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US 6,610,697 B1Granted
Substituted 2-aryl-3-(heteroaryl)-imidazo[1,2-a]pyrimidines, and related pharmaceutical compositions and methods
AssigneeOrtho-McNeil Pharmaceutical, Inc.
InventorsJohn H. Dodd, James R. Henry, Kenneth C. Rupert
Life of this patent
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Abstract
This invention relates to a series of imidazopyrimidines of Formula I, and pharmaceutical compositions containing them. The compounds of the invention inhibit the production of a number of inflammatory cytokines and are useful in the treatment and prevention of diseases associated with the overproduction thereof.
Claims36
A compound of Formula I,
- or a pharmaceutically acceptable salt thereof, wherein
- (a) R1 is selected from the group consisting of NH2, C1-5alkylamino, diC1-5alkylamino, hydroxy, C1-5alkoxy, phenylmethylamino, heterocyclymethyl, C1-5alkylcarbonylamino, and substituted phenylcarbonylamino, wherein
- said phenylmethylamino and heterocyclylmethyl may be substituted on its phenyl moiety by one or more members selected from the group consisting of halogen, C1-5alkyl, C1-5alkoxy, arylC1-3alkylamino, R′R″NCH═N— and OR′″, the R′, R″ and R′″ being independently selected from H, C1-5alkyl, phenylmethyl, substituted phenylmethyl, α-alkyl-phenylmethyl, substituted α-alkyl-phenylmethyl, heterocyclylmethyl, and substituted heterocyclylmethyl;
- (b) Y is selected from the group consisting of H, halogen, heterocycle, OR4, SR4, NR4 and NR4R5, wherein
- R4 and R5 are independently selected from H, heterocyclyl, C3-5carbocycle, phenyl, α-alkyl-phenylC1-5alkyl, straight or branched alkyl optionally substituted with R, NR, N(R)2, C3-5carbocycle, phenyl or substituted phenyt, wherein (i) R is H, halogen, C1-5alkyl, phenyl methyl, substituted phenyl methyl, SO2Ph, pyridyl, or pyridyl methyl, and (ii) said phenyl, heterocyclyl, and α-alkyl-phenylC1-5alkyl may be substituted by one or more members selected from the group consisting of halogen, C1-5alkyl, C1-5alkoxy, arylC1-3alkylamino, phenyl methyl, substituted phenyl methyl, R′R″NCH═N— and OR′″ as defined in (a) hereof;
- (c) R2 is one to five members independently selected from the group consisting of halogen, trifluoromethyl, —NCH2PH, C1-5alkyl, and C1-5alkoxy;
- (d) R3 is H or, taken together, an aromatic ring;
- and
- (e) X is N or CH.
6 more elements
Dependencies are inferred from the claim text.