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- ICILIN
-
- $31.00
-
2026-06-02
- CAS:36945-98-9
- Purity: 98.64%
- Supply Ability: 10g
- Icilin
-
- $15.00
-
2021-07-13
- CAS:36945-98-9
- Min. Order: 1KG
- Purity: 99%+ HPLC
- Icilin
-
- $15.00
-
2021-07-10
- CAS:36945-98-9
- Min. Order: 1KG
- Purity: 99%+ HPLC
|
| Product Name: | ICILIN | | Synonyms: | ICILIN;3,6-DIHYDRO-1-(2-HYDROXYPHENYL)-4-(3-NITROPHENYL)-2(1H)-PYRIMIDINONE;3,4-DIHYDRO-3-(2-HYDROXYPHENYL)-6-(3-NITROPHENYL)-(1H)-PYRIMIDIN-2-ONE;1-(2-HYDROXYPHENYL)-4-(3-NITROPHENYL)-1,2,3,6-TETRAHYDROPYRIMIDIN-2-ONE;1-(2-hydroxyphenyl)-4-(3-nitrophenyl)-1,2,3,6-tetrahydropyrimidine-2-one;3,6-dihydro-1-(2-hydroxyphenyl)-4-(3-nitrophenyl)-2(1h)-pyrimidinon;Iciline;Icilin,AG-3-5, >96% | | CAS: | 36945-98-9 | | MF: | C16H13N3O4 | | MW: | 311.29 | | EINECS: | | | Product Categories: | Vanilloid/TRPV channel;Inhibitors | | Mol File: | 36945-98-9.mol |  |
| | ICILIN Chemical Properties |
| Boiling point | 594.8±50.0 °C(Predicted) | | density | 1.415±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | solubility | DMSO: 15 mg/mL, soluble | | form | solid | | pka | 9.94±0.35(Predicted) | | color | yellow | | Stability: | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months. | | 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 | C1(=O)N(C2=CC=CC=C2O)CC=C(C2=CC=CC([N+]([O-])=O)=C2)N1 |
| Hazard Codes | Xn | | Risk Statements | 20/21/22 | | Safety Statements | 26-36 | | WGK Germany | 3 | | RTECS | UW7397500 | | Storage Class | 11 - Combustible Solids |
| | ICILIN Usage And Synthesis |
| Description | Icilin (36945-98-9) is an activator of cold-sensitive TRP channels with 2.5-fold greater efficacy and 200-fold greater potency than menthol (EC50= 0.36 μM for CRM1, rat orthologue of TRPM8).1 Activator at TRPM8 (EC50= 0.2 μM)2and ANKTM1(TRPA1)3. Activator effects require Ca2+and are pH dependent.2,4Icilin induced G1arrest in PC-3 prostate cancer cells without cell death.5 | | Uses | Icilin has been used as cooling agent in anterior ventromedial preoptic area (VMPO) neurons. | | Definition | ChEBI: 3-(2-hydroxyphenyl)-6-(3-nitrophenyl)-1,4-dihydropyrimidin-2-one is a C-nitro compound. | | 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). | | 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 (EC 50 = 0.36 μ M) more potently than menthol or low temperatures. Produces "wet shakes" in vivo . | | Biochem/physiol Actions | Icilin is a potent agonist at the CMR1 cold- and menthol-sensitive receptor. | | storage | Room temperature | | References | [1] DAVID D. MCKEMY David J Werner M Neuhausser. Identification of a cold receptor reveals a general role for TRP channels in thermosensation[J]. Nature, 2002, 416 6876: 52-58. DOI:10.1038/nature719
[2] DAVID A ANDERSSON Stuart B Henry W N Chase. TRPM8 activation by menthol, icilin, and cold is differentially modulated by intracellular pH.[J]. Journal of Neuroscience, 2004, 24 23: 5364-5369. DOI:10.1523/jneurosci.0890-04.2004
[3] GINA M STORY. ANKTM1, a TRP-like channel expressed in nociceptive neurons, is activated by cold temperatures.[J]. Cell, 2003, 112 6: 819-829. DOI:10.1016/s0092-8674(03)00158-2
[4] HUAI-HU CHUANG David J Werner M Neuhausser. The super-cooling agent icilin reveals a mechanism of coincidence detection by a temperature-sensitive TRP channel.[J]. Neuron, 2004, 43 6: 859-869. DOI:10.1016/j.neuron.2004.08.038
[5] SU-HWA KIM . Icilin induces G1 arrest through activating JNK and p38 kinase in a TRPM8-independent manner[J]. Biochemical and biophysical research communications, 2011, 406 1: Pages 30-35. DOI:10.1016/j.bbrc.2011.01.094 |
| | ICILIN Preparation Products And Raw materials |
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