Bromantane

Bromantane Structure
CAS No.
87913-26-6
Chemical Name:
Bromantane
Synonyms
bromantane;bromantan;N-(4-bromophenyl)-2-adamantanamine;Boomantan;AKOS BB-9852;2-(4-BROMOPHENYL)AMINOADAMANTANE;N-(2-ADAMANTYL)-N-(4-BROMOPHENYL)AMINE;Bromantan/N-(2-ADAMANTYL)-N-(4-BROMOPHENYL)AMINE;N-(4-BroMophenyl)tricyclo[3.3.1.13,7]decan-2-aMine;Tricyclo[3.3.1.13,7]decan-2-aMine,N-(4-broMophenyl)-
CBNumber:
CB1150889
Molecular Formula:
C16H20BrN
Molecular Weight:
306.24
MOL File:
87913-26-6.mol
MSDS File:
SDS
Modify Date:
2023/12/18 17:09:30

Bromantane Properties

Melting point 106-108°C
Boiling point 404.8±28.0 °C(Predicted)
Density 1.388±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. Refrigerator
solubility Chloroform (Slightly), Ethyl Acetate (Slightly)
pka 3.97±0.20(Predicted)
form Solid
color White to Off-White
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
InChIKey LWJALJDRFBXHKX-UHFFFAOYSA-N
SMILES C12CC3CC(CC(C3)C1NC1=CC=C(Br)C=C1)C2

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H335-H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
NFPA 704
0
2 0

Bromantane Chemical Properties,Uses,Production

Description

Bromantane is an adamantine derivate that has a bromaniline side chain. It has been used therapeutically in Russia as a psychostimulant and anxiolytic. It have serotonergic, dopaminergic and limited noradrenergic actions,similar tomesocarb. Bromantane was first detected in 1996(Ayotte and Goudreault 1999), but due to juridical problems nine doping cases at the Atlanta Olympic Games were classified without consequences for the athletes. It was included in the IOC list of prohibited substances in September 1996,shortly after the Olympic Games.

Uses

N-(2-ADAMANTYL)-N-(4-BROMOPHENYL)AMINE is an adamantane derivative used as an anxiolytic agent.

Uses

Bromantane is a protectant, a substance that makes the body more stable under physical stress without increasing oxygen consumption. It has stimulant, anxiolytic and antifrail effects. It is able to increase endurance and work capacity under stressful and intense conditions.

Mechanism of action

The mechanism of bromantane action is based on the facility to increase the activity of the lower centers of the central nervous system (the hypothalamus nuclei, the reticular nuclei of the operculum, the hippocampus). It does not exert any expressed action on noradrenergic mediators, but implements the activation properties through the dopaminergic system. Bromantane strengthens GABA-ergic mediation, reducing gene expression, supervising synthesis of GABA-transporters, and functioning as a return capture mediator. A potentiality for central serotonin holding effects is also assumed.

Side effects

Bromantane is said to have no addictive potential, and research done thus far shows that it doesn’t have serious side effects. Some users have reported having experienced brain fog, depression, and fatigue after the use of Bromantane. Nonetheless, there hasn't been sufficient research on Bromantane. Most of the trials have been conducted on rodents; therefore, its safety in humans is still uncertain.

Metabolism

Bromantane, upon oral induction, is quickly but not fully absorbed from the gastrointestinal tract into the blood (bioavailability: 42%). It is quickly, and in large quantities, distributed over the tissues and organs, and is slowly eliminated from the body. Bromantane is highly lipophilic, is distributed into the lipids of brain and fat tissue and, finally, is deposited in adipose tissue. The speed of bromantane absorption from the gastrointestinal tract is much higher in women, so the half-life is respectively lower than in men. The time to achievement of the maximum concentration of blood bromantane is 2.75 hours in women, and 4.0 hours in men. The drug is metabolized in the liver, but its elimination occurs mostly through the adrenal gland. Bromantane metabolism is characterized mainly by hydroxylation in the 6th position of the adamantan cycle. All of the determined metabolites can be found in urine, even in two weeks after administration of bromantane (this last fact is important for doping control).

Bromantane Preparation Products And Raw materials

Raw materials

Preparation Products

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87913-26-6(Bromantane)Related Search:

2-(4-BROMOPHENYL)AMINOADAMANTANE AKOS BB-9852 N-(2-ADAMANTYL)-N-(4-BROMOPHENYL)AMINE n-(4-bromophenyl)-tricyclo(3.3.1.1(sup3.7))decan-2-amin Tricyclo[3.3.1.13,7]decan-2-aMine,N-(4-broMophenyl)- N-(4-BroMophenyl)tricyclo[3.3.1.13,7]decan-2-aMine Boomantan bromantan bromantane N-(4-bromophenyl)-2-adamantanamine Bromantan/N-(2-ADAMANTYL)-N-(4-BROMOPHENYL)AMINE 87913-26-6 C16H20BrN Adamantane derivatives Amines Aromatics Intermediates & Fine Chemicals Pharmaceuticals