N-Ethyl-p-menthane-3-carboxamide
Synonym(s):N-Ethyl-p-methane-3-carboxamide;Ethyl menthane carboxamide;Framidice 3;Menthol Carboxamide WS-3;WS-3
- CAS NO.：39711-79-0
- Empirical Formula: C13H25NO
- Molecular Weight: 211.34
- MDL number: MFCD00130071
- EINECS: 254-599-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:14:34
What is N-Ethyl-p-menthane-3-carboxamide?
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
The Uses of N-Ethyl-p-menthane-3-carboxamide
Physiological coolant in foods, beverages, toiletries, cosmetics and pharmaceuticals.
The Uses of N-Ethyl-p-menthane-3-carboxamide
WS 3 is a selective transient receptor potential melastatin-8 ligand.
Definition
ChEBI: Ethyl menthane carboxamide is a p-menthane monoterpenoid.
What are the applications of Application
WS 3 is an agent that acts as aTRPM8 receptor agonist
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
Properties of N-Ethyl-p-menthane-3-carboxamide
| Melting point: | 87-102 °C |
| Boiling point: | 351.04°C (rough estimate) |
| alpha | D -49 to -54° |
| Density | 0.9305 (rough estimate) |
| vapor pressure | 0.007Pa at 25℃ |
| refractive index | 1.4410 (estimate) |
| FEMA | 3455 | N-ETHYL-2-ISOPROPYL-5-METHYLCYCLOHEXANE CARBOXAMIDE |
| 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 |
| Water Solubility | insoluble |
| JECFA Number | 1601 |
| Merck | 14,3825 |
| CAS DataBase Reference | 39711-79-0(CAS DataBase Reference) |
| EPA Substance Registry System | Cyclohexanecarboxamide, N-ethyl-5-methyl-2-(1-methylethyl)- (39711-79-0) |
Safety information for N-Ethyl-p-menthane-3-carboxamide
| Signal word | Danger |
| Pictogram(s) |
 Corrosion Corrosives GHS05  Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H318:Serious eye damage/eye irritation |
| Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P501:Dispose of contents/container to..… |
Computed Descriptors for N-Ethyl-p-menthane-3-carboxamide
| InChIKey | VUNOFAIHSALQQH-UHFFFAOYSA-N |
N-Ethyl-p-menthane-3-carboxamide manufacturer
ALS India Life Sciences Pvt. Ltd
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