N-Methyl-gamma-phenoxybenzenepropanamine

Base Information

• Chemical Name: N-Methyl-gamma-phenoxybenzenepropanamine
• CAS No.: 56161-70-7
• Molecular Formula: C₁₆H₁₉NO
• Molecular Weight: 241.333
• UNII: C6C3GB68TV
• ChEMBL ID: CHEMBL4865485
• DSSTox Substance ID: DTXSID001289081
• Wikipedia: N-Methyl-PPPA
• Mol file: 56161-70-7.mol

Synonyms:N-Methyl-pppa;C6C3GB68TV;N-Methyl-gamma-phenoxybenzenepropanamine;56161-70-7;UNII-C6C3GB68TV;CHEMBL4865485;Benzenepropanamine, N-methyl-gamma-phenoxy-;SCHEMBL5011928;DMOUAPYFRKLFHO-UHFFFAOYSA-N;DTXSID001289081;BDBM50578568;N-methyl-3-phenoxy-3-phenylpropylamine;N-methyl-3-phenoxy-3-phenylpropan-1-amine;A900680;N-METHYL-.GAMMA.-PHENOXYBENZENEPROPANAMINE;BENZENEPROPANAMINE, N-METHYL-.GAMMA.-PHENOXY-;ATOMOXETINE HYDROCHLORIDE IMPURITY A [EP IMPURITY]

Chemical Property of N-Methyl-gamma-phenoxybenzenepropanamine

Chemical Property:

• Melting Point: 174 °C
• Boiling Point: 372.0±35.0 °C(Predicted)
• PKA: 10.14±0.10(Predicted)
• Density: 1.034±0.06 g/cm3(Predicted)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 241.146664230
• Heavy Atom Count: 18
• Complexity: 207

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CNCCC(C1=CC=CC=C1)OC2=CC=CC=C2

Technology Process of N-Methyl-gamma-phenoxybenzenepropanamine

There total 7 articles about N-Methyl-gamma-phenoxybenzenepropanamine 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: 60.0%

N-methyl-3-chloro-3-phenylpropylamine (57256-93-6) + phenol (108-95-2,27073-41-2) → N-methyl-3-phenoxy-3-phenyl-1-propylamine (56161-70-7)

Guidance literature:

for 0.15h; Microwave irradiation;

DOI:10.2174/157018011794578169

Reference yield: 36.0%

C21H27NO3 → N-methyl-3-phenoxy-3-phenyl-1-propylamine (56161-70-7)

Guidance literature:

With phosphoric acid; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2021.113533

Reference yield:

1-phenyl-1-phenoxy-3-chloropropane (21763-01-9) + methylamine (74-89-5) → N-methyl-3-phenoxy-3-phenyl-1-propylamine (56161-70-7)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In methanol; at 80 ℃; for 24h; Sealed tube;

DOI:10.1124/mol.113.091249

upstream raw materials:

3-methylamino-1-phenylpropan-1-ol

N-methyl-3-chloro-3-phenylpropylamine

phenol

3-iodo-1-phenyl-propan-1-ol

Downstream raw materials:

9,10-dihydro-N-methyl-9-oxo-N-(3-phenoxy-3-phenylpropyl)acridine-4-carboxamide

Refernces

• 1、 Andersen, Jacob,Stuhr-Hansen, Nicolai,Zachariassen, Linda Gronborg,Koldso, Heidi,Schiott, Birgit,Stromgaard, Kristian,Kristensen, Anders S.. "Molecular basis for selective serotonin reuptake inhibition by the antidepressant agent fluoxetine (Prozac)". supporting information. p. 703 - 714. Retrieved 2014/04/17.
• 2、 Velingkar, Vinaykumar S.,Dandekar, Vikrant D.. "Microwave-assisted synthesis and evaluation of substituted aryl propyl acridone-4-carboxamides as potential chemosensitizing agents for cancer". . p. 268 - 275. Retrieved 2013/01/10.