Icilin

Base Information

• Chemical Name: Icilin
• CAS No.: 36945-98-9
• Molecular Formula: C16H13 N3 O4
• Molecular Weight: 311.297
• Hs Code.: 2933599090
• European Community (EC) Number: 636-832-1
• UNII: CS70PZQ4QJ
• DSSTox Substance ID: DTXSID70190442
• Nikkaji Number: J22.641F
• Wikipedia: Icilin
• Wikidata: Q5986473
• Pharos Ligand ID: UPLB6QQBRNLF
• ChEMBL ID: CHEMBL258405
• Mol file: 36945-98-9.mol

Synonyms:1-(2-hydroxyphenyl)-4-(3-nitrophenyl)-1,2,3,6-tetrahydropyrimidin-2-one;AG 3-5;AG-3-5 compound;icilin

Chemical Property of Icilin

Chemical Property:

• Appearance/Colour: Light yellow solid.
• Vapor Pressure: 9.67E-15mmHg at 25°C
• Melting Point: 200-208ºC
• Boiling Point: 594.8 ºC at 760 mmHg
• PKA: 9.94±0.35(Predicted)
• Flash Point: 313.5 ºC
• PSA: 98.39000
• Density: 1.415 g/cm³
• LogP: 3.78810
• Storage Temp.: Store at RT
• Solubility.: DMSO: 15 mg/mL, soluble
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 311.09060590
• Heavy Atom Count: 23
• Complexity: 502

Purity/Quality:

99% ^*data from raw suppliers

Icilin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=C(NC(=O)N1C2=CC=CC=C2O)C3=CC(=CC=C3)[N+](=O)[O-]
• 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)2?and ANKTM1(TRPA1)3. Activator effects require Ca2+?and are pH dependent.2,4?Icilin induced G1?arrest 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.

Technology Process of Icilin

There total 1 articles about Icilin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

→ 3-(2-hydroxy-phenyl)-6-(3-nitro-phenyl)-3,4-dihydro-1H-pyrimidin-2-one (36945-98-9)

Guidance literature:

aus Aminoketon 1B, KOCN;