2-[5-(3-chlorophenyl)furan-2-yl]-4,5-bis(4-methoxyphenyl)-1H-imidazole

• ChemBase ID: 154308
• Molecular Formular: C27H21ClN2O3
• Molecular Mass: 456.92024
• Monoisotopic Mass: 456.12407022
• SMILES: COc1ccc(cc1)c1c(nc([nH]1)c1ccc(o1)c1cccc(c1)Cl)c1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)c1[nH]c(nc1c1ccc(cc1)OC)c1ccc(o1)c1cccc(c1)Cl
• InChI: InChI=1S/C27H21ClN2O3/c1-31-21-10-6-17(7-11-21)25-26(18-8-12-22(32-2)13-9-18)30-27(29-25)24-15-14-23(33-24)19-4-3-5-20(28)16-19/h3-16H,1-2H3,(H,29,30)
• InChIKey: FEEOFPAEDSMOTO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-bis(4-methoxyphenyl)-1H-imidazole
• IUPAC Traditional name: 2-[5-(3-chlorophenyl)furan-2-yl]-4,5-bis(4-methoxyphenyl)-3H-imidazole
• Synonyms: 2-[5-(3-Chlorophenyl)-2-furanyl]-4,5-bis(4-methoxyphenyl)-1H imidazole; Neurodazine

Database IDs

• CAS Number: 937807-66-4
• MDL Number: MFCD08906055
• PubChem SID: 162248447
• PubChem CID: 16112820

CALCULATED PROPERTIES

• Acid pKa: 10.807786
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 6.388156
• LogD (pH = 7.4): 6.3957744
• Log P: 6.3960233
• Molar Refractivity: 139.0281 cm^3
• Polarizability: 54.13527 Å^3
• Polar Surface Area: 60.28 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: powder, yellow

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 1
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-41
• Safety Statements: 26-39-45
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H318-H413
• GHS Precautionary statements: P280-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C27H21ClN2O3

DETAILS

Sigma Aldrich - N6664

Biochem/physiol Actions
Neurodazine is a promoter of neurogenesis. It induces a generation of new nerve cells from skeletal muscle fibers both immature, differentiated myotubes and mature skeletal muscle. Neurodazine promotes the expression of neuron-specific markers in treated C2C12 cells (neurogenesis). In addition, in conjunction with a microtubule-destabilizing agent, Neurodazine allows neurogenic conversion of both differentiated immature myotubes and mature skeletal muscle. Neurodazine is a potential alternative approach to using stem cells.