646A/es unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| PE20190180A1 (es) | Procedimiento de preparacion de 5-fluoro-1h-pirazolopiridinas sustituidas | |
| AR114631A1 (es) | Métodos e intermedios para preparar compuestos de piridina | |
| BR112015017869A2 (pt) | hidroalquilação aromtática de alquilo para a produção de plastificantes | |
| PE20121350A1 (es) | Metodos sinteticos para compuestos espiro-oxoindol | |
| BR112012008939A2 (pt) | processo para a preparação de compostos úteis como inibidores de sglt2 | |
| AR116790A1 (es) | PROCEDIMIENTO PARA LA PREPARACIÓN DE 3a-HIDROXI-5a-PREGNAN-20-ONA (BREXANOLONA) | |
| BR112014030365A2 (pt) | síntese de composto antiviral | |
| AR072447A1 (es) | Proceso para preparar 2- alcoximetilen-4,4-difluoro-3-oxobutiratos de alquilo | |
| AR117002A2 (es) | Proceso para la preparación de inhibidores de quinasa c-fms | |
| MX337320B (es) | Análogos halogenados de agentes anti-fibroticos. | |
| AR094948A1 (es) | Preparación de haloalcoxiarilhidracinas y los intermediarios a partir de los mismos | |
| AR098002A1 (es) | Preparación de derivados hidroxi-bencilbenceno | |
| IN2012DN01815A (es) | ||
| ES2603227T3 (es) | Proceso para la preparación de compuestos cetólidos | |
| CR20170134A (es) | Método para preparar 2´-o-fucosil-lactosa | |
| AR105091A1 (es) | Procedimiento para la síntesis de derivados de rapamicina | |
| AR098200A1 (es) | Proceso para preparar aluminoxanos, componente catalizador y aluminoxano resultantes | |
| MX2015013531A (es) | Alquil glicosidos como surfactantes. | |
| IN2014CN04960A (es) | ||
| CO6700138A1 (es) | Procedimiento de preparación de sal de l-arginina de perindoprilo | |
| MX2018014130A (es) | Procedimiento e intermedios para la 6,7-alfa-epoxidacion de 4,6-dienos esteroideos. | |
| MX2014002761A (es) | Compuestos reguladores del crecimiento vegetal. | |
| MX2019000105A (es) | Procesos novedosos para preparar estimuladores de guanilato ciclasa soluble. | |
| MX2020009462A (es) | Procesos para la preparación de compuestos de pirimidinilciclopentano. | |
| CL2019002795A1 (es) | Proceso para preparar 2-exo-(2-metilbenciloxi)-1-metil-4-isopropil-7-oxabiciclo[2.2.1]heptano. |