ES406433A1 - Dihydroquinoline derivatives - Google Patents

Dihydroquinoline derivatives

Info

Publication number
ES406433A1
ES406433A1 ES406433A ES406433A ES406433A1 ES 406433 A1 ES406433 A1 ES 406433A1 ES 406433 A ES406433 A ES 406433A ES 406433 A ES406433 A ES 406433A ES 406433 A1 ES406433 A1 ES 406433A1
Authority
ES
Spain
Prior art keywords
product
acid addition
dihydroquinoline
reaction mixture
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
Application number
ES406433A
Other languages
Spanish (es)
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.)
Material Vegyi K S Z
Original Assignee
Material Vegyi K S Z
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 Material Vegyi K S Z filed Critical Material Vegyi K S Z
Publication of ES406433A1 publication Critical patent/ES406433A1/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D215/04—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
    • C07D215/06—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms having only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached to the ring nitrogen atom
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L3/00—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454—Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals in the form of liquids or solids
    • A23L3/3463—Organic compounds; Microorganisms; Enzymes
    • A23L3/3544—Organic compounds containing hetero rings
    • 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
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B5/00—Preserving by using additives, e.g. anti-oxidants
    • C11B5/0042—Preserving by using additives, e.g. anti-oxidants containing nitrogen
    • C11B5/0064—Heterocyclic compounds containing nitrogen in the ring

Abstract

A procedure for the preparation of a new non-toxic dihydroquinoline-aldehyde condensation product, which exerts an antioxidant effect on both living organisms and inanimate objects, and which can be used in the chemical and food industries for protection against oxidative deterioration, as well as for therapeutic purposes, which has the general formula I **(See formula)** where R represents hydrogen or a lower alcohol group of 1 to 4 carbon atoms, R1 represents hydrogen or a methyl group that can be attached to the ring system at any of the free positions except for the 6 position, n is 1, 2 or 3, or the acid addition salts of these compounds, characterized in that 2,2,4-trimethyl-1,2-dihydroquinoline, or a derivative thereof, which contains one more methyl group but is unsubstituted at the 6-position, or an acid addition salt of these compounds, with 0.5 to 1.0 molar equivalents of an aldehyde of the general formula. R-CHO where R has the same meaning defined above, in the presence of a solvent and a catalyst, preferably an acid or acidic metal halide, at temperatures between room temperature and the boiling point of the reaction mixture, and then, if desired, the unreacted starting compound is separated from the reaction mixture, and/or the product is purified by recrystallization and, if desired, the obtained product is converted into a base into its acid addition salts, or the product obtained is converted as a salt to the free base. (Machine-translation by Google Translate, not legally binding)
ES406433A 1971-09-07 1972-09-06 Dihydroquinoline derivatives Expired ES406433A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
HUBA2642A HU162358B (en) 1971-09-07 1971-09-07

Publications (1)

Publication Number Publication Date
ES406433A1 true ES406433A1 (en) 1976-01-16

Family

ID=10993333

Family Applications (2)

Application Number Title Priority Date Filing Date
ES406433A Expired ES406433A1 (en) 1971-09-07 1972-09-06 Dihydroquinoline derivatives
ES435497A Expired ES435497A1 (en) 1971-09-07 1975-03-11 Dihydroquinoline derivatives

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES435497A Expired ES435497A1 (en) 1971-09-07 1975-03-11 Dihydroquinoline derivatives

Country Status (22)

Country Link
JP (2) JPS5346839B2 (en)
AT (1) AT319250B (en)
AU (1) AU472125B2 (en)
BE (1) BE788509A (en)
BG (1) BG19596A3 (en)
CA (1) CA992546A (en)
CH (1) CH580079A5 (en)
CS (1) CS170505B2 (en)
DD (1) DD101667A5 (en)
DE (3) DE2265399C2 (en)
DK (1) DK135990B (en)
ES (2) ES406433A1 (en)
FR (1) FR2154469B1 (en)
GB (1) GB1390991A (en)
HU (1) HU162358B (en)
IT (1) IT1022011B (en)
NL (1) NL174721C (en)
RO (1) RO60121A2 (en)
SE (2) SE393982B (en)
SU (1) SU520045A3 (en)
YU (1) YU225772A (en)
ZA (1) ZA725777B (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
HU185208B (en) * 1979-07-06 1984-12-28 Material Vegyipari Sz Process for producing the water-soluble derivatives of 6,6-methylene-bis/2,2,4-trimetyl-1,2-dihidric quinoline/
DK328483D0 (en) * 1983-07-15 1983-07-15 Magius N W Von ETHOXYQUINSALTE
HU194734B (en) * 1985-07-11 1988-03-28 Jozsef Bara Process for production of medical and applicable for human consumption products suitable for treatment and/or prevention of diseases caused by free-radical reactions
HU200165B (en) * 1987-04-22 1990-04-28 Material Vegyipari Szoevetkeze Process for producing dihydroquinoline derivatives, as well as pharmaceutical compositions, fodders and fodder premixes comprising such compounds
US5202338A (en) * 1990-10-31 1993-04-13 Vilmos Bar Dihydroquinoline derivatives, pharmaceutical compositions and methods of use of dihydroquinoline derivatives as modulators of the arachidonic acid cascade
EP0497735A1 (en) * 1991-01-31 1992-08-05 Ciba-Geigy Ag Hydroquinoline compounds

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US1906942A (en) * 1931-09-24 1933-05-02 Naugatuck Chem Co Treatment of rubber

Also Published As

Publication number Publication date
SU520045A3 (en) 1976-06-30
DD101667A5 (en) 1973-11-12
NL174721C (en) 1984-08-01
DK135990B (en) 1977-07-25
CA992546A (en) 1976-07-06
CH580079A5 (en) 1976-09-30
JPS5346839B2 (en) 1978-12-16
FR2154469A1 (en) 1973-05-11
DE2243777A1 (en) 1973-03-22
FR2154469B1 (en) 1976-03-05
JPS5940179B2 (en) 1984-09-28
NL7212192A (en) 1973-03-09
IT1022011B (en) 1978-03-20
JPS5467576A (en) 1979-05-31
JPS4861483A (en) 1973-08-28
SE434050B (en) 1984-07-02
SE7503840L (en) 1975-04-03
DE2243777C3 (en) 1979-01-04
BG19596A3 (en) 1975-06-25
RO60121A2 (en) 1976-09-20
BE788509A (en) 1973-01-02
ES435497A1 (en) 1977-04-16
ZA725777B (en) 1973-09-26
DK135990C (en) 1977-12-27
GB1390991A (en) 1975-04-16
NL174721B (en) 1984-03-01
AT319250B (en) 1974-12-10
HU162358B (en) 1973-02-28
CS170505B2 (en) 1976-08-27
YU225772A (en) 1982-02-28
SE393982B (en) 1977-05-31
AU472125B2 (en) 1976-05-20
AU4629872A (en) 1974-03-14
DE2265399C2 (en) 1984-10-04
DE2243777B2 (en) 1978-05-03
DE2265400C2 (en) 1982-04-08

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