N-Desmethyltamoxifen (hydrochloride)

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].

Product Specifications

CAS Number

[15917-65-4]

UNSPSC

12352005

Hazard Statement

H350, H360, H400, H410

Target

Drug Metabolite; Endogenous Metabolite; Estrogen Receptor/ERR; PKC

Type

Reference compound

Related Pathways

Epigenetics; Metabolic Enzyme/Protease; TGF-beta/Smad; Vitamin D Related/Nuclear Receptor

Applications

Cancer-Kinase/protease

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/n-desmethyltamoxifen-hydrochloride.html

Purity

99.63

Solubility

DMSO : 62.5 mg/mL (ultrasonic) |H2O : 1 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

CC/C(C1=CC=CC=C1)=C(C2=CC=C(OCCNC)C=C2)\C3=CC=CC=C3.[H]Cl

Molecular Formula

C25H28ClNO

Molecular Weight

393.95

Precautions

H350, H360, H400, H410

References & Citations

[1]Vertosick FT Jr, et al. A comparison of the relative chemosensitivity of human gliomas to tamoxifen and n-desmethyltamoxifen in vitro. J Neurooncol. 1994;19 (2) :97-103.|[2]Morad SA, et al. Modification of sphingolipid metabolism by tamoxifen and N-desmethyltamoxifen in acute myelogenous leukemia--Impact on enzyme activity and response to cytotoxics. Biochim Biophys Acta. 2015 Jul;1851 (7) :919-28.|[3]Reddel RR, et al. N-desmethyltamoxifen inhibits growth of MCF 7 human mammary carcinoma cells in vitro. Eur J Cancer Clin Oncol. 1983 Aug;19 (8) :1179-81.