(3S,4R)-4-(4-fluorophenyl)-3-[({6-[(6-{[(4R)-4-(4-fluorophenyl)piperidin-3-yl]methoxy}-2H-1,3-benzodioxol-5-yl)methyl]-2H-1,3-benzodioxol-5-yl}oxy)methyl]piperidine

• ChemBase ID: 173627
• Molecular Formular: C39H40F2N2O6
• Molecular Mass: 670.7415064
• Monoisotopic Mass: 670.28544345
• SMILES: C1C[C@H]([C@@H](CN1)COc1cc2c(cc1Cc1cc3c(cc1OCC1[C@@H](CCNC1)c1ccc(cc1)F)OCO3)OCO2)c1ccc(cc1)F
• Canonical SMILES: Fc1ccc(cc1)[C@@H]1CCNCC1COc1cc2OCOc2cc1Cc1cc2OCOc2cc1OC[C@@H]1CNCC[C@H]1c1ccc(cc1)F
• InChI: InChI=1S/C39H40F2N2O6/c40-30-5-1-24(2-6-30)32-9-11-42-18-28(32)20-44-34-16-38-36(46-22-48-38)14-26(34)13-27-15-37-39(49-23-47-37)17-35(27)45-21-29-19-43-12-10-33(29)25-3-7-31(41)8-4-25/h1-8,14-17,28-29,32-33,42-43H,9-13,18-23H2/t28-,29?,32-,33-/m0/s1
• InChIKey: VKTXNNYQYBNOJB-KYOYNIGOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4R)-4-(4-fluorophenyl)-3-[({6-[(6-{[(4R)-4-(4-fluorophenyl)piperidin-3-yl]methoxy}-2H-1,3-benzodioxol-5-yl)methyl]-2H-1,3-benzodioxol-5-yl}oxy)methyl]piperidine
• IUPAC Traditional name: (3S,4R)-4-(4-fluorophenyl)-3-[({6-[(6-{[(4R)-4-(4-fluorophenyl)piperidin-3-yl]methoxy}-2H-1,3-benzodioxol-5-yl)methyl]-2H-1,3-benzodioxol-5-yl}oxy)methyl]piperidine
• Synonyms: Bis(3,4-methylenedioxy-6-[(3S,4R)-4-(4-fluorophenyl)piperidine-3-ylmethoxy]methaneDiHydrochloride; 3,3'-[Methylenebis(1,3-benzodioxole-6,5-diyloxymethylene)]bis[4-(4-fluorophenyl)piperidine DiHydrochloride; Methylene-Bis Paroxetine Dihydrochloride

Database IDs

• CAS Number: 606968-05-2
• PubChem SID: 164229537
• PubChem CID: 71750302

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 0.007952179
• LogD (pH = 7.4): 1.7720513
• Log P: 6.4150457
• Molar Refractivity: 179.7266 cm^3
• Polarizability: 70.02509 Å^3
• Polar Surface Area: 79.44 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Light-Beige Solid
• Melting Point: 196-199°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M303940

It is used in the chiral HPLC method for chiral purity determination of Paroxetine drug substance.

REFERENCES

• Zukowski, J., et al.: Chirality, 15, 600 (2003)