An agonist of CMR1/TRPM8
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Icilin

Item No. 10137

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,6-dihydro-1-(2-hydroxyphenyl)-4-(3-nitrophenyl)-2(1H)-pyrimidinone
CAS Number
36945-98-9
Synonyms
  • AG 3-5
Molecular Formula
C16H13N3O4
Formula Weight
311.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:5): 0.1 mg/ml
SMILES
O=C1N([H])C(C2=CC([N+]([O-])=O)=CC=C2)=CCN1C3=CC=CC=C3O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $40

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    10 mg

    $64

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    50 mg

    $300

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    100 mg

    $560

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    Product Description

    Nociceptive sensory peripheral neurons often express both heat sensitive (VR1) and cold-sensitive (CMR1 (rat); TRPM8 (human)) receptors that are part of the transient receptor potential (TRP) superfamily. Icilin is a synthetic CMR1/TRPM8 super agonist that is 2.5-fold more efficacious and nearly 200-fold more potent than the reference cold thermosensory agonist, l-menthol.1 Icilin induces sensations of intense cold when applied orally in humans, and induces 'wet dog shakes', a behavioral marker of cold sensation, when given to rats. Icilin should serve as the reference cold nociceptive agonist for TRP-type ion channels in the future.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. McKemy, D.D., Neuhausser, W.M., and Julius, D. Identification of a cold receptor reveals a general role for TRP channels in thermosensation. Nature 416(6876), 52-58 (2002).

    2. Wei, E.T., and Seid, D.A. AG-3-5: A chemical producing sensations of cold. J. Pharm. Pharmacol. 35(2), 110-112 (1983).