ES473181A1 - Procedimiento para la preparacion de derivados pirido -1, 2-a pirimidina - Google Patents
Procedimiento para la preparacion de derivados pirido -1, 2-a pirimidinaInfo
- Publication number
- ES473181A1 ES473181A1 ES473181A ES473181A ES473181A1 ES 473181 A1 ES473181 A1 ES 473181A1 ES 473181 A ES473181 A ES 473181A ES 473181 A ES473181 A ES 473181A ES 473181 A1 ES473181 A1 ES 473181A1
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- pyrido
- pyrimidine derivatives
- hydrogen
- compounds
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- VFMCUTPRJLZEEW-UHFFFAOYSA-N 4h-pyrido[1,2-a]pyrimidine Chemical class C1=CC=CN2CC=CN=C21 VFMCUTPRJLZEEW-UHFFFAOYSA-N 0.000 title 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Pain & Pain Management (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Rheumatology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Procedimiento para la preparación de derivados pirido[1,2- a]pirimidina y, más particularmente, para la preparación de compuesto de la fórmula I **(Fórmula)** y de sus sales y sales cuaternarias. Sin embargo, existen algunas pocas publicaciones que se refieren a las 4-oxo-4H-pirido[1,2-a]pirimidinas 2-alquil-3- substituidas. Es conocido que pueden hacerse reaccionar 2- aminopiridina y acetoacetato de etil-2-metilo o acetoacetato de etil-2-etilo en la relación molar de 1:1,5 en ácido polifosfórico a 100ºC; con la neutralización de la mezcla de reacción se obtienen las correspondientes piriso[1,2- a]pirimidinas. Según otro método se hacen reaccionar 2- aminopiridina y acetoacetato de etil-2-metilo a 165ºC en presencia de etiléster de ácido polifosfórico, la mezcla de reacción se vierte sobre agua helada y se neutraliza con amoníaco. Después de una purificación cromatográfica en columna se obtiene 2,3-dimetil-4-oxo-4H-pirido[1,2- a]pirimidina, con un rendimiento de 42%.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU77CI1765A HU178910B (en) | 1977-08-19 | 1977-08-19 | Process for preparing 2,3-disubstituted-4-oxo-4h-pyrido/1,2-a/-pyrimidines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES473181A1 true ES473181A1 (es) | 1979-04-01 |
Family
ID=10994667
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES473181A Expired ES473181A1 (es) | 1977-08-19 | 1978-08-19 | Procedimiento para la preparacion de derivados pirido -1, 2-a pirimidina |
Country Status (22)
| Country | Link |
|---|---|
| US (2) | US4219649A (es) |
| JP (1) | JPS5448795A (es) |
| AT (1) | AT368156B (es) |
| AU (1) | AU518364B2 (es) |
| BE (1) | BE869832A (es) |
| CA (1) | CA1152989A (es) |
| CH (1) | CH637541A5 (es) |
| CS (1) | CS238901B1 (es) |
| DD (1) | DD138320A5 (es) |
| DE (1) | DE2835004A1 (es) |
| DK (1) | DK160045C (es) |
| ES (1) | ES473181A1 (es) |
| FI (1) | FI66864C (es) |
| FR (1) | FR2416892A1 (es) |
| GB (1) | GB2006187B (es) |
| GR (1) | GR64913B (es) |
| HU (1) | HU178910B (es) |
| IL (1) | IL55338A (es) |
| NL (1) | NL7808570A (es) |
| SE (1) | SE435383B (es) |
| SU (1) | SU906378A3 (es) |
| YU (1) | YU40985B (es) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU179143B (en) * | 1977-12-29 | 1982-08-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing 9-hydroxy-groops-containing 6,7-dihydro-pyrido-square bracket-1,2-a-square bracket closed-pyrimidin derivatives and esters thereof |
| HU180701B (en) * | 1977-12-29 | 1983-04-29 | Chinoin Gyogyszer Es Vegyeszet | Process for preparing pyrido-/1,2-a/pyrimidines containing a carboxylic or ester group on the pirimidimering |
| FR2449689A1 (fr) * | 1979-02-20 | 1980-09-19 | Logeais Labor Jacques | Nouveaux derives condenses de pyrrolidine ou de piperidine, leur procede de preparation et leurs applications en therapeutique |
| AU527931B2 (en) | 1979-05-08 | 1983-03-31 | Farmitalia Carlo Erba S.P.A. | Substituted pyrido(1,2-a)pyrimidines |
| PL129375B1 (en) * | 1980-07-24 | 1984-05-31 | Rhone Poulenc Ind | Process for preparing novel derivatives of 2,3,6,7-tetrahydro-thiazole-/3,2-a/-pyrimidin-5-one |
| HU183408B (en) * | 1981-04-28 | 1984-05-28 | Chinoin Gyogyszer Es Vegyeszet | Process for producing oral ratard pharmaceutical compositions |
| CA1211111A (en) * | 1982-02-15 | 1986-09-09 | Isao Yanagisawa | Process for preparing novel pyrimidone compounds |
| US5252572A (en) * | 1988-02-03 | 1993-10-12 | Chinoin Gyogyszer- Es Vegyeszeti Termekek Gyara Rt. | Pyridopyrimidine derivatives, pharmaceutical compositions containing them and process for preparing same |
| CA2081891C (en) * | 1990-05-02 | 1999-03-16 | Daniel T. Chu | Quinolizinone type compounds |
| DE10050661A1 (de) * | 2000-10-13 | 2002-04-18 | Gruenenthal Gmbh | Substituierte 3,4-Dihydro-pyrimido[1,2-a]pyrimidine und 3,4-Dihydro-pyrazino[1,2-a]pyrimidine |
| DE10050662A1 (de) * | 2000-10-13 | 2002-04-18 | Gruenenthal Gmbh | Substituierte 3,4-Dihydro-pyrido[1,2-a]pyrimidine |
| DE20202183U1 (de) | 2002-02-01 | 2002-06-06 | Kretzschmar, Michael, Dr., 22453 Hamburg | Baukasten |
| EP1558585B1 (en) * | 2002-10-04 | 2013-09-25 | Prana Biotechnology Limited | Neurologically-active compounds |
| ES2437997T3 (es) | 2006-04-14 | 2014-01-15 | Prana Biotechnology Limited | Método de tratamiento de la degeneración macular relacionada con la edad (AMD) |
| US7955155B2 (en) | 2007-07-09 | 2011-06-07 | Mega Brands International | Magnetic and electronic toy construction systems and elements |
| JP5649304B2 (ja) * | 2007-11-13 | 2015-01-07 | 国立大学法人 東京大学 | クオラムセンシング阻害剤 |
| CA2727651C (en) * | 2008-06-17 | 2016-04-05 | Priscille Brodin | Anti-infective compounds |
| EA031505B1 (ru) * | 2014-12-02 | 2019-01-31 | Прана Байотекнолоджи Лимитед | СОЕДИНЕНИЯ 4Н-ПИРИДО[1,2-а]ПИРИМИДИН-4-ОНА |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1795769C3 (de) * | 1966-11-02 | 1978-11-02 | Chinoin Gyogyszer- Es Vegyeszeti Termekek Gyara Rt, Budapest | 6,7,8,9-Tetrahydro-2H-pyrido [Ua] pyrimidinderivate, deren Salze mit Säuren und quaternäre Methosalze, Verfahren zu deren Herstellung sowie diese Verbindungen enthaltende Arzneimittel |
| HU169230B (es) * | 1972-03-29 | 1976-10-28 | ||
| US4209622A (en) * | 1973-03-30 | 1980-06-24 | Chinoin Gygyszer es Vegyeszeti Termekek Gyara Rt. | 3-(Ethoxycarbonyl-methyl)-6-methyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidine |
| HU168014B (es) * | 1973-03-30 | 1976-02-28 | ||
| HU168541B (es) * | 1973-11-24 | 1976-05-28 | ||
| US4022897A (en) * | 1974-03-04 | 1977-05-10 | E. R. Squibb & Sons, Inc. | CNS active compounds |
| US3898224A (en) * | 1974-09-09 | 1975-08-05 | Squibb & Sons Inc | 1,6,7,8-Tetrahydro-4-oxo-4H-pyrido {8 1,2-A{9 pyrimidine-9-carboalkoxy compounds |
| US3935197A (en) * | 1975-05-16 | 1976-01-27 | E. R. Squibb & Sons, Inc. | 2-Styryl-4H-pyrido(1,2-a)pyrimidin-4-ones |
-
1977
- 1977-08-19 HU HU77CI1765A patent/HU178910B/hu not_active IP Right Cessation
-
1978
- 1978-08-10 GR GR56973A patent/GR64913B/el unknown
- 1978-08-10 DE DE19782835004 patent/DE2835004A1/de active Granted
- 1978-08-11 IL IL55338A patent/IL55338A/xx unknown
- 1978-08-11 AT AT0585278A patent/AT368156B/de not_active IP Right Cessation
- 1978-08-17 AU AU39009/78A patent/AU518364B2/en not_active Expired
- 1978-08-17 US US05/934,801 patent/US4219649A/en not_active Expired - Lifetime
- 1978-08-17 FR FR7823980A patent/FR2416892A1/fr active Granted
- 1978-08-17 DD DD78207349A patent/DD138320A5/xx not_active IP Right Cessation
- 1978-08-17 YU YU1966/78A patent/YU40985B/xx unknown
- 1978-08-18 CS CS785417A patent/CS238901B1/cs unknown
- 1978-08-18 JP JP10085278A patent/JPS5448795A/ja active Granted
- 1978-08-18 NL NL7808570A patent/NL7808570A/xx not_active Application Discontinuation
- 1978-08-18 BE BE189954A patent/BE869832A/xx not_active IP Right Cessation
- 1978-08-18 DK DK367478A patent/DK160045C/da not_active IP Right Cessation
- 1978-08-18 FI FI782527A patent/FI66864C/fi not_active IP Right Cessation
- 1978-08-18 GB GB7833924A patent/GB2006187B/en not_active Expired
- 1978-08-18 SU SU782652353A patent/SU906378A3/ru active
- 1978-08-18 SE SE7808770A patent/SE435383B/sv not_active IP Right Cessation
- 1978-08-18 CH CH881578A patent/CH637541A5/de not_active IP Right Cessation
- 1978-08-18 CA CA000309620A patent/CA1152989A/en not_active Expired
- 1978-08-19 ES ES473181A patent/ES473181A1/es not_active Expired
-
1980
- 1980-03-14 US US06/130,371 patent/US4291036A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| BE869832A (fr) | 1978-12-18 |
| DE2835004C2 (es) | 1989-06-29 |
| YU196678A (en) | 1983-10-31 |
| US4219649A (en) | 1980-08-26 |
| AT368156B (de) | 1982-09-27 |
| JPS626554B2 (es) | 1987-02-12 |
| YU40985B (en) | 1986-10-31 |
| IL55338A (en) | 1985-10-31 |
| GR64913B (en) | 1980-06-09 |
| JPS5448795A (en) | 1979-04-17 |
| SE435383B (sv) | 1984-09-24 |
| GB2006187A (en) | 1979-05-02 |
| FI66864B (fi) | 1984-08-31 |
| FI66864C (fi) | 1984-12-10 |
| IL55338A0 (en) | 1978-10-31 |
| NL7808570A (nl) | 1979-02-21 |
| GB2006187B (en) | 1982-10-06 |
| CH637541A5 (de) | 1983-08-15 |
| US4291036A (en) | 1981-09-22 |
| DE2835004A1 (de) | 1979-03-01 |
| AU518364B2 (en) | 1981-09-24 |
| FR2416892A1 (fr) | 1979-09-07 |
| SU906378A3 (ru) | 1982-02-15 |
| FI782527A7 (fi) | 1979-02-20 |
| CA1152989A (en) | 1983-08-30 |
| FR2416892B1 (es) | 1983-11-18 |
| DK160045C (da) | 1991-06-10 |
| DK367478A (da) | 1979-02-20 |
| CS541778A1 (en) | 1985-05-15 |
| CS238901B1 (en) | 1985-12-16 |
| SE7808770L (sv) | 1979-02-20 |
| HU178910B (en) | 1982-07-28 |
| ATA585278A (de) | 1982-01-15 |
| AU3900978A (en) | 1980-02-21 |
| DK160045B (da) | 1991-01-21 |
| DD138320A5 (de) | 1979-10-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 19971201 |