| US 7,456,200 B2 | ||
| Compounds | ||
| Jalaj Arora, Cambridge (Canada); Louise Edwards, Mississauga (Canada); Methvin Isaac, Etoicoke (Canada); Donald A. McLeod, Salt Lake City, Utah (US); Abdelmalik Slassi, Mississauga (Canada); Tomislav Stefanac, Burlington (Canada); Thomas M. Stormann, Salt Lake City, Utah (US); David Wensbo, Sodertalje (Sweden); Tao Xin, Woodbridge (Canada); Helena Gyback, Sodertalje (Sweden); Martin Johansson, Sodertalje (Sweden); Annika Kers, Sodertalje (Sweden); John Malmberg, Sodertalje (Sweden); Alexander Minidis, Sodertalje (Sweden); Karin Oscarsson, Sodertalje (Sweden); Mangus Waldman, Sodertalje (Sweden); Ulrika Yngve, Sodertalje (Sweden); and Christoffer Osterwall, Sodertalje (Sweden) | ||
| Assigned to Astrazeneca AB, Sodertalje (Sweden) | ||
| Filed on Nov. 14, 2005, as Appl. No. 11/274,611. | ||
| Application 11/274611 is a division of application No. 10/637012, filed on Aug. 08, 2003, abandoned. | ||
| Claims priority of provisional application 60/402040, filed on Aug. 09, 2002. | ||
| Prior Publication US 2006/0122397 A1, Jun. 08, 2006 | ||
| Int. Cl. A61K 31/44 (2006.01); C07D 413/14 (2006.01) | ||
| U.S. Cl. 514—340 [546/272.1] | 11 Claims |
1. A compound of formula I
![]() P is phenyl, whereby the phenyl ring is substituted on position 3 or disubstituted on positions 2 and 5;
R1 is attached to P via a carbon atom on ring P and is selected from the group consisting of hydrogen, hydroxy, halo, nitro,
C1-6alkylhalo, OC1-6alkylhalo, C1-6alkyl, OC1-6alkyl, C2-6alkenyl, OC2-6alkenyl, C2-6alkynyl, OC2-6alkynyl, C0-6alkylC3-6cycloalkyl, OC0-6alkylC3-6cycloalkyl, C0-6alkylaryl, OC0-6alkylaryl, CHO, (CO)R5, O(CO)R5, O(CO)OR5, O(CN)OR5, C1-6alkylOR5, OC2-6alkylOR5, C1-6alkyl(CO)R5, OC1-6alkyl(CO)R5, C0-6alkylCO2R5, OC1-6alkylCO2R5, C0-6alkylcyano, OC2-6alkylcyano, C0-6alkylNR5R6, OC2-6alkylNR5R6, C1-6alkyl(CO)NR5R6, OC1-6alkyl(CO)NR5R6, C0-6alkylNR5(CO)R6, OC2-6alkylNR5(CO)R6, C0-6alkylNR5(CO)NR5R6, C0-6alkylSR5, OC2-6alkylSR5, C0-6alkyl(SO)R5, OC2-6alkyl(SO)R5, C0-6alkylSO2R5, OC2-6alkylSO2R5, C0-6alkyl(SO2)NR5R6, OC2-6alkyl(SO2)NR5R6, C0-6alkylNR5(SO2)R6, OC2-6alkylNR5(SO2)R6, C0-6alkylNR5(SO2)NR5R6, OC2-6alkylNR5(SO2)NR5R6, (CO)NR5R6, O(CO)NR5R6, NR5OR6, C0-6alkylNR5(CO)OR6, OC2-6alkylNR5(CO)OR6, SO3R5 and a 5- or 6-membered ring containing one or more atoms independently selected from the group consisting of C, N, O and S;
M1 is a bond;
X1 is C;
X2 is selected from the group consisting of N, and O;
X3 is selected from the group consisting of N, and O;
where the ring containing X1, X2 and X3 forms an, isoxazole, chloro-isoxazole or a methyl-isoxazole;
R is selected from the group consisting of hydrogen, C0-3alkyl, halo, C0-3alkylOR5, C0-3alkylNR5R6, C0-3alkyl(CO)OR5 and C0-3alkylaryl;
M2 is selected from a group consisting of C1-3alkyl, and C2-3alkynyl;
R3 is selected from a group consisting of hydrogen, hydroxy, C0-6alkylcyano, oxo, ═NR5, ═NOR5, C1-4alkylhalo, halo, C1-4alkyl, O(CO)C1-4alkyl, C1-4alkyl(SO)C0-4alkyl, C1-4alkyl(SO2)C0-4alkyl, (SO)C0-4alkyl, (SO2)C0-4alkyl, OC1-4alkyl, C1-4alkylOR5 and C0-4alkylNR5R6;
X4 is wherein the bond between M2 and X4 is a single bond;
Q is triazolyl, wherein any substitutable nitrogen atom in the ring is substituted with R4 on such nitrogen atom and any suitable carbon atom is optionally substituted with R4; and
R4 is selected from the group consisting of C0-6alkylcyano, ═NC1-4alkyl, ═NOR5, C1-4alkylhalo, halo, C1-6alkyl, OC1-4alkyl, C2-4alkenyl, C0-2alkylC3-6cycloalkyl, C0-6alkylaryl, C0-6alkylheteroaryl, OC0-6alkylaryl, OC0-6alkylheteroaryl, NC0-6alkylaryl, NC0-6alkylheteroaryl, C0-6alkylOaryl, C0-6alkylOheteroaryl, C0-6akylNaryl, C0-6alkylNheteroaryl, OC0-6alkylOaryl, OC0-6alkylOheteroaryl, OC0-6alkylNaryl, OC0-6alkylNheteroaryl, NC0-6alkylOaryl, NC0-6alkylOheteroaryl, NC0-6alkylNaryl, NC0-6alkylNheteroaryl, O(CO)C1-4alkyl, C0-4alkyl(CO)OC1-4alkyl, C1-4alkyl(S)C0-4alkyl, C1-4alkyl(SO)C0-4alkyl, C1-4alkyl(SO2)C0-4alkyl, (SO)C0-4alkyl, (SO2)C0-4alkyl, C1-4alkylOR5, C0-4alkylN(C1-4alkyl)2 and a 3- or 6-membered non-aromatic ring containing one or more atoms independently selected from C, N, O and S, which ring
may optionally be fused with a 5-membered ring containing one or more atoms independently selected from the group consisting
of C, N and O and wherein said ring and said fused ring may be substituted by one or two A; or
ii) selected from the group consisting of tetrahydrotriazolopyridyl, tetrahydrotriazolopyrimidinyl, and pyridonyl; and
R4 is selected from the group consisting of hydrogen, hydroxy, C0-6alkylcyano, ═NR5, ═NOR5, C1-4alkylhalo, halo, C1-6alkyl, OC1-4alkyl, OC0-6alkylaryl, O(CO)C1-4alkyl, C0-4alkyl(S)C0-4alkyl, C1-4alkyl(SO)C0-4alkyl, C1-4alkyl(SO2)C0-4alkyl, (SO)C0-4alkyl, (SO2)C0-4alkyl, C1-4alkylOR5, C0-4alkylNR5R6 and a 5- or 6-membered ring containing one or more atoms independently selected from C, N, O and S, which ring may optionally
be fused with a 5 or 6 membered ring containing one or more atoms independently selected from the group consisting of C, N
and O and wherein said ring and said fused ring may be substituted by one or two A;
R5 and R6 are independently selected from the group consisting of hydrogen and C1-6alkyl;
wherein any C1-6alkyl defined under R1, R2 and R4 may be substituted by one or more A;
A is selected from the group consisting of hydrogen, hydroxy, halo, nitro, oxo, C0-6alkylcyano, C0-4alkylC3-6cycloalkyl, C1-6alkyl, C1-6alkylhalo, OC1-6alkylhalo, C2-6alkenyl, C0-3alkylaryl, C0-6alkylOR5, OC2-6alkylOR5, C1-6alkylSR5, OC2-6alkylSR5, (CO)R5, O(CO)R5, OC2-6alkylcyano, OC1-6alkylCO2R5, O(CO)OR5, OC1-6alkyl(CO)R5, C1-6alkyl(CO)R5, NR5OR6, OC2-6alkylNR5R6, C0-6alkyl(CO)NR5R6, OC1-6alkyl(CO)NR5R6, OC2-6alkylNR5(CO)R6, C0-6alkylNR5(CO)R6, C0-6alkylNR5(CO)NR5R6, O(CO)NR5R6, C0-6alkyl(SO2)NR5R6, OC2-6alkyl(SO2)NR5R6, C0-6alkylNR5(SO2)R6, OC2-6alkylNR5(SO2)R6, SO3R5, C1-6alkylNR5(SO2)NR5R6, OC2-6alkyl(SO2)R5, C0-6alkyl(SO2)R5, C0-6alkyl(SO)R5, OC2-6alkyl(SO)R5 and a 5-membered ring containing one or more atoms independently selected from the group consisting of C, N, O and S;
m1 is selected from 0, 1, 2, 3 and 4;
m2 is selected from 0, 1, 2 and 3;
n is selected from 0, 1 and 2; and
t is 0 or 1, and a salt thereof.
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