Icilin

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Cat.No. 1531 - Icilin | C16H13N3O4 | CAS No. 36945-98-9
Description: Activates a novel cold receptor. Cooling agent
Alternative Names: AG 3-5
Chemical Name: 3,4-Dihydro-3-(2-hydroxyphenyl)-6-(3-nitrophenyl)-(1H)-pyrimidin-2-one
Purity: ≥98% (HPLC)
Datasheet
Citations (4)
Reviews
Literature

Biological Activity

Cooling agent that activates the novel cold receptors TRPM8 (CMR1) and TRPA1 (ANKTM1/TRPN1), members of the TRP ion channel family. Induces currents in CMR1-expressing HEK 293 cells (EC50 = 0.36 μM) more potently than menthol or low temperatures. Produces "wet shakes" in vivo.

Technical Data

M. Wt 311.3
Formula C16H13N3O4
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 36945-98-9
PubChem ID 161930
InChI Key RCEFMOGVOYEGJN-UHFFFAOYSA-N
Smiles OC1=C(C=CC=C1)N1CC=C(NC1=O)C1=CC=CC(=C1)[N+]([O-])=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 31.13 100

Preparing Stock Solutions

The following data is based on the product molecular weight 311.3. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 3.21 mL 16.06 mL 32.12 mL
5 mM 0.64 mL 3.21 mL 6.42 mL
10 mM 0.32 mL 1.61 mL 3.21 mL
50 mM 0.06 mL 0.32 mL 0.64 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Behrendt et al (2004) Characterization of the mouse cold-menthol receptor TRPM8 and vanilloid receptor type-1 VR1 using a fluorometric imaging plate reader (FLIPR) assay. Br.J.Pharmacol. 141 737 PMID: 14757700

McKemy et al (2002) Identification of a cold receptor reveals a general role for TRP channels in thermosensation. Nature 416 52 PMID: 11882888

Story et al (2003) ANKTM1, a TRP-like channel expressed in nociceptive neurons, is activated by cold temperatures. Cell 112 819 PMID: 12654248

Wei et al (1983) AG-3-5: a chemical producing sensations of cold. J.Pharm.Pharmacol. 35 110 PMID: 6131976


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Keywords: Icilin, supplier, activators, novel, cold, receptor, Cooling, agent, TRP, Channels, Transient, Receptor, Potential, AG35, TRPA, TRPM, AG, 3-5, TRPA1, TRPM, TRPA1, Tocris Bioscience

4 Citations for Icilin

Citations are publications that use Tocris products. Selected citations for Icilin include:

Gkika et al (2010) PSA reduces prostate cancer cell motility by stimulating TRPM8 activity and plasma membrane expression. Respir Res 29 4611 PMID: 20531306

Proudfoot et al (2006) Analgesia mediated by the TRPM8 cold receptor in chronic neuropathic pain. Curr Biol 16 1591 PMID: 16920620

Ganley et al (2015) Inhibitory Interneurons That Express GFP in the PrP-GFP Mouse Spinal Cord Are Morphologically Heterogeneous, Innervated by Several Classes of Primary Afferent and Include Lamina I Projection Neurons among Their Postsynaptic Targets. Oncogene 35 7626 PMID: 25972186

Knowlton et al (2011) Pharmacological blockade of TRPM8 ion channels alters cold and cold pain responses in mice. PLoS One 6 e25894 PMID: 21984952


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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* or download your copy today!

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Pain

Pain Research Product Guide

A collection of over 250 products for pain research, the guide includes research tools for the study of:

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Pain Poster

Peripheral sensitization is the reduction in the threshold of excitability of sensory neurons that results in an augmented response to a given external stimulus. This poster outlines the excitatory and inhibitory signaling pathways involved in modulation of peripheral sensitization. The role of ion channels, GPCRs, neurotrophins, and cytokines in sensory neurons are also described.