(3S,4R)-3-[(2H-1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine; but-2-enedioic acid

• ChemBase ID: 154977
• Molecular Formular: C23H24FNO7
• Molecular Mass: 445.4375632
• Monoisotopic Mass: 445.15368033
• SMILES: c1cc(ccc1[C@@H]1CCNC[C@H]1COc1ccc2c(c1)OCO2)F.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: Fc1ccc(cc1)[C@@H]1CCNC[C@H]1COc1ccc2c(c1)OCO2.OC(=O)/C=C/C(=O)O
• InChI: InChI=1S/C19H20FNO3.C4H4O4/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18;5-3(6)1-2-4(7)8/h1-6,9,14,17,21H,7-8,10-12H2;1-2H,(H,5,6)(H,7,8)/t14-,17-;/m0./s1
• InChIKey: AEIUZSKXSWGSRU-RVXRQPKJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-3-[(2H-1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine; but-2-enedioic acid
• IUPAC Traditional name: butenedioic acid; paroxetine
• Synonyms: (3S-trans)-3-[(1,3-Benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine maleate salt; BRL-29060; FG-7051; Paroxetine maleate salt

Database IDs

• CAS Number: 64006-44-6
• MDL Number: MFCD01742665
• PubChem SID: 162249115
• PubChem CID: 6537147

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.055298023
• LogD (pH = 7.4): 0.82675153
• Log P: 3.1482487
• Molar Refractivity: 88.0237 cm^3
• Polarizability: 34.4942 Å^3
• Polar Surface Area: 39.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ~12 mg/mL; H2O: insoluble
• Apperance: white to off-white solid

Safety Information

• RTECS: TM4569300
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H20FNO3 · C4H4O4

DETAILS

Sigma Aldrich - P1372

Biochem/physiol Actions
Paroxetine maleate is a selective serotonin reuptake inhibitor; antidepressant.
Legal Information
Sold with the permission of Glaxo-Smith-Kline