N-Methyl-gamma-(1-naphthalenyloxy)-2-thiophenepropanamine

Base Information

• Chemical Name: N-Methyl-gamma-(1-naphthalenyloxy)-2-thiophenepropanamine
• CAS No.: 116817-13-1
• Deprecated CAS: 116539-58-3
• Molecular Formula: C18H19 N O S
• Molecular Weight: 297.421
• DSSTox Substance ID: DTXSID40861238
• Nikkaji Number: J2.038.377A
• Pharos Ligand ID: 1UFWFPL3F1TM
• ChEMBL ID: CHEMBL424660
• Mol file: 116817-13-1.mol

Synonyms:116817-13-1;(+-)-Duloxetine;(+/-)-Duloxetine;116539-58-3;Racemic Duloxetine;N-Methyl-gamma-(1-naphthalenyloxy)-2-thiophenepropanamine;CHEMBL424660;CHEBI:36796;N-methyl-3-naphthalen-1-yloxy-3-thiophen-2-ylpropan-1-amine;N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propan-1-amine;LY-227942;N-Methyl-3-(1-naphthoxy)-3-(2-thienyl)propylamine;N-Methyl-3-(1-naphthalenyloxy)-2-thiophenepropanamine;N-Methyl-3-(1-naphthalenyloxy)-3-(2-thiophene)propanamide;N-methyl-3-(naphthalen-1-yloxy)-3-(2-thienyl)propan-1-amine;2-Thiophenepropanamine, N-methyl-g-(1-naphthalenyloxy)-, (A+/-)-;()-Duloxetine;(+)-DULOXETINE;SCHEMBL3803;SCHEMBL10036575;DTXSID40861238;(+)-(S)-N-Methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine monohydrochloride;HMS3393I05;BCP13463;BDBM50136680;AKOS015950841;AM10870;PB27521;SB19317;LY227942;LS-172321;FT-0651953;FT-0657836;FT-0667812;A803639;L001265;N-methyl-3-(1-naphthyloxy)-3-(2-thienyl)propylamine;N-methyl-gamma-(1-naphthoxy)-2-thiophene-propylamine;N-methyl-3-(1-naphthyloxy)-3-(2-thienyl) propylamine;(RS)-N-methyl-3-(naphthyloxy)-3-(2-thienyl)propylamine;2-Thiophenepropanamine, N-methyl-gamma-(1-naphthalenyloxy)-;N-methyl-3-(1-naphthalenyloxy)-3-thiophen-2-yl-1-propanamine;N-Methyl-3-[(1-naphthyl)oxy]-3-(2-thienyl)-1-propanamine;N-methyl-3-naphthalen-1-yloxy-3-thiophen-2-yl-propan-1-amine;racemic N-methyl-3-(1-naphtyloxy)-3-(2-thienyl)-propylamine;2-Thiophenepropanamine, N-methyl-?-(1-naphthalenyloxy)-, (?S)-;2-Thiophenepropanamine, N-methyl-gamma-(1-naphthalenyloxy)-, (+-)-;N-methyl-3-(naphthalen-1-yloxy)-3-(thiophen-2-yl)propan-1-amine

Chemical Property of N-Methyl-gamma-(1-naphthalenyloxy)-2-thiophenepropanamine

Chemical Property:

• Boiling Point: 466.2°Cat760mmHg
• PKA: 10.02±0.10(Predicted)
• Flash Point: 235.7°C
• PSA: 49.50000
• Density: 1.158g/cm³
• LogP: 5.23650
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 297.11873540
• Heavy Atom Count: 21
• Complexity: 312

Purity/Quality:

99% ^*data from raw suppliers

Duloxetine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNCCC(C1=CC=CS1)OC2=CC=CC3=CC=CC=C32

Technology Process of N-Methyl-gamma-(1-naphthalenyloxy)-2-thiophenepropanamine

There total 88 articles about N-Methyl-gamma-(1-naphthalenyloxy)-2-thiophenepropanamine 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: 98.4%

duloxetine ethyl carbamate (896446-94-9) → Duloxetine (116539-58-3,116539-59-4,116539-60-7,116817-13-1)

Guidance literature:

With potassium hydroxide; In ethanol; toluene; at 85 - 100 ℃; for 2h; Temperature;

Reference yield: 94.7%

(S)-3-(1-naphthyloxy)-3-(2-thienyl)propionaldehyde + methylamine (74-89-5) → Duloxetine (116539-58-3,116539-59-4,116539-60-7,116817-13-1)

Guidance literature:

(S)-3-(1-naphthyloxy)-3-(2-thienyl)propionaldehyde; methylamine; In ethanol; at 60 - 65 ℃; for 4h;

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 - 30 ℃; for 4h; under 1500.15 - 3000.3 Torr; Reagent/catalyst; Temperature; Autoclave;

Reference yield: 92.0%

(S)-N-methyl-N-phenoxycarbonyl-3-(1-naphthyloxy)-3-(2-thienyl)-1-propylamine (947686-09-1) → Duloxetine (116539-58-3,116539-59-4,116539-60-7,116817-13-1)

Guidance literature:

With sodium hydroxide; water; In dimethyl sulfoxide; at 115 ℃; for 6h;

upstream raw materials:

(S)-N,N-dimethyl-3-(1-naphthyloxy)-3-(2-thienyl)propanamine oxalate

1-Fluoronaphthalene

(S)-3-methylamino-1-(2-thienyl)-1-propanol

S-3-iodo-1-(2-thienyl)-1-(1-naphthalenyloxy)propane

Downstream raw materials:

Duloxetine oxalate

(+/-)-N-methyl-3-(2-thienyl)-3-(4-hydroxy-naphtyl)-propylamine hydrogenbromide

(+)-(S)-N-methyl-γ-(1-naphthyloxy)-2-thiophenepropylamine maleate

duloxetine hydrochloride