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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

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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M S Wisel et al.
International journal of fertility and menopausal studies, 39(3), 156-163 (1994-05-01)
To compare effects of various anti-estrogens on early pregnancy. Fifty regularly cycling guinea pigs were divided into five groups (five animals/group), of which three groups received 3 mg/kg body weight Nafoxidine, Centchroman, or Tamoxifen, respectively, on the 1st, 2nd, or
A Yazdanyar et al.
Journal of biomedical science, 8(2), 153-159 (2001-04-05)
Microbial virulence is generally considered to be multifactorial with infection resulting from the sum of several globally regulated virulence factors. Estrogen may serve as a signal for global virulence induction in Candida albicans. Nonsteroidal estrogens and estrogen receptor antagonists may
M Nichols et al.
Molecular endocrinology (Baltimore, Md.), 11(7), 950-961 (1997-06-01)
The ligand-binding domains of steroid receptors convey ligand-dependent regulation to certain proteins to which they are fused. Here we characterize fusion proteins between a site-specific recombinase, FLP, and steroid receptor ligand-binding domains. These proteins convert ligand binding into DNA recombination.
Tamar Hayon et al.
Cancer detection and prevention, 27(5), 389-396 (2003-10-31)
The antileukemic activity of nonsteroidal antiestrogens was investigated. Tamoxifen, clomiphene and nafoxidine caused a decrease in viability of the estrogen receptor-negative T-lymphoblastic leukemia cell line CCRF/CEM, nafoxidine being the most active. A combination of clomiphene and genistein resulted in a
J W Liu et al.
Biological chemistry, 380(11), 1341-1345 (1999-12-30)
The budding yeast Saccharomyces cerevisiae has been used extensively as a biological 'test tube' to study the regulation of the human estrogen receptor (ER) alpha. However, anti-estrogens, which are of great importance as therapeutic agents and research tools, fail to
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