| Chemical Properties | white crystalline powder |
| Chemical Properties | 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. |
| Chemical Properties | Slight menthol-like cooling effect aroma |
| Uses | WS 3 is a selective transient receptor potential melastatin-8 ligand. |
| Uses | Physiological coolant in foods, beverages, toiletries, cosmetics and pharmaceuticals. |
| Definition | ChEBI: Ethyl menthane carboxamide is a p-menthane monoterpenoid. |
| Aroma threshold values | Aroma characteristics at 1.0%. Virtually odorless |
| Taste threshold values | Taste characteristics at 10 to 100 ppm. Intense lingering cooling. The cooling sensation builds slow but
steadily and grows to a lingering cooling mouthfeel with a slightly camphoraceous and minty character. |
| Flammability and Explosibility | Notclassified |
| Trade name | Winsense WS-3 (Renessenz) |
| Biological Activity | 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 |
