(2R,4S)-4-(3,4-dichlorophenyl)-2-hydroxy-1,2,3,4-tetrahydronaphthalen-1-one

• ChemBase ID: 166140
• Molecular Formular: C16H12Cl2O2
• Molecular Mass: 307.17128
• Monoisotopic Mass: 306.02143498
• SMILES: C1[C@H](C(=O)c2c([C@@H]1c1ccc(c(c1)Cl)Cl)cccc2)O
• Canonical SMILES: O[C@@H]1C[C@@H](c2ccc(c(c2)Cl)Cl)c2c(C1=O)cccc2
• InChI: InChI=1S/C16H12Cl2O2/c17-13-6-5-9(7-14(13)18)12-8-15(19)16(20)11-4-2-1-3-10(11)12/h1-7,12,15,19H,8H2/t12-,15+/m0/s1
• InChIKey: KVZFTTORFMNPDL-SWLSCSKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4S)-4-(3,4-dichlorophenyl)-2-hydroxy-1,2,3,4-tetrahydronaphthalen-1-one
• IUPAC Traditional name: (2R,4S)-4-(3,4-dichlorophenyl)-2-hydroxy-3,4-dihydro-2H-naphthalen-1-one
• Synonyms: 4-(S)-(3,4-Dichlorophenyl)-3,4-dihydro-2-(R,S)-hydroxy-2H-naphthalen-1-one; (2R-trans)-4-(3,4-Dichlorophenyl)-3,4-dihydro-2-hydroxy-1(2H)-naphthalenone; 4-(S)-1-Des(methylamine)-1-oxo-2-(R,S)-hydroxy Sertraline

Database IDs

• CAS Number: 124345-10-4
• PubChem SID: 162260273
• PubChem CID: 29940697

CALCULATED PROPERTIES

• Acid pKa: 13.291663
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.038971
• LogD (pH = 7.4): 4.0389705
• Log P: 4.038971
• Molar Refractivity: 80.0721 cm^3
• Polarizability: 31.000036 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Dark Orange Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D288760

A metabolite of Sertraline.Specific Rotation: +41.1o (c = 0.11, chloroform)