4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-one

• ChemBase ID: 66732
• Molecular Formular: C16H12Cl2O
• Molecular Mass: 291.17188
• Monoisotopic Mass: 290.02652036
• SMILES: C1(=O)CCC(c2ccccc12)c1cc(c(cc1)Cl)Cl
• Canonical SMILES: O=C1CCC(c2c1cccc2)c1ccc(c(c1)Cl)Cl
• InChI: InChI=1S/C16H12Cl2O/c17-14-7-5-10(9-15(14)18)11-6-8-16(19)13-4-2-1-3-12(11)13/h1-5,7,9,11H,6,8H2
• InChIKey: JGMBHJNMQVKDMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-one
• IUPAC Traditional name: 4-(3,4-dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one
• Synonyms: 4-(3,4-Dichlorophenyl)-3,4-dihydronaphthalen-1(2H)-one; (+/-)-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone; 4-(3,4-Dichlorophenyl)-1-oxo-1,2,3,4-tetrahydronaphthalene; 4-(3,4-Dichlorophenyl)-1-tetralone; CP 52608; Sertraline Tetralone; Sertralone; rac 4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenone; 4-(3,4-Dichlorophenyl)-3,4-dihydro-2H-naphthalen-1-one; 4-(3,4-Dichlorophenyl)-1-tetralone

Database IDs

• CAS Number: 79560-19-3
• MDL Number: MFCD02093088
• PubChem SID: 162032468
• PubChem CID: 3746251

CALCULATED PROPERTIES

• Acid pKa: 16.120476
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.910037
• LogD (pH = 7.4): 4.910037
• Log P: 4.910037
• Molar Refractivity: 78.5799 cm^3
• Polarizability: 30.363977 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Solid
• Melting Point: 97-99°C; 97-99°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT; Irritant
• TSCA Listed: false

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - D435705

An intermediate in the synthesis of the drug Sertraline.

REFERENCES

• Almansa, C., et al.: J. Med. Chem., 39, 2197 (1996)
• Negus, S., et al.: J. Pharmacol. Exp. Ther., 291, 60 (1996)