Tamoxifen citrate

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Cat.No. 0999 - Tamoxifen citrate | C26H29NO.C6H8O7 | CAS No. 54965-24-1
Description: Estrogen receptor partial agonist/antagonist
Chemical Name: (Z)-2-[4-(1,2-Diphenyl-1-butenyl)phenoxy]-N,N-dimethylethanamine citrate
Purity: ≥99% (HPLC)
Datasheet
Citations (11)
Reviews
Literature (2)
Pathways (1)

Biological Activity

Estrogen receptor antagonist/partial agonist. Selective and potent inhibitor of mammalian sterol isomerase. Neuroprotective in female rats in vivo. Also high affinity agonist at the membrane estrogen receptor GPER. Tamoxifen (Cat.No. 6432) is also available.

Licensing Information

Sold with the permission of AstraZeneca UK Ltd.

Compound Libraries

Tamoxifen citrate is also offered as part of the Tocriscreen Plus and Tocriscreen Library of FDA-Approved Compounds. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 563.65
Formula C26H29NO.C6H8O7
Storage Desiccate at RT
Purity ≥99% (HPLC)
CAS Number 54965-24-1
PubChem ID 2733525
InChI Key FQZYTYWMLGAPFJ-OQKDUQJOSA-N
Smiles CC/C(C2=CC=CC=C2)=C(C3=CC=CC=C3)/C1=CC=C(OCCN(C)C)C=C1.O=C(O)CC(O)(C(O)=O)CC(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
ethanol 2.82 5 with gentle warming
DMSO 56.37 100

Preparing Stock Solutions

The following data is based on the product molecular weight 563.65. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.77 mL 8.87 mL 17.74 mL
5 mM 0.35 mL 1.77 mL 3.55 mL
10 mM 0.18 mL 0.89 mL 1.77 mL
50 mM 0.04 mL 0.18 mL 0.35 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Wakeling et al (1984) Non-steroidal anti-estrogens - receptor binding and biological response in rat uterus, rat mammary carcinoma and human breast cancer cells. J.Steroid.Biochem. 20 111 PMID: 6538611

Mehta et al (2003) Tamoxifen, a selective estrogen receptor modulator, reduces ischemic damage caused by middle cerebral artery occlusion in the ovariectomized female rat. Neuroendocrinology 77 44 PMID: 12624540

Thomas et al (2005) Identity of an estrogen membrane receptor coupled to a G protein in human breast cancer cells. Endocrinology 146 624 PMID: 15539556

Merck Index 12 9216

Paul et al (1998) Both the immunosuppressant SR31747 and the antioestrogen tamox. bind to an emopamil-insensitive site of mammalian Δ8-Δ7 sterol isomerase. J.Pharmacol.Exp.Ther. 285 1302 PMID: 9618436

Todorova et al (2011) Tamoxifen and ralox. suppress the proliferation of estrogen receptor-negative cells through inhibition of glutamine uptake. Cancer Chemother. Pharmacol. 67 285 PMID: 20383709


If you know of a relevant reference for Tamoxifen citrate, please let us know.

View Related Products by Product Action

View all Estrogen and Related Receptor Modulators

Keywords: Tamoxifen citrate, Tamoxifen citrate supplier, High, affinity, GPR30, agonists, Estrogen, receptor, partial, antagonists, Receptors, ER, ERR, AstraZeneca, GPER, amino, acid, transporter, 2, ASCT2, and, Related, (GPER), 0999, Tocris Bioscience

⚠ WARNING: This product can expose you to chemicals including Tamoxifen citrate, which is known to the State of California to cause reproductive toxicity with developmental effects. For more information, go to www.P65Warnings.ca.gov

11 Citations for Tamoxifen citrate

Citations are publications that use Tocris products. Selected citations for Tamoxifen citrate include:

Antoon et al (2012) Inhibition of p38-MAPK alters SRC coactivation and estrogen receptor phosphorylation. Cancer Biol Ther 13 1026 PMID: 22825349

Bertrand et al (2015) HIV-1 Tat and cocaine mediated synaptopathy in cortical and midbrain neurons is prevented by the isoflavone Equol. Acta Pharm Sin B 6 894 PMID: 26441850

Sheng et al (2015) DMH1 (4-[6-(4-isopropoxyphenyl)pyrazolo[1,5-a]pyrimidin-3-yl]quinoline) inhibits chemotherapeutic drug-induced autophagy. J Urol 5 330 PMID: 26579463

Nicholson et al (2015) Estrogen receptor-α is a key mediator and therapeutic target for bladder complications of benign prostatic hyperplasia. PLoS One 193 722 PMID: 25167991

Todd et al (2015) Wnt16 Is Associated with Age-Related Bone Loss and Estrogen Withdrawal in Murine Bone. FEMS Immunol Med Microbiol 10 e0140260 PMID: 26451596

Tremere et al (2009) OE shapes auditory processing in the adult brain by regulating inhibitory transmission and plasticity-associated gene expression. J Neurosci 29 5949 PMID: 19420261

Wieland et al (2006) Efficient intracellular multiplication of Legionella pneumophila in human monocytes requires functional host cell L-type calcium channels. J Neurosci 47 296 PMID: 16831218

Mansouri-Attia et al (2014) Soy promotes juvenile granulosa cell tumor development in mice and in the human granulosa cell tumor-derived COV434 cell line. Biol Reprod 91 100 PMID: 25165122

Gibbs et al (2014) Role of GPR30 in mediating OE effects on acetylcholine release in the hippocampus. Horm Behav 66 339 PMID: 24928571

Ronghe et al (2016) Tamoxifen synergizes with 4-(E)-{(4-hydroxyphenylimino)-methylbenzene, 1,2-diol} and 4-(E)-{(p-tolylimino)-methylbenzene-1,2-diol}, novel azaresveratrol analogs, in inhibiting the proliferation of breast cancer cells. Oncotarget 7 51747 PMID: 27351134

Gutierrez et al (2014) The anticancer agent di-2-pyridylketone 4,4-dimethyl-3-thiosemicarbazone (Dp44mT) overcomes prosurvival autophagy by two mechanisms: persistent induction of autophagosome synthesis and impairment of lysosomal integrity. J Biol Chem 289 33568 PMID: 25301941


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Literature in this Area

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Pathways for Tamoxifen citrate

Estrogen

Estrogen Signaling Pathway

Estrogen is a steroid hormone that is responsible for the regulation of growth, differentiation and function of the reproductive system. Estrogen signaling is often dysregulated in breast cancer and osteoporosis.