Tesmilifene

Base Information

• Chemical Name: Tesmilifene
• CAS No.: 98774-23-3
• Molecular Formula: C19H25NO
• Molecular Weight: 283.414
• UNII: I43T3ID6G2
• DSSTox Substance ID: DTXSID1045661
• Nikkaji Number: J582.987I
• Wikipedia: Tesmilifene
• Wikidata: Q27095558
• NCI Thesaurus Code: C75196
• Pharos Ligand ID: YUWS3BFUYAGF
• Metabolomics Workbench ID: 149327
• ChEMBL ID: CHEMBL26424
• Mol file: 98774-23-3.mol

Synonyms:(2-(4-benzylphenoxy)ethyl)diethylamine;BzPhOEt-diethylammonium chloride;DEPMPE;DPPE;DPPE hydrochloride;ethanamine, N,N-diethyl-2-(4-(phenylmethyl)phenoxy)-, (2aR-(2aalpha,4beta,4abeta,6beta,9alpha(alphaR*,betaS*),11alpha,12alpha,12aalpha,12balpha))-;N,N-diethyl-2-((4-phenylmethyl)phenoxy)-ethanamine hydrochloride;N,N-diethyl-2-((4-phenylmethyl)phenoxy)ethanamine;N,N-diethyl-2-((4-phenylmethyl)phenoxy)ethanamine hydrochloride;N,N-diethyl-2-(4-(phenylmethyl)phenoxy)ethanamine;N,N-diethyl-2-(4-(phenylmethyl)phenoxy)ethanamine hydrochloride;tesmilifene;tesmilifene hydrochloride

Chemical Property of Tesmilifene

Chemical Property:

• Appearance/Colour: Transparent, colorless liquid
• Vapor Pressure: 1.64E-06mmHg at 25°C
• Refractive Index: 1.543
• Boiling Point: 397 °C at 760 mmHg
• PKA: 9?+-.0.25(Predicted)
• Flash Point: 116.8 °C
• PSA: 12.47000
• Density: 1.002 g/cm³
• LogP: 3.99800
• Storage Temp.: 2-8°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 283.193614421
• Heavy Atom Count: 21
• Complexity: 250

Purity/Quality:

99% ^*data from raw suppliers

Tesmilifene >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCN(CC)CCOC1=CC=C(C=C1)CC2=CC=CC=C2
• Recent ClinicalTrials: Pharmacokinetic Study of Tesmilifene (YMB1002) Plus Epirubicin and Cyclophosphamide in Metastatic Breast Cancer
• Recent EU Clinical Trials: A Phase III study of DPPE (Temilifene) combined with Epirubicin and Cyclophosphamide versus Epirubicin and Cyclophosphamide alone as First – line Treatment in Metastatic/Recurrent Cancer
• Description: Tesmilifene is a small molecule chemopotentiator under development by YM BioSciences, a Candian pharmaceutical company that specialises in the development of cancer treatments. It is indicated for use in combination with standard cytotoxic drugs, such as taxanes and anthracyclines, which are widely used in the treatment of metastatic disease – when cancers spread to distant sites in the body.

Technology Process of Tesmilifene

There total 3 articles about Tesmilifene 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:

p-benzylphenol (101-53-1) + 2-chloro-N,N-diethylethylamine hydrochloride (869-24-9) → N,N-diethyl-2-(4-(phenylmethyl)phenoxy)ethanamine (98774-23-3)

Guidance literature:

p-benzylphenol; With sodium hydride; In N,N-dimethyl-formamide; for 0.166667h;

2-chloro-N,N-diethylethylamine hydrochloride; In N,N-dimethyl-formamide; at 80 ℃; for 2h; Further stages.;

DOI:10.1021/jm990496z

Reference yield:

2-(diethylamino)ethyl chloride (100-35-6) → N,N-diethyl-2-(4-(phenylmethyl)phenoxy)ethanamine (98774-23-3)

Guidance literature:

With sodium iodide;

Reference yield:

→ N,N-diethyl-2-(4-(phenylmethyl)phenoxy)ethanamine (98774-23-3)

Guidance literature:

upstream raw materials:

2-(diethylamino)ethyl chloride

p-benzylphenol

2-chloro-N,N-diethylethylamine hydrochloride

Refernces

• 1、 Penning, Thomas D.,Chandrakumar, Nizal S.,Chen, Barbara B.,Chen, Helen Y.,Desai, Bipin N.,Djuric, Stevan W.,Docter, Stephen H.,Gasiecki, Alan F.,Haack, Richard A.,Miyashiro, Julie M.,Russell, Mark A.,Yu, Stella S.,Corley, David G.,Durley, Richard C.,Kilpatrick, Brian F.,Parnas, Barry L.,Askonas, Leslie J.,Gierse, James K.,Harding, Elizabeth I.,Highkin, Maureen K.,Kachur, James F.,Kim, Suzanne H.,Krivi, Gwen G.,Villani-Price, Doreen,Pyla, E. Yvonne,Smith, Walter G.,Ghoreishi-Haack, Nayereh S.. "Structure-activity relationship studies on 1-[2-(4- phenylphenoxy)ethyl]pyrrolidine (SC-22716), a potent inhibitor of leukotriene A4 (LTA4) hydrolase". . p. 721 - 735. Retrieved 2007/10/03.