Icilin

• CAT Number: I003358
• CAS Number: 36945-98-9
• Molecular Formula: C16H13N3O4
• Molecular Weight: 311.3
• Purity: ≥95%
• Target: TRP Channel
• Solubility: DMSO: ≥ 54 mg/mL
• Storage: Room Temperature
• IUPAC Name: 3-(2-hydroxyphenyl)-6-(3-nitrophenyl)-1,4-dihydropyrimidin-2-one
• InChI: 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)
• InChIKey: RCEFMOGVOYEGJN-UHFFFAOYSA-N
• SMILES: C1C=C(NC(=O)N1C2=CC=CC=C2O)C3=CC(=CC=C3)[N+](=O)[O-]

Icilin (Cat No.: I003358) is an agonist specifically targeting the non-selective cation channel TRPM8. It exhibits antiproliferative properties and can activate the current of wild-type TRPM8 channels in a calcium-dependent manner. Notably, Icilin has the ability to induce cell cycle arrest in the G1 phase, making it of particular interest in prostate cancer research. Researchers looking to explore its potential therapeutic applications or seeking more information can reach out to us.

Reference

1:Structure-activity relationships of the prototypical TRPM8 agonist icilin. De Petrocellis L, Ortar G, Schiano Moriello A, Serum EM, Rusterholz DB.Bioorg Med Chem Lett. 2015 Jun 1;25(11):2285-90. doi: 10.1016/j.bmcl.2015.04.032. Epub 2015 Apr 16. PMID: 25935641 2:Icilin reduces voltage-gated calcium channel currents in naïve and injured DRG neurons in the rat spinal nerve ligation model. Hagenacker T, Lampe M, Schäfers M.Brain Res. 2014 Apr 4;1557:171-9. doi: 10.1016/j.brainres.2014.02.022. Epub 2014 Feb 18. PMID: 24560602 3:Icilin inhibits E2F1-mediated cell cycle regulatory programs in prostate cancer. Lee S, Chun JN, Kim SH, So I, Jeon JH.Biochem Biophys Res Commun. 2013 Nov 29;441(4):1005-10. doi: 10.1016/j.bbrc.2013.11.015. Epub 2013 Nov 12. PMID: 24239550 4:Camphor activates and sensitizes transient receptor potential melastatin 8 (TRPM8) to cooling and icilin. Selescu T, Ciobanu AC, Dobre C, Reid G, Babes A.Chem Senses. 2013 Sep;38(7):563-75. doi: 10.1093/chemse/bjt027. Epub 2013 Jul 4. PMID: 23828908 5:Supercooling agent icilin blocks a warmth-sensing ion channel TRPV3. Sherkheli MA, Gisselmann G, Hatt H.ScientificWorldJournal. 2012;2012:982725. doi: 10.1100/2012/982725. Epub 2012 Apr 1. PMID: 22548000 Free PMC Article6:[Comparative effects of menthol and icilin on the induced contraction of the smooth muscles of the vas deferens of normal and castrated rats]. Vladymyrova IA, Filippov IB, Kuliieva IeM, Iurkevych A, Skryma R, Prevarskaia N, Shuba IaM.Fiziol Zh. 2011;57(4):21-33. Ukrainian. PMID: 22164406 7:Topical TRPM8 agonist (icilin) relieved vulva pruritus originating from lichen sclerosus et atrophicus. Han JH, Choi HK, Kim SJ.Acta Derm Venereol. 2012 Sep;92(5):561-2. doi: 10.2340/00015555-1244. No abstract available. PMID: 22042233 Free Article8:Characterization of TRPM8-like channels activated by the cooling agent icilin in the macrophage cell line RAW 264.7. Wu SN, Wu PY, Tsai ML.J Membr Biol. 2011 May;241(1):11-20. doi: 10.1007/s00232-011-9358-6. Epub 2011 Mar 29. PMID: 21445583 9:Icilin-evoked behavioral stimulation is attenuated by alpha₂-adrenoceptor activation. Kim J, Cowan A, Lisek R, Raymondi N, Rosenthal A, Hirsch DD, Rawls SM.Brain Res. 2011 Apr 12;1384:110-7. doi: 10.1016/j.brainres.2011.02.002. PMID: 21315691 Free PMC Article10:Icilin induces G1 arrest through activating JNK and p38 kinase in a TRPM8-independent manner. Kim SH, Kim SY, Park EJ, Kim J, Park HH, So I, Kim SJ, Jeon JH.Biochem Biophys Res Commun. 2011 Mar 4;406(1):30-5. doi: 10.1016/j.bbrc.2011.01.094. Epub 2011 Feb 1. PMID: 21284938