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US 6,806,370 B2Granted
NK-1 receptor active amine oxide prodrugs
AssigneeHoffmann-La Roche Inc.
InventorsTorsten D. Hoffmann, Sonia Maria Poli, Patrick Schnider, Andrew Sleight
Life of this patent
Estimating the term…
Abstract
Compounds of the invention are amine oxide prodrugs showing activity on the NK1 receptor.
Claims13
A compound of the formula
- wherein
- R is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl;
- R1 is hydrogen or halogen;
- or
- R and R1 when adjacent, together with the ring carbon atoms to which they are attached are —CH═CH—CH═CH—;
- R2 and R2′ are hydrogen, halogen, trifluoromethyl, lower alkoxy or cyano;
- or
- R2 and R2′ when adjacent, together with the ring carbons to which they are attached are —CH═CH—CH═CH—, unsubsituted or substituted by one or two substituents selected from lower alkyl or lower alkoxy;
- R3 and R3′ are hydrogen, lower alkyl or cycloalkyl;
- R4 and R4′ together with the N-atom to which they are attached form a 5 member nitrogen containing heterocyclic ring of the structure
- said heterocyclic ring having 0 or 1 additional hetero-atoms selected from sulfur, nitrogen and oxygen, said additional hetero-sulfur atom being a sulfonyl moiety;
- R5 is hydrogen, hydroxy, lower alkyl, -lower alkoxy, —(CH2)mOH, —COOR3, —CON(R3)2, —N(R3)CO-lower alkyl or —C(O)R3;
- R6 is lower alkyl;
- X is —C(O)N(R6)— —N(R6)C(O)—, —(CH2)mO—, —O(CH2)m—;
- n is 0, 1, 2, 3 or 4;
- and
- m is 1, 2 or 3;
- or a pharmaceutically acceptable acid addition salt thereof.
15 more elements
The compound (RS)-6-[3-(acetyl-methyl-amino)-1-oxo-pyrrolidin-1-yl]-N-(3,5-bis-trifluoromethyl-benzyl)-N-methyl-4-o-tolyl-nicotinamide.
Dependencies are inferred from the claim text.