US 2008/0287375 A1 · Selective Glycosidase Inhibitors, Methods of Making Inhibitors, and Uses Thereof

Abstract

The invention comprises compounds for selectively inhibiting glycosidases, prodrugs of the compounds, and pharmaceutical compositions containing the compounds or prodrugs of the compounds. The invention also comprises animal models and methods of making the animal models for studying diseases and disorders related to deficiency or overexpression of O-GlcNAcase, accumulation or deficiency of O-GlcNAc, and treatment of such diseases and disorders. The invention also comprises methods of treating such diseases and disorders. The invention also comprises methods of making the compounds, and methods of making selective glycosidase inhibitors.

Claims33

Dependent claims

A compound comprising the general chemical formula (I):

wherein, R1 is selected from the group consisting of H and COCH3;
and R2 is selected from the group consisting of CH2CH3, (CH2)2CH3, (CH2)3CH3, (CH2)4CH3, CH(CH3)2, and CH2CH(CH3)2;
or a pharmaceutically acceptable salt thereof.

A method of elevating the level of O-GlcNAc in a patient in need thereof, the method comprising administering a compound comprising the general chemical formula (I):

wherein R1 is selected from the group consisting of H and COCH3;
and R2 is selected from the group consisting of CH3, CH2CH3, (CH2)3, CH3, (CH2)4CH3, CH(CH3)2, and CH2CH(CH3)2;
or a pharmaceutically acceptable salt thereof,
to the patient.

1 more element

A method of treating a disorder responsive to glycosidase inhibition therapy to a patient in need thereof, the method comprising administering a compound comprising the general chemical formula (I):

wherein R1 is selected from the group consisting of H and COCH3;
and R2 is selected from the group consisting of CH3, CH2CH3, (CH2)2CH3, (CH2)3CH3, (CH2)4CH3 CH(CH3)2, and CH2CH(CH3)2;
or a pharmaceutically acceptable salt thereof.
to the patient.

1 more element

A method of selectively inhibiting an O-GlcNAcase in a patient in need thereof, the method comprising administering a compound comprising the general chemical formula (I):

wherein R1 is selected from the group consisting of H and COCH3;
and R2 is selected from the group consisting of CH3, CH2CH3, (CH2)2CH3, (CH2)3CH3, (CH2)4CH3, CH(CH3)2, and CH2CH(CH2;
or a pharmaceutically acceptable salt thereof,
to the patient.

1 more element

A compound comprising the general chemical formula (II):

wherein R1 is selected from the group consisting of H and COCH3;
and R2 is selected from the group consisting of branched alkyl chains, unbranched alkyl chains, and cycloalkyl groups, or a pharmaceutically acceptable salts thereof.

Dependencies are inferred from the claim text.

Selective Glycosidase Inhibitors, Methods of Making Inhibitors, and Uses Thereof

Life of this patent

Selective Glycosidase Inhibitors, Methods of Making Inhibitors, and Uses Thereof

Life of this patent

Abstract

Claims33