T9262

Tamoxifen Citrate

≥99% (TLC), powder, PKC inhibitor

• Synonym(s): (Z)-1-(p-Dimethylaminoethoxyphenyl)-1,2-diphenyl-1-butene
• Empirical Formula (Hill Notation): C₂₆H₂₉NO · C₆H₈O₇
• CAS Number: 54965-24-1
• Molecular Weight: 563.64
• EC Number: 259-415-2
• MDL number: MFCD00058321
• UNSPSC Code: 12161501
• PubChem Substance ID: 24278059
• NACRES: NA.77

Properties

• Product Name: Tamoxifen citrate salt, ≥99%
• Quality Level: 200
• assay: ≥99%
• solubility: methanol: soluble 50 mg/mL, clear, colorless
• originator: AstraZeneca
• storage temp.: 2-8°C
• SMILES string: OC(=O)CC(O)(CC(O)=O)C(O)=O.CC\C(c1ccccc1)=C(/c2ccccc2)c3ccc(OCCN(C)C)cc3
• InChI: 1S/C26H29NO.C6H8O7/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)28-20-19-27(2)3;7-3(8)1-6(13,5(11)12)2-4(9)10/h5-18H,4,19-20H2,1-3H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b26-25-;
• InChI key: FQZYTYWMLGAPFJ-OQKDUQJOSA-N
• Gene Information: human ... ESR1(2099), PRKCA(5578), PRKCB(5579), PRKCD(5580), PRKCE(5581), PRKCG(5582), PRKCH(5583), PRKCI(5584)

Description

Application

Tamoxifen has been used for analyzing its effects on radiation sensitivity and steroid receptor content in human breast cancer cells. It has also been used for studying the accumulation of triacylglycerol in hepatic tissues of female rats. Furthermore, studies have reported that environmental magnetic fields can block antiproliferative functions of tamoxifen in human breast cancer cells.

Biochem/physiol Actions

Estrogen antagonist in mammary gland. Blocks estradiol-stimulated VEGF production in breast tumor cells. Protein kinase C inhibitor.

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.

Features and Benefits

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Nuclear Receptors (Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

Tamoxifen citrate salt dissolves in methanol at 50 mg/ml to yield a clear, colorless solution.

Safety Information

• pictograms: GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H302,H350,H360D,H410
• pcodes: P201 - P273 - P301 + P312 + P330 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Repr. 1B
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges