1-[bis(4-fluorophenyl)methyl]-4-[3-(3,4-dimethoxyphenyl)prop-2-en-1-yl]piperazine

• ChemBase ID: 178836
• Molecular Formular: C28H30F2N2O2
• Molecular Mass: 464.5468064
• Monoisotopic Mass: 464.22753465
• SMILES: c1c(ccc(c1)C(N1CCN(CC1)C/C=C/c1cc(c(cc1)OC)OC)c1ccc(cc1)F)F
• Canonical SMILES: COc1cc(/C=C/CN2CCN(CC2)C(c2ccc(cc2)F)c2ccc(cc2)F)ccc1OC
• InChI: InChI=1S/C28H30F2N2O2/c1-33-26-14-5-21(20-27(26)34-2)4-3-15-31-16-18-32(19-17-31)28(22-6-10-24(29)11-7-22)23-8-12-25(30)13-9-23/h3-14,20,28H,15-19H2,1-2H3
• InChIKey: CELDOXOGIZIYPY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[bis(4-fluorophenyl)methyl]-4-[3-(3,4-dimethoxyphenyl)prop-2-en-1-yl]piperazine
• IUPAC Traditional name: 1-[bis(4-fluorophenyl)methyl]-4-[3-(3,4-dimethoxyphenyl)prop-2-en-1-yl]piperazine
• Synonyms: 1-[Bis(4-fluorophenyl)methyl]-4-[3-(3,4-dimethoxyphenyl)-2-propenyl]piperazine Dihydrochloride; PU 122; (E/Z)-Trelnarizine Dihydrochloride(Mixture)

Database IDs

• CAS Number: 99661-27-5
• PubChem SID: 164234746
• PubChem CID: 127391

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.882148
• LogD (pH = 7.4): 5.5096874
• Log P: 5.8504524
• Molar Refractivity: 133.224 cm^3
• Polarizability: 50.7318 Å^3
• Polar Surface Area: 24.94 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T718800

It is a vasodilator in rats and rabbits with activity comparable to that of Flunarizine (F455200) and inhibited blood platelet aggregation more effectively than acetylsalicylic acid.

REFERENCES

• Marzo A., et al.: J. Chromatogr., 497 296 (1989)