162070-61-3

Basic information

• Product Name: (E)-α-Methyl-β-[[4-[2-(MethylaMino)ethoxy]phenyl]phenylMethylene]benzeneethanol
• Synonyms: (E)-α-Methyl-β-[[4-[2-(MethylaMino)ethoxy]phenyl]phenylMethylene]benzeneethanol;(βE)-α-Methyl-β-[[4-[2-(MethylaMino)ethoxy]phenyl]phenylMethylene]benzeneethanol;N-DesMethyl (E)-α-Hydroxy TaMoxifen
• CAS NO: 162070-61-3
• Molecular Formula: C₂₅H₂₇NO₂
• Molecular Weight: 373.48738
• Product Categories: Amines, Aromatics, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 162070-61-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• Stability: Light Sensitive
• CAS DataBase Reference: (E)-α-Methyl-β-[[4-[2-(MethylaMino)ethoxy]phenyl]phenylMethylene]benzeneethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-α-Methyl-β-[[4-[2-(MethylaMino)ethoxy]phenyl]phenylMethylene]benzeneethanol(162070-61-3)
• EPA Substance Registry System: (E)-α-Methyl-β-[[4-[2-(MethylaMino)ethoxy]phenyl]phenylMethylene]benzeneethanol(162070-61-3)

Safety Data

• Hazardous Substances Data: 162070-61-3(Hazardous Substances Data)

Usage

Uses

N-Desmethyl (E)-α-Hydroxy Tamoxifen is a N-demethylated, α-Hydroxyated metabolite of Tamoxifen (T006000).

Upstream product

• 97151-02-5 (E)-(+/-)-alpha-Hydroxytamoxifen 
• 75-07-0 acetaldehyde 
• 265321-58-2 (E/Z)-1-Bromo-2-[4-(2-methylaminoethoxy)phenyl]-1,2-diphenylethene 
• 288617-57-2 (E)-4-{4-[2-(N-Ethoxycarbonyl-N-methylamino)ethoxy]phenyl}-3,4-diphenyl-3-buten-2-ol 
• 19076-79-0 (E/Z)-1-Bromo-2-[4-[2-(dimethylamino)ethoxy]phenyl]-1,2-diphenylethene 

Downstream Products

• 288617-59-4 (E)-2-Acetoxy-4-{4-[2-(N-benzyloxycarbonyl-N-methylamino)ethoxy]phenyl}-3,4-diphenyl-3-butene 
• 288617-60-7 (E)-2-Acetoxy-4-{4-[2-(methylamino)ethoxy]phenyl}-3,4-diphenyl-3-butene 
• 743458-14-2 9-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-2-{(E)-1-methyl-3-[4-(2-methylamino-ethoxy)-phenyl]-2,3-diphenyl-allylamino}-1,9-dihydro-purin-6-one 
• 743458-11-9 (2-{4-[(E)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-1,2-diphenyl-but-1-enyl]-phenoxy}-ethyl)-methyl-carbamic acid benzyl ester 
• 743458-12-0 {2-[4-((E)-3-Amino-1,2-diphenyl-but-1-enyl)-phenoxy]-ethyl}-methyl-carbamic acid benzyl ester 
• 288617-58-3 (E)-4-{4-[2-(N-Benzyloxycarbonyl-N-methylamino)ethoxy]phenyl}-3,4-diphenyl-3-buten-2-ol 

Relevant articles and documents

Characterization of the major DNA adduct formed by α-hydroxy-N- desmethyltamoxifen in vitro and in vivo

Tamoxifen is hepatocarcinogenic in rats and has been associated with an increased risk of endometrial cancer in women. Recent reports suggest that it may be genotoxic in humans. N-Desmethyltamoxifen is a major tamoxifen metabolite that has been proposed to be responsible for one of the major adducts detected in liver DNA of rats treated with tamoxifen. The metabolic activation of N-desmethyltamoxifen to DNA binding products may involve oxidation to α-hydroxy-N-desmethyltamoxifen followed by esterification. In the study presented here, we report the synthesis of α-hydroxy-N- desmethyltamoxifen and the characterization of the major adduct obtained from α-sulfoxy-N-desmethyltamoxifen in vitro as (E)-α-(deoxyguanosin-N2-yl)-N- desmethyltamoxifen. In addition, we use 32P-postlabeling in combination with HPLC to compare the adducts formed in the livers of female Sprague- Dawley rats treated by gavage with tamoxifen or equimolar doses of α- hydroxy-N-desmethyltamoxifen. We conclude that one of the major adducts formed in vivo and previously suggested to derive from N-desmethyltamoxifen is chromatographically identical to α-(deoxyguanosin-N2-yl)-N- desmethyltamoxifen.