Fibrin-stabilizing factor inhibitors. 5. Primary amines related to monotosylcadaverine

Abstract

BioassayS. The biological assays were carried out as previously described23 and the inhibitory activity of each compd is expressed in relation to that of monodansylcadaverine (activity of monodansylcadaverine = 100). Results and Discussion

Kinetics of transamidating enzymes. Production of thiol in the reactions of thiol esters with fibrinoligase

“…Found: C, 56.63; , 7.31; N, 4.95. 2-Benzyldiethylaminoethanethiol cinnamate bromide (Ljunggren et al, 1973) was a gift from Dr. Christine Ljunggren of the University of Uppsala, Sweden. Amine substrates included jV-(5-aminopentyl)-5-dimethylamino-I -naphthalenesulfonamide or dansylcadaverine (Lorand et al, 1968;Nilsson et al, 1971), A'-(5-aminopentyl)-/?-toluenesulfonamide or tosylcadaverine (Lorand et al, 1968;Stenberg et al, 1972), A'-(5-amino-3-thiapentyl)-5-dimethylamino-1 -naphthalenesulfonamide or dansylthiacadaverine (Ljunggren et al, 1974), n-butylamine hydrochloride (Eastman Kodak Co.), A'-a-p-tosyl-L-lysine methyl ester hydrochloride (Cyclo Chemical Corp.), and putrescine dihydrochloride (Sigma).…”

Fibrin-stabilizing factor inhibitors. 12. 5-Dibenzylaminopentylamine and related compounds, a new type of FSF [fibrin-stabilizing factor] inhibitors

“…4-Chlorodibenzylamine11 (1), 4-dimethylaminodibenzyiamine11 (2), 4-nitrodibenzylamine11 (3), 4-methoxydibenzylamine11 (4), 4-methyldibenzylamine11 (5). 3,4-dichlorodibenzylamine'2 (6), 4,4'-dichlorodibenzylamine13 (7), and benzylnaphthylmethylamine14 (8) were prepared as described in the literature.…”

Fibrin-stabilizing factor inhibitors. 11. Monodansylated weak aliphatic diamines

“…N-(2-Glycinamidoethyl)-5-dimethy lamino-1-naphthalenesulfonamide (5). iV-(2-Aminoethyl)-5-dimethylamino-l-naphthalene-sulfonamide4 (0.6 g, 2.5 mmol) and glycine ethyl ester hydrochloride (0.4 g, 2.8 mmol) in dimethylformamide (25 ml) were allowed to react at 100°for 4 hr.…”