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US 2008/0188503 A1Published application
New Compounds II
AssigneeAstraZenaca AB
InventorsJeremy Burrows, Fernando Huerta, Tobias Rein, Didier Rotticci, Karin Staaf, Dominika Turek
Life of this patent
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Abstract
The present invention relates to a compound of formula (I): as a free base or a pharmaceutically acceptable salt thereof. The present invention also relates to pharmaceutical formulations containing said compound and to the use of said compound in therapy. The present invention further relates to a process for the preparation of the compound of formula (I).
Claims65
1-84. (canceled)
A compound of formula (I):
- wherein:
- A is heterocyclyl or carbocyclyl;
- wherein said heterocyclyl or carbocyclyl is optionally substituted on carbon by one or more R1 and wherein if said heterocyclyl contains an —NH— moiety that nitrogen may be optionally substituted by a group —R5—R7, with the proviso that said carbocyclyl is not phenyl;
- R1 is selected from halo, nitro, cyano, hydroxy, amino, sulphamoyl, carbamoyl, C1-3alkyl, a carbocyclyl, a heterocyclyl and a group —R6—R7, wherein said C1-3alkyl is optionally substituted by one or more halo and wherein said carbocyclyl or heterocyclyl optionally forms a conjugated ring system together with A;
- R2 is selected from halo, nitro, trifluoromethyl, trifluoromethoxy and cyano;
- R3 is selected from methyl, C6alkyl, C6alkenyl, C6alkynyl, a 6-membered non-aromatic carbocyclyl and a 6-membered non-aromatic heterocyclyl, wherein said C6alkyl, C6alkenyl, C6alkynyl, carbocyclyl or heterocyclyl is optionally substituted by one or more halo, cyano, trifluoromethoxy, C1-3haloalkyl or C1-3alkyl;
- R4 is selected from hydrogen, C1-3alkyl, cyano and C1-3haloalkyl, wherein said C1-3alkyl or C1-3haloalkyl is optionally substituted with one or more OR8;
- wherein R8 is independently selected from hydrogen, C1-6alkyl or C1-6haloalkyl;
- R5 is selected from —C(O)N(R9)—, —S(O)Z—, —SO2N(R10)—, —SO2O—, —C(O)—, —C(O)O— and (—CH2—)m;
- wherein R9 and R10 are independently selected from hydrogen or C1-6alkyl and wherein said C1-6alkyl is optionally substituted by one or more R19;
- and wherein
- m is 0, 1, 2 or 3 and wherein z is 1 or 2;
- R6 is selected from —O—, —N(R11)C(O)—, —C(O)N(R12)—, —S(O)r—, —SO2N(R13)—, —N(R14)SO2—, —(CH2)pN(R15)—, —OSO2—, —C(O)—, —C(O)O—, —N(R16)C(O)O—, —N(R17)C(O)N(R18)—, and (—CH2—)n;
- wherein R11, R12, R13, R14, R15, R16, R17 and R18 are independently selected from hydrogen or C1-6alkyl and wherein said C1-6alkyl is optionally substituted by one or more R19;
- and wherein n is 0, 1, 2 or 3 and wherein p is 0, 1, 2 or 3 and wherein r is 0, 1 or 2;
- R7 is selected from hydrogen, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, —C1-4alkylcarbocyclyl, —C1-4alkylheterocyclyl, carbocyclyl and heterocyclyl;
- wherein R7 may be optionally substituted on carbon by one or more R20;
- and wherein if said heterocyclyl contains an —NH— moiety that nitrogen may be optionally substituted by a group selected from R21;
- R19 and R20 are independently selected from halo, nitro, cyano, hydroxy, amino, carboxy, carbamoyl, sulphamoyl, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, C1-6alkoxy, C1-6alkoxyC1-6alkoxy, C1-6alkanoyl, N—(C1-6alkyl)amino, N,N—(C1-6alkyl)2amino, C1-6alkanoylamino, N—(C1-6alkyl)carbamoyl, N,N—(C1-6alkyl)2carbamoyl, C1-6alkylS(O)a, C1-6alkoxycarbonyl, N—(C1-6alkyl)sulphamoyl, N,N—(C1-6alkyl)2sulphamoyl, C1-6alkylsulphonylamino, carbocyclyl, heterocyclyl, carbocyclylC1-6alkyl-R22—, heterocyclylC1-6alkyl-R23—, carbocyclyl-R24— and heterocyclyl-R25—;
- wherein a is 0, 1 or 2;
- and wherein R19 and R20 independently of each other is optionally substituted on carbon by one or more R26;
- and wherein if said heterocyclyl contains an —NH— moiety that nitrogen is optionally substituted by a group selected from R27;
- R22, R23, R24 and R25 are independently selected from —O—, —N(R28)—, —C(O)—, —N(R29)C(O)—, —C(O)N(R30)—, —S(O)S—, —SO2N(R31)— and —N(R32)SO2—;
- wherein R23, R29, R30, R31 and R32 are independently selected from hydrogen or C1-6alkyl and s is 0, 1 or 2;
- R21 and R27 are independently selected from C1-6alkyl, C1-6alkanoyl, C1-6alkylsulphonyl, C1-6alkoxycarbonyl, carbamoyl, N—(C1-6alkyl)carbamoyl, N,N—(C1-6alkyl)carbamoyl, carbocyclyl, heterocyclyl, —C1-6alkylcarbocylyl, —C1-6alkylheterocyclyl, benzyloxycarbonyl, benzoyl and phenylsulphonyl;
- wherein R21 and R27 independently of each other is optionally substituted on carbon by one or more R33;
- and
- R26 and R33 are independently selected from halo, nitro, cyano, —C1-3alkylhydroxy, —C1-3alkylmethoxy, —C1-3alkylethoxy, —C1-3alkylisopropoxy, hydroxy, trifluoromethoxy, trifluoromethyl, amino, carboxy, carbamoyl, mercapto, sulphamoyl, methyl, ethyl, cyclopropyl, cyclobutyl, methoxy, ethoxy, acetyl, acetoxy, methylamino, ethylamino, dimethylamino, diethylamino, N-methyl-N-ethylamino, acetylamino, N-methylcarbamoyl, N-ethylcarbamoyl, N,N-dimethylcarbamoyl, N,N-diethylcarbamoyl, N-methyl-N-ethylcarbamoyl, methylthio, ethylthio, methylsulphinyl, ethylsulphinyl, mesyl, ethylsulphonyl, methoxycarbonyl, ethoxycarbonyl, N-methylsulphamoyl, N-ethylsulphamoyl, N,N-dimethylsulphamoyl, N,N-diethylsulphamoyl, N-methyl-N-ethylsulphamoyl, carbocycle and heterocycle;
- wherein said carbocycle or heterocycle is optionally substituted by halo, methyl, trifluoromethyl, cyano or ethyl;
- as a free base or a pharmaceutically acceptable salt thereof.
27 more elements
Dependencies are inferred from the claim text.