Rapamycin hdroxyesters, process for their preparation and pharmaceutical compositions containing them

A compound of structure (I) wherein R 1 and R 2 are each, independently, hydrogen or - CO(CR 3 R 4 ) b (CR 5 R 6 ) d CR 7 R 8 R 9 ; R 3 and R 4 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, trifluoromethyl, or -F; R 5 and R 6 are each, independently, hydrogen, alkyl, alkenyl, alkynyl,...

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Hauptverfasser: CHRISTINA LOUISE LEONE, JERAULD STANLEY SKOTNICKI, GUY ALAN SCHIEHSER
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creator CHRISTINA LOUISE LEONE
JERAULD STANLEY SKOTNICKI
GUY ALAN SCHIEHSER
description A compound of structure (I) wherein R 1 and R 2 are each, independently, hydrogen or - CO(CR 3 R 4 ) b (CR 5 R 6 ) d CR 7 R 8 R 9 ; R 3 and R 4 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, trifluoromethyl, or -F; R 5 and R 6 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 , or R 5 and R 6 may be taken together to form X or a cycloalkyl ring that is optionally mono-, di-, or tri-substituted with - (CR 3 R 4 ) f OR 10 ; R 7 is hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 ; R 8 and R 9 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 , or R 8 and R 9 may be taken together to form X or a cycloalkyl ring that is optionally mono-, di-, or tri-substituted with -(CR 3 R 4 ) f OR 10 ; R 10 is hydrogen, alkyl, alkenyl, alkynyl, tri-(alkyl)silyl, tri-(alkyl)silylethyl, triphenylmethyl, benzyl, alkoxymethyl, tri-(alkyl)silylethoxymethyl, chloroethyl, or tetrahydropyranyl; R 11 is hydrogen, alkyl, alkenyl, alkynyl, or phenylalkyl; X is 5-(2,2-dialkyl)[1,3]dioxanyl, 5-(2,2-dicycloalkyl)[1,3]dioxanyl, 4-(2,2-dialkyl)[1,3]-dioxanyl, 4-(2,2-dicycloalkyl)[1,3]dioxanyl, 4-(2,2-dialkyl)[1,3]dioxalanyl, or 4-(2,2-dicycloalkyl)[1,3]dioxalanyl; b = 0-6; d = 0-6; and f = 0-6 with the proviso that R 1 and R 2 are both not hydrogen and further provided that either R 1 or R 2 contains at least one -(CR 3 R 4 ) f OR 10 , X, or -(CR 3 R 4 ) f OR 10 substituted cycloalkyl group, or a pharmaceutically acceptable salt thereof which is useful as an immunosuppressive, antiinflammatory, antifungal, antiproliferative, and antitumor agent.
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R 3 and R 4 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, trifluoromethyl, or -F; R 5 and R 6 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 , or R 5 and R 6 may be taken together to form X or a cycloalkyl ring that is optionally mono-, di-, or tri-substituted with - (CR 3 R 4 ) f OR 10 ; R 7 is hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 ; R 8 and R 9 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 , or R 8 and R 9 may be taken together to form X or a cycloalkyl ring that is optionally mono-, di-, or tri-substituted with -(CR 3 R 4 ) f OR 10 ; R 10 is hydrogen, alkyl, alkenyl, alkynyl, tri-(alkyl)silyl, tri-(alkyl)silylethyl, triphenylmethyl, benzyl, alkoxymethyl, tri-(alkyl)silylethoxymethyl, chloroethyl, or tetrahydropyranyl; R 11 is hydrogen, alkyl, alkenyl, alkynyl, or phenylalkyl; X is 5-(2,2-dialkyl)[1,3]dioxanyl, 5-(2,2-dicycloalkyl)[1,3]dioxanyl, 4-(2,2-dialkyl)[1,3]-dioxanyl, 4-(2,2-dicycloalkyl)[1,3]dioxanyl, 4-(2,2-dialkyl)[1,3]dioxalanyl, or 4-(2,2-dicycloalkyl)[1,3]dioxalanyl; b = 0-6; d = 0-6; and f = 0-6 with the proviso that R 1 and R 2 are both not hydrogen and further provided that either R 1 or R 2 contains at least one -(CR 3 R 4 ) f OR 10 , X, or -(CR 3 R 4 ) f OR 10 substituted cycloalkyl group, or a pharmaceutically acceptable salt thereof which is useful as an immunosuppressive, antiinflammatory, antifungal, antiproliferative, and antitumor agent.</description><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>2003</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=20030417&amp;DB=EPODOC&amp;CC=HK&amp;NR=1048816A1$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,776,881,25543,76294</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=20030417&amp;DB=EPODOC&amp;CC=HK&amp;NR=1048816A1$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>CHRISTINA LOUISE LEONE</creatorcontrib><creatorcontrib>JERAULD STANLEY SKOTNICKI</creatorcontrib><creatorcontrib>GUY ALAN SCHIEHSER</creatorcontrib><title>Rapamycin hdroxyesters, process for their preparation and pharmaceutical compositions containing them</title><description>A compound of structure (I) wherein R 1 and R 2 are each, independently, hydrogen or - CO(CR 3 R 4 ) b (CR 5 R 6 ) d CR 7 R 8 R 9 ; R 3 and R 4 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, trifluoromethyl, or -F; R 5 and R 6 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 , or R 5 and R 6 may be taken together to form X or a cycloalkyl ring that is optionally mono-, di-, or tri-substituted with - (CR 3 R 4 ) f OR 10 ; R 7 is hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 ; R 8 and R 9 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 , or R 8 and R 9 may be taken together to form X or a cycloalkyl ring that is optionally mono-, di-, or tri-substituted with -(CR 3 R 4 ) f OR 10 ; R 10 is hydrogen, alkyl, alkenyl, alkynyl, tri-(alkyl)silyl, tri-(alkyl)silylethyl, triphenylmethyl, benzyl, alkoxymethyl, tri-(alkyl)silylethoxymethyl, chloroethyl, or tetrahydropyranyl; R 11 is hydrogen, alkyl, alkenyl, alkynyl, or phenylalkyl; X is 5-(2,2-dialkyl)[1,3]dioxanyl, 5-(2,2-dicycloalkyl)[1,3]dioxanyl, 4-(2,2-dialkyl)[1,3]-dioxanyl, 4-(2,2-dicycloalkyl)[1,3]dioxanyl, 4-(2,2-dialkyl)[1,3]dioxalanyl, or 4-(2,2-dicycloalkyl)[1,3]dioxalanyl; 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JERAULD STANLEY SKOTNICKI ; GUY ALAN SCHIEHSER</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-epo_espacenet_HK1048816A13</frbrgroupid><rsrctype>patents</rsrctype><prefilter>patents</prefilter><language>eng</language><creationdate>2003</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>CHRISTINA LOUISE LEONE</creatorcontrib><creatorcontrib>JERAULD STANLEY SKOTNICKI</creatorcontrib><creatorcontrib>GUY ALAN SCHIEHSER</creatorcontrib><collection>esp@cenet</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>CHRISTINA LOUISE LEONE</au><au>JERAULD STANLEY SKOTNICKI</au><au>GUY ALAN SCHIEHSER</au><format>patent</format><genre>patent</genre><ristype>GEN</ristype><title>Rapamycin hdroxyesters, process for their preparation and pharmaceutical compositions containing them</title><date>2003-04-17</date><risdate>2003</risdate><abstract>A compound of structure (I) wherein R 1 and R 2 are each, independently, hydrogen or - CO(CR 3 R 4 ) b (CR 5 R 6 ) d CR 7 R 8 R 9 ; R 3 and R 4 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, trifluoromethyl, or -F; R 5 and R 6 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 , or R 5 and R 6 may be taken together to form X or a cycloalkyl ring that is optionally mono-, di-, or tri-substituted with - (CR 3 R 4 ) f OR 10 ; R 7 is hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 ; R 8 and R 9 are each, independently, hydrogen, alkyl, alkenyl, alkynyl, -(CR 3 R 4 ) f OR 10 , -CF 3 , -F, or -CO 2 R 11 , or R 8 and R 9 may be taken together to form X or a cycloalkyl ring that is optionally mono-, di-, or tri-substituted with -(CR 3 R 4 ) f OR 10 ; R 10 is hydrogen, alkyl, alkenyl, alkynyl, tri-(alkyl)silyl, tri-(alkyl)silylethyl, triphenylmethyl, benzyl, alkoxymethyl, tri-(alkyl)silylethoxymethyl, chloroethyl, or tetrahydropyranyl; R 11 is hydrogen, alkyl, alkenyl, alkynyl, or phenylalkyl; X is 5-(2,2-dialkyl)[1,3]dioxanyl, 5-(2,2-dicycloalkyl)[1,3]dioxanyl, 4-(2,2-dialkyl)[1,3]-dioxanyl, 4-(2,2-dicycloalkyl)[1,3]dioxanyl, 4-(2,2-dialkyl)[1,3]dioxalanyl, or 4-(2,2-dicycloalkyl)[1,3]dioxalanyl; b = 0-6; d = 0-6; and f = 0-6 with the proviso that R 1 and R 2 are both not hydrogen and further provided that either R 1 or R 2 contains at least one -(CR 3 R 4 ) f OR 10 , X, or -(CR 3 R 4 ) f OR 10 substituted cycloalkyl group, or a pharmaceutically acceptable salt thereof which is useful as an immunosuppressive, antiinflammatory, antifungal, antiproliferative, and antitumor agent.</abstract><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 Rapamycin hdroxyesters, process for their preparation and pharmaceutical compositions containing them
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