Coumarin derivatives with COMT inhibiting activity

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C514S313000, C514S314000, C514S456000, C546S153000, C546S155000, C546S156000, C546S157000, C546S159000, C546S164000, C549S466000, C549S467000, C549S468000

Reexamination Certificate

active

06951870

ABSTRACT:
Compounds of formula I′wherein the two —OH substituents in the phenyl moiety are in a position ortho to one another and R1in a position ortho to one of the hydroxy groups; and X, R1to R6are as defined in disclosure. The compounds exhibit COMT enzyme inhibiting activity, so are useful as COMT inhibitors.

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patent: 5650439 (1997-07-01), Nakamura et al.
patent: WO 93/16064 (1993-08-01), None
patent: WO 98/27973 (1998-07-01), None
Ericsson, A.D., “Potentiation of the L-Dopa Effect in Man by the Use of Catechol-O-Methyltransferase Inhibitors,” Journal of the Neurological Sciences, vol. 14, pp. 193-197 (1971).
C.E. Cook et al., “Flavonoids. I. Synthesis of 2,2-Dialkyl-Δ3-isoflavenes from Coumarins1”, J. Org. Chem., vol. 30, pp. 4114-4122 (1965).
C.E. Cook et al., “Flavonoids. II. Rearrangement of 2,2-Dimethyl-Δ3-isoflavenes to Indenes1”, J. Org. Chem., vol. 30, pp. 4120-4122 (1965).
Timo Lotta et al., “Kinetics of Human Soluble and Membrane-Bound Catechol O-Methyltransferase: A Revised Mechanism and Description of the Thermolabile Variant of the Enzyme”, J. Biochemistry, vol. 34, pp. 4202-4210 (1995).
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