Tamoxifen
SIGMA/T5648 - ≥99%
Synonym: (Z)
CAS Number: 10540-29-1
Empirical Formula (Hill Notation): C26H29NO
Molecular Weight: 371.51
EC Number: 234-118-0
MDL Number: MFCD00010454
Linear Formula: C6H5C(C2H5)=C(C6H5)C6H4OCH2CH2N(CH3)2
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T5648-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T5648-5G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: T5648-1G
| antibiotic activity spectrum | neoplastics |
| assay | ≥99% |
| InChI | 1S/C26H29NO/c1-4-25(21-11 |
| InChI key | NKANXQFJJICGDU-QPLCGJKRSA |
| mode of action | enzyme | inhibits |
| mp | 97-98 °C (lit.) |
| originator | AstraZeneca |
| SMILES string | CCC(c1ccccc1)=C(/c2ccccc |
| solubility | 2-propanol: soluble |
| chloroform: soluble 50 mg/mL, clear, colorless to faintly yellow | |
| DMSO: soluble | |
| ethanol: soluble | |
| H2O: insoluble <0.1% at 20 °C | |
| methanol: soluble | |
| propylene glycol: soluble | |
| storage temp. | 2-8°C |
| Application: | Tamoxifen has been used to facilitate the recombination of ect2flox allele in mouse organs91. It has also been used to study its effect on lipopolysaccharide (LPS)-induced microglial activation92. |
| 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. |
| 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 . |
| Features and Benefits: | This compound was developed by AstraZeneca . To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here . |
| General description: | Tamoxifen is a selective estrogen response modifier (SERM), protein kinase C inhibitor and anti-angiogenetic factor. Tamoxifen is a prodrug that is metabolized to active metabolites 4-hydroxytamoxifen (4-OHT) and endoxifen by cytochrome P450 isoforms CYP2D6 and CYP3A4. In breast cancer, the gene repressor activity of tamoxifen against ERBB2 is dependent upon PAX2. Blocks estradiol-stimulated VEGF production in breast tumor cells. |
| Packaging: | 1, 5 g in glass bottle |
| Preparation Note: | Tamoxifen is soluble in chloroform at 50 mg/ml and yields a clear, colorless to faint yellow solution. It is also soluble in methanol, ethanol, 2-propanol and propylene glycol. Stock solutions of tamoxifen can also be prepared in DMSO at 10 mM. However, it is practically insoluble in water (solubility is <0.01%, 20° C). Solutions are sensitive to UV light, and DMSO solutions are stable when stored at -20° C in the dark. |
| Symbol |   GHS08,GHS09 |
| Signal word | Danger |
| Hazard statements | H350 - H360 - H410 |
| Precautionary statements | P201 - P273 - P308 + P313 |
| Hazard Codes | T |
| Risk Statements | 45-60-61-64 |
| Safety Statements | 53-45 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | WGK 3 |
| Flash Point(F) | Not applicable |
| Flash Point(C) | Not applicable |
| Purity | ≥99% |
| mp | 97-98 °C (lit.) |
| Storage Temp. | 2-8°C |
| UNSPSC | 12161501 |