ANALOGIFREMGANGSMAATE VED FREMSTILLING AV TERAPEUTISK AKTIVE PYRIDO-PYRIMIDIN-DERIVATER

• Main Authors: KNOLL, JOZSEF, VASVARI, LELLE, HORVATH, AGNES, HERMECZ, ISTVAN, MESZAROS, ZOLTAN
• Format: Patent
• Language: Norwegian
• Published: 13.08.1979
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

1454312 4 - Oxo - 6,7,8,9 - tetrahydropyrido[1,2-a]pyrimidines CHINOIN GYOGYSZER ES VEGYESZETI TERMEKEK GYARA RT 1 April 1974 [30 March 1973] 12908/74 Heading C2C Novel compounds I and their acid addition and quaternary ammonium salts in which R 1 is hydrogen or C 1-4 alkyl, R 2 is hydrogen halogen, C 1-4 alkyl, C 7-9 aralkyl, amino, C 1-7 alkylamino, C 1-6 -alkanoylamino, hydroxy, C 1-4 alkoxy or carboxy or a derivative thereof, R 3 is hydrogen or carboxy or a derivative thereof and n is 1 or 2 are prepared by reducing a compound II in which R 4 is nitro on the group R 2 and R 5 is carboxy or a derivative thereof and if desired converting the compound formed to a compound I (R 3 =H) by decarboxylation or into a salt. Reduction of a compound II (R 4 =NO 2 ) leads to compounds I (R 2 =NH 2 ) or if carried out in the presence of a ketone solvent to compounds I (R 2 =C 3-7 alkylamino). Derivitives of the carboxyl group are prepared by esterification or amidation of the acid or acid chloride, or by reaction of an alkoxycarbonyl derivative with hydrazine or hydroxylamine. Compounds I prepared are those in which (a) R 1 is H, R 2 is CH 3 , n is 1 and R 3 is H, COOH, COOMe, COOEt CO-NH.NH 2 , CO-NH-CH 2 CH 2 Ph or CO-NHCH 2 CH 2 Ph(3,4diOMe) or (b) R 1 and R 2 are H, n is 1 and R 3 is COOMe or COOEt. The quaternary ammonium salt prepared is the methosulphate. Compounds I have analgesic, anti-inflammatory and anti-pyretic activity and form with a carrier or diluent a pharmaceutical composition which may be administered orally.