4‐(2‐Adamantyl)thiosemicarbazone

Abstract

Aus der Umsetzung von 4-(2-Adamantyl)thiosemicarbazid (1) mit den Carbonylverbindungen 2a-d gehen die 4-(2-Adamantyl)thiosemicarbazone 3a-d hervor. Die Startkomponente 1 ist aus 2-Aminoadamantan (4) iiber das (2-Adamantyl)-isothiocyanat (5) zuganglich. Verbindung 5 und Vertreter des Strukturtyps 3 vermogen antivirale, antimykotische und antipyretische Wirkung auszuiiben. ++) Herrn Prof. Dr. Otto Dann, Universitat Erlangen-Niirnberg, mit herzlichen Wunschen zum 70. Geburtstag gewidmet. +++) Als Teil eines Referats vorgetragen im Wissenschaftlichen

Structure-Based Design, Synthesis, and Biological Evaluation of the Cage–Amide Derived Orthopox Virus Replication Inhibitors

“…Compounds containing an adamantane fragment demonstrated a wide range of biological activity, including antiviral activity [ 13 ]. In particular, semicarbazone 1 containing an isatin fragment, was found to be a vaccinia virus inhibitor ( Figure 2 ), leading to a 42% reduction in vaccinia virus reproduction after a three-hour exposure in cell culture at 2 μg/mL concentration [ 14 ]. Some secondary and tertiary amines containing an adamantane fragment, such as compounds 2, 3 , and tromantadine 4 , demonstrated pronounced vaccinia virus inhibitory effects [ 15 ].…”

Synthesis, structure, and antiviral properties of novel 2-adamantyl-5-aryl-2H-tetrazoles

“…1 Some of these compounds are known drugs against influenza virus (amantadine, rimantadine). 4 (Adamantan-2-yl)-1-(2-oxoindolin-3-ylidene)thiosemicarbazide A (Fig. 1) reduces the reproducibility of vaccinia virus, and also exhibits activity in vitro against some Gram-positive and Gramnegative bacteria and fungi.…”

“…1). 3 1-Adamantanecarboxylic acid amide containing the (-)-10-amino-2-pinene fragment (structure C) 4 and N-(1-adamantyl)-2,2-diphenylacetamide D proved to be effective inhibitors of smallpox virus. 5 In addition, compounds containing the adamantyl fragment such as memantine E (Fig.…”