CA2116782A1 - 1-substituted 1h-imidazo¬4,5-c|quinolin-4-amines; intermediate and pharmaceutical compositions - Google Patents

1-substituted 1h-imidazo¬4,5-c|quinolin-4-amines; intermediate and pharmaceutical compositions

Info

Publication number
CA2116782A1
CA2116782A1 CA002116782A CA2116782A CA2116782A1 CA 2116782 A1 CA2116782 A1 CA 2116782A1 CA 002116782 A CA002116782 A CA 002116782A CA 2116782 A CA2116782 A CA 2116782A CA 2116782 A1 CA2116782 A1 CA 2116782A1
Authority
CA
Canada
Prior art keywords
quinolin
imidazo
amines
substituted
pharmaceutical compositions
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.)
Granted
Application number
CA002116782A
Other languages
French (fr)
Other versions
CA2116782C (en
Inventor
John F. Gerster
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.)
3M Co
Original Assignee
John F. Gerster
Minnesota Mining And Manufacturing Company
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 John F. Gerster, Minnesota Mining And Manufacturing Company filed Critical John F. Gerster
Publication of CA2116782A1 publication Critical patent/CA2116782A1/en
Application granted granted Critical
Publication of CA2116782C publication Critical patent/CA2116782C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12—Antivirals
    • 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
    • C07D215/38—Nitrogen atoms
    • C07D215/42—Nitrogen atoms attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic 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
    • C07D471/02—Heterocyclic 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
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/052—Imidazole radicals

Abstract

Compounds of formula (I) wherein R'1 is hydrogen or a carbon-carbon bond, with the proviso that when R'1 is hydrogen R1 is alkoxy, hydroxyalkoxy, 1-alkynyl, tetrahydropyranyl, alkoxyalkyl, 2-, 3-, or 4-pyridyl, and with the further proviso that when R'1 is a carbon-carbon bond R'1 and R1 together form a tetrahydrofuranyl group optionally substituted with one or more substituents independently selected from the group consisting of hydroxy and hydroxyalkyl, active as immunnomodulators and antiviral agents. Also, intermediate in the preparation of such compounds.
CA002116782A 1991-09-04 1992-08-26 1-substituted 1h-imidazo¬4,5-c|quinolin-4-amines; intermediate and pharmaceutical compositions Expired - Fee Related CA2116782C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US07/754,610 1991-09-04
US07/754,610 US5268376A (en) 1991-09-04 1991-09-04 1-substituted 1H-imidazo[4,5-c]quinolin-4-amines
PCT/US1992/007226 WO1993005042A1 (en) 1991-09-04 1992-08-26 1-substituted 1h-imidazo(4,5-c)quinolin-4-amines; intermediate and pharmaceutical compositions

Publications (2)

Publication Number Publication Date
CA2116782A1 true CA2116782A1 (en) 1993-03-18
CA2116782C CA2116782C (en) 2004-01-20

Family

ID=25035560

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002116782A Expired - Fee Related CA2116782C (en) 1991-09-04 1992-08-26 1-substituted 1h-imidazo¬4,5-c|quinolin-4-amines; intermediate and pharmaceutical compositions

Country Status (18)

Country Link
US (4) US5268376A (en)
EP (1) EP0603251B1 (en)
JP (1) JP3315983B2 (en)
KR (1) KR100233313B1 (en)
AT (1) ATE197050T1 (en)
AU (1) AU2514792A (en)
CA (1) CA2116782C (en)
CZ (1) CZ281726B6 (en)
DE (1) DE69231522T2 (en)
DK (1) DK0603251T3 (en)
ES (1) ES2150918T3 (en)
HU (4) HU223947B1 (en)
IL (1) IL102951A (en)
MX (1) MX9205046A (en)
NZ (1) NZ244075A (en)
PH (1) PH30132A (en)
WO (1) WO1993005042A1 (en)
ZA (1) ZA926456B (en)

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