Adamantane derivatives: Pharmacological and toxicological properties (review)

  title={Adamantane derivatives: Pharmacological and toxicological properties (review)},
  author={Alexander A. Spasov and T. V. Khamidova and Lyudmila Bugaeva and I. S. Morozov},
  journal={Pharmaceutical Chemistry Journal},
Original papers describing the biological properties of adamantane-containing drugs reported on the antiviral activity of 1-aminoadamantane [1]. Presently, the amino derivatives of adamantane are widely used for the prophylaxis and treatment of various viral diseases [2 -4 ] and parkinsonism [5 7]. Six adamantane derivatives are currently used in modem medicine, and two novel preparations have been recently certified. 
Adamantylation of hydantoin
Cage compounds, in particular adamantane derivatives, exhibit a broad spectrum of biological activity [1–9]. Many adamantane derivatives are used as medicines with various therapeutic effects.
Pharmacology and structure‐activity relationships of bioactive polycyclic cage compounds: A focus on pentacycloundecane derivatives
The polycyclic cage appears to be a useful scaffold to yield drugs with a wide scope of applications, and can be used also to modify and improve the pharmacokinetic and pharmacodynamic properties of drugs in current use.
In vitro antiproliferative study of novel adamantyl pyridin-4-ones
It was shown that there was no change in caspase activity in the treated cells, but there were changes in the cell cycle, and LDH cytotoxicity assay revealed that cytotoxic effects occur after 48 h of exposure.
Multifunctional adamantane derivatives as new scaffolds for the multipresentation of bioactive peptides
  • Maxime Grillaud, A. Bianco
  • Chemistry, Biology
    Journal of peptide science : an official publication of the European Peptide Society
  • 2015
This review provides a detailed description of the different ways to synthesize multifunctional derivatives starting from adamantane molecule as the main core and describes the interesting biological activity of the diverse multivalent scaffolds, focusing in particular on peptide‐based systems.
Recent advances in therapeutical applications of the versatile hydroxypyridinone chelators
This review systematically summarizes the various literature reports on the design and pharmacological activities of the newly developed HOPOs and their derivatives, including antibiotics, anticancer, and antineurodegeneratives.


3-Cyclopentyl-1-adamantanamines and adamantanemethanamines. Antiviral activity evaluation and convulsions studies.
Behavioral and convulsions studies of the above mentioned amines did not show any dopaminomimetic activity and argue in favor of the existence of a glutamatergic component in the action of these derivatives.
[Synthesis and pharmacological study of adamantyl benzene propanamines and propenamines].
gamma-(1-Adamantyl)benzenepropanamines and gamma-(1-adamantyl)benzene-beta-propenamines were synthesized and their pharmacological action was studied on mice. Behavioral effects obtained with these
A revision of the metabolic disposition of amantadine.
The metabolism of amantadine under a therapeutic dosing regimen was re-investigated and several rather unusual metabolic pathways were observed: N-methylation, formation of Schiff bases and N-formiates.
Rimantadine hydrochloride and amantadine hydrochloride use in influenza A virus infections.
Both drugs provide therapeutic benefit if administered early in uncomplicated influenza, and studies are currently in progress to determine the effectiveness of oral rimantadine in preventing or treating the serious complications of influenza A virus infections.
Novel adamantane derivatives act as blockers of open ligand-gated channels and as anticonvulsants.
Four novel adamantane derivatives appear to act on nicotinic ACh and NMDA receptors via similar mechanisms, although the voltage dependence of block suggested that the drugs bind at a more superficial site in the ACh-activated channel.
Efficacy of memantine, an NMDA receptor antagonist, in the treatment of Parkinson's disease
In the present study, 14 parkinsonian patients with motor fluctuations taking L-dopa, were given a supplement of memantine 30 mg/day and in 5 patients, the main parkinsonia features improved significantly and could form a basis for novel therapeutic strategies directed to neutralize the effects of glutamate at striatal and subthalamic levels.
Synthesis and diuretic activity of alkyl- and arylguanidine analogs of N,N'-dicyclohexyl-4-morpholinecarboxamidine in rats and dogs.
This is the first report broadly characterizing the diuretic activity of 1 and representative guanidine analogs in rats and dogs and its toxicity and minoxidil-blocking effects in dogs.
Adamantane derivatives: a new class of insulin secretagogues
It is concluded that adamantane derivatives bearing an amino group decrease K+ permeability of the β‐cell membrane and thereby cause depolarization, which activates voltage‐dependent Ca channels, permits Ca2+ influx and eventually stimulates insulin release.