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US 6,333,308 B1Granted
Cyclic peptide derivatives
AssigneeMerck KGaA
InventorsGunter Holzemann, Claus Fittschen, Simon Goodman
Life of this patent
Estimating the term…
Abstract
Compounds of the formula I cyclo-(Arg-X-Asp-R1) I in which X is Gly, Ala or NH—NH—CO, R1 is a radical of the formula II and R2,R3 and R4 have the meanings indicated in claim 1, and their salts, can be used as integrin inhibitors, in particular for the prophylaxis and treatment of disorders of the circulation, in thrombosis, cardiac infarct, coronary heart disorders, arteriosclerosis, in pathological processes which are supported or propagated by angiogenesis and in tumour therapy.
Claims31
A compound of the formula I
- cyclo-(Arg-X-Asp-R1) I
- in which
- X is Gly, Ala or NH—NH—CO, where the amino acids mentioned can also be derivatized, and the amino acid residues are linked to one another in a peptide-like manner via the α-carboxyl groups,
- R1 is a radical of the formula II
- R2,R3,R4 in each case independently of one another are H, A, Ar, R5-Ar, Het or R5-Het, wherein if R4 is A, a methylene group present therein can be replaced by N, O or S,
- A is alkyl having 1-6 C atoms,
- Ar is phenyl which is unsubstituted or mono-, di- or trisubstituted by R7, R8 or R9, or is unsubstituted naphthyl,
- R5 is alkylene having 1-6 C atoms,
- R6,R6′ in each case, independently of one another, are H, A, benzyl or phenyl, R7,R8,R9 in each case, independently of one another, are R6, OR6, Hal, NO2, NR6R6′, NHCOR6, CN, NHSO2R6, COOR6 or COR6,
- Hal is F, Cl, Br or I, and
- Het is a mono- or binuclear heterocycle having 1 to 4 N, O, and/or S atoms, which can be unsubstituted or mono-, di- or trisubstituted by Hal, NR6R6′, A, CN or N02,
- wherein optically active amino acids and amino acid derivatives can be present in either their D- or L-forms, or a salt thereof.
9 more elements
Dependencies are inferred from the claim text.