FI84063B - Foerfarande foer framstaellning av en farmaceutiskt anvaendbar dihydropyridinyldikarboxylatfoereningar. - Google Patents
Foerfarande foer framstaellning av en farmaceutiskt anvaendbar dihydropyridinyldikarboxylatfoereningar. Download PDFInfo
- Publication number
- FI84063B FI84063B FI851404A FI851404A FI84063B FI 84063 B FI84063 B FI 84063B FI 851404 A FI851404 A FI 851404A FI 851404 A FI851404 A FI 851404A FI 84063 B FI84063 B FI 84063B
- Authority
- FI
- Finland
- Prior art keywords
- compound
- formula
- piperazinyl
- ethanol
- mmol
- Prior art date
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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
- C07D213/60—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 hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/70—Sulfur atoms
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- 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
- A61P9/08—Vasodilators for multiple indications
-
- 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
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- 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
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
- C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
- C07C205/56—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
-
- 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
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/55—Acids; Esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/12—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/14—Thiadiazoles; Hydrogenated thiadiazoles condensed with carbocyclic rings or ring systems
-
- 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
- C07D295/08—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 singly bound oxygen or sulfur atoms
- C07D295/084—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 singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—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 singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (3)
1. Förfarande för framställning av ett terapeu-tiskt användbart [3-[4-(3-cyano-2-pyridyl)-l-piperazinyl]-5 propyl]metyl-l, 4-dihydro-2, 6-dimetyl-4-( 3-nitrofenyl )-3, 5- pyridlnkarboxylat med formeln (I) och farmaceutiskt god-tagbara syraadditionssalter därav, Ss" N/ 4 10. li V ^cy=\ CH3°2C'^/\^CO:)-(CH2) λ-Ν N-L Λ jf jT
15 CH^N^CH·, H kännetecknat därav, att A) en piperazinyl-alkanoylacetat-förening med for-20 meln (Ile) CN J λ )=\ ,11=) : 25 /C-0(CH2)3-N^ /_Λ\ // CT^CHjtMe) 30 behandlas med en 3-oxoalkanoat-förening med formeln (Illb) /^n°2 CH302C\ iIIIb) CH3 ° 35 29 84063 under modifierade Hantzsch-kondenseringsbetingelser (ammo-niumacetat/etanol), eller B) 1) ett halogenalkyl-alkanoylacetat med formeln ( Hd) 5 ^£^2 iCH2) 3W (Hd) <^Sh3 10 där W är halogen, företrädesvis klorid, omsätts med 3-oxoalkanoat-föreningen med formeln (Illb) under modifierade Hantzsch-kondenseringsbetingelser (ammoniumacetat/ 15 etanol), varvid erhälls en mellanprodukt med formeln (Vlld), (^YN02 20 jf CH3°2C^X'’VNW. C07 (CH-,) 3W h [I (Vlld) CH3 N-^ch H J 25 2) mellanprodukten (Vlld) omsätts med en piperazin- mellanförening (Vllld) CN / \ y=\
30 U-N^_—\\// (Vllldl där U är väte, hydroxialkylen, sulfhydroalkylen eller al-35 kylaminoalkylen, eller 30 84063 CN ϊ y=\ 5 i ^ ,IVa) h2n//Sn'ch3 (ch3) omsätts med en lämplig aldehyd med formeln (X') 10 no2 (X·) 15 under Hantzsch-kondenseringsbetingelser.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US59909784A | 1984-04-11 | 1984-04-11 | |
US59909784 | 1984-04-11 | ||
US06/693,426 US4755512A (en) | 1984-04-11 | 1985-01-22 | Pharmaceutically useful dihydropyridinyldicarboxylate amides and esters incorporating arylpiperazinylalkyl moities |
US69342685 | 1985-01-22 |
Publications (4)
Publication Number | Publication Date |
---|---|
FI851404A0 FI851404A0 (fi) | 1985-04-09 |
FI851404L FI851404L (fi) | 1985-10-12 |
FI84063B true FI84063B (fi) | 1991-06-28 |
FI84063C FI84063C (sv) | 1991-10-10 |
Family
ID=27083238
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FI851404A FI84063C (sv) | 1984-04-11 | 1985-04-09 | Förfarande för framställning av en farmaceutiskt användbar dihydropyri dinyldikarboxylatförening |
Country Status (20)
Country | Link |
---|---|
US (1) | US4755512A (sv) |
JP (1) | JPS6117562A (sv) |
KR (1) | KR920005742B1 (sv) |
AU (1) | AU587182B2 (sv) |
BE (1) | BE902154A (sv) |
CA (1) | CA1320204C (sv) |
CH (1) | CH664757A5 (sv) |
DE (1) | DE3512995A1 (sv) |
DK (1) | DK164594C (sv) |
ES (2) | ES8607283A1 (sv) |
FI (1) | FI84063C (sv) |
FR (1) | FR2562892B1 (sv) |
GB (1) | GB2158065B (sv) |
GR (1) | GR850924B (sv) |
IE (1) | IE58410B1 (sv) |
IT (1) | IT1206730B (sv) |
LU (1) | LU85847A1 (sv) |
NL (1) | NL8501046A (sv) |
PT (1) | PT80272B (sv) |
SE (1) | SE465220B (sv) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3377352D1 (en) * | 1982-06-03 | 1988-08-18 | Pierrel Spa | Dihydropyridines with an antagonistic activity to calcium, process for their preparation, and pharmaceutical compositions containing them |
EP0145956A1 (de) * | 1983-11-16 | 1985-06-26 | Ciba-Geigy Ag | Neue Amid-Verbindungen |
NZ220022A (en) * | 1986-04-22 | 1990-04-26 | Byk Gulden Lomberg Chem Fab | 1,4-dihydropyridine derivatives and pharmaceutical compositions |
US4868181A (en) * | 1986-08-04 | 1989-09-19 | E. I. Du Pont De Nemours And Company | 1,4-dihydropyridine derivatives with calcium agonist and alpha1 -antagonist activity |
JPH0725750B2 (ja) * | 1987-12-18 | 1995-03-22 | 富士レビオ株式会社 | 1,4‐ジヒドロピリジン誘導体 |
JPH02149563A (ja) * | 1988-11-30 | 1990-06-08 | Nisshin Flour Milling Co Ltd | 2−ハロエトキシカルボニル基を含有する1,4−ジヒドロピリジン誘導体の製造法 |
US5286869A (en) * | 1988-12-15 | 1994-02-15 | Fujirebio Kabushiki Kaisha | 1,4-dihydropyridine derivatives |
WO1990009377A1 (en) * | 1989-02-17 | 1990-08-23 | Institut Organicheskogo Sinteza Akademii Nauk Latviiskoi Ssr | Alcaline salts of 2-(2,6-dimethyl-3,5-diethoxycarbonyl-1,4-dihydropyridine-4-carboxamido) ethane sulphonic acid and method of obtaining them |
EP0461264A4 (en) * | 1989-12-29 | 1992-02-19 | Kaken Pharmaceutical Co., Ltd. | Ethynylphenyl derivative, production thereof, and remedy for diseases of circulatory organs containing the same as active ingredient |
WO1992006087A1 (fr) * | 1990-10-02 | 1992-04-16 | Kaken Pharmaceutical Co., Ltd. | Derive d'ethynylphenyle a substitution pyridazinone et medicament contre les affections des organes circulatoires contenant ce derive en tant qu'ingredient actif |
WO1993009774A1 (en) * | 1991-11-18 | 1993-05-27 | G.D. Searle & Co. | 2-(4-substituted)phenylmethylene derivatives and methods of use |
US6211198B1 (en) | 1993-04-05 | 2001-04-03 | Synaptic Pharmaceutical Corporation | Dihydropyridines and new uses thereof |
IL109220A0 (en) * | 1993-04-05 | 1994-07-31 | Synaptic Pharma Corp | Dihydropyridines and new uses thereof |
US5767131A (en) * | 1993-04-05 | 1998-06-16 | Synaptic Pharmaceutical Corporation | Dihydropyridines and new uses thereof |
US5700801A (en) * | 1994-12-23 | 1997-12-23 | Karl Thomae, Gmbh | Piperazine derivatives, pharmaceutical compositions containing these compounds, their use and processes for preparing them |
US5635503A (en) * | 1995-06-07 | 1997-06-03 | Bristol-Myers Squibb Company | Dihydropyridine npy antagonists: piperazine derivatives |
WO1997028152A1 (fr) * | 1996-01-29 | 1997-08-07 | Nikken Chemicals Co., Ltd. | Composes de dihydropyridine et composition medicinale les comprenant |
US6566359B1 (en) | 2002-05-20 | 2003-05-20 | Board Of Supervisors Of Louisiana State University And Agricultural And Mechanical College | 2,4,6-trimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid esters as neuroprotective drugs |
CN101215258A (zh) * | 2008-01-21 | 2008-07-09 | 中国药科大学 | 二氢吡啶类钙拮抗剂化合物及其制备方法与医药用途 |
CN102557957A (zh) * | 2010-12-20 | 2012-07-11 | 四川科伦药物研究有限公司 | 一种2-(3-硝基苯亚甲基)乙酰乙酸异丙酯的制备方法 |
CN102491902A (zh) * | 2011-11-30 | 2012-06-13 | 青岛黄海制药有限责任公司 | 一种2-(3-硝基亚苄基)乙酰乙酸异丙酯的制备方法 |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1670827C3 (de) * | 1967-03-20 | 1974-10-24 | Bayer Ag, 5090 Leverkusen | 4-(2'-Nitrophenyl)-2,6-dimethyl-3,5-dicarbmethoxy-1,4-dihydropyridin |
GB1345449A (en) * | 1971-05-14 | 1974-01-30 | Science Union & Cie | Pyridylpiperazines and process for their preparation |
US3974275A (en) * | 1972-04-18 | 1976-08-10 | Bayer Aktiengesellschaft | 1,4-Dihydropyridine carboxylic acid esters useful as coronary vessel dilators and anti-hypertensives |
DE2218644C3 (de) * | 1972-04-18 | 1982-08-19 | Bayer Ag, 5090 Leverkusen | Basische Ester von 1,4-Dihydropyridinen, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel |
US3996234A (en) * | 1972-04-18 | 1976-12-07 | Bayer Aktiengesellschaft | 1,4-Dihydropyridine carboxylic acid esters |
US4307103A (en) * | 1978-09-08 | 1981-12-22 | Fujisawa Pharmaceutical Co., Ltd. | Dihydropyridine derivative, processes for preparation thereof and pharmaceutical composition comprising the same |
CS228917B2 (en) * | 1981-03-14 | 1984-05-14 | Pfizer | Method of preparing substituted derivatives of 1,4-dihydropyridine |
JPS57171968A (en) * | 1981-04-17 | 1982-10-22 | Kyowa Hakko Kogyo Co Ltd | 1,4-dihydropyridine derivative |
WO1983003249A1 (en) * | 1982-03-17 | 1983-09-29 | Yoshitomi Pharmaceutical | 1,4-dihydropyridine-3,5-dicarboxylate derivatives |
EP0094159B1 (en) * | 1982-05-10 | 1990-03-14 | Takeda Chemical Industries, Ltd. | Dihydropyridine derivatives, their production and use |
JPS58201765A (ja) * | 1982-05-10 | 1983-11-24 | Takeda Chem Ind Ltd | ジヒドロピリジン誘導体,その製造法および用途 |
DE3377352D1 (en) * | 1982-06-03 | 1988-08-18 | Pierrel Spa | Dihydropyridines with an antagonistic activity to calcium, process for their preparation, and pharmaceutical compositions containing them |
IT1198377B (it) * | 1982-06-03 | 1988-12-21 | Pierrel Spa | Esteri basici ad attivita' calcioanatagonista,procedimenti per la loro preparazione e relative composizioni farmaceutiche |
WO1985000169A1 (en) * | 1983-06-21 | 1985-01-17 | Sandoz Ag | 1,4-dihydropyridine derivatives, production thereof and pharmaceutical preparations containing them |
-
1985
- 1985-01-22 US US06/693,426 patent/US4755512A/en not_active Expired - Fee Related
- 1985-04-09 AU AU40949/85A patent/AU587182B2/en not_active Ceased
- 1985-04-09 KR KR1019850002382A patent/KR920005742B1/ko not_active IP Right Cessation
- 1985-04-09 IT IT8520276A patent/IT1206730B/it active
- 1985-04-09 FI FI851404A patent/FI84063C/sv not_active IP Right Cessation
- 1985-04-09 CA CA000478537A patent/CA1320204C/en not_active Expired - Fee Related
- 1985-04-10 DK DK162485A patent/DK164594C/da not_active IP Right Cessation
- 1985-04-10 GR GR850924A patent/GR850924B/el unknown
- 1985-04-10 IE IE89885A patent/IE58410B1/en not_active IP Right Cessation
- 1985-04-10 ES ES542120A patent/ES8607283A1/es not_active Expired
- 1985-04-10 LU LU85847A patent/LU85847A1/fr unknown
- 1985-04-10 SE SE8501767A patent/SE465220B/sv not_active IP Right Cessation
- 1985-04-10 NL NL8501046A patent/NL8501046A/nl not_active Application Discontinuation
- 1985-04-10 BE BE0/214816A patent/BE902154A/fr not_active IP Right Cessation
- 1985-04-11 JP JP60077517A patent/JPS6117562A/ja active Granted
- 1985-04-11 CH CH1556/85A patent/CH664757A5/de not_active IP Right Cessation
- 1985-04-11 PT PT80272A patent/PT80272B/pt not_active IP Right Cessation
- 1985-04-11 FR FR858505475A patent/FR2562892B1/fr not_active Expired
- 1985-04-11 GB GB08509250A patent/GB2158065B/en not_active Expired
- 1985-04-11 DE DE19853512995 patent/DE3512995A1/de not_active Ceased
-
1986
- 1986-02-01 ES ES551564A patent/ES8800928A1/es not_active Expired
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MM | Patent lapsed | ||
MM | Patent lapsed |
Owner name: BRISTOL-MYERS SQUIBB COMPANY |