lofepramine   Click here for help

GtoPdb Ligand ID: 7551

Synonyms: Gamanil ® | Lomont ® | WHR-2908A
Approved drug
lofepramine is an approved drug
Compound class: Synthetic organic
Comment: Marketed formulations may contain lofepramine hydrochloride (PubChem CID 33611).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 0
Rotatable bonds 7
Topological polar surface area 23.55
Molecular weight 418.18
XLogP 6.01
No. Lipinski's rules broken 1
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Canonical SMILES CN(CC(=O)c1ccc(cc1)Cl)CCCN1c2ccccc2CCc2c1cccc2
Isomeric SMILES CN(CC(=O)c1ccc(cc1)Cl)CCCN1c2ccccc2CCc2c1cccc2
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
No information available.
Summary of Clinical Use Click here for help
Used to treat major depressive disorder. However, there is no information regarding approval for clinical use of this drug on the US FDA or European Medicines Agency (EMA) websites. Individual national approval agencies may have granted marketing authorisation. For example, in 2002 the UK approved this drug for the treatment of symptoms of depressive illness and although some brands have been discontinued, the generic drug is still in use.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Lofepramine acts as a norepinephrine and serotonin reuptake inhibitor [2], with little anticholinergic activity at muscarinic receptors [1]. Lofepramine is extensively metabolized to the active metabolite, desipramine, which also acts as a norepinephrine reuptake inhibitor (with low efficacy serotonin transporter inhibition).
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