Tamoxifen N-oxide

Base Information

• Chemical Name: Tamoxifen N-oxide
• CAS No.: 75504-34-6
• Molecular Formula: C26H29 N O2
• Molecular Weight: 387.522
• DSSTox Substance ID: DTXSID101316463
• Nikkaji Number: J365.967D
• Wikidata: Q27132828
• Metabolomics Workbench ID: 62981
• Mol file: 75504-34-6.mol

Synonyms:tamoxifen N-oxide

Chemical Property of Tamoxifen N-oxide

Chemical Property:

• PKA: 4.49±0.40(Predicted)
• PSA: 38.66000
• LogP: 6.02960
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 387.219829168
• Heavy Atom Count: 29
• Complexity: 507

Purity/Quality:

99% ^*data from raw suppliers

Tamoxifen-N-oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=C(C1=CC=CC=C1)C2=CC=C(C=C2)OCC[N+](C)(C)[O-])C3=CC=CC=C3
• Isomeric SMILES: CC/C(=C(\C1=CC=CC=C1)/C2=CC=C(C=C2)OCC[N+](C)(C)[O-])/C3=CC=CC=C3
• Uses: A metabolite of Tamoxifen, a nonsteroidal estrogen antagonist of interest in the treatment of some forms of breast cancer. Tamoxifen is a Protein Kinase C inhibitor, and induces apoptosis in human malignant glioma cell lines A metabolite of Tamoxifen (T006000), a nonsteroidal estrogen antagonist of interest in the treatment of some forms of breast cancer. Tamoxifen is a Protein Kinase C inhibitor, and induces apoptosis in human malignant glioma cell lines.

Technology Process of Tamoxifen N-oxide

There total 1 articles about Tamoxifen N-oxide 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: 97.0%

tamoxifen (10540-29-1,7728-73-6) → [14C]-Tamoxifen N-oxide (75504-34-6)

Guidance literature:

With dihydrogen peroxide; In methanol; water; at 20 ℃; for 10h; Darkness;

DOI:10.1124/dmd.114.059709

Reference yield:

[14C]-Tamoxifen N-oxide (75504-34-6) → N,N-dimethylhydroxylamine (5725-96-2) + (Z)-4-(1,2-diphenyl-1-butenyl)phenol vinyl ether (80234-19-1)

Guidance literature:

In methanol; for 3h; Heating;

DOI:10.1097/FJC.0b013e31811ec748

upstream raw materials:

tamoxifen

Downstream raw materials:

N,N-dimethylhydroxylamine

(Z)-4-(1,2-diphenyl-1-butenyl)phenol vinyl ether

Refernces

• 1、 Squirewell, Edwin J.,Qin, Xiaoyan,Duffel, Michael W.. "Endoxifen and other metabolites of tamoxifen inhibit human hydroxysteroid sulfotransferase 2A1 (hSULT2A1)". . p. 1843 - 1850. Retrieved 2014.
• 2、 Castrignanò, Silvia,Gilardi, Gianfranco,Sadeghi, Sheila J.. "Human flavin-containing monooxygenase 3 on graphene oxide for drug metabolism screening". . p. 2974 - 2980. Retrieved 2015/03/18.