Menthyl isovalerate, also known as validolum, is the
menthyl
Menthol is an organic compound, more specifically a monoterpenoid, made synthetically or obtained from the oils of corn mint, peppermint, or other mints. It is a waxy, clear or white crystalline substance, which is solid at room temperature and ...
ester
In chemistry, an ester is a compound derived from an oxoacid (organic or inorganic) in which at least one hydroxyl group () is replaced by an alkoxy group (), as in the substitution reaction of a carboxylic acid and an alcohol. Glycerides ...
of
isovaleric acid. It is a transparent oily, colorless liquid with a smell of menthol. It is very slightly soluble in ethanol, while practically insoluble in water. It is used as a
food additive
Food additives are substances added to food to preserve flavor or enhance taste, appearance, or other sensory qualities. Some additives have been used for centuries as part of an effort to preserve food, for example vinegar (pickling), salt (sal ...
for
flavor and fragrance. It is produced by typical esterification procedures with usual catalysts such as HCl or H
2SO
4, and is rather slow, usually done for 20+hr at 100°C or a bit higher. Validol, the anxiety medication containing a roughly 25% solution of menthol in menthyl isovalerate is prepared essentially in one step, in which the amount of menthol added before conducting the acid catalysed esterification is in an excess such that the resulting solution of the yielded ester has around 25% menthol, simplifying the procedure. Work up might consist of several washings, including one with aqueous sodium bicarbonate to neutralize traces of acid catalyst and unreacted isovaleric acid, and distillation.
Medical use
In Poland, Bulgaria, and the former Soviet Union states including Russia, menthyl isovalerate mixed with roughly 25% menthol is sold as an
anxiolytic under various trade names including Validol, Valofin, and Menthoval.
See also
*
Methyl pentanoate
Methyl pentanoate, commonly known as methyl valerate, is the methyl ester of pentanoic acid (valeric acid) with a fruity odor.
Methyl pentanoate is commonly used in fragrances, beauty care, soap, laundry detergents at levels of 0.1–1%.
In ...
*
Hopantenic acid
*
Isovaleramide
Isovaleramide is an organic compound with the formula (CH3)2CHCH2C(O)NH2. The amide derived from isovaleric acid, it is a colourless solid.
Occurrence and biological activity
Isovaleramide is a constituent of valerian root.
In humans, it acts a ...
References
{{GABAAR PAMs
GABA analogues
GABAA receptor positive allosteric modulators
Anxiolytics
Sedatives
Russian drugs
Isovalerate esters
Isopropyl compounds