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US 2003/0114496 A1Published application
Novel cyclohexyl sulphones
AssigneeMerck Sharp & Dohme Corp.
InventorsIan Churcher, Kevin Dinnell, Timothy Harrison, Sonia Kerrad, Alan John Nadin, Paul Joseph Oakley, Duncan Edward Shaw, Martin Richard Teall, Susannah Williams, Brian John Williams
Life of this patent
Estimating the term…
Abstract
Novel sulphones of formula I are disclosed: 1 The compounds modulate the processing of amyloid precursor protein by gamma-secretase, and hence are useful in the treatment or prevention of Alzheimer's disease.
Claims19
A compound of formula I:
- 114
- wherein:
- m is 0 or 1;
- Z represents halogen, CN, NO2, N3, CF3, OR2a, N(R2a)2, CO2R2a, OCOR2a, COR2a, CON(R2a)2, OCON(R2a)2, CONR2a(OR2a), CON(R2a)N(R2a)2CONHC(═NOH)R2a, heterocyclyl, phenyl or heteroaryl, said heterocyclyl, phenyl or heteroaryl bearing 0-3 substituents selected from halogen, CN, NO2, CF3, OR2a, N(R2a)2, CO2R2a, COR2a, CON(R2a)2 and C1-4alkyl;
- R1b represents H, C1-4alkyl or OH;
- R1c represents H or C1-4alkyl;
- with the proviso that when m is 1, R1b and R1c do not both represent C1-4alkyl;
- Ar1 represents C6-10aryl or heteroaryl, either of which bears 0-3 substituents independently selected from halogen, CN, NO2, CF3, OH, OCF3, C1-4alkoxy or C1-4alkyl which optionally bears a substituent selected from halogen, CN, NO2, CF3, OH and C1-4alkoxy;
- Ar2 represents C6-10aryl or heteroaryl, either of which bears 0-3 substituents independently selected from halogen, CN, NO2, CF3, OH, OCF3, C1-4alkoxy or C1-4alkyl which optionally bears a substituent selected from halogen, CN, NO2, CF3, OH and C1-4alkoxy;
- R2a represents H, C1-6alkyl, C3-6cycloalkyl, C3-6cycloalkylC1-6alkyl, C2-6alkenyl, any of which optionally bears a substituent selected from halogen, CN, NO2, CF3, OR2b, CO2R2b, N(R2b)2, CON(R2b)2, Ar and COAr;
- or R2a represents Ar;
- or two R2a groups together with a nitrogen atom to which they are mutually attached may complete an N-heterocyclyl group bearing 0-4 substituents independently selected from ═O, ═S, halogen, C1-4alkyl, CN, NO2, CF3, OH, C1-4alkoxy, C1-4alkoxycarbonyl, CO2H, amino, C1-4alkylamino, di(C1-4alkyl)amino, carbamoyl, Ar and COAr;
- R2b represents H, C1-6alkyl, C3-6cycloalkyl, C3-6cycloalkylC1-6alkyl, C2-6alkenyl, any of which optionally bears a substituent selected from halogen, CN, NO2, CF3, OH, C1-4alkoxy, C1-4alkoxycarbonyl, CO2H, amino, C1-4alkylamino, di(C1-4alkyl)amino, carbamoyl, Ar and COAr;
- or R2b represents Ar;
- or two R2b groups together with a nitrogen atom to which they are mutually attached may complete an N-heterocyclyl group bearing 0-4 substituents independently selected from ═O, ═S, halogen, C1-4alkyl, CN, NO2, CF3, OH, C1-4alkoxy, C1-4alkoxycarbonyl, CO2H, amino, C1-4alkylamino, di(C1-4alkyl)amino, carbamoyl, Ar and COAr;
- Ar represents phenyl or heteroaryl bearing 0-3 substituents selected from halogen, C1-4alkyl, CN, NO2, CF3, OH, C1-4alkoxy, C1-4alkoxycarbonyl, amino, C1-4alkylamino, di(C1-4alkyl)amino, carbamoyl, C1-4alkylcarbamoyl and di(C1-4alkyl)carbamoyl;
- “heterocyclyl” at every occurrence thereof means a cyclic or polycyclic system of up to 10 ring atoms selected from C, N, O and S, wherein none of the constituent rings is aromatic and wherein at least one ring atom is other than C;
- and
- “heteroaryl” at every occurrence thereof means a cyclic or polycyclic system of up to 10 ring atoms selected from C, N, O and S, wherein at least one of the constituent rings is aromatic and wherein at least one ring atom of said aromatic ring is other than C;
- or a pharmaceutically acceptable salt thereof.
17 more elements
Dependencies are inferred from the claim text.