Richter Gedeon Vegyeszeti Gyar Rt

Gyogyszerkutato Intezet Kft.

Patentbureau Danubia

Daniel Bagdy

Sandor Bajusz

Eva Barabas

Erzsebet Szell Nee Hasenohrl

Gyula Horvath

Imre Moravcsik

Attila Juhasz

Istvan Pallagi

Andras Feher

Gabriella Szabo

Zsuzsanna Mohai Nee Nagy

Erzsbet Szell Nee Hasenohrl

Katalin Palne Aranyosi

Eva Tomori Nee Jozst

Mariann Dioszegi

Zsuzsa Fittler

Ferencz Jozsa

Gaborne Szeker

Laszlone Mohai

Janosne Lavich

Belane Veghelyi

Gyorgyne Szell

Anticoagulant peptide derivatives and pharmaceutical compositions

The invention relates to new peptide-aldehydes and a process for the preparation thereof, furthermore to pharmaceutical compositions containing the same. According to a feature of the present invention there are provided new peptide-aldehyde derivatives corresponding to the general formula (I) ##STR1## wherein R.sub.1 represents hydrogen or C.sub.1-6 alkyl group,

Peptide-aldehydes, process for the preparation thereof and

The invention relates to t-butyloxy-carbonyl-D-phenylalanyl-L-prolyl-L-arginine aldehyde hemisulfate and D-phenylalanyl-L-prolyl-L-arginine aldehyde sulfate, which is highly stable in aqueous solution, and to a process for preparing D-phenylalanyl-L-prolyl-L-arginine aldehyde sulfate from D-phenylalanyl-L-prolyl-L-arginine aldehyde hemisulfate or N.sup.G -carboxy derivative containing an acid-sensitive protecting group at its amino terminal, wherein the acid sensitive amino terminal protecting group or optionally the N.sup.G -carboxy group is removed with 1 to 12 N sulfuric acid, applied in 1 to 12 equivalent amounts and the resulting free tripeptide aldehyde sulfate isolated. The D-phenylalanyl-L-prolyl-L-arginine aldehyde sulfate of the invention possesses valuable anti-coagulant activity.

T-Butyloxy-carbonyl-D-phenylalanyl-L-prolyl-L-arginine aldehyde

The invention relates to D-phenylalanyl-L-prolyl-L-arginine aldehyde sulfate, highly stable in aqueous solution, and to a process for preparing it from D-phenylalanyl-L-prolyl-L-arginine aldehyde hemisulfate or N.sup.G -carboxy derivative containing an acid-sensitive protecting group at its amino terminal, wherein the acid sensitive amino terminal protecting group or optionally the N.sup.G -carboxy group is removed with 1 to 12 N sulfuric acid, applied in 1 to 12 equivalent amounts and the resulting free tripeptide aldehyde sulfate is isolated. The D-phenylalanyl-L-prolyl-L-arginine aldehyde sulfate of the invention possesses valuable anticoagulant activity.

D-Phenylalanyl-L-prolyl-L-arginine aldehyde sulfate and process for the

Anti-coagulants of the formula X-Pro-Agm(HB) (.sub.n) wherein

Novel anticoagulant agmatine derivatives and process for the preparation

Novel peptidyl-arginine aldehyde derivatives and their salts of formula I, ##STR1## wherein X represents a hydrogen atom, benzoyl or tert-butyloxycarbonyl group, and Y is a D-phenylalanine, .beta.-phenyl-D-lactic acid or D-allo-isoleucine moiety, are prepared from peptidyl-arginine aldehydes protected by an urethane type protecting group on their N- or O-terminal and/or a guanidino group, by removing the protecting group in a mixture of lower alkanols and water by means of hydrogenolysis, and eventually converting the product formed into a salt. The compounds of formula I possess valuable antithrombin activity.

Novel peptidyl-arginine aldehyde derivatives and process for the

Growing community of inventors

Budapest, Hungary

Daniel Bagdy