Igmesine

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]

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 Y
PubChem CID	6438340
ChemSpider	4942823 N
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+ N Key:VCZSWYIFCKGTJI-JLHYYAGUSA-N N
NY (what is this?)  (verify)