PL143900B1 - Method of obtaining new derivatives of dihydropyridine - Google Patents

Method of obtaining new derivatives of dihydropyridine Download PDF

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Publication number
PL143900B1
PL143900B1 PL1983250618A PL25061883A PL143900B1 PL 143900 B1 PL143900 B1 PL 143900B1 PL 1983250618 A PL1983250618 A PL 1983250618A PL 25061883 A PL25061883 A PL 25061883A PL 143900 B1 PL143900 B1 PL 143900B1
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formula
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alkyl
group
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PL1983250618A
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PL250618A1 (en
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Pfizer
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Publication of PL250618A1 publication Critical patent/PL250618A1/xx
Publication of PL143900B1 publication Critical patent/PL143900B1/pl

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/04Heterocyclic 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
    • C07D295/08Heterocyclic 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
    • C07D295/084Heterocyclic 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
    • C07D295/088Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/06Antiarrhythmics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/08Vasodilators for multiple indications
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/12Antihypertensives
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80Heterocyclic 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
    • C07D211/84Heterocyclic 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
    • C07D211/90Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D407/00Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical 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)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Obesity (AREA)
  • Vascular Medicine (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Urology & Nephrology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Peptides Or Proteins (AREA)

Claims (3)

1. Zastrzezenia patentowe 1. * Sposób wytwarzania nowych pochodnych dihydropirydyny o ogólnym wzorze 1, w którym R oznacza grupe fenylowa ewentualnie podstawiona 1 lub 2 podstawnikami, takimi Jak atom 1 2 chlorowca lub grupa trój fiuorometylowa, grupe naftylowa lub grupe tiazolilowa, R i R sa Jednakowe lub rózne 1 oznaczaja grupe C2-C4-alkilowa lub 2-metoksyetylowa, a Y oznacza grupe -/CH2/2-, -/CHg/^-, -CHgCH/CILj/- lub -CHgC/CILj/g-, oraz farmakologicznie dopuszczal¬ nych soli addycyjnych tych zwiazków z kwasami, znamienny tym, ze ze zwiazku o 1 2 ogólnym wzorze 2, w którym R, R , R i Y maja wyzej podane znaczenie, a Q oznacza grupe zabezpieczajaca, taka Jak grupa benzylowa, 4-chlorobenzylowa lub tritylowa, odszczepla sie te grupe zabezpieczajaca, po czym powstaly zwiazek o wzorze 1 ewentualnie przeprowadza sie w farmakologicznie dopuszczalna sól dzialajac odpowiednim kwasem*
2. * Sposób wedlug zastrz*l, znamienny tym, ze w przypadku gdy Q oznacza grupe benzylowa lub 4-chlorobenzylowa, to wówczas te grupy odszczepla sie przez uwodornie¬ nie, a w przypadku gdy Q oznacza grupe tritylowa, to odszczepla sie ja za pomoca kwasu*
3. * Sposób wedlug zastrz*l, znamienny t y m, ze jako substrat stosuje sie zwiazek o wzorze 2, w którym R oznacza grupe 2-chlorofenylowa, 2-trójfluorometylofenylowa, 2,3-dwuchlorofetiylowa, 3,5-dwuchlorofenylowa, 2,6-dwuchlorofenylowa, i-naftylowa, 3-chlo- 1 2 rofenylowa lub 2-fluorofenylowa, R oznacza CLU, a R oznacza C2H5*113 900 C^CHjN NCaCHjOCHjCC^CCaCjHs + RCHO + CH3 i etanol, lodowaty kwas octowy, i ogrzewanie C-CHCOOCH, I 3 NH2 H R C^OOCs^^COOCjHs CH3-^N ^CHjOCHjCHjN^^NCHjCjHj; H Schemat 5 CH3OOC H C u CH3 NH2 CHO + I + /COOC2H5 CH2 o' ^HjOCHjCHjN^-CfCeHs), H^ CHaOOC^YCOOCjHj CH3ANJLcH2OCH2CH2N WcjLU H w HCl H. CH3OOC y^Ycooc2h5 CH3^N ^CHjOCHjCHjN^^NH H \_v Schemat 6143 900 CH300Cy CH3^N ^^OC^CHjN^^N-CHj ZwiazekC r CO Z CH300CV~YCOOCH,CH, CH3^ N ^^CHjOCHjCHjN NH H Zwiazek B Schemat 1 CH3C0C=CH -f + C02CH3 CH COOCjHj _ avjaz6kc C NH^ XCH20(CH2)2-N^^N-CH2H^-Z Schemat 2 CH300Cnj^Y(XX)CH2CH3 H2/Pd/Cr H R CH300C y^COOCH^ CH3 N^ CH20Y-~f/^NH Schemat 3 Cl CH2C CH2CO2C2H5 + H0CH2CH2Nv_Jl-CH2C6H5 6 NaH/THF O C6H5CH2N ^NCHjCHjOCHjC^CC^CjHs Schemat 4143 900 H R R^OOCy^COOR2 HjC^N^^OL-O-Y-N^^NH WzóM H R tfOOCYY0001*2 CH,^ N "^ CH2 OYN^~\-Q Wzór 2 R'OOC H C CH3 NH2 Wzór 3 R R1OOC yCH r CH3 0 Wzór 5 /COOR2 CH2 1 c o' XCH2OYN NQ Wzór** COOR2 CH A ^ NH2 CH2OYN NQ Wzór6 N ' Wzór! Cl^^Cl CF3 Wzór8 Wzór 10 Wzór 11 Cl Cl Wzór 9 Cl Wzór 12 :Xc CHaOOCY^YCOOCjHj ch3An ^ch2och2ch2 n; ,nh H r~\ Wzór 13 N^S Wzór 14 Wzór 15 PL PL PL
PL1983250618A 1982-09-04 1983-09-02 Method of obtaining new derivatives of dihydropyridine PL143900B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB8225246 1982-09-04

Publications (2)

Publication Number Publication Date
PL250618A1 PL250618A1 (en) 1985-07-30
PL143900B1 true PL143900B1 (en) 1988-03-31

Family

ID=10532690

Family Applications (2)

Application Number Title Priority Date Filing Date
PL1983243621A PL139499B1 (en) 1982-09-04 1983-09-02 Method of obtaining new derivatives of dihydropyridine
PL1983250618A PL143900B1 (en) 1982-09-04 1983-09-02 Method of obtaining new derivatives of dihydropyridine

Family Applications Before (1)

Application Number Title Priority Date Filing Date
PL1983243621A PL139499B1 (en) 1982-09-04 1983-09-02 Method of obtaining new derivatives of dihydropyridine

Country Status (25)

Country Link
US (1) US4539322A (pl)
EP (1) EP0106462B1 (pl)
JP (1) JPS5980663A (pl)
KR (1) KR880000180B1 (pl)
AT (1) ATE39112T1 (pl)
AU (1) AU542454B2 (pl)
CA (1) CA1205470A (pl)
CS (1) CS242881B2 (pl)
DD (1) DD215544A5 (pl)
DE (1) DE3378632D1 (pl)
DK (1) DK161700C (pl)
ES (2) ES8604200A1 (pl)
FI (1) FI80262C (pl)
GR (1) GR78985B (pl)
HU (1) HU191092B (pl)
IE (1) IE55904B1 (pl)
IL (1) IL69627A (pl)
NO (1) NO160259C (pl)
NZ (1) NZ205472A (pl)
PH (1) PH19166A (pl)
PL (2) PL139499B1 (pl)
PT (1) PT77283B (pl)
SU (2) SU1364237A3 (pl)
YU (2) YU43659B (pl)
ZA (1) ZA836514B (pl)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4568677A (en) * 1983-07-23 1986-02-04 Pfizer Inc. 2-(4-Pyrimidone alkoxyalkyl) dihydropyridine anti-ischaemic and antihypertensive agents
GB8415386D0 (en) * 1984-06-15 1984-07-18 Pfizer Ltd Therapeutic agents
GB8421039D0 (en) * 1984-08-17 1984-09-19 Wyeth John & Brother Ltd Heterocyclic compounds
GR851819B (pl) * 1984-08-17 1985-11-26 Wyeth John & Brother Ltd
IT1204421B (it) * 1986-06-27 1989-03-01 Boehringer Biochemia Srl 2-(aminoalchiltio)metil-1,4-diidropiridine,un metodo per la loro preparazione e composizioni farmaceutiche che le contengono
GB8527698D0 (en) * 1985-11-09 1985-12-11 Pfizer Ltd Dihydropyridine antiischaemic & antihypertensive agents
JP2513197B2 (ja) * 1986-01-21 1996-07-03 日本新薬株式会社 ピログルタミド誘導体
DE3621104A1 (de) * 1986-06-24 1988-01-07 Heumann Pharma Gmbh & Co 1,4-dihydropyridinderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
US5138069A (en) * 1986-07-11 1992-08-11 E. I. Du Pont De Nemours And Company Angiotensin II receptor blocking imidazoles
IT1197012B (it) * 1986-07-29 1988-11-25 Boehringer Biochemia Srl 2-(aciltio) metil diidropiridine, un processo per la loro preparazione e composizioni farmaceutiche che le contengono
US4855001A (en) * 1987-02-10 1989-08-08 Lord Corporation Structural adhesive formulations and bonding method employing same
GB8712747D0 (en) * 1987-05-30 1987-07-01 Pfizer Ltd Therapeutic agents
CA2168265C (en) * 1993-07-28 1999-02-23 Kiyoshi Kimura Antidepressant
DE4410822A1 (de) * 1994-03-24 1995-09-28 Schering Ag Neue Piperidin-Derivate
EE9700141A (et) * 1994-12-23 1997-12-15 Dr. Karl Thomae Gmbh Piperasiinderivaadid, neid sisaldavad ravimid, nende kasutamine ja valmistamise meetod
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
US6756389B2 (en) * 1996-08-09 2004-06-29 Cambridge Neuroscience, Inc. Pharmaceutically active compounds and methods of use
FR2829766A1 (fr) * 2001-09-14 2003-03-21 Lipha Derives d'oxamates comportant un heterocycle azote diversement substitue
WO2022175384A1 (en) * 2021-02-17 2022-08-25 Fundación Universidad Católica De Valencia San Vicente Mártir Small-molecule agents with antiviral activity against rna viruses

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1307256A (en) * 1970-09-15 1973-02-14 Science Union & Cie Piperazine derivatives and a process for their preparation
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
DE2248150A1 (de) * 1972-09-30 1974-04-04 Bayer Ag Dihydropyridinpolyester, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel
US3946027A (en) * 1972-09-30 1976-03-23 Bayer Aktiengesellschaft 3,5,6-Tricarboxy-4-pyridyl-1,4-dihydropyridine derivatives
US3946028A (en) * 1972-09-30 1976-03-23 Bayer Aktiengesellschaft 2,3,5,6-Tetracarboxy-4-pyridyl-1,4-dihydropyridine derivatives
US3943140A (en) * 1972-09-30 1976-03-09 Bayer Aktiengesellschaft 2,3,5,6-Tetracarboxy-1,4-dihydropyridine derivatives
GB1552911A (en) * 1975-07-02 1979-09-19 Fujisawa Pharmaceutical Co 1,4 dihydropyridine derivatives and the preparation thereof
DE2658183A1 (de) * 1976-12-22 1978-07-06 Bayer Ag In 2-position substituierte 1,4- dihydropyridin-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel
US4177278A (en) * 1977-04-05 1979-12-04 Bayer Aktiengesellschaft 2-Alkyleneaminodihydropyridines compounds, their production and their medicinal use
US4307103A (en) * 1978-09-08 1981-12-22 Fujisawa Pharmaceutical Co., Ltd. Dihydropyridine derivative, processes for preparation thereof and pharmaceutical composition comprising the same
JPS5547656A (en) * 1978-09-29 1980-04-04 Dainippon Pharmaceut Co Ltd 2-(2-substituted aminoethyl)-1,4-dihydropyridine derivative and its derivative
SE7910521L (sv) * 1979-12-20 1981-06-21 Haessle Ab Nya 2-metyl-6-substituerade-4-(2,3-disubstituerad fenyl)-1,4-dihydropyridin-3,5-diestrar med hypotesiva egenskaper, samt forfarande for deras framstellning, och farmaceutiska beredningar innehallande desamma
CS228917B2 (en) * 1981-03-14 1984-05-14 Pfizer Method of preparing substituted derivatives of 1,4-dihydropyridine

Also Published As

Publication number Publication date
JPS6222985B2 (pl) 1987-05-20
JPS5980663A (ja) 1984-05-10
PT77283B (en) 1986-05-19
ES8602760A1 (es) 1985-12-01
CS639583A2 (en) 1985-08-15
FI833117A (fi) 1984-03-05
NO833159L (no) 1984-03-05
DD215544A5 (de) 1984-11-14
FI80262C (fi) 1990-05-10
NO160259C (no) 1989-03-29
HU191092B (en) 1987-01-28
DK398383A (da) 1984-03-05
DK398383D0 (da) 1983-09-01
FI833117A0 (fi) 1983-09-01
CA1205470A (en) 1986-06-03
YU43598B (en) 1989-08-31
DK161700B (da) 1991-08-05
IL69627A (en) 1986-08-31
SU1378782A3 (ru) 1988-02-28
EP0106462A2 (en) 1984-04-25
EP0106462A3 (en) 1984-05-30
PT77283A (en) 1983-10-01
SU1364237A3 (ru) 1987-12-30
CS242881B2 (en) 1986-05-15
YU179985A (en) 1986-10-31
EP0106462B1 (en) 1988-12-07
IE832058L (en) 1984-03-04
DK161700C (da) 1992-01-06
ES8604200A1 (es) 1986-01-16
AU1865883A (en) 1984-03-08
PL243621A1 (en) 1985-05-07
ZA836514B (en) 1984-07-25
ES525241A0 (es) 1986-01-16
US4539322A (en) 1985-09-03
YU178583A (en) 1986-10-31
IE55904B1 (en) 1991-02-14
ES532038A0 (es) 1985-12-01
GR78985B (pl) 1984-10-02
DE3378632D1 (en) 1989-01-12
YU43659B (en) 1989-10-31
IL69627A0 (en) 1983-12-30
KR840006236A (ko) 1984-11-22
PL250618A1 (en) 1985-07-30
AU542454B2 (en) 1985-02-21
ATE39112T1 (de) 1988-12-15
PL139499B1 (en) 1987-01-31
NZ205472A (en) 1985-08-16
FI80262B (fi) 1990-01-31
NO160259B (no) 1988-12-19
PH19166A (en) 1986-01-16
KR880000180B1 (ko) 1988-03-12

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