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I9532 Sigma-Aldrich

Icilin

≥97% (HPLC), solid

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

  • Empirical Formula (Hill Notation) C16H13N3O4

  • Molecular Weight 311.29

  •  MDL number MFCD01689072

  •  PubChem Substance ID 24277906

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, I,
Quality Level   100
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

Description

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.

Packaging

10, 50 mg in glass bottle

Biochem/physiol Actions

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

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
UW7397500
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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