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US 2014/0213601 A1Published application
Anti-viral compounds
AssigneeAbbVie Inc.
InventorsDavid A. DEGOEY, Pamela L. DONNER, Warren M. KATI, Charles W. HUTCHINS, Mark A. MATULENKO, Tammie K. JINKERSON, Ryan G. KEDDY
Life of this patent
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Abstract
Compounds effective in inhibiting replication of Hepatitis C virus (“HCV”) are described. This invention also relates to processes of making such compounds, compositions comprising such compounds, and methods of using such compounds to treat HCV infection.
Claims28
A compound of Formula I, or a pharmaceutically acceptable salt thereof,
- wherein:
- A1 is C3-C14 carbocyclyl or 3- to 14-membered heterocyclyl, and is substituted with —X1—R7, wherein said C3-C14carbocyclyl and 3- to 14-membered heterocyclyl are optionally substituted with one or more RA;
- X1 is selected from a bond, -LS-, —O—, —S—, or —N(RB)—;
- R7 is selected from hydrogen, -LA, C5-C10carbocyclyl, or 5- to 10-membered heterocyclyl, wherein at each occurrence said C5-C10carbocyclyl and 5- to 10-membered heterocyclyl are each independently optionally substituted with one or more RA;
- Z1 is selected from a bond, —C(RCRC′)—, —O—, —S—, or —N(RB)—;
- W1 and W2 are each independently selected from N or C(RD);
- R1 is selected from hydrogen or RA;
- R3 and R4 are each independently selected from hydrogen or RA;
- or R3 and R4, taken together with the carbon atoms to winch they are attached, form a C5-C10carbocyclic or 5- to 10-membered heterocyclic ring, wherein said C5-C10carbocyclic and 5- to 10-membered heterocyclic ring are optionally substituted with one or more RA;
- A2 is C3-C14carbocyclyl or 3- to 14-membered heterocyclyl, and is optionally substituted with one or more RA;
- R2 is —N(RB)C(O)C(R5R6)N(R8)-T-RD,
- or -LK-B;
- R5 is RC;
- R6 is RC′, and R8 is RB;
- or R6 and R8, taken together with the atoms to which they are attached, form a 3- to 10-membered heterocyclic ring which is optionally substituted with one or more RA:
- LK is a bond;
- C1-C6alkylene, C2-C6 alkenylene, or C2-C6alkynylene, each of which is independently optionally substituted at each occurrence with one or more substituents selected from halogen, RS (except hydrogen), —O—RS, —S—RS, —N(RSRS′), —OC(O)RS, —C(O)ORS, nitro, phosphate, oxo, thioxo, formyl or cyano;
- or —N(RB)C(O)— or —c(O )N(RB)—;
- B is C3-C10carbocycle or 3- to 10-membered heterocycle, and is optionally substituted with one or more RA;
- T is independently selected at each occurrence from a bond, -LS-, -LS-M-LS′-, -LS-M-LS′-M′-LS″-, wherein M and M′ are each independently selected from a bond, —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′)—, C5-C10carbocycle, or 5- to 10-membered heterocycle, and wherein at each occurrence T is independently optionally substituted with one or more RA;
- RA is independently selected at each occurrence from halogen, hydroxy, mercapto, amino, carboxy, nitro, phosphate, oxo, thioxo, formyl, cyano, -LA, or -LS-RE;
- RBand RB′ are each independently selected at each occurrence from hydrogen;
- or C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6carbocyclyl, C3-C6carbocyclylC1-C6alkyl, 3- to 6-membered heterocyclyl, or (3- or 6-membered heterocyclyl)C1-C6alkyl, each of which is independently optionally substituted at each occurrence with one or more substituents selected from halogen, hydroxy, mercapto, amino, carboxy, nitro, phosphate, oxo, thioxo, formyl or cyano;
- RC and RC′ are each independently selected at each occurrence from hydrogen;
- halogen;
- hydroxy;
- mercapto;
- amino;
- carboxy;
- nitro;
- phosphate;
- oxo;
- thioxo;
- formyl;
- cyano;
- or C1-C6alkyl , C2-C6alkenyl, C2-C6alkynyl, or C3-C6carbocyclyl, each of which is independently optionally substituted at each occurrence with one or more substituents selected from halogen, hydroxy, mercapto, amino, carboxy, nitro, phosphate, oxo, thioxo, formyl or cyano;
- RD, RD′ and RD″ are each independently selected at each occurrence front hydrogen or RA
- LA is independently selected at each occurrence from C1-C6alkyl, C2-C6alkenyl, or c2-C6alkynyl. each of which is independently optionally substituted at each occurrence with one or more substituents selected from halogen, —O—RS, —S—RS, —N(RSRS′), —OC(O)RS, —C(O)ORSS, —C(O)ORS, nitro, phosphate, oxo, thioxo, formyl or cyano;
- LS and LS′ are each independently selected at each occurrence from a bond;
- or C1C6alkylene, C2-C6alkenylene, or C2-C6alkynylene, each of which is independently optionally substituted at each occurrence with one or more substituents selected from halogen, —O—RS—, —S—RS, —N(RSRS′), —OC(O)RS, —C(O)ORS, nitro, phosphate, oxo, thioxo, formyl or cyano;
- RE is independently selected at each occurrence from —O—RS, —S—RS, —C(O)RS, —OC(ORS, —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′), —C(O)N(RS)C(O)—RS′, C3-C10carbocyclyl, or 3- to 10-membered heterocyclyl, wherein said C3-C10carbocyclyl and 3- to 10-membered heterocyclyl are each independently optionally substituted at each occurrence with one or more substituents selected from C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, RS (except hydrogens, halogen, —O—RB, —S—RB,—N(RBRB′), 'OC(O)RB, —C(O)ORB, nitro, phosphate, oxo, thioxo, formyl or cyano;
- and
- RS, RS′ and RS″ are each independently selected at each occurrence from hydrogen;
- or C1-C6alkyl, C2-C6alkenyl, C2-C6alkynyl, C3-C6carbocyclyl, C3-C6carbocyclylC1C6alkyl, 3- to 6-membered heterocyclyl, or (3- or 6-membered heterocyclyl)C1-C6alkyl, each of which is independently optionally substituted at each occurrence with one or more substituents selected from halogen, —O—RB, —S—RB, —N(RBRB′), —OC(O)RB, —C(O)ORB, nitro, phosphate, oxo, thioxo, formyl or cyano.
41 more elements
Dependencies are inferred from the claim text.