Endoxifen, (E)-

Base Information

• Chemical Name: Endoxifen, (E)-
• CAS No.: 114828-90-9
• Molecular Formula: C25H27NO2
• Molecular Weight: 373.48700
• European Community (EC) Number: 808-709-4
• NSC Number: 750182
• UNII: HB2U71MNOT
• DSSTox Substance ID: DTXSID70150869
• Nikkaji Number: J2.971.762A
• Wikidata: Q26998030
• Mol file: 114828-90-9.mol

Synonyms:4-hydroxy-N-demethyltamoxifen;4-hydroxy-N-desmethyltamoxifen;4-hydroxy-N-desmethyltamoxifen, (Z)-isomer;endoxifen;Z-endoxifen

Chemical Property of Endoxifen, (E)-

Chemical Property:

• Melting Point: 154-156°C
• PSA: 41.49000
• LogP: 5.75040
• Storage Temp.: -20°C Freezer
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 373.204179104
• Heavy Atom Count: 28
• Complexity: 467

Purity/Quality:

99%+, ^*data from raw suppliers

(E)-4-Hydroxy-N-desmethylTamoxifen ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=C(C1=CC=C(C=C1)O)C2=CC=C(C=C2)OCCNC)C3=CC=CC=C3
• Isomeric SMILES: CC/C(=C(/C1=CC=C(C=C1)O)\C2=CC=C(C=C2)OCCNC)/C3=CC=CC=C3

Technology Process of Endoxifen, (E)-

There total 12 articles about Endoxifen, (E)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 41.0%

(E/Z)-4-[1-[4-[2-(methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-phenol (110025-28-0) → trans-Endoxifen (114828-90-9)

Guidance literature:

In water; isopropyl alcohol; at 65 - 75 ℃; for 2h;

Reference yield:

C24H22O3 (1189368-86-2) + methylamine (74-89-5) → trans-Endoxifen (114828-90-9) + (Z)-endoxyfen

Guidance literature:

C₂₄H₂₂O₃; methylamine; With magnesium sulfate; In tetrahydrofuran; at 20 ℃; for 16h;

With sodium tetrahydroborate; In tetrahydrofuran; ethanol; at 20 ℃; for 1h;

Reference yield:

methylamine (74-89-5) + E/Z-1-[4-(2-bromoethoxy)phenyl]-1-(4-hydroxyphenyl)-2-phenylbutene (147323-02-2) → trans-Endoxifen (114828-90-9) + (Z)-endoxyfen

Guidance literature:

In tetrahydrofuran; at 60 ℃; for 48h;

upstream raw materials:

methylamine

E/Z-1-[4-(2-bromoethoxy)phenyl]-1-(4-hydroxyphenyl)-2-phenylbutene

(4-hydroxyphenyl)(4-(2-(methylamino)ethoxy)phenyl)methanone hydrochloride

1-phenyl-propan-1-one

Downstream raw materials:

(S,Z)-4-(1-(4-(2-(tert-butoxycarbonyl(methyl)amino)ethoxy)phenyl)-2-phenylbut-1-enyl)phenyl 2-(tert-butoxycarbonylamino)-3-methylbutanoate

N-Boc-(E)-endoxifen

Refernces

• 1、 -. "Substituted triphenyl butenes". Page/Page column 58-59. . Retrieved 2011/12/12.
• 2、 Ali, Shoukath M.,Ahmad, Ateeq,Shahabuddin, Syed,Ahmad, Moghis U.,Sheikh, Saifuddin,Ahmad, Imran. "Endoxifen is a new potent inhibitor of PKC: A potential therapeutic agent for bipolar disorder". body text. p. 2665 - 2667. Retrieved 2010/07/05.