Igmesine

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Igmesine
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Systematic (IUPAC) name
(E)-N-(cyclopropylmethyl)-N-ethyl-3,6-diphenylhex-5-en-3-amine
Identifiers
CAS Number 140850-73-3
ATC code none
PubChem CID 6438340
Chemical data
Formula C23H29N
Molar mass 319.483 g/mol[[Script error: No such module "String".]]
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Igmesine (JO-1,784) is a sigma receptor agonist.[1] It has neuroprotective and antidepressant effects in animal studies,[2][3] as well as nootropic effects in models of age related cognitive decline.[4] It showed good results in phase I human clinical trials but has not been continued further.[5]

Synthesis

Particularly worth mentioning is the Curtius rearrangement whereby the acid azide spontaneously rearranges to the isocyanate functional group upon heating in an aprotic solvent.

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Aubard, G. G.; De Faux, J.-P.; Gouret, C. J.; Grouhel, A. M.; Jacobelli, H. M.; et al.; 1991, U.S. Patent 5,034,419.

References

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Acetylcholinesterases
Ampakines
CX-516 • CX-546 • CX-614 • CX-691 • CX-717 • IDRA-21 • LY-404,187 • LY-503,430 • PEPA • Sunifiram • Unifiram
D1 Agonists
Eugeroics
GABAA α5 Inverse Agonists
H3 Antagonists
mACh Agonists
nACh Agonists
Racetams
Others
Agonists
Antagonists
Unknown /
unsorted
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