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Lofepramine
Lofepramine
Synonyms Leo-640, WHR-2908A
Brand names Emdalin, Gamanil, Lomont
IUPAC name

IUPAC name
4'-chloro-2-([3-(10,11-dihydro-5H-dibenz[b,f]azepin-5-yl)propyl]methylamino)acetophenone
ChemSpider

3810

DrugBank

None

PubChem

3947

PDB fields

N/A

Formula

C26H27ClN2O

InChI
InChI
1S/C26H27ClN2O/c1-28(19-26(30)22-13-15-23(27)16-14-22)17-6-18-29-24-9-4-2-7-20(24)11-12-21-8-3-5-10-25(21)29/h2-5,7-10,13-16H,6,11-12,17-19H2,1H3
InChIKey
InChIKey
SAPNXPWPAUFAJU-UHFFFAOYSA-N
SMILES
SMILES
CN(CCCN1C2=CC=CC=C2CCC3=CC=CC=C31)CC(=O)C4=CC=C(C=C4)Cl
(Jmol 3D structure)
Mol. mass

418.9584 g/mol

Lofepramine is a tricyclic antidepressant (TCA) that is in many ways a second-generation antidepressant as unlike other TCAs it is relatively safe in cases of overdose and produces less prominent anticholinergic (like dry mouth, constipation, blurred vision, reduced ability to urinate, etc.), antihistamine (like sedation or weight gain) and adrenergic side effects (like orthostatic hypotension).[1] Although liver dysfunction has been reported as a rare side effect.[1] It is metabolized to desipramine and needs to be dosed 2-3 times a day. As far as English-speaking countries go only Ireland and the U.K. have lofepramine.[1]

External linksEdit

Reference listEdit

  1. 1.0 1.1 1.2 Brayfield, A, ed. (15 April 2014). "Lofepramine Hydrochloride". Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. Retrieved 17 August 2014. 

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