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US 2019/0055217 A1Published application
Piperidinylalkylamide derivatives having multimodal activity against pain
AssigneeEsteve Pharmaceuticals, S.A.
InventorsAntoni TORRENS-JOVER, Nadine JAGEROVIC, Carmen ALMANSA-ROSALES
Life of this patent
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Abstract
The present invention relates to piperidinylalkylamide derivatives having dual pharmacological activity towards both the sigma (σ) receptor and the μ-opioid receptor, to processes of preparation of such compounds, to pharmaceutical compositions comprising them, and to their use in therapy, in particular for the treatment of pain.
Claims24
1-12. (canceled)
A compound of Formula (I):
- wherein
- m is 0, 1, 2, 3, 4 or 5;
- n is 1, 2, 3, 4 or 5;
- X is a group selected from the group consisting of pyrimidine, pyrazine, oxadiazole, thiazole, thiadiazole, triazole and indazole;
- R1 is selected from the group consisting of substituted or unsubstituted C1-6 alkyl, substituted or unsubstituted C2-6 alkenyl, and substituted or unsubstituted C2-6 alkynyl;
- wherein the alkyl, alkenyl or alkynyl in R1, if substituted, is substituted with one or more substituent/s selected from the group consisting of —OR4, —C(O)R4, halogen, —CN, C1-4 haloalkyl, C1-4 haloalkoxy and —NR4R4′;
- wherein R4 is selected from the group consisting of hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl and unsubstituted C2-6 alkynyl;
- and R4′ is selected from the group consisting of hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl, unsubstituted C2-6 alkynyl and -Boc;
- R2 is selected from the group consisting of substituted or unsubstituted aryl and substituted or unsubstituted heterocyclyl;
- wherein the aryl or heterocyclyl in R2, if substituted, is substituted with one or more substituent/s selected from the group consisting of halogen, —R5, —OR5, —NO2, —NR5R5′″, NR5C(O)R5′, —NR5S(O)2R5′, —S(O)2NR5R5′, —NR5C(O)NR5′R5″, —SR5, —S(O)R5, S(O)2R5, —CN, C1-4 haloalkyl, C1-4 haloalkoxy, —C(O)OR5, —C(O)NR5R5′, —OCH2CH2OH, —NR5S(O)2NR5′R5″ and —C(CH3)2OR5;
- and wherein the non-aromatic heterocyclyl in R2, if substituted, may also be spirosubstituted or substituted with ═O;
- wherein R5, R5′ and R5″ are independently selected from the group consisting of hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl and unsubstituted C2-6 alkynyl;
- and wherein R5′″ is selected from the group consisting of hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl, unsubstituted C2-6 alkynyl and -Boc;
- R3 is selected from the group consisting of substituted or unsubstituted aryl and substituted or unsubstituted heterocyclyl;
- wherein the aryl or heterocyclyl in R3, if substituted, is substituted with one or more substituent/s selected from the group consisting of halogen, —R6, —OR6, —NO2, —NR6R6′″, NR6C(O)R6′, —NR6S(O)2R6′, —S(O)2NR6R6′, —NR6C(O)NR6′R6″, —SR6, —S(O)R6, S(O)2R6, —CN, C1-4 haloalkyl, C1-4 haloalkoxy, —C(O)OR6, —C(O)NR6R6′, —OCH2CH2OH, —NR6S(O)2NR6′R6″ and —C(CH3)2OR6;
- and wherein the non-aromatic heterocyclyl in R3, if substituted, may also be spirosubstituted or substituted with ═O;
- wherein R6, R6′ and R6″ are independently selected from the group consisting of hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl and unsubstituted C2-6 alkynyl;
- and wherein R6′″ is selected from the group consisting of hydrogen, unsubstituted C1-6 alkyl, unsubstituted C2-6 alkenyl, unsubstituted C2-6 alkynyl and -Boc;
- optionally as a stereoisomer, including enantiomers and diastereomers, a racemate or a mixture of at least two of stereoisomers, including enantiomers and/or diastereomers, in any mixing ratio, or a corresponding salt thereof, or a corresponding solvate thereof.
16 more elements
Dependencies are inferred from the claim text.