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US 9,040,544 B2Granted
2,5-substituted oxazolopyrimidine derivatives
AssigneeSanofi
InventorsDieter Kadereit, Matthias Schaefer, Stephanie Hachtel, Axel Dietrich, Thomas Huebschle, Katrin Hiss
Life of this patent
Estimating the term…
Abstract
The invention relates to oxazolopyrimidine compounds of formula I, where A, R1 and R2 are defined as stated in the claims. The compounds of formula I are suitable, for example, for wound healing.
Claims13
A compound of the formula I, in any of its stereoisomeric forms, or a mixture of stereoisomeric forms in any ratio, or a physiologically acceptable salt thereof,
- wherein
- A is chosen from NH, O or S;
- R1 is chosen from C3-C7)-cycloalkyl-CuH2u— or Het-CvH2v—, wherein u and v are chosen from 1 or 2, or R1 is a residue of a saturated or unsaturated, 3-membered to 10-membered, monocyclic or bicyclic ring which comprises 0, 1, 2, 3 or 4 identical or different ring heteroatoms chosen from N, O or S, wherein one or two of the ring nitrogen atoms may carry a hydrogen atom or a (C1-C4)-alkyl substituent and one or two of the ring sulfur atoms may carry one or two oxo groups, and wherein the residue of a ring is optionally substituted on one or more ring carbon atoms by identical or different substituents R11;
- R2 is chosen from phenyl or pyridinyl, wherein the ring nitrogen atom of the pyridinyl may carry an oxy substituent, and wherein the phenyl and the pyridinyl are optionally substituted on one or more ring carbon atoms by identical or different substituents R22
- R11 is chosen from halogen, (C1-C4)-alkyl, (C3-C7)-cycloalkyl, hydroxy, (C1-C4)-alkyloxy, oxo, (C1-C4)-alkyl-S(O)m—, amino, (C1-C4)-alkylamino, di((C1-C4)-alkyl)amino, (C1-C4)-alkylcarbonylamino, (C1-C4)-alkylsulfonylamino, nitro, cyano, (C1-C4)-alkylcarbonyl, aminosulfonyl, (C1-C4)-alkylaminosulfonyl or di((C1-C4)-alkyl)aminosulfonyl;
- R22 is chosen from halogen, hydroxy, (C1-C4)-alkyl-, (C1-C4)-alkyloxy, (C1-C4)-alkyl-S(O)m—, amino, nitro, cyano, hydroxycarbonyl, (C1-C4)-alkyloxycarbonyl, aminocarbonyl, aminosulfonyl, R23 or R23—O—;
- R23 is a residue of a saturated 3-membered to 7-membered, monocyclic or bicyclic ring which comprises 0, 1, 2, 3 or 4 identical or different ring heteroatoms chosen from N, O or S, wherein one or two of the ring nitrogen atoms may carry a hydrogen atom or a (C1-C4)-alkyl substituent and one of the ring sulfur atoms may carry one or two oxo groups, and wherein the residue of a ring is optionally substituted on one or more ring carbon atoms by identical or different substituents R24;
- R24 is chosen from halogen, (C1-C4)-alkyl, hydroxy or oxo;
- Het is a residue of a saturated, 4-membered to 7-membered, monocyclic heterocycle which comprises 1 or 2 identical or different ring heteroatoms chosen from N, O or S and which is bonded via a ring carbon atom, wherein the residue of a heterocycle is optionally substituted by one or more identical or different substituents chosen from fluorine or (C1-C4)-alkyl;
- and
- m is chosen from 0, 1 or 2, wherein all numbers m are independent of each other;
- wherein all cycloalkyl groups, independently of each other and independently of any other substituents, are optionally substituted by one or more identical or different substituents chosen from fluorine or (C1-C4)-alkyl;
- wherein all alkyl, CuH2u, CvH2v, alkenyl and alkynyl groups, independently of each other and independently of any other substituents, are optionally substituted by one or more fluorine substituents.
10 more elements
Dependencies are inferred from the claim text.