Patent MX-PA02009251-A (MX)
Title: 4 oxo 1,4 dihydro 3 cinnolinecarboxamides as antiviral agents.
Inventor: VAILLANCOURT VALERIE A
IPC: C07D237/28
Filed: 2001-03-15
Abstract: A compound of formula (I) or a pharmaceutically acceptable salt thereof wherein, A is (a) Cl, (b) Br, (c) CN, (d) NO2, or (e) F; R1, is (a) R5, or (b) SO2R9 R2, R3 and R4 may be the same or different and are selected from the group consisting of: (a) H, (b) halo, (c) aryl, (d) S(O)mR6, (e) (C=O)R6, (f) (C=O)OR9, (g) cyano, (h) het, wherein said het is bound via a carbon atom, (i) OR10, (j) Ohet, (k) NR7R8, (l) SR10, (m) Shet, (n) NHCOR12, (o) NHSO2R12, (p) C1 7alkyl which may be partially unsaturated and optionally substituted by one or more substituents of the group R11, OR13, SR10, SR13, NR7R8, halo, (C=O)C1 7alkyl, or SOmR9; and (q) R3 together with R2 or R4 form a carbocyclic or het which may be optionally substituted by NR7R8, or C1 7alkyl which may be optionally substituted by OR14; R5 is (a) (CH2CH2O)iR10, (b) C1 7alkyl which may be partially unsaturated and is optionally substituted by one or more substituents selected from a group consisting of NR7R8, R11, SOmR9, or OC2 4alkyl which may be further substituted by het, OR10, or NR7R8, or (c) C3 8cycloalkyl which may be partially unsaturated and optionally substituted by one or more substituents selected from a group consisting of R11, NR7R8, SOmR9, or C1 7alkyl optionally substituted by R11, NR7R8, or SOmR9; R6 is (a) C1 7alkyl, (b) NR7R8, (c) aryl, or (d) het, wherein said het is bound via a carbon atom; R7 and R8 are independently (a) H, (b) aryl, (c) C1 7alkyl which may be partially unsaturated and is optionally substituted by one or more substituents selected from a group consisting of aryl, NR10R10, R11, SOmR9, CONR10R10, or halo, or; (d) C3 8cycloalkyl which may be partially unsaturated and optionally substituted by one or more substituents selected from a group consisting of R11, NR7R8, SOmR9, or C1 7alkyl optionally substituted by R11, NR7R8, or SOmR9, or (e) R7 and R8 together with the nitrogen to which they are attached form a het; R9 is (a) aryl, (b) het, (c) C3 8cycloalkyl, (d) methyl, or (e) (C2 7alkyl which may be partially unsaturated and is optionally substituted by one or more substituents selected from a group consisting of NR10R10, R11, SH, CONR10R10, or halo; R10 is (a) H, (b) methyl, or (c) C2 7alkyl optionally substituted by OH; R11 is (a) OR10, (b) Ohet, (c) Oaryl, (d) CO2R10, (e) het, (f) aryl, (g) CN, or (h) C3 8cycloalkyl which may be partially unsaturated and optionally substituted by one or more substituents selected from a group consisting of R11, NR7R8, SOmR9, or C1 7alkyl optionally substituted by R11, NR7R8, or SOmR9; R12 is (a) H, (b) het, (c) aryl, (d) C3 8cycloalkyl, (e) methyl, or (f) C3 7alkyl optionally substituted by NR7R8 or R11; R13 is (a) (P=O)(OR14)2, (b) CO(CH2)nCON(CH3) (CH2)nSO3 Mplus;, (c) an amino acid, (d) C(=O)aryl, or (e) C(=O)C1 7alkyl optionally substituted by NR7R8, aryl, het, CO2H, or O(CH2)nCO2R14; R14 is (a) H, or (b) C1 7alkyl; each i is independently 2, 3 or 4; each n is independently 1, 2, 3, 4 or 5; each m is independently 0, 1, or 2; M is sodium, potassium, or lithium; aryl is a phenyl radical or an ortho fused bicyclic carbocyclic radical wherein at least one ring is aromatic; wherein any aryl is optionally substituted with one or more substituents selected from the group consisting of halo, OH, cyano, CO2R14, CF3, C1 6alkoxy, and C1 6alkyl which may be further substituted by one to three SR14, NR14R14, OR14, or CO2R14; het is a four (4), five (5), six (6), or seven (7) membered saturated or unsaturated heterocyclic ring having 1, 2, or 3 heteroatoms selected from the group consisting of oxygen, sulfur, an.