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US 8,710,079 B2Granted
Quinoline compounds and their use for treating viral infection
AssigneeNational Health Research Institutes
InventorsHsing-Pang Hsieh, Tsu-An Hsu, Jiann-Yih Yeh, Yu-Sheng Chao
Life of this patent
Estimating the term…
Abstract
Quinoline compounds of formula (I): in which A, B, D, E, F, G, R1, R2, R3, X, Y, n, p, and q are defined herein. Also disclosed is a method for treating a viral infection with a compound of formula (I).
Claims12
A compound of formula (I):
- wherein A is N;
- each of B, D, E, F, and G, independently, is CR, R being H, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted heterocycloalkyl, optionally substituted heterocycloalkenyl, optionally substituted aryl, optionally substituted heteroaryl, halo, nitro, cyano, amino, hydroxy, alkoxy, aryloxy, C(O)Ra, C(O)ORa, C(O)NRaRb, C(S)Ra, C(NRa)Rb, NRaRb, or NRaCONRbRc, in which each of Ra, Rb, and Rc, independently, is H, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, aryloxy, amino, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, or heteroaryl;
- R1 is alkoxy, C(O)Rd, C(O)ORd, CONRdRe, SO2Rd, or CN, in which each of Rd and Re, independently, is H, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, aryloxy, amino, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, or heteroaryl;
- each of R2 and R3, independently, is optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted heterocycloalkyl, optionally substituted heterocycloalkenyl, optionally substituted aryl, optionally substituted heteroaryl, halo, nitro, cyano, amino, hydroxy, alkoxy, aryloxy, C(O)Rf, C(O)ORf, C(O)NRfRg, C(S)Rf, C(NRf)Rg, NRfRg, or NRfCONRgRh, in which each of Rf, Rg, and Rh, independently, is H, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, aryloxy, amino, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, or heteroaryl;
- X is
- Y is arylene or a heteroarylene having 1-4 heteroatoms independently selected from the group consisting of N, S, and O;
- n is 0, 1, 2, 3, 4, or 5;
- p is 1, 2, 3, or 4;
- and
- q is 0, 1, 2, 3, 4, 5, 6, or 7.
7 more elements
A compound selected from the group consisting of
A method for treating an infection with a virus, comprising administering to a subject in need thereof an effective amount of a compound of formula (I):
- wherein A is N;
- each of B, D, E, F, and G, independently, is CR, R being H, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted heterocycloalkyl, optionally substituted heterocycloalkenyl, optionally substituted aryl, optionally substituted heteroaryl, halo, nitro, cyano, amino, hydroxy, alkoxy, aryloxy, C(O)Ra, C(O)ORa, C(O)NRaRb, C(S)Ra, C(NRa)Rb, NRaRb, or NRaCONRbRc, in which each of Ra, Rb, and Rc, independently, is H, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, aryloxy, amino, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, or heteroaryl;
- R1 is alkoxy, C(O)Rd, C(O)ORd, CONRdRe, SO2Rd, or CN, in which each of Rd and Re, independently, is H, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, aryloxy, amino, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, or heteroaryl;
- each of R2 and R3, independently, is optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted heterocycloalkyl, optionally substituted heterocycloalkenyl, optionally substituted aryl, optionally substituted heteroaryl, halo, nitro, cyano, amino, hydroxy, alkoxy, aryloxy, C(O)Rf, C(O)ORf, C(O)NRfRg, C(S)Rf, C(NRf)Rg, NRfRg, or NRfCONRgRh, in which each of Rf, Rg, and Rh, independently, is H, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, aryloxy, amino, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, or heteroaryl;
- X is
- Y is arylene or a heteroarylene having 1-4 heteroatoms independently selected from the group consisting of N, S, and O;
- n is 0, 1, 2, 3, 4, or 5;
- p is 1, 2, 3, or 4;
- and
- q is 0, 1, 2, 3, 4, 5, 6, or 7.
7 more elements
A pharmaceutical composition comprising a pharmaceutically acceptable carrier and a compound of formula (I):
- wherein A is N;
- each of B, D, E, F, and G, independently, is CR, R being H, optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted heterocycloalkyl, optionally substituted heterocycloalkenyl, optionally substituted aryl, optionally substituted heteroaryl, halo, nitro, cyano, amino, hydroxy, alkoxy, aryloxy, C(O)Ra, C(O)ORa, C(O)NRaRb, C(S)Ra, C(NRa)Rb, NRaRb, or NRaCONRbRc, in which each of Ra, Rb, and Rc, independently, is H, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, aryloxy, amino, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, or heteroaryl;
- R1 is alkoxy, C(O)Rd, C(O)ORd, CONRdRe, SO2Rd, or CN, in which each of Rd and Re, independently, is H, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, aryloxy, amino, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, or heteroaryl;
- each of R2 and R3, independently, is optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkynyl, optionally substituted cycloalkyl, optionally substituted cycloalkenyl, optionally substituted heterocycloalkyl, optionally substituted heterocycloalkenyl, optionally substituted aryl, optionally substituted heteroaryl, halo, nitro, cyano, amino, hydroxy, alkoxy, aryloxy, C(O)Rf, C(O)ORf, C(O)NRfRg, C(S)Rf, C(NRf)Rg, NRfRg, or NRfCONRgRh, in which each of Rf, Rg, and Rh, independently, is H, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, aryloxy, amino, cycloalkyl, cycloalkenyl, heterocycloalkyl, heterocycloalkenyl, aryl, or heteroaryl;
- X is
- Y is arylene or a heteroarylene having 1-4 heteroatoms independently selected from the group consisting of N, S, and O;
- n is 0, 1, 2, 3, 4, or 5;
- p is 1, 2, 3, or 4;
- and
- q is 0, 1, 2, 3, 4, 5, 6, or 7.
7 more elements
Dependencies are inferred from the claim text.