Bromantane

Clinical data

Routes of
administration

Oral (tablets)

ATC code

None

Legal status

US: Unscheduled not FDA approved
℞-only (RU)

Pharmacokinetic data

Bioavailability

42%

Biological half-life

11,21 hours (in humans),
7 hours (in rats)

Identifiers

IUPAC name

N-(4-Bromophenyl)adamantan-2-amine

Synonyms

Bromantan; Bromontan;
Ladasten; ADK-709

CAS Number

87913-26-6^Y

PubChem CID

4660557

ChemSpider

3849628^N

ECHA InfoCard

100.213.907

Chemical and physical data

Formula

C₁₆H₂₀BrN

Molar mass

306.246 g/mol

3D model (Jmol)

Interactive image

SMILES

C1C2CC3CC1CC(C2)C3NC4=CC=C(C=C4)Br

InChI

InChI=1S/C16H20BrN/c17-14-1-3-15(4-2-14)18-16-12-6-10-5-11(8-12)9-13(16)7-10/h1-4,10-13,16,18H,5-9H2^N
Key:LWJALJDRFBXHKX-UHFFFAOYSA-N^N

^NY (what is this?)

Bromantane (brand name Ladasten, also known in Russia as adamantylbromphenylamine) is an atypical psychostimulant and anxiolytic drug of the adamantane family that is used in Russia in the treatment of neurasthenia. Although the effects of the bromantane have been determined to be dependent on the dopaminergic and possibly serotonergic neurotransmitter systems, its exact mechanism of action is unknown, and it is distinct in its properties relative to typical psychostimulants such as amphetamine. Because of its unique aspects, bromantane has sometimes been described instead as an adaptogen and actoprotector.

In the 1960s, the adamantane derivative amantadine (1-aminoadamantane) was developed as an antiviral drug for the treatment of influenza. Other adamantane antivirals subsequently followed, such as rimantadine (1-(1-aminoethyl)adamantane) and adapromine (1-(1-aminopropyl)adamantane). It was serendipitously discovered in 1969 that amantadine possesses central dopaminergic psychostimulant-like properties, and subsequent investigation revealed that rimantadine and adapromine also possess such properties. Amantadine was then developed and introduced for the treatment of Parkinson's disease due to its ability to increase dopamine levels in the brain. It has also notably since been used to help alleviate fatigue in multiple sclerosis.

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Wikipedia