Igmesine

Igmesine
Clinical data
ATC code	none;
Identifiers
	IUPAC name (E)-N-(cyclopropylmethyl)-N-ethyl-3,6-diphenylhex-5-en-3-amine;
CAS Number	140850-73-3 ;
PubChem CID	6438340;
ChemSpider	4942823 ;
UNII	XA3745J38K;
CompTox Dashboard (EPA)	DTXSID801028764 ;
Chemical and physical data
Formula	C23H29N
Molar mass	319.492 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES N(C(c1ccccc1)(CC)C\C=C\c2ccccc2)(C)CC3CC3;
	InChI InChI=1S/C23H29N/c1-3-23(22-14-8-5-9-15-22,24(2)19-21-16-17-21)18-10-13-20-11-6-4-7-12-20/h4-15,21H,3,16-19H2,1-2H3/b13-10+ ; Key:VCZSWYIFCKGTJI-JLHYYAGUSA-N ;
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Igmesine (JO-1,784) is a sigma receptor agonist (IC₅₀ = 39 nM (rat brain)).^[1]^[2] It has neuroprotective and antidepressant-like effects in animal studies,^[3]^[4] as well as nootropic effects in models of age-related cognitive decline.^[5] 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.^[2] However, in a large phase III clinical trial, igmesine failed to show significant effectiveness for depression.^[6] The drug has not been developed further.^[7]

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