1-[4-(benzyloxy)phenyl]-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol

• ChemBase ID: 169834
• Molecular Formular: C24H24O3
• Molecular Mass: 360.44556
• Monoisotopic Mass: 360.17254463
• SMILES: c1c(cc2c(c1)C(CCC2)(c1ccc(cc1)OCc1ccccc1)O)OC
• Canonical SMILES: COc1ccc2c(c1)CCCC2(O)c1ccc(cc1)OCc1ccccc1
• InChI: InChI=1S/C24H24O3/c1-26-22-13-14-23-19(16-22)8-5-15-24(23,25)20-9-11-21(12-10-20)27-17-18-6-3-2-4-7-18/h2-4,6-7,9-14,16,25H,5,8,15,17H2,1H3
• InChIKey: SEAUMVPUGNCROD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-(benzyloxy)phenyl]-6-methoxy-1,2,3,4-tetrahydronaphthalen-1-ol
• IUPAC Traditional name: 1-[4-(benzyloxy)phenyl]-6-methoxy-3,4-dihydro-2H-naphthalen-1-ol
• Synonyms: 4-[4-(4-Chlorophenyl)-4-hydroxy-1-piperidinyl]-1-(4-fluorophenyl)-1-butanone; R-1625; Aloperidin; Bioperidolo; Brotopon; Dozic; Einalon S; Haloperidol; 1-Hydroxy-6-methoxy-1-(4-benzyloxyphenyl)tetralin; 1,2,3,4-Tetrahydro-6-methoxy-1-[4-(phenylmethoxy)phenyl]-1-naphthalenol; rac 4-Hydroxy-7-methoxy-4-(4-benzyloxyphenyl)-1,2,3,4-tetrahydronaphthalene

Database IDs

• CAS Number: 52-86-8
• PubChem SID: 162263966
• PubChem CID: 71317189

CALCULATED PROPERTIES

• Acid pKa: 13.416905
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 5.113342
• LogD (pH = 7.4): 5.1133413
• Log P: 5.113342
• Molar Refractivity: 107.2979 cm^3
• Polarizability: 41.737625 Å^3
• Polar Surface Area: 38.69 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 148-150°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H103700

Antidyskinetic; antipsychotic.

REFERENCES

• Janicki, C.A., et al.: Anal. Profiles Drug Subs., 9, 341 (1980)
• Beresford, R., et al.: Drugs, 33, 31 (1987)