ES435497A1 - Dihydroquinoline derivatives - Google Patents

Dihydroquinoline derivatives

Info

Publication number
ES435497A1
ES435497A1 ES435497A ES435497A ES435497A1 ES 435497 A1 ES435497 A1 ES 435497A1 ES 435497 A ES435497 A ES 435497A ES 435497 A ES435497 A ES 435497A ES 435497 A1 ES435497 A1 ES 435497A1
Authority
ES
Spain
Prior art keywords
product
dihydroquinoline
aldehyde
converted
acid addition
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
ES435497A
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 KSZ
Original Assignee
MATERIAL VEGYI KSZ
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 KSZ filed Critical MATERIAL VEGYI KSZ
Publication of ES435497A1 publication Critical patent/ES435497A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic 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
    • C07D215/04Heterocyclic 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
    • C07D215/06Heterocyclic 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
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
    • A23L3/00Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs
    • A23L3/34Preservation of foods or foodstuffs, in general, e.g. pasteurising, sterilising, specially adapted for foods or foodstuffs by treatment with chemicals
    • A23L3/3454Preservation 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
    • A23L3/3463Organic compounds; Microorganisms; Enzymes
    • A23L3/3544Organic compounds containing hetero rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, 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
    • C11B5/00Preserving by using additives, e.g. anti-oxidants
    • C11B5/0042Preserving by using additives, e.g. anti-oxidants containing nitrogen
    • C11B5/0064Heterocyclic compounds containing nitrogen in the ring

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Urology & Nephrology (AREA)
  • Microbiology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Vascular Medicine (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Wood Science & Technology (AREA)
  • Nutrition Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Phenolic Resins Or Amino Resins (AREA)
  • Anti-Oxidant Or Stabilizer Compositions (AREA)
  • Fodder In General (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A process for the preparation of a pharmaceutical product based on dihydroquinoline-aldehyde, endowed with antioxidant activity, characterized in that 2,2,4-trimethyl-l, 2-dihydroquinoline, or a derivative thereof containing a a further but unsubstituted 6-methyl group, 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 wherein R represents hydrogen or a lower alcohol group of 1 to 4 carbon atoms, in the presence of a solvent and a catalyst, preferably an acid or acid metal halide, at temperatures between room temperature and boiling point of the reaction mixture, obtaining a condensation product of dihydroquinoline-aldehyde of the general formula/I / **(See formula)** where R has the same meaning as defined above, represents hydrogen or a methyl group which may be attached to the ring system at any of the free positions except for the 6 position, and n is 1, 2 or 3, and then, if If desired, the unreacted starting compound is separated from the reaction mixture, and/or the product is purified by recrystallization and, if desired, the product obtained is converted into a base into its acid addition salts, or the product obtained is converted in the form of a salt in the free base, and finally the condensation product of formula/I/obtained, or a pharmaceutically acceptable acid addition salt thereof, alone or together with vehicles is converted and/or auxiliary substances usable in the pharmaceutical industry, in pharmaceutical products for oral or parenteral administration, preferably in tablets, dragees, aqueous or oily solutions or suspensions, or in other pharmaceutical products known. (Machine-translation by Google Translate, not legally binding)
ES435497A 1971-09-07 1975-03-11 Dihydroquinoline derivatives Expired ES435497A1 (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
ES435497A1 true ES435497A1 (en) 1977-04-16

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 Before (1)

Application Number Title Priority Date Filing Date
ES406433A Expired ES406433A1 (en) 1971-09-07 1972-09-06 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 (7)

* 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
US4994469A (en) * 1987-04-22 1991-02-19 Material Vegyipari Kisszovetkezet Diaclyl-substituted methylene-2,2,4-trimethyl-1,2-dihydroquinolines and a process for the preparation thereof
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
CN116239529B (en) * 2023-03-21 2024-05-24 山西大学 Preparation method of N-methyltetrahydroquinoline alkaloid with participation of carbon dioxide

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
DE2243777C3 (en) 1979-01-04
DE2243777B2 (en) 1978-05-03
DE2265399C2 (en) 1984-10-04
HU162358B (en) 1973-02-28
SU520045A3 (en) 1976-06-30
NL174721B (en) 1984-03-01
CH580079A5 (en) 1976-09-30
CA992546A (en) 1976-07-06
ZA725777B (en) 1973-09-26
FR2154469B1 (en) 1976-03-05
DK135990C (en) 1977-12-27
DE2243777A1 (en) 1973-03-22
NL174721C (en) 1984-08-01
DE2265400C2 (en) 1982-04-08
NL7212192A (en) 1973-03-09
SE7503840L (en) 1975-04-03
FR2154469A1 (en) 1973-05-11
BG19596A3 (en) 1975-06-25
AU472125B2 (en) 1976-05-20
SE393982B (en) 1977-05-31
AT319250B (en) 1974-12-10
BE788509A (en) 1973-01-02
IT1022011B (en) 1978-03-20
GB1390991A (en) 1975-04-16
JPS5346839B2 (en) 1978-12-16
RO60121A2 (en) 1976-09-20
CS170505B2 (en) 1976-08-27
DK135990B (en) 1977-07-25
ES406433A1 (en) 1976-01-16
YU225772A (en) 1982-02-28
JPS5940179B2 (en) 1984-09-28
AU4629872A (en) 1974-03-14
SE434050B (en) 1984-07-02
JPS4861483A (en) 1973-08-28
JPS5467576A (en) 1979-05-31
DD101667A5 (en) 1973-11-12

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