1981 Volume 29 Issue 7 Pages 1935-1941
The addition reaction between thiols and adrenochrome at 25°C yielded trans-3a, 4-dihydroadrenochrome-3a-sulfides (3-5), which were treated with hydrazides to give hydrazones (6-10). On the other hand, the reaction of adrenochrome with β-mercaptopropionic acid at 5°C, followed by treatment with benzoylhydrazine, gave cis-3a-(β-carboxyethylthio)-3a, 4-dihydroadrenochrome monobenzoylhydrazone (11) as the main product. These hydrazones were tested for hemostatic effect. The hydrazone with the most potent hemostatic activity was 7.