Back to results
US 6,310,205 B1Granted
Hypoxathine compounds
AssigneeEuro-Celtique S.A.
InventorsMark Chasin, Peter Hofer, David Cavalla
Life of this patent
Estimating the term…
Abstract
Hypoxanthine compounds of the structure: are disclosed where R3 and R8 are as described herein. The compounds are useful as intermediates to compounds providing PDE IV inhibition activity.
Claims13
A compound of the formula:
- wherein
- R3 represents a C2-8 alkyl which is unbranched or branched and unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2, or ═O;
- C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, halogen, haloalkyl, ═NOH, ═NOCONH2 or ═O;
- C4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2, or ═O;
- aryl which is optionally unsubstituted or substituted with halogen, —NH2, alkylamino, dialkylamino, carbamyl, —OH, C1-C6 alkoxy, C3-C8 cycloalkoxy, CH═NOH, CH═NOCONH2 C1-C8 alkyl, phenyl or benzyl;
- benzyl which is optionally unsubstituted or substituted with halogen, —OH, C1-C6 alkoxy, C3-C8 cycloalkoxy;
- ar(C1-4)alkyl;
- a heterocyclyl group, said heterocyclyl group being a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with C1-4 alkyl, halogen, alkoxy or cycloalkoxy;
- heterocyclyl (C1-C4)alkyl wherein the heterocyclyl moiety is a 5-, 6- or 7- membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with C1-4 alkyl, halogen, alkoxy or cycloalkoxy;
- and
- R8 represents H or a C1-8 alkyl which is unbranched or branched and unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2 or ═O;
- C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, Cb 3-6 cycloalkoxy, halogen, haloalkyl, ═NOH, ═NOCONH2 or ═O;
- C4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with —OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2, or ═O;
- aryl which is unsubstituted or substituted with halogen, —NHb 2, alkylamino, dialkylamino, carbamyl, —OH, C1-C6 alkoxy, C3-C8 cycloalkoxy, CH═NOH, CH═NOCONH2, C1-C8 alkyl, phenyl or benzyl;
- ar(C1-4)alkyl;
- a heterocyclyl group, said heterocyclyl group being a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with alkyl, halogen, alkoxy or cycloalkoxy;
- heterocyclyl(C1-C4)alkyl wherein the heterocyclyl moiety is a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with alkyl, halogen, alkoxy or cycloalkoxy;
- and pharmaceutically acceptable salts thereof.
15 more elements
A compound of the formula:
- wherein
- R3 represents a C2-8 alkyl which is unbranched or branched;
- C3-8 cycloalkyl;
- aryl which is substituted with C1-C8 alkyl, phenyl or benzyl;
- or benzyl which is substituted with —NH2, alkylamino, dialkylamino, carbamyl, CH═NOH, CH═NOCONH2, C1-C8 alkyl, phenyl or benzyl;
- R8 represents H or a C1-8 alkyl which is unbranched or branched and unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2 or ═O;
- C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2 or ═O;
- C4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with —OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2 or ═O;
- aryl which is unsubstituted or substituted with halogen, —NH2, alkylamino, dialkylamino, carbamyl, —OH, C1-C6 alkoxy, C3-C8 cycloalkoxy, CH═NOH, CH═NOCONH2, C1-C8 alkyl, phenyl or benzyl;
- ar(C1-4)alkyl;
- a heterocyclyl group, said heterocyclyl group being a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with alkyl, halogen, alkoxy or cycloalkoxy;
- heterocyclyl(C1-C4)alkyl wherein the heterocyclyl moiety is a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with alkyl, halogen, alkoxy or cycloalkoxy;
- and pharmaceutically acceptable salts thereof.
10 more elements
A compound of the formula:
- wherein
- R3 represents a C2-8 alkyl which is unbranched or branched and unsubstituted or substituted with alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2 or ═O;
- C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, halogen, ═NOH, ═NOCONH2 or ═O;
- C4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2, or ═O;
- aryl or benzyl which is optionally unsubstituted or substituted with halogen, —NH2, alkylamino, dialkylamino, carbamyl, —OH, C1-C6 alkoxy, C3-C8 cycloalkoxy, CH═NOH, CH═NOCONH2, C1-C8 alkyl, phenyl or benzyl;
- ar(C1-4)alkyl;
- a heterocyclyl group, said heterocyclyl group being a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with C1-4 alkyl, halogen, alkoxy or cycloalkoxy;
- heterocyclyl (C1-C4)alkyl wherein the heterocyclyl moiety is a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with C1-4 alkyl, halogen, alkoxy or cycloalkoxy;
- and
- R8 represents H or a C1-8 alkyl which is unbranched or branched;
- C3-8 cycloalkyl;
- C4-8 cycloalkylalkyl;
- and pharmaceutically acceptable salts thereof.
10 more elements
A compound of the formula:
- wherein
- R3 represents a C2-8 alkyl which is unbranched or branched and unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2, or ═O;
- C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, halogen, haloalkyl, ═NOH, ═NOCONH2 or ═O;
- C4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2, or ═O;
- aryl which is optionally unsubstituted or substituted with halogen, —NH2, alkylamino, dialkylamino, carbamyl, —OH, C1-C6 alkoxy, C3-C8 cycloalkoxy, CH═NOH, CH═NOCONH2 C1-C8 alkyl, phenyl or benzyl;
- benzyl which is optionally unsubstituted or substituted with halogen, —OH, C1-C6 alkoxy, C3-C8 cycloalkoxy;
- ar(C1-4)alkyl;
- a heterocyclyl group, said heterocyclyl group being a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with C1-4 alkyl, halogen, alkoxy or cycloalkoxy;
- heterocyclyl (C1-C4)alkyl wherein the heterocyclyl moiety is a 5-, 6- or 7- membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with C1-4 alkyl, halogen, alkoxy or cycloalkoxy;
- and
- R8 represents a C1-8 alkyl which is unbranched or branched and unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2 or ═O;
- C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, haloalkyl, ═NOH, ═NOCONH2 or ═O;
- C4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with —OH, alkoxy, Cb 3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2, or ═O;
- aryl which is unsubstituted or substituted with halogen, —NH2, alkylamino, dialkylamino, carbamyl, —OH, C3-C6 alkoxy, C3-C8 cycloalkoxy, CH═NOH, CH═NOCONH2, C1-C8 alkyl, phenyl or benzyl;
- ar(C1-4)alkyl;
- a heterocyclyl group, said heterocyclyl group being a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with alkyl, halogen, alkoxy or cycloalkoxy;
- heterocyclyl(C1-C4)alkyl wherein the heterocyclyl moiety is a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with alkyl, halogen, alkoxy or cycloalkoxy;
- and pharmaceutically acceptable salts thereof.
15 more elements
A compound of the formula:
- wherein
- R3 represents a C2 or a C4-8 alkyl, said C2 or a C4-8 alkyl which are unbranched or branched and unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2, or ═O;
- C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, halogen, haloalkyl, ═NOH, ═NOCONH2 or ═O;
- C4-8 cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2, or ═O;
- aryl which is optionally unsubstituted or substituted with halogen, —NH2, alkylamino, dialkylamino, carbamyl, —OH, C1-C6 alkoxy, C3-C8 cycloalkoxy, CH═NOH, CH═NOCONH2 C1-C8 alkyl, phenyl or benzyl;
- benzyl which is optionally unsubstituted or substituted with halogen, —OH, C1-C6 alkoxy, C3-C8 cycloalkoxy;
- ar(C1-4)alkyl;
- a heterocyclyl group, said heterocyclyl group being a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with C1-4 alkyl, halogen, alkoxy or cycloalkoxy;
- heterocyclyl (C1-C4)alkyl wherein the heterocyclyl moiety is a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with Cl4 alkyl, halogen, alkoxy or cycloalkoxy;
- and
- R8 represents H or a C1-8 alkyl which is unbranched or branched and unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2 or ═O;
- C3-8 cycloalkyl which is unsubstituted or substituted with OH, alkoxy, C3-6 cycloalkoxy, halogen, haloalkyl, ═NOH, ═NOCONH2 or ═O;
- C4-8cycloalkylalkyl wherein the cycloalkyl portion is unsubstituted or substituted with —OH, alkoxy, C3-6 cycloalkoxy, halogen, ═NOH, ═NOCONH2, or ═O;
- aryl which is unsubstituted or substituted with halogen, —NH2, alkylamino, dialkylamino, carbamyl, —OH, C1-C6 alkoxy, C3-C8 cycloalkoxy, CH═NOH, CH═NOCONH2, C1-C8 alkyl, phenyl or benzyl;
- ar(C1-4)alkyl ;
- a heterocyclyl group, said heterocyclyl group being a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with alkyl, halogen, alkoxy or cycloalkoxy;
- heterocyclyl(C1-C4)alkyl wherein the heterocyclyl moiety is a 5-, 6- or 7-membered ring having from one to three nitrogen atoms, zero to two oxygen atoms, and up to two sulfur atoms, said carbons or nitrogens of said ring optionally substituted with alkyl, halogen, alkoxy or cycloalkoxy;
- and pharmaceutically acceptable salts thereof.
15 more elements
Dependencies are inferred from the claim text.