GB1398066A - Quinoline derivatives - Google Patents

Quinoline derivatives

Info

Publication number
GB1398066A
GB1398066A GB5407173A GB5407173A GB1398066A GB 1398066 A GB1398066 A GB 1398066A GB 5407173 A GB5407173 A GB 5407173A GB 5407173 A GB5407173 A GB 5407173A GB 1398066 A GB1398066 A GB 1398066A
Authority
GB
United Kingdom
Prior art keywords
formula
quinoline
compound
carried out
derivatives
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
Application number
GB5407173A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chinoin Private Co Ltd
Original Assignee
Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt filed Critical Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
Publication of GB1398066A publication Critical patent/GB1398066A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D317/46—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with one six-membered ring
    • C07D317/48—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
    • C07D317/62—Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring 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 atoms of the carbocyclic ring
    • C07D317/66—Nitrogen atoms not forming part of a nitro radical

Abstract

1398066 Quinoline derivatives CHINOIN GYOGYSZER ES VEGYESZETI TERMEKEK GYARA RT 21 Nov 1973 [22 Nov 1972] 54071/73 Heading C2C Novel quinoline derivatives of the formula wherein A and B are hydrogen atoms or together form a methylenedioxy group and R is (C 1 -C 4 ) alkyl, are prepared by alkylating a compound of the formula The alkylating agent is suitably triethyl phosphate and alkylation is preferably carried out in the presence of an acid-binding agent, e.g. an alkali metal carbonate, at a temperature of from 200‹ to 220‹ C. The compounds of the invention possess fungicidal properties. Exam - ples describe the preparation of N-ethyl-1,4- dihydro - 6,7 - methylenedioxy - 4 - oxo - quinoline - 3 - nitrile and N-ethyl - 1,4 - dihydro- 4-oxo-quinoline-3-nitrile. The starting materials may be prepared by reacting a compound of the formula with a compound of the formula and subjecting the resulting compound of the formula to ring closure. The ring closure reaction is suitably carried out in diphyl at a temperature of 250‹ C. The compounds of the invention may be hydrolysed to give a quinoline derivative of the formula which derivatives possess pharmaceutical properties. The hydrolysis is suitably carried out in an acidic medium at an elevated temperature.
GB5407173A 1972-11-22 1973-11-21 Quinoline derivatives Expired GB1398066A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HUCI001305 HU167910B (en) 1972-11-22 1972-11-22

Publications (1)

Publication Number Publication Date
GB1398066A true GB1398066A (en) 1975-06-18

Family

ID=10994465

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5407173A Expired GB1398066A (en) 1972-11-22 1973-11-21 Quinoline derivatives

Country Status (8)

Country Link
JP (1) JPS5046673A (en)
AT (1) AT336619B (en)
CH (1) CH583199A5 (en)
DK (1) DK136361B (en)
ES (1) ES420638A1 (en)
FI (1) FI53452C (en)
GB (1) GB1398066A (en)
HU (1) HU167910B (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4284777A (en) * 1978-12-26 1981-08-18 E. I. Du Pont De Nemours And Company Antibacterials: 1-difluoromethyl-6,7-methylenedioxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and its esters
EP0104959A1 (en) * 1982-06-14 1984-04-04 Nippon Shinyaku Company, Limited 4-Quinolone derivatives
EP0236673A2 (en) * 1986-01-13 1987-09-16 Warner-Lambert Company Process for quinoline-3-carboxylic acid antibacterial agents
EP0459140A2 (en) * 1990-05-03 1991-12-04 BASF Aktiengesellschaft Cyanoquinolines as herbicides

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IT1119708B (en) * 1978-10-20 1986-03-10 Ausonia Farma Srl USE OF NITROGEN HETEROCYCLIC BETA-KETOACIDS AS INHIBITORS OF TRANSFER OF GENETIC RESISTANCE FACTORS
JPS56128703A (en) * 1980-03-14 1981-10-08 Otsuka Pharmaceut Co Ltd Antimicrobial agent

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4284777A (en) * 1978-12-26 1981-08-18 E. I. Du Pont De Nemours And Company Antibacterials: 1-difluoromethyl-6,7-methylenedioxy-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and its esters
EP0104959A1 (en) * 1982-06-14 1984-04-04 Nippon Shinyaku Company, Limited 4-Quinolone derivatives
EP0236673A2 (en) * 1986-01-13 1987-09-16 Warner-Lambert Company Process for quinoline-3-carboxylic acid antibacterial agents
EP0236673A3 (en) * 1986-01-13 1988-08-31 Warner-Lambert Company Improved process for quinoline-3-carboxylic acid antibacterial agents
EP0459140A2 (en) * 1990-05-03 1991-12-04 BASF Aktiengesellschaft Cyanoquinolines as herbicides
EP0459140A3 (en) * 1990-05-03 1992-05-20 Basf Aktiengesellschaft Cyanoquinolines as herbicides
US5565408A (en) * 1990-05-03 1996-10-15 Basf Aktiengesellschaft Cyanoquinoline compounds

Also Published As

Publication number Publication date
DK136361C (en) 1978-03-06
JPS5046673A (en) 1975-04-25
DK136361B (en) 1977-10-03
FI53452C (en) 1978-05-10
FI53452B (en) 1978-01-31
ATA956773A (en) 1976-09-15
AT336619B (en) 1977-05-10
HU167910B (en) 1976-01-28
ES420638A1 (en) 1976-11-16
CH583199A5 (en) 1976-12-31

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee