1-{2-[4-(6-methoxy-2-phenyl-3,4-dihydronaphthalen-1-yl)phenoxy]ethyl}pyrrolidine hydrochloride

• ChemBase ID: 155059
• Molecular Formular: C29H32ClNO2
• Molecular Mass: 462.02288
• Monoisotopic Mass: 461.21215695
• SMILES: COc1ccc2c(c1)CCC(=C2c1ccc(cc1)OCCN1CCCC1)c1ccccc1.Cl
• Canonical SMILES: COc1ccc2c(c1)CCC(=C2c1ccc(cc1)OCCN1CCCC1)c1ccccc1.Cl
• InChI: InChI=1S/C29H31NO2.ClH/c1-31-26-14-16-28-24(21-26)11-15-27(22-7-3-2-4-8-22)29(28)23-9-12-25(13-10-23)32-20-19-30-17-5-6-18-30;/h2-4,7-10,12-14,16,21H,5-6,11,15,17-20H2,1H3;1H
• InChIKey: HJOOGTROABIIIU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{2-[4-(6-methoxy-2-phenyl-3,4-dihydronaphthalen-1-yl)phenoxy]ethyl}pyrrolidine hydrochloride
• IUPAC Traditional name: nafoxidine hydrochloride
• Synonyms: 1-[2-[4-(3,4-dihydro-6-methoxy-2-phenyl-1-naphthalenyl)phenoxy]ethyl]-pyrrolidine hydrochloride; CP-5600; Nafoxidene hydrochloride; PNU-0011100; Nafoxidine hydrochloride; 1-[2-[4-(3,4-dihydro-6-methoxy-2-phenyl-1-naphthalenyl)phenoxy]ethyl]pyrrolidine Hydrochloride; 1-[2-[p-(3,4-dihydro-6-methoxy-2-phenyl-1-naphthyl)phenoxy]ethyl]pyrrolidine Hydrochloride; 11100A; NSC 70735; U 11100; U 11100A; Nafoxidine Hydrochloride

Database IDs

• CAS Number: 1847-63-8
• MDL Number: MFCD00056572
• PubChem SID: 162249197
• PubChem CID: 15805

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.0279236
• LogD (pH = 7.4): 4.6426973
• Log P: 6.204475
• Molar Refractivity: 141.073 cm^3
• Polarizability: 51.08775 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; H2O: ≥8 mg/mL; Methanol
• Apperance: Off-White Solid; white to tan powder
• Melting Point: 170-175°C

Safety Information

• Storage Condition: Refrigerator
• Storage Temperature: room temp

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C29H31NO2 · HCl

DETAILS

Sigma Aldrich - PZ0118

Legal Information
Sold for research purposes under agreement from Pfizer Inc.
Biochem/physiol Actions
Nafoxidine is a potent estrogen receptor antagonist that exhibits anti-proliferative properties. It is a non-steroidal antiestrogen, a derivative of Tamoxifen.

Toronto Research Chemicals - N212800

Nafoxidine is a non-steroidal antiestrogenic drug that is structurally related to Tamoxifen (T006000). Nafoxidine is a potent estrogen receptor antagonist that exhibits anti-proliferative properties.

REFERENCES

• Rich, R.L. et al.: Proc. Natl. Acad. Sci. USA, 99, 8562 (2002)
• Maertens, C. et al.: Br. J. Pharmacol., 132, 135 (2002)