Claims for Patent: 8,907,099

Summary for Patent: 8,907,099

Title:	Nitrocatechol derivatives as COMT inhibitors
Abstract:	New compounds of formula I are described. The compounds have potentially valuable pharmaceutical properties in the treatment of some central and peripheral nervous system disorders.
Inventor(s):	Learmonth; David Alexander (Valongo, PT), Kiss; Laszlo Erno (Lavra, PT), Palma; Pedro Nuno Leal (Leca Da Palmeira, PT), Ferreira; Humberto Dos Santos (Maia, PT), Soares da Silva; Patricio Manuel Vieira Ara (Porto, PT)
Assignee:	Bial-Portela & Ca, S.A. (S. Mamede do Coronado, PT)
Application Number:	13/442,356
Patent Claims:	1. A compound according to formula IVA, IVB or IVC ##STR00056## wherein R.sub.4, R.sub.5, R.sub.6 and R.sub.7 independently from each other represent hydrogen, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-thioalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.6-C.sub.12-aryloxy or a C.sub.6-C.sub.12-thioaryl group, C.sub.1-C.sub.6-alkanoyl or C.sub.7-C.sub.13-aroyl group, amino, C.sub.1-C.sub.6-alkylamino, C.sub.1-C.sub.6-dialkylamino, C.sub.3-C.sub.12-cycloalkylamino or C.sub.3-C.sub.12-heterocycloalkylamino, C.sub.1-C.sub.6-alkylsulphonyl or C.sub.6-C.sub.12-arylsulphonyl, halogen, C.sub.1-C.sub.6-haloalkyl, trifluoromethyl, cyano, nitro or a heteroaryl group; and R.sub.8 and R.sub.9 independently from each other represent hydrogen or suitable protective groups for aromatic hydroxyl groups. 2. A compound according to claim 1 wherein the suitable protective groups for aromatic hydroxyl groups are selected from methyl, ethyl, isopropyl, benzyl, 4-methoxybenzyl, methoxymethyl, benzyloxymethyl, methoxyethoxymethyl, tetrahydropyranyl, phenacyl, allyl, trimethylsilyl, tert-butyldimethylsilyl, benzyloxycarbonyl, tert-butoxycarbonyl, ester, sulphonate, carbamate, phosphinate, acetal and ketal derivatives. 3. A compound according to claim 1, wherein one of the groups R.sub.8 and R.sub.9 is hydrogen and the other is methyl. 4. A compound according to claim 1, wherein R.sub.8 represents methyl and R.sub.9 represents hydrogen. 5. A compound according to formula VIA, VIB or VIC ##STR00057## wherein R.sub.4, R.sub.5, R.sub.6 and R.sub.7 independently from each other represent hydrogen, C.sub.1-C.sub.6-alkyl, C.sub.1-C.sub.6-thioalkyl, C.sub.1-C.sub.6-alkoxy, C.sub.6-C.sub.12-aryloxy or a C.sub.6-C.sub.12-thioaryl group, C.sub.1-C.sub.6-alkanoyl or C.sub.7-C.sub.13-aroyl group, amino, C.sub.1-C.sub.6-alkylamino, C.sub.1-C.sub.6-dialkylamino, C.sub.3-C.sub.12-cycloalkylamino or C.sub.3-C.sub.12-heterocycloalkylamino, C.sub.1-C.sub.6-alkylsulphonyl or C.sub.6-C.sub.12-arylsulphonyl, halogen, C.sub.1-C.sub.6-haloalkyl, trifluoromethyl, cyano, nitro or a heteroaryl group; and R.sub.8 and R.sub.9 independently from each other represent hydrogen or suitable protective groups for aromatic hydroxyl groups. 6. A compound according to claim 5 wherein the suitable protective groups for aromatic hydroxyl groups are selected from methyl, ethyl, isopropyl, benzyl, 4-methoxybenzyl, methoxymethyl, benzyloxymethyl, methoxyethoxymethyl, tetrahydropyranyl, phenacyl, allyl, trimethylsilyl, tert-butyldimethylsilyl, benzyloxycarbonyl, tert-butoxycarbonyl, ester, sulphonate, carbamate, phosphinate, acetal and ketal derivatives. 7. A compound according to claim 5 wherein one of the groups R.sub.8 and R.sub.9 is hydrogen and the other is methyl. 8. A compound according to claim 5 wherein R.sub.8 represents methyl and R.sub.9 represents hydrogen.