PL143884B1 - Method of obtaining novel 1,4-dihydropyridinylolactones - Google Patents
Method of obtaining novel 1,4-dihydropyridinylolactones Download PDFInfo
- Publication number
- PL143884B1 PL143884B1 PL1985252522A PL25252285A PL143884B1 PL 143884 B1 PL143884 B1 PL 143884B1 PL 1985252522 A PL1985252522 A PL 1985252522A PL 25252285 A PL25252285 A PL 25252285A PL 143884 B1 PL143884 B1 PL 143884B1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/16—Peri-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Endocrinology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Emergency Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Pyrane Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Endoscopes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Polyesters Or Polycarbonates (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Claims (3)
1. Zastrzezenia patentowe 1. * Sposób wytwarzania nowych 1,4-dwuwodoropirydynolaktonów o wzorze 1, w którym R ozna- ¦cio- cza chlorowiec, rodnik C.-C1(-alkilowy, grupe C.-C. -alkoksylowa, C1-C1Q-alkilotio, C. -alkllosulfinylowa, Cj-C^-alkilosulfonylowa, grupe oyjanowa, C1-C^-mono- albo polifluoro- alkilowa, C..-C^-mono- albo polifluoroalkoksylowa lub grupe nitrowa, R oznacza atom wodoru, chlorowca albo grupe C*-C.Q-alkilowa lub C.-C..-alkokayIowa, R oznacza prosta, rozgaleziona lub oykliozna, nasycona lub nienasycona grupe weglowodorowa o 1-20 atomach wegla ewentualnie przerwana przez 1 lub 2 atomy tlenu lub grupy -SO -, w których n oznacza 0, 1 lub 2 i ewentual¬ nie podstawiona przez Jeden lub kilka atonów fluoru, chloru, bromu lub jodu, grupy -NO^, -ONO.-, grupy C«-C12-trójalkilosylilowe, grupy -OH, -CN, aminowe, C.-C^-monoalkiloaminowe, dwu-C,-- C^-alkiloaminowe lub benzylo-C1-C^-alkiloaminowe, R oznaoza atom wodoru, grupe NH2, CHO, CN albo prosta lub rozgaleziona, nasycona lub nienasycona grupe weglowodorowa o 1-6 atomach wegla ewentualnie przerwana w Lancuchu atomem tlenu, grupa -NH- lub grupa -N-alkilowa /o 1-6 atomach C/, R oznacza prosty lub rozgaleziony rodnik C.-C1Q-alkiIowy lub C2-C10-al- kenylowy ewentualnie przerwany w Lancuchu alkilowym przez jeden lub dwa atomy tlenu i ewen¬ tualnie podstawiony jednym lub kilkoma atomami fluoru chloru, bromu, jodu, grupami CN, NH~, OH, grupami arylowymi, hydroksykarbonylowymi, alkoksykarbonylowymi /o 1-10 atomach C w gru¬ pie alkoksylowej/, grupami -CHO, morfolinowymi lub C^ -Cj-dwualkiioamin owymi, w postaci izo-1^3 88*l 7 merów, mieszanin Izomerów, racematów i antypodów optycznych, z tym, ze R nie oznacza CF , 2 -* gdy R oznacza rodnik etylowy, znamienny t y m, ze 1 , o ogólnym wzorze 2, w którym R, R , R i R maja znaczenie wyzej podane, deprotonuje sie za pomoca zasad w obojetnym rozpuszczalniku i alkiluje za pomoca zwiazków o wzorze 3, w którym R ma znaczenie wyzej podane, a X oznacza Latwo odszczepialna grupe, taka Jak Cl, Br, J, -OSO^-R , gdzie Jp oznacza rodnik alkilowy lub aryIowy.
2. * Sposób wedlug zastrz* 1j znamienny tym, ze reakcje prowadzi sie w tem¬ peraturze -20°C do 180°C,
3. * Sposób wedlug zastrz* 1 lub 2,znamienny tym, ze Jako obojetne rozpusz- ozalniki stosuje sie amidy kwasowe, etery, sulfotlenki, a Jako zasady stosuje sie wodorki metali i amidki, alkilowe zwiazki metali, wodorotlenki i/lub alkoholany* km Sposób wedlug zastrz. 1,znamienny tym, ze ester izopropylowy kwasu ^-/2*chlorofenylo/»-2i-metylo-5fcokso-1 ,J*,5,7»czterowodorofuro-/3,4«-b7-pirydyno*3-karboksylo- wego alkiluje sie za pomoca Jodku etylu i otrzymuje ester izopropylowy kwasu 4«/2«-ohlorofe- nylo/l ~etylo-2»netylo*5^okso-1 ,^,5,7-ozterowodorofuro^3,4-h7»plrydyno-3»karboksylowego«1^3 8#t WZÓR 1 R4—X WZÓR 3 -|CH2)2-(0 WZ0R4 H3CJ SCHEMAT Pracownia Poligraficzna UP PRL. Naklad 100 egz Cena 220 zl PL PL
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19843410645 DE3410645A1 (de) | 1984-03-23 | 1984-03-23 | L-alkylsubstituierte 1,4-dihydropyridinlactone, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| PL252522A1 PL252522A1 (en) | 1986-04-08 |
| PL143884B1 true PL143884B1 (en) | 1988-03-31 |
Family
ID=6231357
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1985252522A PL143884B1 (en) | 1984-03-23 | 1985-03-22 | Method of obtaining novel 1,4-dihydropyridinylolactones |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US5026714A (pl) |
| EP (1) | EP0158138B1 (pl) |
| JP (1) | JPS60209584A (pl) |
| KR (1) | KR850006439A (pl) |
| AT (1) | ATE37880T1 (pl) |
| AU (1) | AU569783B2 (pl) |
| CA (1) | CA1249270A (pl) |
| CS (1) | CS250681B2 (pl) |
| DD (1) | DD234424A5 (pl) |
| DE (2) | DE3410645A1 (pl) |
| DK (1) | DK158517C (pl) |
| EG (1) | EG16785A (pl) |
| ES (9) | ES8607309A1 (pl) |
| FI (1) | FI83651C (pl) |
| GR (1) | GR850719B (pl) |
| HU (1) | HU191167B (pl) |
| IL (1) | IL74659A (pl) |
| NO (1) | NO161259C (pl) |
| NZ (1) | NZ211512A (pl) |
| PH (3) | PH23826A (pl) |
| PL (1) | PL143884B1 (pl) |
| PT (1) | PT80146B (pl) |
| SU (1) | SU1319785A3 (pl) |
| ZA (1) | ZA852172B (pl) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3521761A1 (de) * | 1985-06-19 | 1987-01-02 | Bayer Ag | Neue 1,4-dihydropyridine, verfahren zur herstellung und ihre verwendung in arzneimitteln |
| US5162338A (en) * | 1986-01-11 | 1992-11-10 | Bayer Aktiengesellschaft | Circulation active 4-aminoaryldihydropryidine lactones |
| DE3600596A1 (de) * | 1986-01-11 | 1987-07-16 | Bayer Ag | 4-aminoaryldihydropyridinlactone, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln |
| DE3629545A1 (de) * | 1986-08-30 | 1988-03-10 | Bayer Ag | Dihydropyridinverbindungen, verfahren zu ihrer herstellung und ihre verwendung |
| DE3706204A1 (de) * | 1987-02-26 | 1988-09-08 | Bayer Ag | Benzylaminoaryl-dihydropyridinlactone, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln |
| GB8716971D0 (en) * | 1987-07-17 | 1987-08-26 | Pfizer Ltd | Therapeutic agents |
| DE4430092A1 (de) * | 1994-08-25 | 1996-02-29 | Bayer Ag | 2,3-Cyclisch kondensierte 1,4-Dihydropyridine, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| TW200519091A (en) * | 2003-09-10 | 2005-06-16 | Synta Pharmaceuticals Corp | Dihydropyridine compounds for treating or preventing metabolic disorders |
| WO2021253180A1 (en) * | 2020-06-15 | 2021-12-23 | Novartis Ag | Methyl (r) -2- (fluoromethyl) -5-oxo-4-phenyl-4, 5, 6, 7-tetrahydro-1h-cyclopenta [b] pyridine-3-carboxylate and methyl (r) -2- (fluoromethyl) -5-oxo-4-phenyl-1, 4, 5, 7-tetrahydrofuro [3, 4-b] pyridine-3-carboxylate as cav1.2 activators |
| KR20230022979A (ko) | 2020-06-16 | 2023-02-16 | 노파르티스 아게 | CAV1.2 활성제로서의 메틸 2-메틸-5-옥소-1,4,5,7-테트라하이드로푸로[3,4-b]피리딘-3-카르복실레이트 화합물 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2005116C3 (de) * | 1970-02-05 | 1980-02-14 | Bayer Ag, 5090 Leverkusen | Symmetrische 1,4-Dihydropyridin-3,5-dicarbonsäureester |
| GB1552911A (en) * | 1975-07-02 | 1979-09-19 | Fujisawa Pharmaceutical Co | 1,4 dihydropyridine derivatives and the preparation thereof |
| US4284634A (en) * | 1975-07-02 | 1981-08-18 | Fujisawa Pharmaceutical Co., Ltd. | 1,4-Dihydropyridine derivatives, and pharmaceutical method of the same |
| US4253248A (en) | 1979-04-16 | 1981-03-03 | Cornish Judson E | Teaching machine apparatus |
| DE3206671A1 (de) * | 1982-02-25 | 1983-09-01 | Bayer Ag, 5090 Leverkusen | Dihydropyridine mit positiv inotroper wirkung, neue verbindungen, ihre verwendung in arzneimitteln und verfahren zu ihrer herstellung |
| NZ201395A (en) * | 1981-07-30 | 1987-02-20 | Bayer Ag | Pharmaceutical compositions containing 1,4-dihydropyridines and certain of these dihydropyridines |
| DE3130041A1 (de) * | 1981-07-30 | 1983-02-17 | Bayer Ag, 5090 Leverkusen | Dihydropyridine mit positiv inotroper wirkung, neue verbindungen, ihre verwendung in arzneimitteln und verfahren zu ihrer herstellung |
| US4497808A (en) * | 1981-12-30 | 1985-02-05 | Ciba-Geigy Corporation | N-Oxide compounds useful in the treatment of cardiovascular ailments |
| DE3209274A1 (de) * | 1982-03-13 | 1983-09-15 | Bayer Ag, 5090 Leverkusen | Pyridincarbonsaeureester, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| DE3209276A1 (de) * | 1982-03-13 | 1983-09-15 | Bayer Ag, 5090 Leverkusen | Arzneimittel mit antihypoxischer und ischaemie-protektiver wirkung |
| EP0111455A3 (de) * | 1982-12-10 | 1984-07-25 | Ciba-Geigy Ag | Ungesättigte Lactone |
| DE3521761A1 (de) * | 1985-06-19 | 1987-01-02 | Bayer Ag | Neue 1,4-dihydropyridine, verfahren zur herstellung und ihre verwendung in arzneimitteln |
| DE3601226A1 (de) * | 1986-01-17 | 1987-07-23 | Bayer Ag | Dihydropyridinlactole, verfahren zur herstellung und ihre verwendung in arzneimitteln |
-
1984
- 1984-03-23 DE DE19843410645 patent/DE3410645A1/de not_active Withdrawn
-
1985
- 1985-02-28 PH PH31929A patent/PH23826A/en unknown
- 1985-03-06 NO NO850891A patent/NO161259C/no unknown
- 1985-03-12 AT AT85102793T patent/ATE37880T1/de active
- 1985-03-12 EP EP85102793A patent/EP0158138B1/de not_active Expired
- 1985-03-12 DE DE8585102793T patent/DE3565541D1/de not_active Expired
- 1985-03-15 ES ES541309A patent/ES8607309A1/es not_active Expired
- 1985-03-15 SU SU853865401A patent/SU1319785A3/ru active
- 1985-03-19 CS CS851923A patent/CS250681B2/cs unknown
- 1985-03-19 JP JP60053524A patent/JPS60209584A/ja active Pending
- 1985-03-20 IL IL74659A patent/IL74659A/xx unknown
- 1985-03-20 EG EG182/85A patent/EG16785A/xx active
- 1985-03-20 NZ NZ211512A patent/NZ211512A/xx unknown
- 1985-03-20 HU HU851033A patent/HU191167B/hu not_active IP Right Cessation
- 1985-03-21 CA CA000477087A patent/CA1249270A/en not_active Expired
- 1985-03-21 GR GR850719A patent/GR850719B/el unknown
- 1985-03-21 FI FI851143A patent/FI83651C/fi not_active IP Right Cessation
- 1985-03-21 KR KR1019850001857A patent/KR850006439A/ko not_active Application Discontinuation
- 1985-03-21 DD DD85274322A patent/DD234424A5/de not_active IP Right Cessation
- 1985-03-21 PT PT80146A patent/PT80146B/pt not_active IP Right Cessation
- 1985-03-22 PL PL1985252522A patent/PL143884B1/pl unknown
- 1985-03-22 DK DK131685A patent/DK158517C/da not_active IP Right Cessation
- 1985-03-22 ZA ZA852172A patent/ZA852172B/xx unknown
- 1985-03-25 AU AU40449/85A patent/AU569783B2/en not_active Ceased
-
1986
- 1986-01-31 ES ES551543A patent/ES8702415A1/es not_active Expired
- 1986-01-31 ES ES551544A patent/ES8702416A1/es not_active Expired
- 1986-01-31 ES ES551541A patent/ES8702413A1/es not_active Expired
- 1986-01-31 ES ES551548A patent/ES8702418A1/es not_active Expired
- 1986-01-31 ES ES551542A patent/ES8702414A1/es not_active Expired
- 1986-01-31 ES ES551546A patent/ES8704173A1/es not_active Expired
- 1986-01-31 ES ES551547A patent/ES8704174A1/es not_active Expired
- 1986-01-31 ES ES551545A patent/ES8702417A1/es not_active Expired
- 1986-03-18 PH PH33544A patent/PH23455A/en unknown
-
1987
- 1987-07-23 PH PH35576A patent/PH24347A/en unknown
-
1989
- 1989-11-13 US US07/436,157 patent/US5026714A/en not_active Expired - Fee Related
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