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US 2006/0079541 A1Published application
3-methyl-7-butinyl-xanthines, the preparation thereof and their use as pharmaceutical compositions
AssigneeBoehringer Ingelheim International GmbH
InventorsElke Langkopf, Matthias Eckhardt, Frank Himmelsbach, Mohammad Tadayyon, Leo Thomas, Ralf Lotz
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Abstract
The present invention relates to new substituted xanthines of general formula wherein R1, R2 and X are defined as in the claims, the tautomers, the enantiomers, the diastereomers, the mixtures thereof and the salts thereof, which have valuable pharmacological properties, particularly an inhibiting effect on the activity of the enzyme dipeptidylpeptidase-IV (DPP-IV).
Claims9
A compound of formula
- wherein
- R1 denotes an arylmethyl or arylethyl group,
- a heteroarylmethyl or heteroarylethyl group,
- an arylcarbonylmethyl group,
- a heteroarylcarbonylmethyl group or
- an arylprop-2-enyl or heteroarylprop-2-enyl group, wherein the propenyl chain may be substituted by 1 to 4 fluorine atoms or a cyano, C1-3-alkyloxy-carbonyl or nitro group,
- R2 denotes a C1-4-alkyl group, which may be straight-chain or branched, and X denotes a —CH2CH2 group, which may optionally be substituted by one or two C1-3-alkyl groups, which may be identical or different,
- while, unless otherwise stated, the above-mentioned alkyl, alkenyl and alkynyl groups may be straight-chain or branched, or
- a tautomer or salt thereof.
6 more elements
A compound selected from the group consisting of:
- (a) 1-[(3-methyl-isoquinolin-1-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(2-amino-ethyl)-methylamino]-xanthine,
- (b) 1-[(4-methyl-quinazolin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(2-amino-ethyl)-methylamino]-xanthine,
- (c) 1-[(3-methyl-isoquinolin-1-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(2-amino-2-methyl-propyl)-methylamino]-xanthine,
- (d) 1-[(4-methyl-quinazolin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(2-amino-2-methyl-propyl)-methylamino]-xanthine,
- (e) 1-[(3-methyl-isoquinolin-1-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(S)-(2-amino-propyl)-methylamino]-xanthine,
- (f) 1-[(3-methyl-isoquinolin-1-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(R)-(2-amino-propyl)-methylamino]-xanthine,
- (g) 1-[(4-methyl-quinazolin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(S)-(2-amino-propyl)-methylamino]-xanthine,
- (h) 1-[(4-methyl-quinazolin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(R)-(2-amino-propyl)-methylamino]-xanthine,
- (i) 1-[(3-methyl-isoquinolin-1-yl)methyl]-3-methyl-7-(2-butyn-1-yl )-8-[(R)-(2-amino-1-methyl-ethyl)-methylamino]-]-xanthine,
- (j) 1-[(3-methyl-isoquinolin-1-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(S)-(2-amino-1-methyl-ethyl)-methylamino]-]-xanthine,
- (k) 1-(2-cyano-benzyl)-3-methyl-7-(2-butyn-1-yl)-8-[(S)-(2-amino-propyl)-methyl-amino]-xanthine,
- (l) 1-[([1,5]naphthyridin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(S)-(2-amino-propyl)-methylamino]-xanthine,
- (m) 1-[(quinoxalin-6-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(S)-(2-amino-propyl )-methylamino]-xanthine,
- (n) 1-[(3-cyano-pyridin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(S)-(2-amino-propyl-methylamino]-xanthine,
- (o) 1-[(4-cyano-isoquinolin-3-yl)methyl]-3-methyl-7-(2-butyn-1-yl )-8-[(S)-(2-amino-propyl)-methylamino]-xanthine,
- (p) 1-(2-cyano-benzyl)-3-methyl-7-(2-butyn-1-yl)-8-[(2-amino-2-methyl-propyl)-methylamino]-xanthine, and
- (q) 1-[(3-cyano-pyridin-2-yl)methyl]-3-methyl-7-(2-butyn-1-yl)-8-[(2-amino-2-methyl-propyl)-methylamino]-xanthine,
- or a salt thereof.
15 more elements
Dependencies are inferred from the claim text.