1-[bis(4-fluorophenyl)methyl]-4-[(2,3,4-trimethoxyphenyl)methyl]piperazine

• ChemBase ID: 172370
• Molecular Formular: C27H30F2N2O3
• Molecular Mass: 468.5355064
• Monoisotopic Mass: 468.22244927
• SMILES: c1cc(ccc1C(N1CCN(CC1)Cc1ccc(c(c1OC)OC)OC)c1ccc(cc1)F)F
• Canonical SMILES: COc1c(ccc(c1OC)OC)CN1CCN(CC1)C(c1ccc(cc1)F)c1ccc(cc1)F
• InChI: InChI=1S/C27H30F2N2O3/c1-32-24-13-8-21(26(33-2)27(24)34-3)18-30-14-16-31(17-15-30)25(19-4-9-22(28)10-5-19)20-6-11-23(29)12-7-20/h4-13,25H,14-18H2,1-3H3
• InChIKey: JQSAYKKFZOSZGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[bis(4-fluorophenyl)methyl]-4-[(2,3,4-trimethoxyphenyl)methyl]piperazine
• IUPAC Traditional name: lomerizine
• Synonyms: 1-[bis(4-fluorophenyl)methyl]-4-[(2,3,4-trimethoxyphenyl)methyl]piperazine Hydrochloride; KB-2796; Terranas; Lomerizine Dihydrochloride; 7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one; Ativan; Emotival; Lorax; Lorsilan; Tavor; Wypax; Wy-4036; Lorazepam

Database IDs

• CAS Number: 846-49-1; 101477-54-7
• PubChem SID: 164228280
• PubChem CID: 3949

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 3.4496648
• LogD (pH = 7.4): 4.89666
• Log P: 5.0828657
• Molar Refractivity: 129.3686 cm^3
• Polarizability: 49.74478 Å^3
• Polar Surface Area: 34.17 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetonitrile; Chloroform; DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid; White Solid
• Melting Point: 165-177°C; 214-218°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer; Controlled Substance, -20°C Freezer
• Storage Warning: hygroscopic

DETAILS

Toronto Research Chemicals - L469850

An anxiolytic, and anticonvulsant.Controlled substance (depressant).

Toronto Research Chemicals - L469430

A diphenylpiperazine calcium channel blocker. A selective cerebral vasodilator. Antimigraine.

REFERENCES

• Rutgers, G., et al.: Anal. Profiles Drug Subs., 9, 397 (1980)
• Korkmaz, S., et al.: Eur. Neuropsychopharmacol., 8, 175 (1980)
• D’Onofrio, G., et al.: N. Engl. J. Med., 340, 915 (1980)
• Kanazawa, T., et al.: J. Cardiovasc. Pharmacol., 16, 430 (1990)
• Hara, H., et al.: Arch. Int. Pharmacodyn, 304, 206 (1990)
• Danielisova, V., et al.: Neurochem. Res., 19, 1503 (1994)