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adapromine

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EntityQ15634070· pop 10· linked from 618 articles

adapromine

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Also known as adamantanylpropylamine

Adapromine is an antiviral drug of the adamantane group related to amantadine (1-aminoadamantane), rimantadine (1-(1-aminoethyl)adamantane), and memantine (1-amino-3,5-dimethyladamantane) that is marketed in Russia for the treatment and prevention of influenza. It is an alkyl analogue of rimantadine and is similar to rimantadine in its antiviral activity but possesses a broader spectrum of action, being effective against influenza viruses of both type A and B. Strains of type A influenza virus with resistance to adapromine and rimantadine and the related drug deitiforine were encountered in Mo

Chemical data

Formula
C13H23N
Molecular weight
193.33 g/mol
IUPAC name
1-(1-adamantyl)propan-1-amine
SMILES
CCC(C12CC3CC(C1)CC(C3)C2)N
InChIKey
RKPSOUZGYPZAHW-UHFFFAOYSA-N
XLogP
3.2
Polar surface area
26 Ų
H-bond donors
1
H-bond acceptors
1
Formal charge
0

via PubChem

Wikidata facts

Mass
193.18305
Show 3 more facts
Commons category
Adapromine
canonical SMILES
CCC(C12CC3CC(C1)CC(C3)C2)N
chemical formula
C₁₃H₂₃N
Sources (2)

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Encyclopedic overview

3 sections
Contents
  • Synthesis
  • See also
  • References

Adapromine is an antiviral drug of the adamantane group related to amantadine (1-aminoadamantane), rimantadine (1-(1-aminoethyl)adamantane), and memantine (1-amino-3,5-dimethyladamantane) that is marketed in Russia for the treatment and prevention of influenza. It is an alkyl analogue of rimantadine and is similar to rimantadine in its antiviral activity but possesses a broader spectrum of action, being effective against influenza viruses of both type A and B. Strains of type A influenza virus with resistance to adapromine and rimantadine and the related drug deitiforine were encountered in Mongolia and the Soviet Union in the 1980s.

Electroencephalography (EEG) studies of animals suggest that adapromine and related adamantanes including amantadine, bromantane (1-amino-2-bromophenyladamantane), and memantine have psychostimulant-like and possibly antidepressant-like effects, and that these effects may be mediated via catecholaminergic processes. These psychostimulant effects differ qualitatively from those of conventional psychostimulants like amphetamine however, and the adamantane derivatives have been described contrarily as "adaptogens" and as "actoprotectors".

Excerpted from Wikipedia’s “adapromine” article, available under the CC BY-SA 4.0 licence.

Gallery (2)