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US 2011/0034434 A1Published application
Prodrugs of fused heterocyclic inhibitors of d-amino acid oxidase
AssigneeSepracor Inc.
InventorsMichele L. R. Heffernan, Richard Dennis, James M. Dorsey, Robert J. Foglesong, Michael L. Jones, Cyprian O. Ogbu, Mustapha Soukri, Kerry L. Spear, Michael A. Orsini
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Abstract
The invention relates to prodrugs of fused heterocyclic inhibitors of D-amino oxidase (DAAO) and methods of treating diseases and conditions, wherein modulation of D-amino acid oxidase activity, D-serine levels, D-serine oxidative products and NMDA receptor activity in the nervous system of a mammalian subject is effective.
Claims17
A compound having the formula:
- wherein
- Rx1 is a member selected from H and
- wherein
- Lx is a member selected from substituted or unsubstituted alkyl and substituted or unsubstituted heteroalkyl;
- and
- Rx3 is a member selected from substituted or unsubstituted alkyl and substituted or unsubstituted aryl;
- n1 is selected from the integers from 0 to 10;
- and
- Rx2 is a member selected from H, unsubstituted alkyl, substituted or unsubstituted heteroaryl, substituted or unsubstituted aryl, substituted or unsubstituted cycloalkyl,
- halogen and
- wherein
- Rx4 and Rx5 are independently selected substituted or unsubstituted C2-C10 alkyl;
- and
- Rx4 and Rx5, together with the nitrogen atom to which they are attached, are optionally joined to form a substituted or unsubstituted 3- to 8-membered heterocycloalkyl ring,
- wherein
- said heterocycloalkyl ring comprises up to one additional non-oxygen heteroatom;
- and
- said heterocycloalkyl ring is other than unsubstituted azetidine or substituted pyrrolidine;
- Rx6 and Rx7 are independently selected substituted or unsubstituted C1-C10 alkyl
- m1 is selected from the integers from 0 to 3;
- Rx8 is a member selected from substituted or unsubstituted piperazinyl and 4H-furo[3,2-b]pyrrol-5-yl;
- Rx9 is a member selected from H, methyl, ethyl, and iso-propyl;
- and
- Rx10 is a member selected from unsubstituted C1-C4 alkyl and 4H-furo[3,2-b]pyrrol-5-yl,
- wherein
- when Rx1 and Rx9 are H, Rx10 is other than methyl;
- when Rx1 is H and Rx9 is methyl, Rx10 is other than methyl, ethyl or iso-propyl;
- and
- when Rx1 is H and Rx9 is iso-propyl, Rx10 is other than methyl;
- with the proviso that:
- when Rx1 is H, Rx2 is other than H or unsubstituted alkyl;
- when Rx1 is H and n1 is 1, Rx2 is other than phenyl or imidazol-1-yl;
- when Rx1 is H and n1 is 2, Rx2 is other than imidazol-1-yl;
- when n1 is other than 0, Rx2 is other than
- and
- when Rx2 is H, n1 is 0 and Rx1 is
33 more elements
A compound having a formula selected from:
Dependencies are inferred from the claim text.