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T9262

Sigma-Aldrich

Tamoxifen citrate salt

≥99% (TLC), powder, PKC inhibitor

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C26H29NO · C6H8O7
Numero CAS:
54965-24-1
Peso molecolare:
563.64
Numero CE:
259-415-2
Numero MDL:
MFCD00058321
Codice UNSPSC:
12161501
ID PubChem:
24278059
NACRES:
NA.77

product name

Tamoxifen citrate salt, ≥99%

Livello qualitativo

200

Saggio

≥99%

Solubilità

methanol: soluble 50 mg/mL, clear, colorless

Ideatore

AstraZeneca

Temperatura di conservazione

2-8°C

Stringa SMILE

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-;
FQZYTYWMLGAPFJ-OQKDUQJOSA-N

Informazioni sul gene

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

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Applicazioni

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.

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Nota sulla preparazione

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

Avvertenze

Danger

Indicazioni di pericolo

H302,H350,H360D,H410

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

Certificati d'analisi (COA)

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(Z)-4-Hydroxytamoxifen InSolution, ≥99%

Sigma-Aldrich

5.08225

(Z)-4-Hydroxytamoxifen

Sigma-Aldrich

Sigma-Aldrich

C8267

Olio di mais

4-idrossitamoxifene ≥70% Z isomer (remainder primarily E-isomer)

Sigma-Aldrich

H6278

4-idrossitamoxifene

4-Hydroxytamoxifen Ready Made Solution 5 mg/mL in ethanol: isopropanol (95:5)

Sigma-Aldrich

SML1666

4-Hydroxytamoxifen Ready Made Solution

4-idrossitamoxifene analytical standard, (E) and (Z) isomers (50:50)

Supelco

T176

4-idrossitamoxifene

H-7 dihydrochloride ≥98% (HPLC)

Sigma-Aldrich

I7016

H-7 dihydrochloride

N-Desmethyltamoxifen HCl ≥98% (HPLC), solid

Sigma-Aldrich

D9069

N-Desmethyltamoxifen HCl

USP

USP

1148806

Olio di mais

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
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
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
K I Pritchard
Journal of internal medicine, 274(2), 144-152 (2013-07-13)
Hormonal therapy for breast cancer is the first targeted therapy used in any type of cancer. It was used successfully without a known target for more than 50 years before Jensen described the oestrogen receptor (ER) in the 1960s. Subsequently, it
Kevin S Hughes et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 31(19), 2382-2387 (2013-05-22)
To determine whether there is a benefit to adjuvant radiation therapy after breast-conserving surgery and tamoxifen in women age ≥ 70 years with early-stage breast cancer. Between July 1994 and February 1999, 636 women (age ≥ 70 years) who had
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