Heterocyclic compounds as CCR2B antagonists
AssigneeAstraZeneca AB
InventorsJustin Fairfield Bower, Jeffrey Philip Poyser, Paul Turner, David Waterson, Jon James Gordon Winter
Life of this patent
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Abstract
Compounds of formula (I) Q-L-W—C(═X)—Z—P wherein Q is an amine of the formula —N(R1)(R2); L is an alkyl or heterocyclyl-alkyl linker; W is a 6- or 7-membered aliphatic ring comprising ring atoms Y1 and Y2 which are linked to groups L and C(X) respectively and Y1 and Y2 are independently selected from N and C; X is O, N, N—CN or S; Z is NR3; P is an optionally substituted monocyclic or bicyclic aryl or heteroaryl group; and pharmaceutically acceptable salts or solvates thereof, are useful in the treatment of C—C chemokine mediated conditions.
Claims8
A compound of formula (I)
- Q-L-W—C(═X)—Z—P (I)
- wherein
- Q is a secondary or tertiary amine of the formula —N(R1)(R2), wherein R1 and R2 are independently selected from any one of, or combination of, hydrogen, methyl, ethyl, propyl, propenyl, propynyl, isopropyl, cyclopropylmethyl, cyclopropylethyl, butyl, t-butyl, cyclopentylmethyl, cyclopentylethyl, cyclohexyl, cyclohexylmethyl, cyclohexylethyl, benzyl, phenethyl, phenylpropyl, thienylethyl, thienylmethyl, furanylethyl, furanylmethyl, pyrrolidinyl, pyrrolidinylmethyl, pyrrolidinylethyl, pyrrolylethyl, pyrrolylmethyl, pyridylethyl, pyridylmethyl, thiazolylethyl, thiazolylmethyl, benzimidazole, isoxazole, isoxazolylethyl, imidazolylethyl, imidazolylmethyl, pyrazolylethyl, pyrazolylmethyl, indolylmethyl, indolylethyl, indolinylmethyl, piperidinylmethyl, piperazinylmethyl, morpholinyl, morpholinylmethyl, pyridazinyl, pyridazinylmethyl, pyrimidinyl, and pyrimidinylmethyl;
- and wherein each chain or ring is independently optionally substituted by one or two of fluorine, hydroxy, hydroxymethyl, methyl, methoxy, ethyl, ethoxy, propenyl, carboxy, methoxycarbonyl, ethoxycarbonyl, cyano, or methylsulfonyl each selected independently;
- L taken together with the nitrogen atom of the amine Q and with R2, represents 3-piperazinylcarbonyl;
- and wherein each ring is independently optionally substituted by hydroxy, halogen and C1-4alkyl;
- W is piperazine, unsubstituted or monosubstituted by hydroxy, ═O or halogen;
- X is O;
- Z is NR3, wherein R3 is hydrogen or methyl, or when W is attached to C(═X) through a ring N, then Z can also be O;
- P is phenyl or naphthyl, or an up to 10 ring membered heteroaryl group comprising 1 or 2 heteroatoms independently selected from N, O or S such as thiophene, isoxazole, benzisoxazole, thiazole, thiadiazole, pyridine, pyrazole, benzthiazole;
- all of which are optionally substituted by 1, 2 or 3 substituents each independently selected from chlorine, fluorine, bromine, methyl, ethyl, cyano, trifluoromethyl, methoxy, trifluoromethoxy, phenyl, phenoxy, benzoxy, thiomethyl, thioethyl, trifluoromethylthio, methoxycarbonyl, ethoxycarbonyl, and NO2,
- or a pharmaceutically acceptable salt or solvate thereof.
A compound of formula (IA), or a pharmaceutically acceptable salt thereof
- wherein P is phenyl or naphthyl, or an up to 10 ring membered heteroaryl group comprising 1 or 2 heteroatoms independently selected from N, O or S such as thiophene, isoxazole, benzisoxazole, thiazole, thiadiazole, pyridine, pyrazole, benzthiazole;
- all of which are optionally substituted by 1, 2 or 3 substituents each independently selected from chlorine, fluorine, bromine, methyl, ethyl, cyano, trifluoromethyl, methoxy, trifluoromethoxy, phenyl, phenoxy, benzoxy, thiomethyl, thioethyl, trifluoromethylthio, methoxycarbonyl, ethoxycarbonyl, and NO2.
Dependencies are inferred from the claim text.