HRP20150017T1 - Heterocikliäśki spojevi kao inhibitori virusa hepatitisa c (hcv) - Google Patents

Heterocikliäśki spojevi kao inhibitori virusa hepatitisa c (hcv) Download PDF

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HRP20150017T1
HRP20150017T1 HRP20150017TT HRP20150017T HRP20150017T1 HR P20150017 T1 HRP20150017 T1 HR P20150017T1 HR P20150017T T HRP20150017T T HR P20150017TT HR P20150017 T HRP20150017 T HR P20150017T HR P20150017 T1 HRP20150017 T1 HR P20150017T1
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John T. Randolph
Mark A. Matulenko
Ryan G. Keddy
Tammie K. Jinkerson
Douglas K. Hutchinson
Charles A. Flentge
Rolf Wagner
Clarence J. Maring
Michael D. Tufano
David A. Betebenner
Todd W. Rockway
David A. Degoey
Dachun Liu
John K. Pratt
Kathy Sarris
Kevin R. Woller
Seble H. Wagaw
Jean C. Califano
Wenke Li
Daniel D. Caspi
Mary E. Bellizzi
Yi Gao
Warren M. Kati
Charles W. Hutchins
Pamela L. Donner
Allan C. Krueger
Christopher E. Motter
Lissa T. Nelson
Sachin V. Patel
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Abbvie Bahamas Ltd.
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Description

HETEROCIKLIČKI SPOJEVI KAO INHIBITORI VIRUSA HEPATITISA C (HCV)

Claims (12)

1. Spoj Formule IB ili njegova farmaceutski prihvatljiva sol, [image] naznačen time, da: X je 3- do 12-eročlani heterocikl i po izboru je supstituiran s jednim ili više RA; L1 i L2 su svaki neovisno odabrani od veze; ili C1-C6alkilena, C2-C6alkenilena ili C2-C6alkinilena, koji je svaki neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više RL; L3 je veza ili -LS-K-LS’-, pri čemu je K odabran od veze, -O-, -S-, -N(RB)-, - C(O)-, -S(O)2-, -S(O)-, -OS(O)-, -OS(O)2-, -S(O)O-, -S(O)O-, -C(O)O-, - OC(O)-, -OC(O)O-, -C(O)N(RB)-, -N(RB)C(O)-, -N(RB)C(O)O-, - OC(O)N(RB)-, -N(RB)S(O)-, -N(RB)S(O)2-, -S(O)N(RB)-, -S(O)2N(Rb)-, - C(O)N(RB)C(O)-, -N(RB)C(O)N(RB’)-, -N(Rb)SO2N(RB’)- ili - N(RB)S(O)N(RB’)-; A je [image] ili [image] i po izboru supstituiran s jednim ili više RA; B je [image] ili [image] i po izboru supstituiran s jednim ili više Ra; Z1 je pri svakom pojavljivanju neovisno odabran od O, S, NH ili CH2; Z2 je pri svakom pojavljivanju neovisno odabran od N ili CH; D je C3-C12karbocikl ili 3- do 12-eročlani heterocikl koji je supstituiran sa J i po izboru supstituiran s jednim ili više Ra, gdje J je C3-C12karbocikl ili 3- do 12-eročlani heterocikl i po izboru je supstituiran s jednim ili više Ra, ili J je -SF5; RC’ je svaki neovisno odabran od RC; RD’ je svaki neovisno odabran od RD; R2 i R5, uzeti zajedno s atomima za koje su vezani tvore 3- do 12-eročlani heterocikl koji je po izboru supstituiran s jednim ili više RA; i R9 i R12, uzeti zajedno s atomima za koje su vezani tvore 3- do 12-eročlani heterocikl koji je po izboru supstituiran s jednim ili više RA; T je pri svakom pojavljivanju neovisno odabran od veze, -Ls-, -Ls-M-Ls’- ili - Ls-M-Ls’-M’-Ls"-, gdje su M i M’ pri svakom pojavljivanju neovisno odabrani od veze, -O-, -S-, -N(Rb)-, -C(O)-, -S(O)2-, -S(O)-, -OS(O)-, -OS(O)2-, -S(O)2O-, -S(O)O-, -C(O)O-, -OC(O)-, -OC(O)O-, -C(O)N(RB)-, -N(RB)C(O)-, -N(RB)C(O)O-, -OC(O)N(RB)-, -N(RB)S(O)-, -N(RB)S(O)2-, - S(O)N(RB)-, -S(O)2N(RB)-, -C(O)N(RB)C(O)-, -N(RB)C(O)N(RB’)-, -N(RB)SO2N(RB’)-, -N(RB)S(O)N(RB’)-, C3-C12karbocikl ili 3- do 12- eročlani heterocikl, te gdje su rečeni C3-C12karbocikl i 3- do 12-eročlani heterocikl svaki neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više RA; RD je neovisno odabran pri svakom pojavljivanju od vodika ili RA; RA je neovisno odabran pri svakom pojavljivanju od halogena, nitro, okso, fosfonoksi, fosfono, tiokso, cijano ili -LS-RE, gdje dva susjedna RA uzeta zajedno s atomima za koja su vezani i bilo koji atomi između atoma za kojih su vezani, mogu po izboru tvoriti karbocikl ili heterocikl; RB i RB’ su svaki neovisno odabran pri svakom pojavljivanju od hidrogena; ili C1-C6alkila, C2-C6alkenila ili C2-C6alkinila, od kojih je svaki neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više supstituenata odabrana od halogen, hidroksi, merkapto, amino, karboksi, nitro, okso, fosfonoksi, fosfono, tiokso, formil, cijano ili 3- do 6-eročlanog karbocikla ili heterocikla; ili 3- do 6-eročlanog karbocikla ili heterocikla; gdje svaki 3- do 6-eročlani karbocikl ili heterocikl u RB ili RB’ je neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više supstituenata odabranih od halogena, hidroksi, merkapto, amino, karboksi, nitro, okso, fosfonoksi, fosfono, tiokso, formil, cijano, C1-C6alkila, C2-C6alkenila, C2-C6alkinila, C1-C6haloalkila, C2-C6haloalkenila ili C2-C6haloalkila; RC je neovisno odabran pri svakom pojavljivanju od hidrogena, halogena, hidroksi, merkapto, amino, karboksi, nitro, okso, fosfonoksi, fosfono, tiokso, formil ili cijano; ili C1-C6alkila, C2-C6alkenila ili C2-C6alkinila, od kojih je svaki neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više supstituenata odabranih od halogena, hidroksi, merkapto, amino, karboksi, nitro, okso, fosfonoksi, fosfono, tiokso, formila, cijano ili 3- do 6-eročlanog karbocikla ili heterocikla; ili 3- do 6-eročlanog karbocikla ili heterocikla; gdje svaki 3- do 6-eročlani karbocikl ili heterocikl u RC je neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više supstituenata odabran od halogena, hidroksi, merkapto, amino, karboksi, nitro, okso, fosfonoksi, fosfono, tiokso, formila, cijano, C1-C6alkila, C2-C6alkenila, C2-C6alkinila, C1-C6haloalkila, C2-C6haloalkenila ili C2-C6haloalkinila; RE je neovisno odabran pri svakom pojavljivanju od -O-RS, -S-RS, -O(O)RS, - OC(O)RS, -C(O)ORS, -N(RSRS’), -S(O)RS, -SO2RS, -C(O)N(RSRS’), - N(RS)C(O)RS’, -N(RS)C(O)N(RO’RO"), -N(RO)SO2RS’, -SO2N(RRRR’), -N(RR)SO2N(RS’RS"), -N(RS)S(O)N(RS’RS"), -OS(O)-RS, -OS(O)2-RS, - S(O)2ORS, -S(O)ORS, -OC(O)ORS, -N(RS)C(O)ORS’, -OC(O)N(RSRS’), - N(RS)S(O)-RS’, -S(O)N(RSRS’) ili -C(O)N(RS)C(O)-RS’; ili C1-C6alkil, C2-C6alkenil ili C2-C6alkinil, od kojih je svaki neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više supstituenata odabranih od halogena, hidroksi, merkapto, amino, karboksi, nitro, okso, fosfonoksi, fosfono, tiokso, formil ili cijano; ili C3-C6karbocikla ili 3- do 6-teročlanog heterocikla, od kojih je svaki neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više supstituenata odabranih od halogena, hidroksi, merkapto, amino, karboksi, nitro, okso, fosfonoksi, fosfono, tiokso, formil, cijano, C1-C6alkila, C2-C6alkenila, C2-C6alkinila, C1-C6haloalkila, C2-C6haloalkenila ili C2-C6haloalkinila; RL je neovisno odabran pri svakom pojavljivanju od halogena, nitro, okso, fosfonoksi, fosfono, tiokso, cijano, -O-RS, -S-RS, -C(O)RS, -OC(O)RS, - C(O)ORS, -N(RSRS’), -S(O)RS, -SO2RS, -C(O)N(RSRS’) ili -N(RS)C(O)RS’; ili C3-C6karbocikla ili 3- do 6-teročlanog heterocikla, od kojih je svaki neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više supstituenata odabranih od halogena, hidroksi, merkapto, amino, karboksi, nitro, okso, fosfonoksi, fosfono, tiokso, formil, cijano, C1-C6alkila, C2-C6alkenila, C2-C6alkinila, C1-C6haloalkila, C2-C6haloalkenila ili C2-C6haloalkinila; LS, LS’ i LS" su svaki neovisno odabrani pri svakom pojavljivanju od veze; ili C1-C6alkilena, C2-C6alkenilena ili C2-C6alkinilena, od kojih je svaki neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više RL; i RS, RS’ i RS" su svaki neovisno odabrani pri svakom pojavljivanju od hidrogena; C1-C6alkila, C2-C6alkenila ili C2-C6alkinila, od kojih je svaki neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više supstituenata odabranih od halogena, hidroksi, merkapto, amino, karboksi, nitro, okso, fosfonoksi, fosfono, tiokso, formil, cijano ili 3- do 6-teročlanog karbocikla ili heterocikla; ili 3- do 6-teročlanog karbocikla ili heterocikla; gdje je svaki 3- do 6-eročlani karbocikl ili heterocikl u RS, RS’ ili RS" neovisno po izboru supstituiran pri svakom pojavljivanju s jednim ili više supstituenata odabranih od halogena, hidroksi, merkapto, amino, karboksi, nitro, okso, fosfonoksi, fosfono, tiokso, formil, cijano, C1-C6alkila, C2-C6alkenila, C2-C6alkinila, C1-C6haloalkila, C2-C6haloalkenila ili C2-C6haloalkinila.
2. Spoj ili sol iz patentnog zahtjeva 1, naznačen time, da je A [image] i po izboru je supstituiran s jednim ili više RA; a B je [image] i po izboru je supstituiran s jednim ili više RA.
3. Spoj ili sol iz patentnog zahtjeva 1, naznačen time, da je A: [image] ili [image] i po izboru je supstituiran s jednim ili više RA; B je [image] ili [image] i po izboru je supstituiran s jednim ili više RA; D je C5-C6karbocikl ili 5- do 6-eročlani heterocikl koji je supstituiran s J i po izboru je supstituiran s jednim ili više RA; Z1 je neovisno odabran pri svakom pojavljivanju od O, S, NH ili CH2; Z2 je neovisno odabran pri svakom pojavljivanju od N ili CH; L1, L2 i L3 su veza; T-RD’ je neovisno odabran pri svakom pojavljivanju od -C(O)-LY’-N(RB)C(O)-LS"-RD’ ili -C(O)-LY’- N(RB)C(O)O-LS"-RD’, gdje LY’ predstavlja C1-C6alkilen po izboru supstituiran s jednim ili više supstituenata odabranih od RL.
4. Spoj ili sol iz patentnog zahtjeva 1, naznačen time, da je A: [image] i po izboru je supstituiran s jednim ili više RA; B je [image] i po izboru je supstituiran s jednim ili više RA. D je C5-C6karbocikl ili 5- do 6-eročlani heterocikl koji je supstituiran s J i po izboru supstituiran s jednim ili više RA; J je C3-C6karbocikl ili 3- to 6-eročlani heterocikl koji je po izboru supstituiran s jednim ili više RA. X je [image] i po izboru je supstituiran s jednim ili više RA, gdje X3 je N i izravno je vezan za -L3-D; L1, L2 i L3 su veza; i -T-RD’ je svaki neovisno odabran od-C(O)-LY’-RD’, -C(O)O-LY’-RD", -C(O)-LY’-N(RB)C(O)-LS"-RD’, -C(O)-LY’-N(RB)C(O)O-LS"-RD’, -N(RB)C(O)-LY’-N(RB)C(O)-LS"-RD’, -N(RB)C(O)-LY’-N(RB)C(O)O-LS"- RD’, ili -N(RB)C(O)-LY’-N(RB)-LS"-RD’ i gdje LY’ je svaki neovisno LS’.
5. Spoj ili sol iz patentnog zahtjeva 4, naznačen time, da -T-RD’ je svaki neovisno odabran od-C(O)-LY’- N(RB)C(O)-RD’ ili -C(O)-LY’-N(RB)C(O)O-RD’; te R2 i R5, uzeti zajedno s atomima za koje su vezani tvore [image] koji je po izboru supstituiran s jednim ili više RA; a R9 i R12 uzeti zajedno s atomima za koje su vezani tvore [image] koji je po izboru supstituiran s jednim ili više RA.
6. Spoj ili sol iz patentnog zahtjeva 5, naznačen time, da je D [image] i svaki RN je neovisno odabran od RD i J je C3-C6karbocikl ili 3- to 6-eročlani heterocikl i po izboru je supstituiran s jednim ili više RA.
7. Spoj ili sol iz patentnog zahtjeva 1, naznačen time, da D je C5-C6karbocikl ili 5- to 6-eročlani heterocikl koji je supstituiran s J i po izboru supstituiran s jednim ili više RA, J je C3-C6karbocikl ili 3- do 6-eročlani heterocikl i po izboru je supstituiran s jednim ili više RA; L1 i L2 su svaki neovisno veza ili C1-C6alkilen i L3 je veza, C1-C6alkilen ili -C(O)- i L1, L2 i L3 su svaki neovisno po izboru supstituirani s jednim ili više RL; T je neovisno odabran pri svakom pojavljivanju od -C(O)-LY’-N(RB)C(O)-LS"- ili -C(O)-LY’-N(RB)C(O)O-LS"-, gdje LY’ je C1-C6alkilen i po izboru je supstituiran s jednim ili više supstituenata odabranih od RL.
8. Spoj ili sol iz patentnog zahtjeva 7, naznačen time, da L1, L2 i L3 su veza.
9. Spoj ili sol iz patentnog zahtjeva 7, naznačen time, da je D [image] gdje je svaki RN neovisno odabran od RD.
10. Spoj ili sol iz patentnog zahtjeva 7, naznačen time, da L1, L2 i L3 su veza, a D je [image] i gdje je svaki RN neovisno odabran od RD.
11. Spoj ili sol iz patentnog zahtjeva 1, naznačen time, da je rečeni spoj metil {(2S)-1-[(2S)-2-{5-[(2R,5R)-1-[3-fluoro-4-(piperidin-1-il)fenil]-5-{2-[(2S)-1-{(2S)-2-[(metoksikarbonil)amino]-3-metilbutanoil}pirolidin-2-il]-1H-benzimidazol-5-il}pirolidin-2-il]-1H-benzimidazol-2-il}pirolidin-1-il]-3-metil-1-oksobutan-2-il}karbamat.
12. Farmaceutski pripravak, naznačen time, da sadrži spoj iz patentnog zahtjeva 11.
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