Icilin

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Icilin
250px
Names
IUPAC name
1-(2-hydroxyphenyl)-4-(3-nitrophenyl)-3,6-dihydropyrimidin-2-one
Other names
AG-3-5
Identifiers
36945-98-9 YesY
ChemSpider 142218 N
2429
Jmol 3D model Interactive image
PubChem 161930
  • InChI=1S/C16H13N3O4/c20-15-7-2-1-6-14(15)18-9-8-13(17-16(18)21)11-4-3-5-12(10-11)19(22)23/h1-8,10,20H,9H2,(H,17,21) N
    Key: RCEFMOGVOYEGJN-UHFFFAOYSA-N N
  • InChI=1/C16H13N3O4/c20-15-7-2-1-6-14(15)18-9-8-13(17-16(18)21)11-4-3-5-12(10-11)19(22)23/h1-8,10,20H,9H2,(H,17,21)
    Key: RCEFMOGVOYEGJN-UHFFFAOYAQ
  • O=C3N(c1c(O)cccc1)C/C=C(/c2cccc([N+]([O-])=O)c2)N3
Properties
C16H13N3O4
Molar mass 311.29 g/mol
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Icilin is a synthetic super-agonist of the transient receptor potential M8 (TRPM8) ion channel. Although structurally not related with menthol it produces an extreme sensation of cold both in humans and animals. It is almost 200 times more potent than menthol and 2.5 times more efficacious.[1] Despite their similar effects icilin activates the TRPM8 receptor in a different way.[2] Icilin is effective in an experimental model of itch.[3] It is now used as a research tool for the study of TRP channels.

References

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External links


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