C - Chemistry – Metallurgy – 07 – K
Patent
C - Chemistry, Metallurgy
07
K
530/5.06
C07K 5/065 (2006.01) C07K 5/062 (2006.01)
Patent
CA 1158641
A B S T R A C T NOVEL ANTICOAGULANT AGMATINE DERIVATIVES AND PROCESS FOR THE PREPARATION THEREOF The invention relates to novel agmatine deriv- atives and their salts of general formula I X-Pro-Agm./HB/n I wherein X means an .alpha.-amino acid moiety of D-confi- guration having a phenyl, phenyl-/lower/-alkyl or phenyl-/hetero atom containing lower/-alkyl side chain, Pro means an L-proline residue, Agm stands for an agmatine group, B stands for an acid residue, and n means 0, 1 or 2, and a process for their preparation, which comprises condensing a 1,4-diami- no-butans derivative of general formula II A-HN-CH2-CH2-CH2-CH2-NH2./HB/n II wherein A means a H2N-C-NH? Y-HN-C/NH/- or Q moiety, Y and Q stand for amino protecting groups usually applied in peptide chemistry, B means an acid re- sidue, and n means O, 1 or 2, - with an L-proline blocked on its amino group and stepwise with the - 29 - subsequent amino acid, or with some L-proline peptide, by known methods of peptide chemistry, the Q protecting group is optionally cleaved from the 1,4-diamino- -butan? moiety of the compound prepared, the amino group, set free, is converted into a guanidino group by known methods, from the resulting dipepti- dyl-agmatine both the terminal amino protecting group and optionally the Y blocking group of the guanidino moiety are removed and the free dipeptidyl- -agmatine is isolated in the form of a salt. The compounds of general formula I posses valuable anticoagulant activity.
369572
Bagdy Daniel
Bajusz Sandor
Barabas Eva
Mohai Zsuzsanna
Szell Erzsebet
Fetherstonhaugh & Co.
Richter Gedeon Vegyeszeti Gyar Rt
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