DK31887A - IMISAZO (1,2-A) QUINOLINE DERIVATIVES, PROCEDURES FOR PREPARING THEREOF AND MEDICINALS CONTAINING SUCH DERIVATIVES - Google Patents

IMISAZO (1,2-A) QUINOLINE DERIVATIVES, PROCEDURES FOR PREPARING THEREOF AND MEDICINALS CONTAINING SUCH DERIVATIVES

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Publication number
DK31887A
DK31887A DK031887A DK31887A DK31887A DK 31887 A DK31887 A DK 31887A DK 031887 A DK031887 A DK 031887A DK 31887 A DK31887 A DK 31887A DK 31887 A DK31887 A DK 31887A
Authority
DK
Denmark
Prior art keywords
see diagramm
compound
formula
alkylamino
alpha
Prior art date
Application number
DK031887A
Other languages
Danish (da)
Other versions
DK31887D0 (en
Inventor
Pascal George
Daniele De Peretti
Original Assignee
Synthelabo
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 Synthelabo filed Critical Synthelabo
Publication of DK31887D0 publication Critical patent/DK31887D0/en
Publication of DK31887A publication Critical patent/DK31887A/en

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/08Antiepileptics; Anticonvulsants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Pain & Pain Management (AREA)
  • Anesthesiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Optical Fibers, Optical Fiber Cores, And Optical Fiber Bundles (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Steroid Compounds (AREA)
  • Investigating Or Analysing Biological Materials (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Medicinal Preparation (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE Imidazo[1,2-_a]quinoline derivatives corresponding to the formula (I) see diagramm : EP0233800,P14,F1 in which X denotes hydrogen, a halogen or a (C1-4 )alkyl, (C1-4 )-alkoxy, (C1-4 )alkylthio, methylsulphonyl, amino, (C1-4 )-alkylamino, di(C1-4 )alkylamino, nitro or trifluoroalkyl group, Y denotes hydrogen, a halogen or a methyl group at position 6, 7 or 8, and R1 and R2, taken separately, each denote hydrogen or a (C1-6 )alkyl group, or alternatively R1 and R2 together form a tetramethylene, pentamethylene, 3-methyl-3-azapentamethylene or 3-oxapentamethylene chain, as well as their addition salts which are acceptable in pharmacology. 1. Claims for the Contracting States : AT, ES, GR Process for the preparation of imidazo[1,2-_a]quinoline derivatives corresponding to the formula (I) see diagramm : EP0233800,P16,F1 in which X denotes hydrogen, a halogen or a (C1-4 )alkyl, (C1-4 )-alkoxy, (C1-4 )alkylthio, methylsulphonyl, amino, (C1-4 )-alkylamino, di(C1-4 )alkylamino, nitro or trifluoroalkyl group, Y denotes hydrogen, a halogen or a methyl group at position 6, 7 or 8, and R1 and R2, taken separately, each denote hydrogen or a (C1-6 )alkyl group, or alternatively R1 and R2 together form a tetramethylene, pentamethylene, 3-methyl-3-azapentamethylene or 3-oxapentamethylene chain, which process is characterized in that the quinoline of formula (II) see diagramm : EP0233800,P16,F2 is first subjected to the action of an alpha-bromoacetophenone bearing the substituent X defined above, in the heated state in a solvent such as methylene chloride or 1,2-dichloroethane ; an ionic compound of formula (III) see diagramm : EP0233800,P16,F3 is obtained, which is cyclized in the presence of ammonium acetate, in an acidic organic solvent such as acetic or propionic acid, at a temperature of 90 degrees C, to obtain the compound of formula (IV) see diagramm : EP0233800,P16,F4 the compound obtained (IV) is reacted with glyoxylic acid in a solvent such as acetic acid at 80 degrees C ; the alpha-hydroxy acid obtained (V) see diagramm : EP0233800,P17,F1 is acetylated using acetic anhydride in the presence of pyridine, and then converted to the alpha-acetoxyacetamide see diagramm : EP0233800,P17,F2 via the imidazolide, which is prepared in situ ; the compound (VI) is deacetylated to the alpha-hydroxyacetamide (VII) see diagramm : EP0233800,P17,F3 by treatment with potassium carbonate in ethanol ; the compound (VII) is reacted with sulphonyl chloride SOCl2 in a chlorinated solvent such as dichloromethane, to obtain the chlorinated compound (VIII) see diagramm : EP0233800,P17,F4 which is reduced using Rongalite**(r) in methylene chloride to the compound (I).
DK031887A 1986-01-22 1987-01-21 IMISAZO (1,2-A) QUINOLINE DERIVATIVES, PROCEDURES FOR PREPARING THEREOF AND MEDICINALS CONTAINING SUCH DERIVATIVES DK31887A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR8600834A FR2593179B1 (en) 1986-01-22 1986-01-22 IMIDAZO (1,2-A) QUINOLEINS DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION

Publications (2)

Publication Number Publication Date
DK31887D0 DK31887D0 (en) 1987-01-21
DK31887A true DK31887A (en) 1987-07-23

Family

ID=9331353

Family Applications (1)

Application Number Title Priority Date Filing Date
DK031887A DK31887A (en) 1986-01-22 1987-01-21 IMISAZO (1,2-A) QUINOLINE DERIVATIVES, PROCEDURES FOR PREPARING THEREOF AND MEDICINALS CONTAINING SUCH DERIVATIVES

Country Status (18)

Country Link
EP (1) EP0233800B1 (en)
JP (1) JPS62169783A (en)
AT (1) ATE50578T1 (en)
AU (1) AU585688B2 (en)
CA (1) CA1286668C (en)
DE (1) DE3761770D1 (en)
DK (1) DK31887A (en)
ES (1) ES2014306B3 (en)
FI (1) FI85476C (en)
FR (1) FR2593179B1 (en)
GR (1) GR3000463T3 (en)
HU (1) HU194232B (en)
IE (1) IE59173B1 (en)
IL (1) IL81335A (en)
NO (1) NO164596C (en)
NZ (1) NZ219008A (en)
PT (1) PT84159B (en)
ZA (1) ZA87442B (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2593180B1 (en) * 1986-01-22 1990-10-26 Synthelabo IMIDAZO (1,2-A) QUINOLEINS ACYLAMINOMETHYL-1 DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION
ATE209036T1 (en) * 1995-06-15 2001-12-15 Upjohn Co USE OF IMIDAZO(A,5-A)QUINOLONES AS NEUROPROTECTIVE DRUGS
FR2759700B1 (en) * 1997-02-20 1999-03-19 Synthelabo IMIDAZO [2,1-C] [1,4] BENZOTHIAZINE DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION
FR2783828B1 (en) * 1998-09-29 2000-11-10 Synthelabo 5,6-DIHYDRO-4H-IMIDAZO [1,2-A] [1] BENZAZEPINE -1-ACETIC ACID DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION
DE60326270D1 (en) * 2002-12-18 2009-04-02 Mallinckrodt Inc SYNTHESIS OF HETEROARYL ACETAMIDES
WO2006007289A1 (en) * 2004-06-22 2006-01-19 Mallinckrodt Inc. Synthesis of heteroaryl acetamides from reaction mixtures having reduced water content

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2492382A1 (en) * 1980-10-22 1982-04-23 Synthelabo IMIDAZO (1,2-A) PYRIDINE DERIVATIVES, THEIR PREPARATION AND THERAPEUTIC USE THEREOF
FR2568879B1 (en) * 1984-08-07 1986-12-12 Synthelabo IMIDAZO (1,2-A) QUINOLINES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION
FR2593180B1 (en) * 1986-01-22 1990-10-26 Synthelabo IMIDAZO (1,2-A) QUINOLEINS ACYLAMINOMETHYL-1 DERIVATIVES, THEIR PREPARATION AND THEIR THERAPEUTIC APPLICATION

Also Published As

Publication number Publication date
FI85476B (en) 1992-01-15
FI85476C (en) 1992-04-27
AU6789887A (en) 1987-07-23
JPS62169783A (en) 1987-07-25
NO164596C (en) 1990-10-24
PT84159A (en) 1987-02-01
HUT43063A (en) 1987-09-28
CA1286668C (en) 1991-07-23
IE59173B1 (en) 1994-01-26
ZA87442B (en) 1987-09-30
NO870249L (en) 1987-07-23
NZ219008A (en) 1989-08-29
IL81335A0 (en) 1987-08-31
HU194232B (en) 1988-01-28
ES2014306B3 (en) 1990-07-01
FI870252A (en) 1987-07-23
IL81335A (en) 1990-07-12
IE870155L (en) 1987-07-22
NO164596B (en) 1990-07-16
DE3761770D1 (en) 1990-04-05
ATE50578T1 (en) 1990-03-15
FR2593179B1 (en) 1988-04-01
GR3000463T3 (en) 1991-06-28
EP0233800B1 (en) 1990-02-28
NO870249D0 (en) 1987-01-21
EP0233800A1 (en) 1987-08-26
AU585688B2 (en) 1989-06-22
FR2593179A1 (en) 1987-07-24
DK31887D0 (en) 1987-01-21
FI870252A0 (en) 1987-01-21
PT84159B (en) 1989-07-31

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