Skip to Content
Merck
CN

Key Documents

View All Documentation

T176

4-Hydroxytamoxifen

analytical standard, (E) and (Z) isomers (50:50)

Synonym(s):

4-(1-[4-(Dimethylaminoethoxy)phenyl]-2-phenyl-1-butenyl)phenol, 4-OHT, cis/trans-4-Hydroxytamoxifen

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C26H29NO2
CAS Number:
68392-35-8
Molecular Weight:
387.51
UNSPSC Code:
41116107
PubChem Substance ID:
24899989
NACRES:
NA.24
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

grade

analytical standard

Quality Level

200

form

powder

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

solubility

ethanol: 20 mg/mL

antibiotic activity spectrum

neoplastics

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

mode of action

enzyme | inhibits

SMILES string

CC\C(c1ccccc1)=C(/c2ccc(O)cc2)c3ccc(OCCN(C)C)cc3.CC\C(c4ccccc4)=C(\c5ccc(O)cc5)c6ccc(OCCN(C)C)cc6

InChI

1S/2C26H29NO2/c2*1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h2*5-17,28H,4,18-19H2,1-3H3/b26-25+;26-25-

InChI key

ZJLDABGSDWXVGE-BDSXMVAQSA-N

Gene Information

human ... ESR1(2099), ESR2(2100), ESRRG(2104), IL6(3569)
rat ... Ar(24208), Esr1(24890), Esr2(25149)

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

4-Hydroxytamoxifen is an antiestrogenic agent and one of the active metabolites of tamoxifen, formed upon its hydroxylation cytochrome P4502D6 (CYP2D6). Tamoxifen is used significantly in breast cancer as hormonal therapy.

Application

The 4-Hydroxytamoxifen analytical standard can be used as follows:
  • Determination of tamoxifen and its three metabolites from dried blood spot (DBS) discs by ultra-high performance liquid chromatography-electrospray ionization-tandem mass spectrometry (UHPLC-ESI-MS/MS)
  • Simultaneous estimation of tamoxifen, 4-hydroxytamoxifen, and endoxifen from DBS samples by UHPLC-MS/MS
  • Development and validation of a non-aqueous capillary electrophoretic (NACE) method coupled with capacitively coupled contactless conductivity detection (C4D) to analyze tamoxifen and its three main metabolites after their liquid-liquid extraction (LLE) from human plasma samples obtained from breast cancer patients
  • Multi-residue analysis of human plasma samples to quantify tamoxifen and its degradation products using the non-aqueous capillary electrophoretic (NACE) method combined with UV-detection
  • Combined detection of tamoxifen and centchroman, along with their degradation products in human plasma samples by LC-ESI-MS/MS

Biochem/physiol Actions

Metabolite of the chemotherapeutic drug tamoxifen, exhibiting more potent estrogen agonist/antagonist activity than the parent drug. Also active as intra-membranous inhibitor of lipid peroxidation.

Other Notes

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000542775
0000542776
0000542775
0000542776
0000518143

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Michael J Chisamore et al.
PloS one, 4(5), e5624-e5624 (2009-05-23)
The orphan nuclear receptor estrogen-related receptor alpha (ERRalpha) is a member of the nuclear receptor superfamily. It was identified through a search for genes encoding proteins related to estrogen receptor alpha (ERalpha). An endogenous ligand has not been found. Novel
Takashi K Ito et al.
PloS one, 9(7), e102186-e102186 (2014-07-25)
Risk factors for atherosclerosis accelerate the senescence of vascular endothelial cells and promote atherogenesis by inducing vascular inflammation. A hallmark of endothelial senescence is the persistent up-regulation of pro-inflammatory genes. We identified CDC42 signaling as a mediator of chronic inflammation
Paolo Cinelli et al.
BMC developmental biology, 8, 57-57 (2008-05-27)
The transcription factor STAT3 is a downstream target of the LIF signalling cascade. LIF signalling or activation is sufficient to maintain embryonic stem (ES) cells in an undifferentiated and pluripotent state. To further investigate the importance of STAT3 in the
Caroline Brossas et al.
The EMBO journal, 39(21), e99520-e99520 (2020-09-17)
Vertebrate genomes replicate according to a precise temporal program strongly correlated with their organization into A/B compartments. Until now, the molecular mechanisms underlying the establishment of early-replicating domains remain largely unknown. We defined two minimal cis-element modules containing a strong
Olga S Koutsopoulos et al.
PloS one, 6(11), e27498-e27498 (2011-11-19)
The large GTPase dynamin 2 is a key player in membrane and cytoskeletal dynamics mutated in centronuclear myopathy (CNM) and Charcot-Marie Tooth (CMT) neuropathy, two discrete dominant neuromuscular disorders affecting skeletal muscle and peripheral nerves respectively. The molecular basis for
View All Related Papers

Global Trade Item Number

SKUGTIN
T176-50MG04061837338113
T176-10MG04061837338106

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service