phenyl[1-(3-phenylpropyl)piperidin-4-yl]methanol

• ChemBase ID: 153281
• Molecular Formular: C21H27NO
• Molecular Mass: 309.44518
• Monoisotopic Mass: 309.20926449
• SMILES: c1ccc(cc1)CCCN1CCC(CC1)C(c1ccccc1)O
• Canonical SMILES: OC(c1ccccc1)C1CCN(CC1)CCCc1ccccc1
• InChI: InChI=1S/C21H27NO/c23-21(19-11-5-2-6-12-19)20-13-16-22(17-14-20)15-7-10-18-8-3-1-4-9-18/h1-6,8-9,11-12,20-21,23H,7,10,13-17H2
• InChIKey: CTDVLAJTGZQELM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: phenyl[1-(3-phenylpropyl)piperidin-4-yl]methanol
• IUPAC Traditional name: phenyl[1-(3-phenylpropyl)piperidin-4-yl]methanol
• Synonyms: α-Phenyl-1-(2-phenylethyl)-4-piperidinemethanol; Glemanserin; MDL11939; MDL 11939

Database IDs

• CAS Number: 107703-78-6
• PubChem SID: 162247420
• PubChem CID: 11426865

CALCULATED PROPERTIES

• Acid pKa: 14.22259
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.8685858
• LogD (pH = 7.4): 2.263164
• Log P: 4.210773
• Molar Refractivity: 96.7818 cm^3
• Polarizability: 37.90096 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥8 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H25NO

DETAILS

Sigma Aldrich - SML0115

Biochem/physiol Actions
MDL 11,939 is a potent, selective and orally active 5-HT2 receptor antagonist (ASTAR). Ki values values are in the low nanomolar range for 5-HT2A with over 100-fold selectivity over 5-HT2C receptors and low or no affinity for non-5-HT2 receptors or transporters.