Background: It was found earlier that compounds combining diazaadamantane and
monoterpene moieties possessed promising analgesic activity along with low acute toxicity and the
lack of ulcerogenic activity.
Objective: In this paper, new structural analogues of the most active compounds were synthesized
and evaluated for their analgesic activity.
Methods: Their structures were confirmed by various analytical methods, such as 1H and 13C NMR,
HRMS. All of them were evaluated for analgesic activity at a dose of 20 mg/kg or less using acetic
acid-induced writhing test and hot plate test.
Results: Some compounds showed analgesic activity in acetic acid-induced writhing test. One of the
synthesized compounds demonstrated high analgesic activity in both tests with 46% effect in acetic
acid-induced writhing test and 89% effect in hot plate test. Both structural fragments of this compound
did not possess any analgesic effect at a dose of 20 mg/kg.
Conclusion: Structure-activity relationships indicated that the most active compound combines
fragments of (–)-myrtenal and 6-amino-5,7-dimethyl-1,3-diazaadamantane. Both parts of the molecule
are important for demonstrating analgesic activity.