1-[bis(4-chlorophenyl)methyl]-3-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazol-3-ium chloride

• ChemBase ID: 105195
• Molecular Formular: C31H23Cl7N2O
• Molecular Mass: 687.69812
• Monoisotopic Mass: 683.96300713
• SMILES: [Cl-].Clc1ccc(cc1)C(n1cc[n+](CC(OCc2ccc(Cl)cc2Cl)c2c(Cl)cc(Cl)cc2)c1)c1ccc(Cl)cc1
• Canonical SMILES: Clc1ccc(cc1)C(n1cc[n+](c1)CC(c1ccc(cc1Cl)Cl)OCc1ccc(cc1Cl)Cl)c1ccc(cc1)Cl.[Cl-]
• InChI: InChI=1S/C31H23Cl6N2O.ClH/c32-23-6-1-20(2-7-23)31(21-3-8-24(33)9-4-21)39-14-13-38(19-39)17-30(27-12-11-26(35)16-29(27)37)40-18-22-5-10-25(34)15-28(22)36;/h1-16,19,30-31H,17-18H2;1H/q+1;/p-1
• InChIKey: YGEIMSMISRCBFF-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[bis(4-chlorophenyl)methyl]-3-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]-1H-imidazol-3-ium chloride
• IUPAC Traditional name: 3-[bis(4-chlorophenyl)methyl]-1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazol-1-ium chloride
• Synonyms: COMPOUND 48/80; Compound R24571, [1-bis-p-chlorophenyl) methyl]-3-[2,4-dichloro-β-(2,4-dichlorobenzyloxy) phenyl]-imidazolium chloride; CALMIDAZOLIUM

Database IDs

• CAS Number: 57265-65-3; 94724-12-6
• PubChem SID: 162092317
• PubChem CID: 644274

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.1248426
• LogD (pH = 7.4): 7.1248426
• Log P: 7.1248426
• Molar Refractivity: 166.5158 cm^3
• Polarizability: 64.89699 Å^3
• Polar Surface Area: 18.04 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• Storage Condition: 0°C, Desiccate; Room Temperature (15-30°C), Desiccate
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• Hazard Class: 6.1
• Packing Group: II
• Australian Hazchem: 2XE
• Risk Statements: R:22
• Safety Statements: S:36/37/39
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 154

DETAILS

MP Biomedicals - 02190074

Calmidazolium inhibits the Ca^2+ calmodulin dependent PDE. Approx. 500 times more powerful than trifluoperazine.

MP Biomedicals - 02159026

Oligomeric mixture of condensation products from N-methyl-p-methoxyphenethylamine and formaldehyde. Protein G activator similar to mastoparan. Calmodulin and platelet PLC inhibitor. Also acts as a histamine releaser.

REFERENCES

• Van Belle, H. in "Cell Calcium" , 2 : 483-494, (1981).
• Mousli, M., et al., FEBS Lett., 259: 260 (1990).
• Gietzen, K., et al.,Biochim. Biophys. Acta., 736: 109 (1983).
• Gietzen, K., Biochem. J., 216: 611 (1983).
• Bronner, C., et al., Biochim. Biophys. Acta., 920: 301 (1987).