Adrafinil
Structural formula | ||||||||||||||||||||||
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Structural formula without stereochemistry | ||||||||||||||||||||||
General | ||||||||||||||||||||||
Non-proprietary name | Adrafinil | |||||||||||||||||||||
other names |
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Molecular formula | C 15 H 15 NO 3 S | |||||||||||||||||||||
Brief description |
white solid |
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properties | ||||||||||||||||||||||
Molar mass | 289.35 g · mol -1 | |||||||||||||||||||||
solubility |
soluble in DMSO (35 mg / mL) |
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Toxicological data | ||||||||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Adrafinil is a drug used to treat sleep disorders such as B. Narcolepsy . The substance belongs to a group of psychostimulating drugs that differ significantly in their molecular structure from the amphetamine- based stimulants .
Adrafinil is a prodrug that only becomes effective when it is metabolized to Modafinil . In its effect, it corresponds to Modafinil, but the effect is delayed due to the metabolism step. Like Modafinil, it is a prohibited doping substance .
Adrafinil was marketed in France from 1985 under the product name Olmifon ® . After the French Medicines Agency announced the manufacturer Cephalon in April 2011 that it was planning a reassessment of the risk-benefit ratio of Olmifon , Cephalon ceased sales.
Stereoisomerism
Adrafinil is a sulfoxide and has a stereocenter on the sulfur atom, so it is chiral . The drug is used as a racemate , i.e. from a 1: 1 mixture of the ( R ) form and the mirror image of the ( S ) form.
Prescription Status
In Germany, Adrafinil does not require a prescription . There are no approved finished medicinal products in Germany, Austria or Switzerland.
Individual evidence
- ↑ a b c d e Data sheet Adrafinil ≥ 98% (HPLC), solid from Sigma-Aldrich , accessed on March 20, 2011 ( PDF ).
- ↑ The 2009 Prohibited List WORLD ANTI-DOPING CODE Valid 1 January 2009 ( Memento from July 19, 2014 in the Internet Archive ) (PDF; 177 kB).
- ↑ Point d'information sur les dossiers discutés en commission d'AMM Séance , December 2, 2011.
- ↑ Appendix 1 of the Medicinal Prescription Ordinance (AMVV).