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Merck

T9262

Tamoxifen Citrate

≥99% (TLC), powder, PKC inhibitor

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill) :
C26H29NO · C6H8O7
Numéro CAS:
54965-24-1
Poids moléculaire :
563.64
UNSPSC Code:
12161501
PubChem Substance ID:
24278059
NACRES:
NA.77
EC Number:
259-415-2
MDL number:
MFCD00058321

Nom du produit

Tamoxifen citrate salt, ≥99%

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

assay

≥99%

solubility

methanol: soluble 50 mg/mL, clear, colorless

originator

AstraZeneca

storage temp.

2-8°C

Quality Level

200

Gene Information

human ... ESR1(2099), PRKCA(5578), PRKCB(5579), PRKCD(5580), PRKCE(5581), PRKCG(5582), PRKCH(5583), PRKCI(5584)

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Catégories apparentées

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.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Repr. 1B

Classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificats d'analyse (COA)

Lot/Batch Number
WXBF7034V
WXBF3737V
WXBD8834V
WXBD3760V
WXBC9434V

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

J D Harland et al.
Bioelectromagnetics, 18(8), 555-562 (1997-01-01)
We have previously reported that environmental-level magnetic fields (1.2 microT [12 milligauss], 60 Hz) block the growth inhibition of the hormone melatonin (10(-9) M) on MCF-7 human breast cancer cells in vitro. We now report that the same 1.2 microT
G H Paulsen et al.
Acta oncologica (Stockholm, Sweden), 35(8), 1011-1019 (1996-01-01)
Possible influences of tamoxifen and estradiol on in vitro radiation sensitivity and cellular receptor content after irradiation and/or tamoxifen treatment were studied in breast cancer cell lines; estrogen receptor (ER) and progesterone receptor (PgR) positive cell lines MCF-7 and MCF-7/TAM(R)-1
Oddrun Anita Gudbrandsen et al.
Journal of lipid research, 47(10), 2223-2232 (2006-07-26)
Tamoxifen can induce hepatic steatosis in women. In this study, we wanted to elucidate the mechanism behind the tamoxifen-induced accumulation of triacylglycerol in liver in female rats, and we hoped to prevent this development by combination treatment with the modified
You-Ying Chau et al.
Nature cell biology, 16(4), 367-375 (2014-03-13)
Fuelled by the obesity epidemic, there is considerable interest in the developmental origins of white adipose tissue (WAT) and the stem and progenitor cells from which it arises. Whereas increased visceral fat mass is associated with metabolic dysfunction, increased subcutaneous
Prudence A Francis et al.
The New England journal of medicine, 372(5), 436-446 (2014-12-17)
Suppression of ovarian estrogen production reduces the recurrence of hormone-receptor-positive early breast cancer in premenopausal women, but its value when added to tamoxifen is uncertain. We randomly assigned 3066 premenopausal women, stratified according to prior receipt or nonreceipt of chemotherapy
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Contenu apparenté

Product Information Sheet - T9262

Product Information Sheet

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