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Merck
CN

PZ0118

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
NACRES:
NA.77
PubChem Substance ID:
329823710
UNSPSC Code:
51111800
MDL number:
MFCD00056572

Key Documents

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InChI key

HJOOGTROABIIIU-UHFFFAOYSA-N

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

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

H2O: ≥8 mg/mL

storage temp.

room temp

Quality Level

100

Biochem/physiol Actions

Estrogen receptor antagonist; anti-proliferative; non-steroidal antiestrogen; derivative of Tamoxifen
Nafoxidine is a potent estrogen receptor antagonist that exhibits anti-proliferative properties. It is a non-steroidal antiestrogen, a derivative of Tamoxifen.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000074347
0000074350
0000061849
0000061850
071M4713V

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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
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)
T A Pham et al.
Molecular endocrinology (Baltimore, Md.), 6(7), 1043-1050 (1992-07-01)
The estrogen receptor (ER) is a transcription factor involved in steroid hormone signal transduction in higher eukaryotes. The receptor also functions as a ligand-dependent transcriptional activator when introduced into Saccharomyces cerevisiae (baker's yeast), which suggests that at least some of
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
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