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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==

In the Vinony graph

Vinony's link graph records 177 inbound references to igmesine, and connects out to depression, cocaine and digital object identifier.

Vinony files it under Alkene derivatives, Amines and Chemical pages without DrugBank identifier.

Vinony links it to 5 Wikipedia language editions.

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
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

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Contents
  • References

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

Excerpted from Wikipedia’s “igmesine” article, available under the CC BY-SA 4.0 licence.

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