| Identification | More | [Name]
N-Ethyl-p-menthane-3-carboxamide | [CAS]
39711-79-0 | [Synonyms]
FEMA 3455
N-ETHYL-2-ISOPROPYL-5-METHYLCYCLOHEXANE CARBOXAMIDE
N-ETHYL-4-MENTHANE-3-CARBOXAMIDE
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-P-MENTHAN 3-CARBOXAMIDE
N-ETHYL-P-MENTHANE-3-CARBOXAMIDE
TIMTEC-BB SBB008527
WS-3
n-ethyl-5-methyl-2-(1-methylethyl)-cyclohexanecarboxamid
ETHYL MENTHANE CARBOXAMIDE
MENTHANE CARBOXAMIDE
N-Ethyl-hexahydro-p-cymene-3-carboxamide
Cyclohexanecarboxamide, N-ethyl-5-methyl-2-(1-methylethyl)-
N-ETHYL-PARA-MENTHANE-3-CARBOXAMIDE
N-Ethyl-2-(isopropyl)-5-methylcyclohexancarboxamid
N-Ethyl-p-methane-3-carboxamide, Ethyl menthane carboxamide, Framidice 3, Menthol Carboxamide WS-3
Menthol Carboxamide WS-3
N-Ethyl-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide | [EINECS(EC#)]
254-599-0 | [Molecular Formula]
C13H25NO | [MDL Number]
MFCD00130071 | [Molecular Weight]
211.34 | [MOL File]
39711-79-0.mol |
| Chemical Properties | Back Directory | [Appearance]
white crystalline powder | [Melting point ]
87-102 °C
| [alpha ]
D -49 to -54° | [Boiling point ]
351.04°C (rough estimate) | [density ]
0.9305 (rough estimate) | [vapor pressure ]
0.007Pa at 25℃ | [FEMA ]
3455 | [refractive index ]
1.4410 (estimate) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO: ≥ 100 mg/mL (473.17 mM); Water: < 0.1 mg/mL (insoluble) | [form ]
powder to crystal | [pka]
16.27±0.60(Predicted) | [color ]
White to Almost white | [Odor]
at 25.00 % in dipropylene glycol. mild mentholic minty | [biological source]
synthetic | [Odor Type]
minty | [Water Solubility ]
insoluble | [JECFA Number]
1601 | [Merck ]
14,3825 | [InChIKey]
VUNOFAIHSALQQH-UHFFFAOYSA-N | [LogP]
2.902 at 25℃ | [CAS DataBase Reference]
39711-79-0(CAS DataBase Reference) | [EPA Substance Registry System]
39711-79-0(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36:Irritating to the eyes.
R41:Risk of serious damage to eyes.
R22:Harmful if swallowed. | [Safety Statements ]
S39:Wear eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
2 | [HS Code ]
29242990 | [Toxicity]
LD50 in mice, rats (g/kg): 5.3, 2.9 orally (Parrish) |
| Hazard Information | Back Directory | [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 | [Chemical Properties]
white crystalline powder | [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 | [storage]
Store at -20°C |
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