Pyrazole derivatives, preparation method thereof, and composition for prevention and treatment of osteoporosis containing same
AssigneeEwha University-Industry Collaboration Foundation
InventorsYun Soo Bae, Jee Hyun Lee, Mi Sun Seo, Soo Young Lee, Sun Choi, Kee In Lee, Hye Rin Bin
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Abstract
The present invention provides pyrazole derivative compounds and pharmaceutically acceptable salts thereof. The compounds of the present invention have an excellent effect of preventing and treating osteoporosis.
Claims18
A compound of formula (I):
- wherein X represents —CH— or nitrogen;
- Y represents —CH2—, —CH2CH2—, —CH═CH—, —CH2—O— or —O—CH2—;
- R1 represents a hydrogen atom, an acetyl group, a tri(C1-C4)alkylsilanyl group, a diarylboranyl group or a (t-butoxy)carbamyl group;
- R2 represents a hydrogen atom or a C1-C4 alkyl group;
- and
- R3, R4 and R5 each independently represent a hydrogen atom, a hydroxyl group, a halogen atom, a (C6-C10)aryl group, a halo(C1-C3)alkyl group, a (C1-C6)alkoxy group, a tri(C1-C4)alkylsilaneoxy group or a benzodioxolyl group;
- or alternatively R3 and R4 or R4 and R5 taken together represent —CH2—CH═CH—, —CH═CH—CH═CH— or —CH═CH—CH═CH—CH2—;
- or a pharmaceutically acceptable salt thereof.
A method for preparing a compound of formula (I), comprising heating a compound of formula (II) and 2-hydrazinopyridine in a polar organic solvent.
- wherein X represents —CH—;
- Y represents —CH2—, —CH2CH2—, —CH═CH—, —CH2—O— or —O—CH2—;
- R1 represents a hydrogen atom, an acetyl group, a tri(C1-C4)alkylsilanyl group, a diarylboranyl group or a (t-butoxy)carbamyl group;
- R2 represents a hydrogen atom or a C1-C4 alkyl group;
- and
- R3, R4 and R5 each independently represent a hydrogen atom, a hydroxyl group, a halogen atom, a (C6-C10)aryl group, a halo(C1-C3)alkyl group, a (C1-C6)alkoxy group, a tri(C1-C4)alkylsilaneoxy group or a benzodioxolyl group;
- or alternatively R3 and R4 or R4 and R5 taken together represent —CH2—CH═CH—, —CH═CH—CH═CH— or —CH═CH—CH═CH—CH2—.
A method for treating osteoporosis, comprising administering a composition containing a compound represented by formula (I) or a pharmaceutically acceptable salt thereof to a subject.
- wherein X represents —CH— or nitrogen;
- Y represents —CH2—, —CH2CH2—, —CH═CH—, —CH2—O— or —O—CH2—;
- R1 represents a hydrogen atom, an acetyl group, a tri(C1-C4)alkylsilanyl group, a diarylboranyl group or a (t-butoxy)carbamyl group;
- R2 represents a hydrogen atom or a C1-C4 alkyl group;
- and
- R3, R4 and R5 each independently represent a hydrogen atom, a hydroxyl group, a halogen atom, a (C6-C10)aryl group, a halo(C1-C3)alkyl group, a (C1-C6)alkoxy group, a tri(C1-C4)alkylsilaneoxy group or a benzodioxolyl group;
- or alternatively R3 and R4 or R4 and R5 taken together represent —CH2—CH═CH—, —CH═CH—CH═CH— or —CH═CH—CH═CH—CH2—.
Dependencies are inferred from the claim text.