Phenyltoloxamine

Base Information

• Chemical Name: Phenyltoloxamine
• CAS No.: 92-12-6
• Deprecated CAS: 9008-95-1
• Molecular Formula: C17H21 N O
• Molecular Weight: 255.36
• European Community (EC) Number: 202-127-9
• UNII: K65LB6598J
• DSSTox Substance ID: DTXSID9023467
• Nikkaji Number: J4.648E
• Wikipedia: Phenyltoloxamine
• Wikidata: Q7181443
• NCI Thesaurus Code: C47669
• Pharos Ligand ID: B1VUDK4PWDKQ
• Metabolomics Workbench ID: 152481
• ChEMBL ID: CHEMBL186720
• Mol file: 92-12-6.mol

Synonyms:N,N-dimethyl-2-(alpha-phenyl-o-tolyloxy)ethylamine;phenyltoloxamine;phenyltoloxamine hydrochloride

Chemical Property of Phenyltoloxamine

Chemical Property:

• Vapor Pressure: 2.42E-05mmHg at 25°C
• Boiling Point: 359.2°C at 760 mmHg
• PKA: pKa 9.1 (Uncertain)
• Flash Point: 106°C
• PSA: 12.47000
• Density: 1.022g/cm³
• LogP: 3.21780
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 255.162314293
• Heavy Atom Count: 19
• Complexity: 235

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Antihistamines
• Canonical SMILES: CN(C)CCOC1=CC=CC=C1CC2=CC=CC=C2
• Therapeutic Function: Antihistaminic

Technology Process of Phenyltoloxamine

There total 6 articles about Phenyltoloxamine 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:

o-Benzylphenol (28994-41-4) → phenyltoloxamine (92-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / PPh₃; diisopropylazodicarboxylate / tetrahydrofuran / 2 h / 20 °C

2: K₂CO₃ / toluene / 16 h / Heating

With di-isopropyl azodicarboxylate; potassium carbonate; triphenylphosphine; In tetrahydrofuran; toluene; 1: Mitsunobu etherification;

DOI:10.1021/jm049720x

Reference yield:

1-(2-bromoethoxy)-2-benzylbenzene (165683-42-1) + dimethyl amine (124-40-3) → phenyltoloxamine (92-12-6)

Guidance literature:

In ethanol; water; for 24h; Ambient temperature;

DOI:10.1021/jm00134a004

Reference yield:

2-(N,N-dimethylamino)ethanol (108-01-0) + o-Benzylphenol (28994-41-4) + Diethyl carbonate (105-58-8,76619-83-5) → phenyltoloxamine (92-12-6) + 1-Ethoxy-2-benzylbenzene

Guidance literature:

With potassium carbonate; In acetonitrile; at 200 ℃; for 8h; under 12001.2 Torr; Autoclave;

DOI:10.1002/ejoc.202100328

upstream raw materials:

Natrium-(2-benzyl-phenolat)

2-(dimethylamino)ethyl chloride

1-(2-bromoethoxy)-2-benzylbenzene

dimethyl amine

Downstream raw materials:

[2-(2-benzyl-phenoxy)-ethyl]-trimethyl-ammonium; iodide