T5648
Sigma

Tamoxifen

≥99%

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1 of 1

Synonym

(Z)-1-(p-Dimethylaminoethoxyphenyl)-1,2-diphenyl-1-butene

trans-2-[4-(1,2-Diphenyl-1-butenyl)phenoxy]-N,N-dimethylethylamine

Molecular Formula

C₆H₅C(C₂H₅)=C(C₆H₅)C₆H₄OCH₂CH₂N(CH₃)₂

Molecular Weight

371.51

CAS Number

10540-29-1

MDL number

MFCD00010454

PubChem Substance ID

24900307

EG/EC Number

234-118-0

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Descriptions

Biochem/physiol Actions

Protein kinase C inhibitor. Induces apoptosis in human malignant glioma cell lines. Tamoxifen and its metabolite 4-hydroxytamoxifen are selective estrogen response modifiers (SERMs) that act as estrogen antagonists in mammary gland. Blocks estradiol-stimulated VEGF production in breast tumor cells.

Properties

assay

≥99%

97-98 °C(lit.)

Gene Information

human ... CYP1A2(1544), EBP(10682), ESR1(2099), ESR2(2100), ESRRA(2101)

rat ... Ar(24208), Esr1(24890)

storage temp.

2-8°C

References

Reference

Issandou, M., et al., Opposite effects of tamoxifen on in vitro protein kinase C activity and endogenous protein phosphorylation in intact MCF-7 cells. Cancer Res. 50, 5845-5850, (1990)

Pienta, K.J., et al., Inhibition of prostate cancer growth by vinblastine and tamoxifen. Prostate 26, 270-274, (1995)

Gold, E., et al., Tamoxifen and norethisterone: effects on plasma cholesterol and total body calcium content in the estrogen-deficient rat. Horm. Metab. Res. 26, 100-103, (1994)

O'Brian, C.A., et al., Inhibition of protein kinase C by tamoxifen. Cancer Res. 45, 2462-2465, (1985)

Edwards, K.J., et al., A molecular modeling study of the interactions between the antiestrogen drug tamoxifen and several derivatives, and the calcium-binding protein calmodulin. J. Med. Chem. 35, 2753-2761, (1992)

Wiseman, H., Tamoxifen and estrogens as membrane antioxidants: comparison with cholesterol. Meth. Enzymol. 234, 590-602, (1994)

Powis, G., Signalling targets for anticancer drug development. Trends Pharmacol. Sci. 12, 188-194, (1991)

Merck

Merck 13,9137

reference

Corp MSDS 1 (1), 1454:A / FT-IR 2 (2), 2153:D / FT-NMR 1 (2), 575:B / RegBook 1 (1), 1469:F / Structure Index 1, 229:A:7

Safety

Hazard Codes

Risk Statements

45-60-61-64

Safety Statements

53-45