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igmesine

Structure via PubChem · Public domain (PubChem)

EntityQ5992117· pop 6· linked from 177 articles

Igmesine (JO-1,784) is a sigma receptor agonist (IC50 = 39 nM (rat brain)). It has neuroprotective and antidepressant-like effects in animal studies, as well as nootropic effects in models of age-related cognitive decline. In two phase II clinical trials, igmesine was found to be effective in the treatment of depression and was as active as the comparator fluoxetine. However, in a large phase III clinical trial, igmesine failed to show significant effectiveness for depression. The drug has not been developed further. ==References==

Chemical data

Formula
C23H29N
Molecular weight
319.5 g/mol
IUPAC name
(E)-N-(cyclopropylmethyl)-N-methyl-3,6-diphenylhex-5-en-3-amine

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
319.23
Show 3 more facts
chemical formula
C₂₃H₂₉N
isomeric SMILES
CCC(C/C=C/C1=CC=CC=C1)(C2=CC=CC=C2)N(C)CC3CC3
canonical SMILES
CCC(CC=CC1=CC=CC=C1)(C2=CC=CC=C2)N(C)CC3CC3
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Igmesine (JO-1,784) is a sigma receptor agonist (IC50 = 39 nM (rat brain)). It has neuroprotective and antidepressant-like effects in animal studies, as well as nootropic effects in models of age-related cognitive decline. In two phase II clinical trials, igmesine was found to be effective in the treatment of depression and was as active as the comparator fluoxetine. However, in a large phase III clinical trial, igmesine failed to show significant effectiveness for depression. The drug has not been developed further. ==References==

Category:Amines Category:Alkene derivatives Category:Cyclopropyl compounds Category:Sigma agonists

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