Quinolone- and naphthyridonecarboxylic acid derivatives

7-(1,2,3,7a-Tetrahydroisoindol-2-yl)-4-quinolone (or naphthyridone)-3-carboxylic acid derivs. of formula T-Q (I) and their hydrates, acid addn. salts and alkali(ne earth) metal, silver and guanidinium salts are new. Pure diastereomers and enantiomers are included. Q = naphthyridine, quinoline or tri...

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Hauptverfasser: UWE PETERSEN, KLAUS-DIETER BREMM, THOMAS SCHENKE
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KLAUS-DIETER BREMM
THOMAS SCHENKE
description 7-(1,2,3,7a-Tetrahydroisoindol-2-yl)-4-quinolone (or naphthyridone)-3-carboxylic acid derivs. of formula T-Q (I) and their hydrates, acid addn. salts and alkali(ne earth) metal, silver and guanidinium salts are new. Pure diastereomers and enantiomers are included. Q = naphthyridine, quinoline or tricyclic analogue gp. of formula (Q1)-(Q3); R1 = 1-4C alkyl (opt. mono- or disubstd. by halogen or OH), 2-4C alkenyl, 3-6C cycloalkyl (opt. substd. by one or two F), bicyclo(1.1.1)pent-1-yl, 1,1-dimethylpropargyl, 3-oxetanyl, OMe, NH2, NHMe, NMe2 or phenyl (opt. mono- or disubstd. by halogen, NH2 or OH); R2 = OH, 1-3C alkoxy (opt. substd. by OH, OMe, NH2 or NMe2), benzyloxy, (5-methyl-2-oxo-1,3-dioxol-4-yl)methoxy, acetoxy-methoxy, pivaloyloxymethoxy, 5-indanyloxy, phthalidinyloxy, 3-acetoxy-2-oxobutoxy, CH2NO2, CH)COOMe)2 or CH)COOEt)2; R9 = H or 1-3C alkyl (opt. substd. by OMe, OH or halogen); R" = H, Me or CH2F; X = halogen or NO2; Y = H, halogen, NH2, OH, OMe, SH, Me , halomethyl or vinyl; A = N or CR7; R7 = H, halogen, CF3, OMe, OCHF2, Me, CN, vinyl or ethynyl; or R7+R1 = *OCH2CHMe, *SCH2CH2, *SCH2CHMe, *CH2CH2CHMe or *OCH2NR8, where * denotes the bond to A; R8 = H, Me or CHO; D = N or CR10; R10 = H, halogen, CF3, OMe, OCHF2 or Me; or R10+R9 = *OCH2, *NHCH2, *NMeCH2, *NEtCH2, *N(cyclopropyl)CH2 or *SCH2, where * denotes the bond to D; T = 1,2,3,7a-tetrahydroisoindol-2-yl gp. of formula (T); B = -(CH2)m-NR4R4 or -(CH2)m-OR5; m = 0 or 1; R3 = H, Me or (1-4C) alkoxycarbonyl; R4-R6 = H or Me. Also claimed are 18 intermediate hexa- or tetra-hydroisoindole derivs.
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Pure diastereomers and enantiomers are included. Q = naphthyridine, quinoline or tricyclic analogue gp. of formula (Q1)-(Q3); R1 = 1-4C alkyl (opt. mono- or disubstd. by halogen or OH), 2-4C alkenyl, 3-6C cycloalkyl (opt. substd. by one or two F), bicyclo(1.1.1)pent-1-yl, 1,1-dimethylpropargyl, 3-oxetanyl, OMe, NH2, NHMe, NMe2 or phenyl (opt. mono- or disubstd. by halogen, NH2 or OH); R2 = OH, 1-3C alkoxy (opt. substd. by OH, OMe, NH2 or NMe2), benzyloxy, (5-methyl-2-oxo-1,3-dioxol-4-yl)methoxy, acetoxy-methoxy, pivaloyloxymethoxy, 5-indanyloxy, phthalidinyloxy, 3-acetoxy-2-oxobutoxy, CH2NO2, CH)COOMe)2 or CH)COOEt)2; R9 = H or 1-3C alkyl (opt. substd. by OMe, OH or halogen); R" = H, Me or CH2F; X = halogen or NO2; Y = H, halogen, NH2, OH, OMe, SH, Me , halomethyl or vinyl; A = N or CR7; R7 = H, halogen, CF3, OMe, OCHF2, Me, CN, vinyl or ethynyl; or R7+R1 = *OCH2CHMe, *SCH2CH2, *SCH2CHMe, *CH2CH2CHMe or *OCH2NR8, where * denotes the bond to A; R8 = H, Me or CHO; D = N or CR10; R10 = H, halogen, CF3, OMe, OCHF2 or Me; or R10+R9 = *OCH2, *NHCH2, *NMeCH2, *NEtCH2, *N(cyclopropyl)CH2 or *SCH2, where * denotes the bond to D; T = 1,2,3,7a-tetrahydroisoindol-2-yl gp. of formula (T); B = -(CH2)m-NR4R4 or -(CH2)m-OR5; m = 0 or 1; R3 = H, Me or (1-4C) alkoxycarbonyl; R4-R6 = H or Me. Also claimed are 18 intermediate hexa- or tetra-hydroisoindole derivs.</description><edition>6</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>1996</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=19960710&amp;DB=EPODOC&amp;CC=CN&amp;NR=1126211A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25542,76290</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19960710&amp;DB=EPODOC&amp;CC=CN&amp;NR=1126211A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>UWE PETERSEN</creatorcontrib><creatorcontrib>KLAUS-DIETER BREMM</creatorcontrib><creatorcontrib>THOMAS SCHENKE</creatorcontrib><title>Quinolone- and naphthyridonecarboxylic acid derivatives</title><description>7-(1,2,3,7a-Tetrahydroisoindol-2-yl)-4-quinolone (or naphthyridone)-3-carboxylic acid derivs. of formula T-Q (I) and their hydrates, acid addn. salts and alkali(ne earth) metal, silver and guanidinium salts are new. Pure diastereomers and enantiomers are included. Q = naphthyridine, quinoline or tricyclic analogue gp. of formula (Q1)-(Q3); R1 = 1-4C alkyl (opt. mono- or disubstd. by halogen or OH), 2-4C alkenyl, 3-6C cycloalkyl (opt. substd. by one or two F), bicyclo(1.1.1)pent-1-yl, 1,1-dimethylpropargyl, 3-oxetanyl, OMe, NH2, NHMe, NMe2 or phenyl (opt. mono- or disubstd. by halogen, NH2 or OH); R2 = OH, 1-3C alkoxy (opt. substd. by OH, OMe, NH2 or NMe2), benzyloxy, (5-methyl-2-oxo-1,3-dioxol-4-yl)methoxy, acetoxy-methoxy, pivaloyloxymethoxy, 5-indanyloxy, phthalidinyloxy, 3-acetoxy-2-oxobutoxy, CH2NO2, CH)COOMe)2 or CH)COOEt)2; R9 = H or 1-3C alkyl (opt. substd. by OMe, OH or halogen); R" = H, Me or CH2F; X = halogen or NO2; Y = H, halogen, NH2, OH, OMe, SH, Me , halomethyl or vinyl; A = N or CR7; R7 = H, halogen, CF3, OMe, OCHF2, Me, CN, vinyl or ethynyl; or R7+R1 = *OCH2CHMe, *SCH2CH2, *SCH2CHMe, *CH2CH2CHMe or *OCH2NR8, where * denotes the bond to A; R8 = H, Me or CHO; D = N or CR10; R10 = H, halogen, CF3, OMe, OCHF2 or Me; or R10+R9 = *OCH2, *NHCH2, *NMeCH2, *NEtCH2, *N(cyclopropyl)CH2 or *SCH2, where * denotes the bond to D; T = 1,2,3,7a-tetrahydroisoindol-2-yl gp. of formula (T); B = -(CH2)m-NR4R4 or -(CH2)m-OR5; m = 0 or 1; R3 = H, Me or (1-4C) alkoxycarbonyl; R4-R6 = H or Me. Also claimed are 18 intermediate hexa- or tetra-hydroisoindole derivs.</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>1996</creationdate><recordtype>patent</recordtype><sourceid>EVB</sourceid><recordid>eNrjZDAPLM3My8_Jz0vVVUjMS1HISyzIKMmoLMpMAQolJxYl5VdU5mQmKyQmZ6YopKQWZZYllmSWpRbzMLCmJeYUp_JCaW4GeTfXEGcP3dSC_PjU4oLE5NS81JJ4Zz9DQyMzI0NDR2PCKgBoyy20</recordid><startdate>19960710</startdate><enddate>19960710</enddate><creator>UWE PETERSEN</creator><creator>KLAUS-DIETER BREMM</creator><creator>THOMAS SCHENKE</creator><scope>EVB</scope></search><sort><creationdate>19960710</creationdate><title>Quinolone- and naphthyridonecarboxylic acid derivatives</title><author>UWE PETERSEN ; KLAUS-DIETER BREMM ; THOMAS SCHENKE</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_CN1126211A3</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>1996</creationdate><topic>CHEMISTRY</topic><topic>HETEROCYCLIC COMPOUNDS</topic><topic>HUMAN NECESSITIES</topic><topic>HYGIENE</topic><topic>MEDICAL OR VETERINARY SCIENCE</topic><topic>METALLURGY</topic><topic>ORGANIC CHEMISTRY</topic><topic>PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES</topic><topic>SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS</topic><toplevel>online_resources</toplevel><creatorcontrib>UWE PETERSEN</creatorcontrib><creatorcontrib>KLAUS-DIETER BREMM</creatorcontrib><creatorcontrib>THOMAS SCHENKE</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>UWE PETERSEN</au><au>KLAUS-DIETER BREMM</au><au>THOMAS SCHENKE</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Quinolone- and naphthyridonecarboxylic acid derivatives</title><date>1996-07-10</date><risdate>1996</risdate><abstract>7-(1,2,3,7a-Tetrahydroisoindol-2-yl)-4-quinolone (or naphthyridone)-3-carboxylic acid derivs. of formula T-Q (I) and their hydrates, acid addn. salts and alkali(ne earth) metal, silver and guanidinium salts are new. Pure diastereomers and enantiomers are included. Q = naphthyridine, quinoline or tricyclic analogue gp. of formula (Q1)-(Q3); R1 = 1-4C alkyl (opt. mono- or disubstd. by halogen or OH), 2-4C alkenyl, 3-6C cycloalkyl (opt. substd. by one or two F), bicyclo(1.1.1)pent-1-yl, 1,1-dimethylpropargyl, 3-oxetanyl, OMe, NH2, NHMe, NMe2 or phenyl (opt. mono- or disubstd. by halogen, NH2 or OH); R2 = OH, 1-3C alkoxy (opt. substd. by OH, OMe, NH2 or NMe2), benzyloxy, (5-methyl-2-oxo-1,3-dioxol-4-yl)methoxy, acetoxy-methoxy, pivaloyloxymethoxy, 5-indanyloxy, phthalidinyloxy, 3-acetoxy-2-oxobutoxy, CH2NO2, CH)COOMe)2 or CH)COOEt)2; R9 = H or 1-3C alkyl (opt. substd. by OMe, OH or halogen); R" = H, Me or CH2F; X = halogen or NO2; Y = H, halogen, NH2, OH, OMe, SH, Me , halomethyl or vinyl; A = N or CR7; R7 = H, halogen, CF3, OMe, OCHF2, Me, CN, vinyl or ethynyl; or R7+R1 = *OCH2CHMe, *SCH2CH2, *SCH2CHMe, *CH2CH2CHMe or *OCH2NR8, where * denotes the bond to A; R8 = H, Me or CHO; D = N or CR10; R10 = H, halogen, CF3, OMe, OCHF2 or Me; or R10+R9 = *OCH2, *NHCH2, *NMeCH2, *NEtCH2, *N(cyclopropyl)CH2 or *SCH2, where * denotes the bond to D; T = 1,2,3,7a-tetrahydroisoindol-2-yl gp. of formula (T); B = -(CH2)m-NR4R4 or -(CH2)m-OR5; m = 0 or 1; R3 = H, Me or (1-4C) alkoxycarbonyl; R4-R6 = H or Me. Also claimed are 18 intermediate hexa- or tetra-hydroisoindole derivs.</abstract><edition>6</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 Quinolone- and naphthyridonecarboxylic acid derivatives
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