1-[2-(4-methoxyphenyl)-2-[3-(4-methoxyphenyl)propoxy]ethyl]-1H-imidazole hydrochloride

• ChemBase ID: 105178
• Molecular Formular: C22H27ClN2O3
• Molecular Mass: 402.91438
• Monoisotopic Mass: 402.17102041
• SMILES: Cl.COc1ccc(CCCOC(Cn2ccnc2)c2ccc(OC)cc2)cc1
• Canonical SMILES: COc1ccc(cc1)CCCOC(c1ccc(cc1)OC)Cn1ccnc1.Cl
• InChI: InChI=1S/C22H26N2O3.ClH/c1-25-20-9-5-18(6-10-20)4-3-15-27-22(16-24-14-13-23-17-24)19-7-11-21(26-2)12-8-19;/h5-14,17,22H,3-4,15-16H2,1-2H3;1H
• InChIKey: FWLPKVQUECFKSW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[2-(4-methoxyphenyl)-2-[3-(4-methoxyphenyl)propoxy]ethyl]-1H-imidazole hydrochloride
• IUPAC Traditional name: 1-[2-(4-methoxyphenyl)-2-[3-(4-methoxyphenyl)propoxy]ethyl]imidazole hydrochloride
• Synonyms: 1-[2-(4-Methoxyphenyl)-2-[3-(4-methoxyphenyl)propoxy]ethyl]imidazole; 1-[β-(3-(4-Methoxyphenyl)propoxy)-4-methoxyphenethyl]-1H-imidazole hydrochloride; SKF-96365; 1-[β-[3-(4-Methoxyphenyl)propoxy]-4-methoxyphenethyl]-1H-imidazole; SK & F 96365 HYDROCHLORIDE

Database IDs

• CAS Number: 130495-35-1
• MDL Number: MFCD00236407
• PubChem SID: 162092262; 24278710
• PubChem CID: 104955

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.4278712
• LogD (pH = 7.4): 3.8923674
• Log P: 3.958077
• Molar Refractivity: 106.1308 cm^3
• Polarizability: 41.103424 Å^3
• Polar Surface Area: 45.51 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL; H2O: >20 mg/mL
• Apperance: white solid

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98% (HPLC); 98%

DETAILS

MP Biomedicals - 02158992

Hydrochloride
Purity: 98%
Specifically inhibits receptor-mediated calcium entry in platelets, neutrophils, and endothelial cells.

Sigma Aldrich - S7809

Biochem/physiol Actions
SKF-96365 is a selective inhibitor of receptor-mediated Ca2+ entry and voltage-gated Ca2+ entry. In circular smooth muscle bundles isolated from the guinea-pig stomach antrum, the effects of quinidine, Ni2+, flufenamic acid, niflumic acid, La3+, SKF-96365 and 4′-diisothiocyanatostilbene-2,2′-disulphonic acid (DIDS) on acetylcholine (ACh)-induced depolarization were investigated. SKF-96365 (3-50 μM) depolarized the membrane in a concentration-dependent manner, but did not change the level of ACh-induced depolarization. These results provide evidence that ACh-induced depolarization is not inhibited by chemicals known to inhibit non-selective cation channels.

REFERENCES

• Merrit, J.E., et al., Biochem. J. , 271 : 515, (1990).
• Fasolato, C., et al., J. Biol. Chem. , 265 : 20351, (1990).
• Blayney, L.M., et al., Biochem. J. , 273 : 803, (1991).
• Chan, J. and Greenberg, D.A., Biochem. Biophys. Res. Commun. , 177 : 1141, (1991).