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PZ0118

Sigma-Aldrich

Nafoxidine hydrochloride

≥98% (HPLC)

Synonym(s):

1-[2-[4-(3,4-dihydro-6-methoxy-2-phenyl-1-naphthalenyl)phenoxy]ethyl]-pyrrolidine hydrochloride, CP-5600, Nafoxidene hydrochloride, PNU-0011100

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About This Item

Empirical Formula (Hill Notation):
C29H31NO2 · HCl
CAS Number:
1847-63-8
Molecular Weight:
462.02
MDL number:
MFCD00056572
UNSPSC Code:
51111800
PubChem Substance ID:
329823710
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

H2O: ≥8 mg/mL

storage temp.

room temp

SMILES string

Cl.COc1ccc2c(CCC(c3ccccc3)=C2c4ccc(OCCN5CCCC5)cc4)c1

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

InChI key

HJOOGTROABIIIU-UHFFFAOYSA-N

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.

Legal Information

Sold for research purposes under agreement from Pfizer Inc.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302 + H312,H351

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D P McDonnell et al.
Proceedings of the National Academy of Sciences of the United States of America, 89(22), 10563-10567 (1992-11-15)
This report describes the identification of a negative regulator of estrogen and progesterone receptor function. Using a reconstituted estrogen-responsive transcription system in Saccharomyces cerevisiae, we have identified a "repressor function," which when mutated, increases the transcriptional activity of the estrogen
J M Beekman et al.
Molecular endocrinology (Baltimore, Md.), 7(10), 1266-1274 (1993-10-01)
The estrogen receptor (ER) is a strong hormone-inducible transcription factor that regulates the expression of many genes. It was shown for the human progesterone receptor that the binding of hormone causes distinct conformational changes in the ligand binding domain (LBD)
H Wiseman et al.
Free radical biology & medicine, 17(5), 485-488 (1994-11-01)
Tamoxifen, 4-hydroxytamoxifen, nafoxidine, 17 beta-oestradiol and ICI 164,384 were all found to protect rat liver nuclei against Fe(III)-ascorbate dependent lipid peroxidation. The order of effectiveness of these compounds was 4-hydroxytamoxifen > 17 beta-oestradiol > nafoxidine > tamoxifen > ICI 164,384.
A Gagliardi et al.
Cancer research, 53(3), 533-535 (1993-02-01)
In this study, we have determined the ability of the partial estrogen antagonists, clomiphene, tamoxifen, and nafoxidine, and the pure estrogen antagonists, ICI 164,384 and ICI 182,780, to inhibit angiogenesis in the chick egg chorioallantoic membrane. All of the partial
H Wiseman
Biochemical pharmacology, 47(3), 493-498 (1994-02-09)
The pure antioestrogen ICI 164,384, and nafoxidine (structurally related to tamoxifen) were good inhibitors of iron ion-dependent lipid peroxidation. In rat liver microsomes incubated with Fe(III)-ascorbate the overall order of effectiveness of the compounds tested as inhibitors of lipid peroxidation
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