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| | N-Ethyl-p-menthane-3-carboxamide Basic information |
| Product Name: | N-Ethyl-p-menthane-3-carboxamide | | Synonyms: | N-Ethyl-2-(isopropyl)-5-methylcyclohexanecarboxamide
N-Ethyl-5-methyl-2-(1-methylethyl)-cyclohexane-carboxamide
Ethyl menthane carboxamide
Framidice 3
Menthol Carboxamide WS-3;N-ETHYL-5-METHYL-2-(1-METHYLETHYL)-CYCLOHEXANE-CARBOXAMIDE;N-ETHYL-5-METHYL-2-(1-METHYLETHYL)-CYCLOHEXANE-CARBOXYAMIDE;N-ETHYL 5-METHYL-2-ISO-PROPYLCYCLOHEXANECARBOXAMIDE;N-ETHYL-4-MENTHANE-3-CARBOXAMIDE;N-ETHYL-P-MENTHAN 3-CARBOXAMIDE;N-ETHYL-P-MENTHANE-3-CARBOXAMIDE;n-ethyl-5-methyl-2-(1-methylethyl)-cyclohexanecarboxamid | | CAS: | 39711-79-0 | | MF: | C13H25NO | | MW: | 211.34 | | EINECS: | 254-599-0 | | Product Categories: | | | Mol File: | 39711-79-0.mol |  |
| | N-Ethyl-p-menthane-3-carboxamide Chemical Properties |
| Hazard Codes | Xi,Xn | | Risk Statements | 36-41-22 | | Safety Statements | 39-26 | | WGK Germany | 2 | | HS Code | 29242990 | | Toxicity | LD50 in mice, rats (g/kg): 5.3, 2.9 orally (Parrish) |
| | N-Ethyl-p-menthane-3-carboxamide Usage And Synthesis |
| Chemical Properties | Slight menthol-like cooling effect aroma | | 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. | | 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 | Not classified | | 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 |
| | N-Ethyl-p-menthane-3-carboxamide Preparation Products And Raw materials |
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