Icilin

Cayman Chemical Item Number 10137

AG 3-5 (CAS 36945-98-9)

Icilin (CAS 36945-98-9)

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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 (AG 3-5) 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

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 52-58 (2002).

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

Synonyms
  • AG 3-5
Formal Name 3,​6-​dihydro-​1-​(2-​hydroxyphenyl)-​4-​(3-​nitrophenyl)-​2(1H)-​pyrimidinone
CAS Number 36945-98-9
Molecular Formula C16H13N3O4
Formula Weight 311.3
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O=C1N([H]​)​C(C2=CC([N+]​([O-]​)​=O)​=CC=C2)​=CCN1C3=CC=CC=C3O
InCHI Code
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​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
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RCEFMOGVOYEGJN-UHFFFAOYSA-N

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Icilin is available in the following screening library:

Size Price Quantity Subtotal
1 mg $8.00 $0.00
5 mg $36.00 $0.00
10 mg $64.00 $0.00
50 mg $280.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-25. Prices are subject to change without notice.

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