CAS 75504-34-6

Tamoxifen N-oxide

Description:

Tamoxifen N-oxide, with the CAS number 75504-34-6, is a derivative of the well-known selective estrogen receptor modulator (SERM) tamoxifen. This compound is characterized by its structural modification, which includes the presence of an N-oxide functional group. Tamoxifen N-oxide exhibits similar pharmacological properties to its parent compound, primarily acting as an anti-estrogen in breast tissue, making it relevant in the treatment of hormone receptor-positive breast cancer. The compound is typically a white to off-white solid and is soluble in organic solvents, which facilitates its use in various biochemical assays and research applications. Its mechanism of action involves binding to estrogen receptors, thereby inhibiting estrogen-mediated cellular proliferation. Additionally, Tamoxifen N-oxide may have implications in drug metabolism studies, as it can serve as a metabolite of tamoxifen, providing insights into the pharmacokinetics and pharmacodynamics of tamoxifen therapy. Overall, Tamoxifen N-oxide is an important compound in the context of cancer treatment and pharmacological research.

Formula: C₂₆H₂₉NO₂

InChI: InChI=1S/C26H29NO2/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)29-20-19-27(2,3)28/h5-18H,4,19-20H2,1-3H3/b26-25-

InChI key: InChIKey=YAASNACECBQAFW-QPLCGJKRSA-N

SMILES: C(=C(/CC)\C1=CC=CC=C1)(\C2=CC=C(OCCN(C)(C)=O)C=C2)/C3=CC=CC=C3

Synonyms:

• Ethanamine, 2-(4-(1,2-diphenyl-1-butenyl)phenoxy)-N,N-dimethyl-, N-oxide, (Z)-
• Ethanamine, 2-[4-[(1Z)-1,2-diphenyl-1-buten-1-yl]phenoxy]-N,N-dimethyl-, N-oxide
• Ethanamine, 2-[4-[(1Z)-1,2-diphenyl-1-butenyl]phenoxy]-N,N-dimethyl-, N-oxide
• Tamoxifen N-oxide

Tamoxifen N-oxide

CAS: 75504-34-6

Formula: C₂₆H₂₉NO₂

Molecular weight: 387.52

Ref: ST-EA-CP-T40009

Tamoxifen N-Oxide

Controlled Product

CAS: 75504-34-6

Formula: C₂₆H₂₉NO₂

Color and Shape: Neat

Molecular weight: 387.51

Ref: 86-MM0053.18

Tamoxifen N-oxide

CAS: 75504-34-6

Formula: C₂₆H₂₉NO₂

Molecular weight: 387.53

Ref: 4Z-T-0111

Tamoxifen N-Oxide

Controlled Product

CAS: 75504-34-6

Applications A metabolite of Tamoxifen (T006000), a nonsteroidal estrogen antagonist of interest in the treatment of some forms of breast cancer. Tamoxifen is a Protein Kinase C inhibitor, and induces apoptosis in human malignant glioma cell lines.
References Brandt, S., et al.: Anticancer Res., 23, 223 (2003), Coller, J., et al.: Br. J. Clin. Pharmacol., 57, 105 (2004), Parte, P., et al.: Drug Metab. Dispos., 33, 1446 (2005),

Formula: C₂₆H₂₉NO₂

Color and Shape: Neat

Molecular weight: 387.51

Ref: TR-T006095

Tamoxifen N-oxide

CAS: 75504-34-6

Tamoxifen N-oxide is a prodrug of tamoxifen, which is a drug used for the treatment and prevention of breast cancer. Tamoxifen N-oxide has been shown to have genotoxic effects in human liver cells. The deuterium isotope effect on the metabolism of tamoxifen N-oxide was studied using unlabelled and labelled substrates. The results showed that it is metabolized by cytochrome P450 enzymes, mainly CYP3A4. The optimum pH for activity of this enzyme is 7.8 while the optimum pH for activity of CYP2D6 is 8.5.

Formula: C₂₆H₂₉NO₂

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 387.51 g/mol

Ref: 3D-FT27997