Back to results
US 2010/0168104 A1Published application
Hiv inhibiting 5-amido substituted pyrimidines
AssigneeJanssen R&D Ireland
InventorsJerôme Emile Georges Guillemont, Mikaël Paugam, Bruno François Marie Delest
Life of this patent
Estimating the term…
Abstract
This invention concerns pyrimidine derivatives of formula having HIV (Human Immunodeficiency Virus) replication inhibiting properties, the preparation thereof and pharmaceutical compositions comprising these compounds.
Claims10
A compound of formula
- or a stereochemically isomeric form thereof, or a pharmaceutically acceptable addition salt thereof, or a pharmaceutically acceptable hydrate or solvate thereof, or a N-oxide thereof, wherein
- each R1 independently is hydrogen;
- aryl;
- formyl;
- C1-6alkylcarbonyl;
- C1-6alkyl;
- C1-6alkyloxycarbonyl;
- R2, R3, R7 and R8 independently are hydrogen;
- hydroxy;
- halo;
- C3-7cycloalkyl;
- C1-6alkyloxy;
- carboxyl;
- C1-6alkyloxycarbonyl;
- cyano;
- nitro;
- amino;
- mono- or di(C1-6alkyl)amino;
- polyhaloC1-6alkyl;
- polyhaloC1-6alkyloxy;
- —C(═O)R10;
- C1-6alkyl optionally substituted with halo, cyano, or —C(═O)R10;
- C2-6alkenyl optionally substituted with halo, cyano or —C(═O)R10;
- C2-6alkynyl optionally substituted with halo, cyano, or —C(═O)R10;
- R4 and R9 independently are hydroxy;
- halo;
- C3-7cycloalkyl;
- C1-6alkyloxy;
- carboxyl;
- C1-6alkyloxycarbonyl;
- formyl;
- cyano;
- nitro;
- amino;
- mono- or di(C1-6alkyl)amino;
- polyhaloC1-6alkyl;
- polyhaloC1-6alkyloxy;
- —C(═O)R10;
- —S(═O)rR10;
- —NH—S(═O)rR10;
- —NHC(═O)H;
- —C(═O)NHNH2;
- —NHC(═O)R10;
- Het;
- -Y-Het;
- C1-12alkyl optionally substituted with halo, cyano, amino, mono- or di(C1-6alkyl)amino, —C(═O)—R10, Het or with C1-6alkyloxy;
- C2-12alkenyl optionally substituted with halo, cyano, amino, mono- or di(C1-6alkyl)amino, —C(═O)—R10, Het or with C1-6alkyloxy;
- C2-12alkynyl optionally substituted with halo, cyano, amino, mono- or di(C1-6alkyl)amino, —C(═O)—R10, Het, or with C1-6alkyloxy;
- R5 is C3-7cycloalkyl;
- C1-6alkyloxy;
- aryl;
- Het;
- C1-6alkyl substituted with a radical selected from hydroxy, C1-6alkyloxy, cyano, amino, mono- and di-C1-6alkylamino, C1-6alkylcarbonylamino, aryl, Het, dioxolanyl optionally substituted with one or two C1-6alkyl radicals, tetrahydrofuranyl, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl, piperazinyl optionally substituted with C1-6alkyl or C1-6alkylcarbonyl, C1-6alkyloxycarbonyl, arylC1-6alkyloxycarbonyl, and C3-7cycloalkyl;
- or R5 is C1-6alkyl substituted with two C1-6alkyloxy radicals;
- R6 is hydrogen or C1-6alkyl;
- or
- R5 and R6 taken together with the nitrogen atom to which they are attached form pyrrolidinyl;
- piperidinyl;
- morpholinyl;
- piperazinyl;
- piperazinyl optionally substituted with C1-6alkyl or C1-6alkylcarbonyl;
- each R10 independently is C1-6alkyl, amino, mono- or di(C1-6alkyl)amino, or
- polyhalo-C1-6alkyl;
- X is —NR1—, —O—, —C(═O)—, —CH2—, —CHOH—, —S—, —S(═O)r—;
- each Y independently is —NR1—, —O—, —C(═O)—, —S—, —S(═O)r—;
- each r independently is 1 or 2;
- each Het independently is pyridyl, thienyl, furanyl, oxazolyl, thiazolyl, thiadiazolyl, oxadiazolyl, isoxazolyl, isothiazolyl, imidazolyl, triazolyl, tetrazolyl, pyrazolyl, quinolinyl, benzothienyl, benzofuranyl, benzoxazolyl, benzothiazolyl;
- which each may optionally be substituted with one or two substituents each independently selected from C1-6alkyl, halo, hydroxy, cyano, C1-6alkyloxy, C2-12alkenyl substituted with halo, hydroxy or with cyano;
- each aryl independently is phenyl or phenyl substituted with one, two, three, four or five substituents each independently selected from halo, hydroxy, mercapto, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, hydroxyC1-6alkyl, aminoC1-6alkyl, mono and di(C1-6alkyl)-amino-C1-6alkyl, C1-6alkylcarbonyl, C3-7cycloalkyl, C1-6alkyloxy, phenylC1-6alkyloxy, C1-6alkyloxycarbonyl, aminosulfonyl, C1-6alkylthio, cyano, nitro, polyhaloC1-6alkyl, polyhaloC1-6alkyloxy, aminocarbonyl, phenyl, Het, and -Y-Het.
66 more elements
Dependencies are inferred from the claim text.