Substituted 3-cyano quinolines

This invention provides compounds having the formula, wherein: X is cyclohexyl, pyridinyl or phenyl ring, wherein pyridinyl group could be substituted by Br, or phenyl ring could be optionally mono-, di- or tri-substituted, and the substituents are selected from the group consisting of halogen, C6-1...

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Hauptverfasser: REICH, MARVIN F, FLOYD, MIDDLETON B. JR, KITCHEN, DOUGLAS B, WISSNER, ALLAN, JOHNSON, BERNARD D
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creator REICH, MARVIN F
FLOYD, MIDDLETON B. JR
KITCHEN, DOUGLAS B
WISSNER, ALLAN
JOHNSON, BERNARD D
description This invention provides compounds having the formula, wherein: X is cyclohexyl, pyridinyl or phenyl ring, wherein pyridinyl group could be substituted by Br, or phenyl ring could be optionally mono-, di- or tri-substituted, and the substituents are selected from the group consisting of halogen, C6-1 alkyl, C2-6 alkynyl, azido, C1-6 hydroxyalkyl, halomethyl, C1-4 alkoxymethyl, C1-4 alkoxy, C1-4 alkylthio, hydroxy, trifluoromethyl, cyano, C1-4 carboalkyl, phenoxy, amino, C1-4 alkylamino, C1-4 dialkylamino, acetamido, butynamido; n is 0-1; Y is -NH-, -O-, -S-, or -NR-; R is C1-4 alkyl; R1 is hydrogen, C1-4 alkoxy; R2 is hydrogen, halogen, C1-4 alkoxymethyl, C1-6 alkoxy, hydroxy, nitro, ammo, R5-CONH(CH2)p-, R8-C=C-CONH(CH2)p-, wherein R5 is C1-4 alkyl, and the alkyl could be optionally substituted by one halogen; R6 is hydrogen; R7 is chloro or bromo; R8 is hydrogen, methyl, C1-3 alkylaminoalkyl, C1-3 N,N-dialkylaminoalkyl, morpholine-N-C1-3 alkyl, N-C1-3-alkyl-piperazino-N-C1-3 alkyl, C1-3 alkoxyalkyl, C1-3 hydroxyalkyl, chloro or bromo; Z is C1-3 alkyloxy or morpholino; p is 0; q is 1 to 3; R3 is hydrogen, hydroxy, C1-6 alkoxy (alkyl could be optionally substituted by one halogen), C1-4 alkoxyalkoxy, phenyl-C1-4 alkyloxy; R4 is hydrogen, C1-4 alkyl (alkyl could be optionally substituted by one halogen), C1-4 alkyoxy, di-C1-4 alkylaminoalkyl, or R2 and R3 together could form a diradial of -O-(CH2)2-O-; or a pharmaceutically acceptable salt thereof with the proviso that when Y is -NH-, R1, R2, R3, and R4 are hydrogen, and n is 0, X is not 2-methylphenyl, which are inhibitors of protein tyrosine kinase.
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JR ; KITCHEN, DOUGLAS B ; WISSNER, ALLAN ; JOHNSON, BERNARD D</creatorcontrib><description>This invention provides compounds having the formula, wherein: X is cyclohexyl, pyridinyl or phenyl ring, wherein pyridinyl group could be substituted by Br, or phenyl ring could be optionally mono-, di- or tri-substituted, and the substituents are selected from the group consisting of halogen, C6-1 alkyl, C2-6 alkynyl, azido, C1-6 hydroxyalkyl, halomethyl, C1-4 alkoxymethyl, C1-4 alkoxy, C1-4 alkylthio, hydroxy, trifluoromethyl, cyano, C1-4 carboalkyl, phenoxy, amino, C1-4 alkylamino, C1-4 dialkylamino, acetamido, butynamido; n is 0-1; Y is -NH-, -O-, -S-, or -NR-; R is C1-4 alkyl; R1 is hydrogen, C1-4 alkoxy; R2 is hydrogen, halogen, C1-4 alkoxymethyl, C1-6 alkoxy, hydroxy, nitro, ammo, R5-CONH(CH2)p-, R8-C=C-CONH(CH2)p-, wherein R5 is C1-4 alkyl, and the alkyl could be optionally substituted by one halogen; R6 is hydrogen; R7 is chloro or bromo; R8 is hydrogen, methyl, C1-3 alkylaminoalkyl, C1-3 N,N-dialkylaminoalkyl, morpholine-N-C1-3 alkyl, N-C1-3-alkyl-piperazino-N-C1-3 alkyl, C1-3 alkoxyalkyl, C1-3 hydroxyalkyl, chloro or bromo; Z is C1-3 alkyloxy or morpholino; p is 0; q is 1 to 3; R3 is hydrogen, hydroxy, C1-6 alkoxy (alkyl could be optionally substituted by one halogen), C1-4 alkoxyalkoxy, phenyl-C1-4 alkyloxy; R4 is hydrogen, C1-4 alkyl (alkyl could be optionally substituted by one halogen), C1-4 alkyoxy, di-C1-4 alkylaminoalkyl, or R2 and R3 together could form a diradial of -O-(CH2)2-O-; or a pharmaceutically acceptable salt thereof with the proviso that when Y is -NH-, R1, R2, R3, and R4 are hydrogen, and n is 0, X is not 2-methylphenyl, which are inhibitors of protein tyrosine kinase.</description><edition>7</edition><language>eng</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>2005</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=20050301&amp;DB=EPODOC&amp;CC=TW&amp;NR=I228492B$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76547</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20050301&amp;DB=EPODOC&amp;CC=TW&amp;NR=I228492B$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>REICH, MARVIN F</creatorcontrib><creatorcontrib>FLOYD, MIDDLETON B. JR</creatorcontrib><creatorcontrib>KITCHEN, DOUGLAS B</creatorcontrib><creatorcontrib>WISSNER, ALLAN</creatorcontrib><creatorcontrib>JOHNSON, BERNARD D</creatorcontrib><title>Substituted 3-cyano quinolines</title><description>This invention provides compounds having the formula, wherein: X is cyclohexyl, pyridinyl or phenyl ring, wherein pyridinyl group could be substituted by Br, or phenyl ring could be optionally mono-, di- or tri-substituted, and the substituents are selected from the group consisting of halogen, C6-1 alkyl, C2-6 alkynyl, azido, C1-6 hydroxyalkyl, halomethyl, C1-4 alkoxymethyl, C1-4 alkoxy, C1-4 alkylthio, hydroxy, trifluoromethyl, cyano, C1-4 carboalkyl, phenoxy, amino, C1-4 alkylamino, C1-4 dialkylamino, acetamido, butynamido; n is 0-1; Y is -NH-, -O-, -S-, or -NR-; R is C1-4 alkyl; R1 is hydrogen, C1-4 alkoxy; R2 is hydrogen, halogen, C1-4 alkoxymethyl, C1-6 alkoxy, hydroxy, nitro, ammo, R5-CONH(CH2)p-, R8-C=C-CONH(CH2)p-, wherein R5 is C1-4 alkyl, and the alkyl could be optionally substituted by one halogen; R6 is hydrogen; R7 is chloro or bromo; R8 is hydrogen, methyl, C1-3 alkylaminoalkyl, C1-3 N,N-dialkylaminoalkyl, morpholine-N-C1-3 alkyl, N-C1-3-alkyl-piperazino-N-C1-3 alkyl, C1-3 alkoxyalkyl, C1-3 hydroxyalkyl, chloro or bromo; Z is C1-3 alkyloxy or morpholino; p is 0; q is 1 to 3; R3 is hydrogen, hydroxy, C1-6 alkoxy (alkyl could be optionally substituted by one halogen), C1-4 alkoxyalkoxy, phenyl-C1-4 alkyloxy; R4 is hydrogen, C1-4 alkyl (alkyl could be optionally substituted by one halogen), C1-4 alkyoxy, di-C1-4 alkylaminoalkyl, or R2 and R3 together could form a diradial of -O-(CH2)2-O-; or a pharmaceutically acceptable salt thereof with the proviso that when Y is -NH-, R1, R2, R3, and R4 are hydrogen, and n is 0, X is not 2-methylphenyl, which are inhibitors of protein tyrosine kinase.</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>2005</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZJALLk0qLsksKS1JTVEw1k2uTMzLVygszczLz8nMSy3mYWBNS8wpTuWF0twMCm6uIc4euqkF-fGpxQWJyal5qSXxIeGeRkYWJpZGTk7GRCgBAM_TJMY</recordid><startdate>20050301</startdate><enddate>20050301</enddate><creator>REICH, MARVIN F</creator><creator>FLOYD, MIDDLETON B. 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JR</creatorcontrib><creatorcontrib>KITCHEN, DOUGLAS B</creatorcontrib><creatorcontrib>WISSNER, ALLAN</creatorcontrib><creatorcontrib>JOHNSON, BERNARD D</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>REICH, MARVIN F</au><au>FLOYD, MIDDLETON B. JR</au><au>KITCHEN, DOUGLAS B</au><au>WISSNER, ALLAN</au><au>JOHNSON, BERNARD D</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Substituted 3-cyano quinolines</title><date>2005-03-01</date><risdate>2005</risdate><abstract>This invention provides compounds having the formula, wherein: X is cyclohexyl, pyridinyl or phenyl ring, wherein pyridinyl group could be substituted by Br, or phenyl ring could be optionally mono-, di- or tri-substituted, and the substituents are selected from the group consisting of halogen, C6-1 alkyl, C2-6 alkynyl, azido, C1-6 hydroxyalkyl, halomethyl, C1-4 alkoxymethyl, C1-4 alkoxy, C1-4 alkylthio, hydroxy, trifluoromethyl, cyano, C1-4 carboalkyl, phenoxy, amino, C1-4 alkylamino, C1-4 dialkylamino, acetamido, butynamido; n is 0-1; Y is -NH-, -O-, -S-, or -NR-; R is C1-4 alkyl; R1 is hydrogen, C1-4 alkoxy; R2 is hydrogen, halogen, C1-4 alkoxymethyl, C1-6 alkoxy, hydroxy, nitro, ammo, R5-CONH(CH2)p-, R8-C=C-CONH(CH2)p-, wherein R5 is C1-4 alkyl, and the alkyl could be optionally substituted by one halogen; R6 is hydrogen; R7 is chloro or bromo; R8 is hydrogen, methyl, C1-3 alkylaminoalkyl, C1-3 N,N-dialkylaminoalkyl, morpholine-N-C1-3 alkyl, N-C1-3-alkyl-piperazino-N-C1-3 alkyl, C1-3 alkoxyalkyl, C1-3 hydroxyalkyl, chloro or bromo; Z is C1-3 alkyloxy or morpholino; p is 0; q is 1 to 3; R3 is hydrogen, hydroxy, C1-6 alkoxy (alkyl could be optionally substituted by one halogen), C1-4 alkoxyalkoxy, phenyl-C1-4 alkyloxy; R4 is hydrogen, C1-4 alkyl (alkyl could be optionally substituted by one halogen), C1-4 alkyoxy, di-C1-4 alkylaminoalkyl, or R2 and R3 together could form a diradial of -O-(CH2)2-O-; or a pharmaceutically acceptable salt thereof with the proviso that when Y is -NH-, R1, R2, R3, and R4 are hydrogen, and n is 0, X is not 2-methylphenyl, which are inhibitors of protein tyrosine kinase.</abstract><edition>7</edition><oa>free_for_read</oa></addata></record>
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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 Substituted 3-cyano quinolines
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