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Merck
CN

I9532

Icilin

≥97% (HPLC), CMR1 receptor agonist, solid

Synonym(s):

1-(2-Hydroxyphenyl)-4-(3-nitrophenyl)-1,2,3,6-tetra­hydro­pyrimidin-2-one, AG-3-5

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About This Item

Empirical Formula (Hill Notation):
C16H13N3O4
CAS Number:
Molecular Weight:
311.29
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥97% (HPLC)
Form:
solid
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Product Name

Icilin, ≥97% (HPLC), solid

Quality Segment

assay

≥97% (HPLC)

form

solid

color

yellow

solubility

DMSO: 15 mg/mL

SMILES string

Oc1ccccc1N2CC=C(NC2=O)c3cccc(c3)[N+]([O-])=O

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)

InChI key

RCEFMOGVOYEGJN-UHFFFAOYSA-N

General description

Icilin is a synthetic cooling agent and modulates human transient receptor potential cation channel (TRPA1). Icilin inhibits transient receptor potential cation channel subfamily M member 8 (TRPM8) and modulates calcium release. Icilin also suppresses transient receptor potential vanilloid subtype 3 (TRPV3).

Application

Icilin has been used as cooling agent in anterior ventromedial preoptic area (VMPO) neurons.

Biochem/physiol Actions

Icilin is a potent agonist at the CMR1 cold- and menthol-sensitive receptor.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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