N,N-dimethyl-2-benzyl-3-(4-trifluoromethylphenoxy)-propylamine oxalate → N-Methyl-2-benzyl-3-(4-trifluoromethylphenoxy)-propylamine oxalate

HRID 280288Notes

Reaction equation

HRID 280288 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].CN(CC(CC1C=CC=CC=1)COC1C=CC(SC)=CC=1)C.C(O)(=O)C(O)=O.[CH3:35][N:36]([CH2:38][CH:39]([CH2:52][C:53]1[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=1)[CH2:40][O:41][C:42]1[CH:47]=[CH:46][C:45]([C:48]([F:51])([F:50])[F:49])=[CH:44][CH:43]=1)C>>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH3:35][NH:36][CH2:38][CH:39]([CH2:52][C:53]1[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=1)[CH2:40][O:41][C:42]1[CH:47]=[CH:46][C:45]([C:48]([F:51])([F:50])[F:49])=[CH:44][CH:43]=1

Participants

3

Reactant 2

HCID 13653936N,N-dimethyl-2-benzyl-3-(4-trifluoromethylphenoxy)-propylamine oxalateHCID 70390258N,N-dimethyl-2-benzyl-3-(4-methylmercaptophenoxy)-propylamine oxalate

Product 1

HCID 13653966N-Methyl-2-benzyl-3-(4-trifluoromethylphenoxy)-propylamine oxalate

Procedure

Illustrative of the invention, N,N-dimethyl-2-benzyl-3-(4-methylmercaptophenoxy)-propylamine oxalate and N,N-dimethyl-2-benzyl-3-(4-trifluoromethylphenoxy)-propylamine oxalate at an oral dose of 30 mg/kg p.o show about 80% and 60% inhibition respectively of 3H-5HT uptake. N-Methyl-2-benzyl-3-(4-trifluoromethylphenoxy)-propylamine oxalate gives about a 50% inhibition of 3H-5HT uptake at a dose of 10 mg/kg p.o.

Sources & evidence

ORD record
ord-12021d797b954f55865bc71c88483b94
Source dataset
uspto-grants-1986_05
Patent number
US04588746

Reaction notes

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