WS-23

Last updated

WS-23
WS-23 structure.png
Identifiers
  • N,2,3-trimethyl-2-propan-2-ylbutanamide
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEBI
CompTox Dashboard (EPA)
ECHA InfoCard 100.051.778 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C10H21NO
Molar mass 171.284 g·mol−1
3D model (JSmol)
  • CC(C)C(C)(C(C)C)C(=O)NC
  • InChI=1S/C10H21NO/c1-7(2)10(5,8(3)4)9(12)11-6/h7-8H,1-6H3,(H,11,12)
  • Key:RWAXQWRDVUOOGG-UHFFFAOYSA-N

WS-23 (Methyl diisopropyl propionamide, 2-Isopropyl-N,2,3-trimethylbutanamide) is a chemical compound which acts as an activator (opener) of the so-called "menthol receptor", the TRPM8 calcium channel, though with relatively low affinity and it may also act at other targets. [1] [2] It produces a similar cooling effect to menthol, and is commonly used as an ingredient of vape liquid for e-cigarettes. [3] [4]

References

  1. ↑ Behrendt HJ, Germann T, Gillen C, Hatt H, Jostock R (February 2004). "Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay". British Journal of Pharmacology. 141 (4): 737–745. doi:10.1038/sj.bjp.0705652. PMC   1574235 . PMID   14757700.
  2. ↑ Sherkheli MA, Vogt-Eisele AK, Bura D, Beltrán Márques LR, Gisselmann G, Hatt H (2010). "Characterization of selective TRPM8 ligands and their structure activity response (S.A.R) relationship". Journal of Pharmacy & Pharmaceutical Sciences. 13 (2): 242–253. doi:10.18433/j3n88n. PMID   20816009.
  3. ↑ Leventhal AM, Tackett AP, Whitted L, Jordt SE, Jabba SV (November 2023). "Ice flavours and non-menthol synthetic cooling agents in e-cigarette products: a review". Tobacco Control. 32 (6): 769–777. doi:10.1136/tobaccocontrol-2021-057073. PMC   9613790 . PMID   35483721.
  4. ↑ Tackett AP, Han DH, Peraza N, Whaley RC, Mason T, Cahn R, et al. (April 2025). "Effects of 'Ice' flavoured e-cigarettes with synthetic cooling agent WS-23 or menthol on user-reported appeal and sensory attributes". Tobacco Control. 34 (2): 175–182. doi:10.1136/tc-2023-058125. PMC   11076411 . PMID   37940405.
This page is based on this Wikipedia article
Text is available under the CC BY-SA 4.0 license; additional terms may apply.
Images, videos and audio are available under their respective licenses.