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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

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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S Ray et al.
Journal of medicinal chemistry, 37(5), 696-700 (1994-03-04)
We have determined an X-ray crystal structure for the N-methyl iodide derivative of the nonsteroidal contraceptive centchroman. The pendant aromatic substituents on C-3 and C-4 of the chroman system are nearly perpendicular to the plane of the chroman system, an
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)
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
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
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.
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