(R)-(2,3-dimethoxyphenyl)({1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl})methanol hydrochloride

• ChemBase ID: 179554
• Molecular Formular: C22H29ClFNO3
• Molecular Mass: 409.9219632
• Monoisotopic Mass: 409.18199969
• SMILES: c1c(c(c(cc1)[C@@H](C1CCN(CC1)CCc1ccc(cc1)F)O)OC)OC.Cl
• Canonical SMILES: COc1cccc(c1OC)[C@@H](C1CCN(CC1)CCc1ccc(cc1)F)O.Cl
• InChI: InChI=1S/C22H28FNO3.ClH/c1-26-20-5-3-4-19(22(20)27-2)21(25)17-11-14-24(15-12-17)13-10-16-6-8-18(23)9-7-16;/h3-9,17,21,25H,10-15H2,1-2H3;1H/t21-;/m1./s1
• InChIKey: SGTCZHOIXUDOLR-ZMBIFBSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (R)-(2,3-dimethoxyphenyl)({1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl})methanol hydrochloride
• IUPAC Traditional name: volinanserin hydrochloride
• Synonyms: (αR)-α-(2,3-Dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol Hydrochloride; (+)-α-(2,3-Dimethoxyphenyl)-1-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol Hydrochloride; (+)-MDL 100907; M 100907; MDL 100907; R-MDL 100907; Volinanserin Hydrochloride Salt

Database IDs

• CAS Number: 139290-65-6
• PubChem SID: 164235464
• PubChem CID: 46783256

CALCULATED PROPERTIES

• Acid pKa: 13.946017
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.538078
• LogD (pH = 7.4): 2.2298386
• Log P: 3.5935638
• Molar Refractivity: 105.3236 cm^3
• Polarizability: 40.676834 Å^3
• Polar Surface Area: 41.93 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Off-White Solid
• Melting Point: 172-175°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - V755000

A serotonin 5-HT2A receptor antagonist. Used as potential controls in various biological studies.

REFERENCES

• Wong, D.F., et al.: Science, 226, 1393 (1984)
• Blin, J., et al.: Eur. J. Pharmacol., 147, 73 (1984)
• Kehne, J.H., et al.: J. Pharmacol. Exp. Ther., 277, 968 (1984)