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publicationDate 2013-02-21-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber AR-083398-A1
titleOfInvention ANTIVIRAL COMPOUNDS
abstract Effective compounds to inhibit the replication of the hepatitis C virus ("HCV"); manufacturing processes of such compounds, compositions comprising them and methods of using them to treat an HCV infection. Claim 1: A compound characterized in that it is of formula (1), or a pharmaceutically acceptable salt thereof, wherein: X it is C3-12 carbocycle or 3 to 12 member heterocycle, and is optionally substituted with one or more RA or RF; L1 and L2 are independently selected from each other among a link; or C1-6 alkylene, C2-6 alkenylene or C2-6 alkynylene, each of which is optionally independently substituted in each case with one or more RL; L3 is a link or -LS-K-LS'-, where K is selected from a link, -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') -, or -N ( RB) S (O) N (RB ') -; A and B are independently C3-12 carbocycle or 3 to 12 member heterocycle, and are optionally independently substituted with one or more RA; D is C3-12 carbocycle or 3-12 membered heterocycle, and is optionally substituted with one or more RA; or D is C3-12 carbocycle or 3- and 12-membered heterocycle that is substituted with J and optionally substituted with one or more RA, where J is C3-12 carbocycle or 3- and 12-membered heterocycle and is optionally substituted with one or more RA, or J is -SF5; or D is hydrogen or RA; Y is selected from -T'-C (R1R2) N (R5) -T-RD, -T'-C (R3R4) C (R6R7) -T-RD, -LK-T-RD, or -LK-E ; R1 and R2 are independently of each other RC, and R5 is RB; or R1 is RC, and R2 and R5, taken together with the atoms to which they are attached, form a 3- to 12-membered heterocycle that is optionally substituted with one or more RA; R3, R4, R6, and R7 are independently of each other RC; or R3 and R6 are independently from each other RC, and R4 and R7, taken together with the atoms to which they are attached, form a carbocycle or heterocycle of between 3 and 12 members that is optionally substituted with one or more RA; Z is selected from -T’-C (R8R9) N (R12) -T-RD, -T’-C (R10R11) C (R13R14) -T-RD, -LK-T-RD or -LK-E; R8 and R9 are independently of each other RC, and R12 is RB; or R8 is RC, and R9 and R12, taken together with the atoms to which they are attached, form a 3 to 12 member heterocycle that is optionally substituted with one or more RA; R10, R11, R13, and R14 are independently of each other RC; or R10 and R13 are independently from each other RC, and R11 and R14, taken together with the atoms to which they are attached, form a carbocycle or heterocycle of between 3 and 12 members that is optionally substituted with one or more RA; T and T 'are independently selected from each other in each case between a link, -LS-, -LS-M-LS'-, or -LS-M-LS'-M'-LS' '-, where M and M 'are independently selected from each other in each case between a link, -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 ') -, C3-12 carbocycle or 3 to 12 member heterocycle, and wherein said C3-12 carbocycle and 3 to 12 member heterocycle are optionally substituted independently of each other in each case with one or more RA; LK is independently selected in each case from a link, -LS-N (R8) C (O) -LS’- or -LS-C (O) N (RB) -LS’-; or C1-6 alkylene, C2-6 alkenylene or C2-6 alkynylene, each of which is optionally independently substituted in each case with one or more RL; or C3-12 carbocycle or 3 to 12 member heterocycle, each of which is optionally independently substituted in each case with one or more RA; E is independently selected in each case from C3-12 carbocycle or 3-12 membered heterocycle, and is optionally independently substituted in each case with one or more RA; RD is independently selected in each case from hydrogen or RA; RA is independently selected in each case from halogen, nitro, oxo, phosphonoxy, phosphono, thioxo, cyano, or -LS-RE, where two adjacent RAs, taken together with the atoms to which they are attached and any other atom between Atoms to which they are attached may optionally form carbocycle or heterocycle; RB and RB ’are independently selected from each other in each case between hydrogen; or C1-6 alkyl, C2-6 alkenyl or C2-6 alkynyl, each of which is optionally independently substituted in each case with one or more substituents selected from halogen, hydroxy, mercapto, amino, carboxy, nitro, oxo , phosphonoxy, phosphono, thioxo, formyl, cyano or carbocycle or heterocycle of 3 to 6 members; or carbocycle or heterocycle of 3 to 6 members; where each carbocycle or heterocycle of between 3 and 6 members in RB or RB 'is optionally independently substituted in each case with one or more substituents selected from halogen, hydroxy, mercapto, amino, carboxy, nitro, oxo, phosphonoxy, phosphono, thioxo, formyl, cyano, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, C 2-6 haloalkenyl or C 2-6 haloalkynyl; RC is independently selected in each case from hydrogen, halogen, hydroxy, mercapto, amino, carboxy, nitro, oxo, phosphonoxy, phosphono, thioxo, formyl or cyano; or C1-6 alkyl, C2-6 alkenyl or C2-6 alkynyl, each of which is optionally independently substituted in each case with one or more substituents selected from halogen, hydroxy, mercapto, amino, carboxy, nitro, oxo , phosphonoxy, phosphono, thioxo, formyl, cyano or carbocycle or heterocycle of 3 to 6 members; or carbocycle or heterocycle of 3 to 6 members; where each carboxy or heterocycle of between 3 and 6 members in RC is optionally independently substituted in each case with one or more substituents selected from halogen, hydroxy, mercapto, amino, carboxy, nitro, oxo, phosphonoxy, phosphono, thioxo, formyl , cyano, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, C 2-6 haloalkenyl or C 2-6 haloalkynyl; RE is independently selected in each case from -O-RS, -S-RS, -C (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 (RS'RS ''), N (RS) SO2RS ', -SO2N (RSRS '), -N (RS) 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'), -P (O) (ORS) 2, or -C (O) N (RS) C (O) -RS '; or C1-6 alkyl, C2-6 alkenyl or C2-6 alkynyl, each of which is optionally independently substituted in each case with one or more substituents selected from halogen, hydroxy, mercapto, amino, carboxy, nitro, oxo , phosphonoxy, phosphono, thioxo, formyl or cyano; or C3-6 carbocycle or 3-6 membered heterocycle, each of which is optionally independently substituted in each case with one or more substituents selected from halogen, hydroxy, mercapto, amino, carboxy, nitro, oxo, phosphonoxy , phosphono, thioxo, formyl, cyano, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C1-6 haloalkyl, C2-6 haloalkenyl, C2-6 haloalkynyl, C (O) ORS, or N (RSRS ' ); RF is independently selected in each case from C1-10 alkyl, C2-10 alkenyl or C2-10 alkynyl, each of which contains 0, 1, 2, 3, 4 or 5 heteroatoms selected from O, S or N and is optionally substituted with one or more RL; or - (RX-RY) Q- (RX-RY '), where Q is 0, 1, 2, 3 or 4, and each RX is independently O, S or N (RB), where each RY is in independently C1-6 alkylene, C2-6 alkenylene or C2-6 alkynylene each of which is optionally independently substituted with one or more substituents selected from halogen, hydroxy, mercapto, amino, carboxy, nitro, oxo, phosphonoxy, phosphono, thioxo, formyl or cyano, and where each RY 'is independently C1-6 alkyl, C2-6 alkenyl or C2-6 alkynyl each of which is optionally independently substituted with one or more substituents selected from halogen , hydroxy, mercapto, amino, carboxy, nitro, oxo, phosphonoxy, phosphono, thioxo, formyl or cyano; RL is independently selected in each case from halogen, nitro, oxo, phosphonoxy, phosphono, thioxo, cyano, -O-RS, -S-RS, -C (O) RS, -OC (O) RS, -C (O) ORS, -N (RSRS '), -S (O) RS, -SO2RS, -C (O) N (RSRS') or -N (RS) C (O) RS '; or C3-6 carbocycle or 3-6 membered heterocycle, each of which is optionally independently substituted in each case with one or more substituents selected from halogen, hydroxy, mercapto, amino, carboxy, nitro, oxo, phosphonoxy , phosphono, thioxo, formyl, cyano, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-6 haloalkyl, C 2-6 haloalkenyl or C 2-6 haloalkynyl; where two adjacent RLs, taken together with the atoms to which they are attached and any other atom between the atoms to which they are attached, can optionally form carbocycle or heterocycle; LS, LS "and LS" are independently selected from each other in each case between a link; or C1-6 alkylene, C2-6 alkenylene or C2-6 alkynylene, each of which is optionally independently substituted in each case with one or more RL; and RS, RS ’and RS’ ’are independently selected
priorityDate 2010-10-13-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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