HIV INHIBITING 1.2.4-TRIAZIN-6-ONE DERIVATES

The present invention relates to HIV replication inhibitors of formula a N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine or a stereochemically isomeric form thereof, wherein ring A and ring B represent phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl; n and m are 1 to...

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Hauptverfasser: DE JONGE, MARC RENE, VINKERS, HENDRIK MAARTEN, JANSSEN, PAUL ADRIAAN JAN, HEERES, JAN, DAEYAERT, FREDERIK F. D, KILONDA, AMURI, KOYMANS, LUCIEN MARIA H, LEWI, PAULUS JOANNES, HOORNAERT, GEORGES J. C
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creator DE JONGE, MARC RENE
VINKERS, HENDRIK MAARTEN
JANSSEN, PAUL ADRIAAN JAN
HEERES, JAN
DAEYAERT, FREDERIK F. D
KILONDA, AMURI
KOYMANS, LUCIEN MARIA H
LEWI, PAULUS JOANNES
HOORNAERT, GEORGES J. C
description The present invention relates to HIV replication inhibitors of formula a N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine or a stereochemically isomeric form thereof, wherein ring A and ring B represent phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl; n and m are 1 to 4; R1 represents hydrogen; aryl; formyl; C1-6alkylcarbonyl; C1-6alkyloxycarbonyl; optionally substituted C1-6alkyl; C1-6alkyloxyC1-6alkylcarbonyl substituted with C1-6alkyloxycarbonyl; R2 or R4 represents hydrogen; hydroxy; halo; optionally substituted C1-6alkyl; optionally substituted C2-6alkenyl; optionally substituted C2-6alkynyl; C3-7cycloalkyl; C1-6alkyloxy; C1-6alkyloxycarbonyl; C1-6alkylcarbonyloxy; carboxyl; cyano; nitro; amino; mono- or di(C1-6alkyl)amino; polyhaloC1-4alkyl; polyhaloC1-4alkyloxy; polyhaloC1-4alkylthio; -S( O)pR6; -NH-S( O)pR6; -C( O)R6; -NHC( O)H; -C( O)NHNH2; NHC( O)R6; C( NH)R6; or R7; R2a or R3 represents cyano; aminocarbonyl; amino; halo; NHR13; NR13R14; -C( O)-NHR13; -C( O)-NR13R14; -C( O)-R15; -CH N-NH-C( O)-R16; optionally substituted C1-6alkyl; optionally substituted C1-6alkyloxy; optionally substituted C1-6alkyloxyC1-6alkyl; optionally substituted C2-6alkenyl; optionally substituted C2-6alkynyl; -C( N-O-R8)-C1-4alkyl; R7 or -X3-R7; X1 or X2 represents -NR1-; -NH-NH-; -N N-; -O-; -C( O)-; -C1-4alkanediyl-; -CHOH-; -S-; -S( O)p-; -X4-C1-4alkanediyl-; -C1-4alkanediyl-X4-; or -C1-4alkanediyl-X4-C1-4alkanediyl-; their use as a medicine, their use for the manufacture of a medicament for the treatment or the prevention of HIV infection; their processes for preparation and pharmaceutical compositions comprising them.
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C</creator><creatorcontrib>DE JONGE, MARC RENE ; VINKERS, HENDRIK MAARTEN ; JANSSEN, PAUL ADRIAAN JAN ; HEERES, JAN ; DAEYAERT, FREDERIK F. D ; KILONDA, AMURI ; KOYMANS, LUCIEN MARIA H ; LEWI, PAULUS JOANNES ; HOORNAERT, GEORGES J. C</creatorcontrib><description>The present invention relates to HIV replication inhibitors of formula a N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine or a stereochemically isomeric form thereof, wherein ring A and ring B represent phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl; n and m are 1 to 4; R1 represents hydrogen; aryl; formyl; C1-6alkylcarbonyl; C1-6alkyloxycarbonyl; optionally substituted C1-6alkyl; C1-6alkyloxyC1-6alkylcarbonyl substituted with C1-6alkyloxycarbonyl; R2 or R4 represents hydrogen; hydroxy; halo; optionally substituted C1-6alkyl; optionally substituted C2-6alkenyl; optionally substituted C2-6alkynyl; C3-7cycloalkyl; C1-6alkyloxy; C1-6alkyloxycarbonyl; C1-6alkylcarbonyloxy; carboxyl; cyano; nitro; amino; mono- or di(C1-6alkyl)amino; polyhaloC1-4alkyl; polyhaloC1-4alkyloxy; polyhaloC1-4alkylthio; -S( O)pR6; -NH-S( O)pR6; -C( O)R6; -NHC( O)H; -C( O)NHNH2; NHC( O)R6; C( NH)R6; or R7; R2a or R3 represents cyano; aminocarbonyl; amino; halo; NHR13; NR13R14; -C( O)-NHR13; -C( O)-NR13R14; -C( O)-R15; -CH N-NH-C( O)-R16; optionally substituted C1-6alkyl; optionally substituted C1-6alkyloxy; optionally substituted C1-6alkyloxyC1-6alkyl; optionally substituted C2-6alkenyl; optionally substituted C2-6alkynyl; -C( N-O-R8)-C1-4alkyl; R7 or -X3-R7; X1 or X2 represents -NR1-; -NH-NH-; -N N-; -O-; -C( O)-; -C1-4alkanediyl-; -CHOH-; -S-; -S( O)p-; -X4-C1-4alkanediyl-; -C1-4alkanediyl-X4-; or -C1-4alkanediyl-X4-C1-4alkanediyl-; their use as a medicine, their use for the manufacture of a medicament for the treatment or the prevention of HIV infection; their processes for preparation and pharmaceutical compositions comprising them.</description><language>eng ; fre ; ger</language><subject>CHEMISTRY ; HETEROCYCLIC COMPOUNDS ; HUMAN NECESSITIES ; HYGIENE ; MEDICAL OR VETERINARY SCIENCE ; METALLURGY ; ORGANIC CHEMISTRY ; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES ; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><creationdate>2013</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20131023&amp;DB=EPODOC&amp;CC=EP&amp;NR=1797050B1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25543,76293</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20131023&amp;DB=EPODOC&amp;CC=EP&amp;NR=1797050B1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>DE JONGE, MARC RENE</creatorcontrib><creatorcontrib>VINKERS, HENDRIK MAARTEN</creatorcontrib><creatorcontrib>JANSSEN, PAUL ADRIAAN JAN</creatorcontrib><creatorcontrib>HEERES, JAN</creatorcontrib><creatorcontrib>DAEYAERT, FREDERIK F. 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C</creatorcontrib><title>HIV INHIBITING 1.2.4-TRIAZIN-6-ONE DERIVATES</title><description>The present invention relates to HIV replication inhibitors of formula a N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine or a stereochemically isomeric form thereof, wherein ring A and ring B represent phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl; n and m are 1 to 4; R1 represents hydrogen; aryl; formyl; C1-6alkylcarbonyl; C1-6alkyloxycarbonyl; optionally substituted C1-6alkyl; C1-6alkyloxyC1-6alkylcarbonyl substituted with C1-6alkyloxycarbonyl; R2 or R4 represents hydrogen; hydroxy; halo; optionally substituted C1-6alkyl; optionally substituted C2-6alkenyl; optionally substituted C2-6alkynyl; C3-7cycloalkyl; C1-6alkyloxy; C1-6alkyloxycarbonyl; C1-6alkylcarbonyloxy; carboxyl; cyano; nitro; amino; mono- or di(C1-6alkyl)amino; polyhaloC1-4alkyl; polyhaloC1-4alkyloxy; polyhaloC1-4alkylthio; -S( O)pR6; -NH-S( O)pR6; -C( O)R6; -NHC( O)H; -C( O)NHNH2; NHC( O)R6; C( NH)R6; or R7; R2a or R3 represents cyano; aminocarbonyl; amino; halo; NHR13; NR13R14; -C( O)-NHR13; -C( O)-NR13R14; -C( O)-R15; -CH N-NH-C( O)-R16; optionally substituted C1-6alkyl; optionally substituted C1-6alkyloxy; optionally substituted C1-6alkyloxyC1-6alkyl; optionally substituted C2-6alkenyl; optionally substituted C2-6alkynyl; -C( N-O-R8)-C1-4alkyl; R7 or -X3-R7; X1 or X2 represents -NR1-; -NH-NH-; -N N-; -O-; -C( O)-; -C1-4alkanediyl-; -CHOH-; -S-; -S( O)p-; -X4-C1-4alkanediyl-; -C1-4alkanediyl-X4-; or -C1-4alkanediyl-X4-C1-4alkanediyl-; their use as a medicine, their use for the manufacture of a medicament for the treatment or the prevention of HIV infection; their processes for preparation and pharmaceutical compositions comprising them.</description><subject>CHEMISTRY</subject><subject>HETEROCYCLIC COMPOUNDS</subject><subject>HUMAN NECESSITIES</subject><subject>HYGIENE</subject><subject>MEDICAL OR VETERINARY SCIENCE</subject><subject>METALLURGY</subject><subject>ORGANIC CHEMISTRY</subject><subject>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</subject><subject>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</subject><fulltext>true</fulltext><rsrctype>patent</rsrctype><creationdate>2013</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZNDx8AxT8PTz8HTyDPH0c1cw1DPSM9ENCfJ0jPL00zXT9fdzVXBxDfIMcwxxDeZhYE1LzClO5YXS3AwKbq4hzh66qQX58anFBYnJqXmpJfGuAYbmluYGpgZOhsZEKAEAEVMkPQ</recordid><startdate>20131023</startdate><enddate>20131023</enddate><creator>DE JONGE, MARC RENE</creator><creator>VINKERS, HENDRIK MAARTEN</creator><creator>JANSSEN, PAUL ADRIAAN JAN</creator><creator>HEERES, JAN</creator><creator>DAEYAERT, FREDERIK F. 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C</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>HIV INHIBITING 1.2.4-TRIAZIN-6-ONE DERIVATES</title><date>2013-10-23</date><risdate>2013</risdate><abstract>The present invention relates to HIV replication inhibitors of formula a N-oxide, a pharmaceutically acceptable addition salt, a quaternary amine or a stereochemically isomeric form thereof, wherein ring A and ring B represent phenyl, pyridyl, pyridazinyl, pyrimidinyl or pyrazinyl; n and m are 1 to 4; R1 represents hydrogen; aryl; formyl; C1-6alkylcarbonyl; C1-6alkyloxycarbonyl; optionally substituted C1-6alkyl; C1-6alkyloxyC1-6alkylcarbonyl substituted with C1-6alkyloxycarbonyl; R2 or R4 represents hydrogen; hydroxy; halo; optionally substituted C1-6alkyl; optionally substituted C2-6alkenyl; optionally substituted C2-6alkynyl; C3-7cycloalkyl; C1-6alkyloxy; C1-6alkyloxycarbonyl; C1-6alkylcarbonyloxy; carboxyl; cyano; nitro; amino; mono- or di(C1-6alkyl)amino; polyhaloC1-4alkyl; polyhaloC1-4alkyloxy; polyhaloC1-4alkylthio; -S( O)pR6; -NH-S( O)pR6; -C( O)R6; -NHC( O)H; -C( O)NHNH2; NHC( O)R6; C( NH)R6; or R7; R2a or R3 represents cyano; aminocarbonyl; amino; halo; NHR13; NR13R14; -C( O)-NHR13; -C( O)-NR13R14; -C( O)-R15; -CH N-NH-C( O)-R16; optionally substituted C1-6alkyl; optionally substituted C1-6alkyloxy; optionally substituted C1-6alkyloxyC1-6alkyl; optionally substituted C2-6alkenyl; optionally substituted C2-6alkynyl; -C( N-O-R8)-C1-4alkyl; R7 or -X3-R7; X1 or X2 represents -NR1-; -NH-NH-; -N N-; -O-; -C( O)-; -C1-4alkanediyl-; -CHOH-; -S-; -S( O)p-; -X4-C1-4alkanediyl-; -C1-4alkanediyl-X4-; or -C1-4alkanediyl-X4-C1-4alkanediyl-; their use as a medicine, their use for the manufacture of a medicament for the treatment or the prevention of HIV infection; their processes for preparation and pharmaceutical compositions comprising them.</abstract><oa>free_for_read</oa></addata></record>
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language eng ; fre ; ger
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subjects CHEMISTRY
HETEROCYCLIC COMPOUNDS
HUMAN NECESSITIES
HYGIENE
MEDICAL OR VETERINARY SCIENCE
METALLURGY
ORGANIC CHEMISTRY
PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS
title HIV INHIBITING 1.2.4-TRIAZIN-6-ONE DERIVATES
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