Amide compounds, their pharmaceutical compositions, their preparation method and their uses
AssigneesShanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai Targetdrug Co., Ltd.
InventorsYaqiu Long, Xing Fan, Dongzhi Feng, Li Chen, Renhai Chen
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Abstract
The present invention pertains to the field of pharmaceutical chemistry and discloses 8-(3-aminopropyl)-3-exo-8-azabicyclo[3.2.1]octane-3-amino amide compounds represented by formula I, the pharmaceutical compositions, the preparation method and the use thereof. Such compounds or pharmaceutically acceptable salts thereof can be used as an antagonist of CCR5 in preparing medicaments for treating diseases mediated by CCR5, particularly HIV infection, asthma, rheumatoid arthritis, autoimmune diseases and chronic obstructive pulmonary diseases (COPD).
Claims10
A 8-(3 -aminopropyl)-3 -exo-8-azabicyclo(3.2.1)octane-3 -amino amide compound represented by the following formula I or a pharmaceutically acceptable salt thereof:
- wherein, R1 is a group unsubstituted or substituted by 1 to 3 substituents and selected from the group consisting of C1-C6 alkyl, C3-C8 cycloalkyl, phenyl, benzyl, naphthyl, and C4-C7 saturated heterocyclic group, wherein the heterocyclic group comprises 1 to 3 hetero atoms selected from the group consisting of N, O and S, the substituents are atoms or groups selected from the group consisting of C1-C6 alkyl, COR7 and SO2R7;
- X is OC(O), CO, NR6CO or SO2;
- R2 is a group unsubstituted or substituted by 1 to 3 substituents and selected from the group consisting of phenyl, benzyl and naphthyl, wherein the substituents are atoms or groups selected from the group consisting of C1-C6 alkyl, C2-C6 alkenyl, C3-C7 cycloalkyl, halogen, and CF3;
- R3 is hydrogen, or R3 together with the attached N, Y, R4 and R5 forms a group of 3-isopropyl-5-methyl-4-hydro- 1,2,4-triazol-4-yl;
- Y is C(O)O, CO, C(O)NR6 or SO2;
- R4 is a direct bond or a group unsubstituted or substituted by 1 to 3 substituents and selected from the group consisting of C1-C6 alkylene or C1-C6 alkyleneoxy, wherein the substituents are atoms or groups selected from the group consisting of C1-C6 alkoxy, halogen, amino, mercapto and hydroxyl;
- R5 is a group unsubstituted or substituted by 1 to 3 substituents and selected from the group consisting of C1-C6 alkyl, C3-C8 cycloalkyl, adamantyl, phenyl, phenoxyl, benzyl, naphthyl, C5-C10 aromatic heterocyclic group and C4-C7 saturated heterocyclic group, wherein the heterocyclic group comprises 1 to 3 hetero atoms selected from the group consisting of N, O and S, the substituents are atoms or groups selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halogen, mercapto, hydroxyl, CF3, CN, NO2, NR6R7, NR6SO2R7, SO2R7 and SO2NR6R7, or NR6R7 forms a cycloamine group;
- R6 is hydrogen, hydroxyl or C1-C6 alkyl;
- R7 is hydrogen or a group unsubstituted or substituted by 1 to 3 substituents and selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, C3-C8 cycloalkyl, phenyl, benzyl, naphthyl, C5-C10 aromatic heterocyclic group and C4-C7 saturated heterocyclic group, wherein the heterocyclic group comprises 1 to 3 hetero atoms selected from the group consisting of N, O and S, the substituents are atoms or groups selected from the group consisting of C1-C6 alkyl, C1-C6 alkoxy, halogen, amino, nitro group, mercapto, hydroxyl, CN and CF3.
Dependencies are inferred from the claim text.