Adrafinil – Chemical Exchange

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Adrafinil

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Adrafinil is an eugeroic agent with wakefulness promoting effects in vivo.

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Chemical Information

CAS Number 63547-13-7
Purity 99.6%
Molecular Weight 289.35 g/mol
Molecular Formula C15H15NO3S
Synonyms Olmifon, CRL 40028, 63547-13-7, 2-(Benzhydrylsulfinyl)acetohydroxamic acid, 2-[(Diphenylmethyl)sulfinyl]-N-hydroxyacetamide, 2-[(Diphenylmethyl)sulfinyl]acetohydroxamic acid
PubChem CID 3033226
Smiles O=S(C(c1ccccc1)c2ccccc2)CC(=O)NO

Technical Information

Application Adrafinil is an eugeroic agent with wakefulness promoting effects in vivo.
Appearance Pale Pink, Light Pink or Pink Powder
Physical State Solid
Solubility Slightly soluble in water. Soluble in methanol and DMSO (>35 mg/ml).
Storage Store at room temperature or cooler, in a sealed airtight container, protected from heat, light and humidity.
Stability Stable for at least two years when stored as above.

Biochemical Activity

Adrafinil ({diphenylmethyl}sulfinyl-2 acetohydroxamic acid; Olmifin) is a prodrug of the stimulant Modafinil and was developed as a powerful stimulant and wakefulness and alertness-promoting (eugregoric) substance.

It is the first discovered eugeroic (eugregoric) agent, and was the ‘grandfather’ of a family of eugeroic compounds, with the end result of Modafinil. Adrafinil is of relevance to researchers involved in studies pertaining to stimulant effects, novel stimulant development, and research into the biochemical pathways of eugeroic substances.

Adrafinil is sometimes considered as functional in athletes for use as a stimulant. As a result, it is a banned substance in competitive sports – banned by the World Anti-Doping Agency (WADA) for its stimulant-like effects.

References

[1] J. Chariot (1987). “Effect of modafinil on pancreatic exocrine secretion in rats. A comparison with adrafinil and related drugs”. Comparative Study. 1(4):243-52. doi: 10.1111/j.1472-8206.1987.tb00563.x. PMID: 2893764.

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