N-ethyl-p-menthane-3-carboxamide is an odorless white, crystalline
solid. The compound has a strong and clear physiological cooling effect
and is used mainly in oral care products.
용도
Physiological coolant in foods, beverages, toiletries, cosmetics and pharmaceuticals.
상품명
Winsense WS-3 (Renessenz)
생물학적 활성
Cooling agent that is an agonist at TRPM8 receptors (EC 50 = 3.7 μ M).
Synthesis
0.89
g (0.0091 mol) of polyphosphoric acid (85%) and 0.42 g (0.0091 mol) of
ethanol were weighed. 0.54 g (0.0046 mol) of diethylcarbonate was added
dropwise slowly while cooling in an ice bath, wherein the temperature
increases slightly. After about 5 minutes, 0.5 g (0.0030 mol) of
p-menthane-3-carbonitrile was added. The reaction solution was heated
and stirred for 102 hours at 150??C. At the end of the reaction by GC,
about 70% of desired N-Ethyl-p-menthane-3-carboxamide was formed.Fig The synthetic method 1 of N-Ethyl-p-menthane-3-carboxamide