[(3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl]methanol

• ChemBase ID: 68513
• Molecular Formular: C13H18FNO
• Molecular Mass: 223.2865232
• Monoisotopic Mass: 223.13724242
• SMILES: N1(C[C@H]([C@@H](CC1)c1ccc(cc1)F)CO)C
• Canonical SMILES: OC[C@@H]1CN(C)CC[C@H]1c1ccc(cc1)F
• InChI: InChI=1S/C13H18FNO/c1-15-7-6-13(11(8-15)9-16)10-2-4-12(14)5-3-10/h2-5,11,13,16H,6-9H2,1H3/t11-,13-/m0/s1
• InChIKey: CXRHUYYZISIIMT-AAEUAGOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl]methanol
• IUPAC Traditional name: [(3S,4R)-4-(4-fluorophenyl)-1-methylpiperidin-3-yl]methanol
• Synonyms: (3S,4R)-4-(4-Fluorophenyl)-3-hydroxymethyl-1-methylpiperidine; (3S,4R)-4-(4-Fluorophenyl)-3-hydroxymethyl-1-methylpiperidine; (3S,4R)-4-(4-Fluorophenyl)-1-methyl-3-piperidinemethanol; (4R,3S)-4-(4-Fluorophenyl)-1-methyl-3-piperidinemethanol; (3S-trans)-4-(4-Fluorophenyl)-1-methyl-3-piperidinemethanol; (-)-trans-4-(4-Fluorophenyl)-3-hydroxymethyl-1-methylpiperidine; [(3S,4R)-4-(4-Fluorophenyl)-1-methylpiperidin-3-yl]methanol; Paroxol; (+/-)-Paroxol; (+/-)-trans-4-(4-Fluorophenyl)-3-(hydroxymethyl)-1-methylpiperidine; trans-3-Hydroxymethyl-4-(4-fluorophenyl)-N-methylpiperidine; trans-N-Methyl-4-(4-fluorophenyl)-3-(hydroxymethyl)piperidine; trans-4-(p-Fluorophenyl)-1-methyl-3-piperidinecarbinol; rac-trans Paroxol; (3S,4R)-4-(4-氟苯基)-1-甲基-3-哌啶甲醇

Database IDs

• CAS Number: 105812-81-5; 109887-53-8
• EC Number: 406-030-4
• MDL Number: MFCD06658161
• PubChem SID: 162034244
• PubChem CID: 2734218

CALCULATED PROPERTIES

• Acid pKa: 15.411481
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.554997
• LogD (pH = 7.4): 0.09511533
• Log P: 1.5739115
• Molar Refractivity: 63.2916 cm^3
• Polarizability: 24.208626 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 119-121°C; 93-98°C
• Optical Rotation: -34 (c=1 in methanol)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• European Hazard Symbols: Nature polluting (N); X
• UN Number: UN3077
• Hazard Class: 9
• Packing Group: III
• Risk Statements: 22-41-51/53
• Safety Statements: 22-24-26-37/39-61
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS07; GHS09
• GHS Hazard statements: H318-H302-H411-H401
• GHS Precautionary statements: P261-P280B-P262-P273-P305+P351+P338

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - P205795

Racemic Paroxetine intermediate.

Toronto Research Chemicals - P205800

An intermediate in the synthesis of Paroxetine (P205750), a selective serotonin reuptake inhibitor.

REFERENCES

• Dechant, K., et al.: Drugs, 41, 225 (1991)