N-Desmethyltamoxifen hydrochloride

Names

[ Name ]:
N-Desmethyltamoxifen hydrochloride

[Synonym ]:
(Z)-2-[4-(1,2-Diphenyl-1-butenyl)phenoxy]-N-methylethanamine Hydrochloride
N-Demethyltamoxifen Hydrochlorid
(Z)-2-(p-(1,2-Diphenyl-1-butenyl)phenoxy)-N-methylethylamine ICI 55,548

Biological Activity

[Description]:

N-Desmethyltamoxifen hydrochloride is the major metabolite of tamoxifen in humans. N-Desmethyltamoxifen, a poor antiestrogen, is a ten-fold more potent protein kinase C (PKC) inhibitor than Tamoxifen. N-Desmethyltamoxifen hydrochloride is also a potent regulator of ceramide metabolism in human AML cells, limiting ceramide glycosylation, hydrolysis, and sphingosine phosphorylation[1][2][3].

[Related Catalog]:

Signaling Pathways >> Others >> Estrogen Receptor/ERR

Signaling Pathways >> Epigenetics >> PKC

Research Areas >> Cancer

Signaling Pathways >> TGF-beta/Smad >> PKC

[In Vitro]

N-desmethyltamoxifen hydrochloride (20-500 ng/ml; 48 hours) has a profound inhibitory effect upon all seven glioma lines (T98G, U87, U138, U373, ALW, AUK, CAS cells)[1]. N-desmethyltamoxifen hydrochloride (1.5-10 μM; 114 hours) inhibits growth of MCF 7 human mammary carcinoma cells[2]. N-desmethyltamoxifen hydrochloride, resulting from the CYP3A4/5-mediated catalysis of tamoxifen, is the major primary quantitative metabolite of tamoxifen[3]. Cell Viability Assay[2] Cell Line: MCF 7 human mammary carcinoma cells Concentration: 1.5, 2.5, 5, 7.5, 10 μM Incubation Time: 114 hours Result: Inhibits growth of MCF 7 human mammary carcinoma cells

Chemical & Physical Properties

[ Density]:
1.047g/cm3

[ Boiling Point ]:
485.8ºC at 760mmHg

[ Melting Point ]:
225-227ºC

[ Molecular Formula ]:
C₂₅H₂₈ClNO

[ Molecular Weight ]:
393.94900

[ Flash Point ]:
213.2ºC

[ Exact Mass ]:
393.18600

[ PSA ]:
21.26000

[ LogP ]:
6.84680

[ Vapour Pressure ]:
8.21E-11mmHg at 25°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS08, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H350-H360-H410

[ Precautionary Statements ]:
P201-P280-P308 + P313

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves;type P2 (EN 143) respirator cartridges

[ Risk Phrases ]:
45-46-60-50/53

[ Safety Phrases ]:
53-45-60-61

[ RIDADR ]:
UN 3077 9 / PGIII