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130152-35-1

130152-35-1 Structure

130152-35-1 Structure
IdentificationBack Directory
[Name]

igmesine
[CAS]

130152-35-1
[Synonyms]

-ethyl-N-methyl-&alpha
(+)-IgMesine hydrochloride
Cinnamyl-1-phenyl-1-N-methyl-N-cyclopropylene
-(3-phenyl-2-propenyl)-benzenemethanamineHydrochloride
(+)-alpha-(E)-Cinnamyl)-N-(cyclopropylmethyl)-alpha-ethyl-N-methylbenzylamine
(E)-(+)-N-(Cyclopropylmethyl)-α-ethyl-N-methyl-α-(3-phenyl-2-propenyl)-benzenemethanamine Hydrochloride
(R)-(+)-N-Cyclopropylmethyl-α-ethyl-N-methyl-α-[(2E)-3-phenyl-2-propenyl)benzenemethanamine hydrochloride
Benzenemethamine, N-(cyclopropylmethyl)-alpha-ethyl-N-methyl-alpha-(3-phenyl-2-propenyl)-, hydrochloride, (+)-
(+)-(E)-N-(Cyclopropylmethyl)-alpha-ethyl-N-methyl-alpha-(3-phenyl-2-propenyl)benzenemethanamine hydrochloride
[Molecular Formula]

C23H30ClN
[MDL Number]

MFCD00911707
[MOL File]

130152-35-1.mol
[Molecular Weight]

355.95
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C
[solubility ]

<17.8mg/ml in DMSO
[form ]

solid
[color ]

White
Hazard InformationBack Directory
[Uses]

(E)-(+)-N-(Cyclopropylmethyl)-α-ethyl-N-methyl-α-(3-phenyl-2-propenyl)-benzenemethanamine Hydrochloride is a sigma receptor agonist. Sigma receptors are non-opioid receptors that bind a wide range of psychotropic compounds. (E)-(+)-N-(Cyclopropylmethyl)-α-ethyl-N-methyl-α-(3-phenyl-2-propenyl)-benzenemethanamine Hydrochloride is a neuroprotective and an antidepressant agent.
[Uses]

Antidepressant (sigma receptor ligand).
[Biological Activity]

jo 1784 is a selective σ1 receptor ligand.the cns σ receptor ligands, as is known, modulates central neurotransmitter systems ( noradrenergic-, glutaminergic-, and dopaminergic-neurons was included).
[in vitro]

compared with control, data obtained displayed significant reduction in the densities of β-adrenergic, but not σ1, 5-ht1a, and gabab receptors in fluoxetine (18%), desipramine (dmi, 32%) and jo 1784 (20%)-treated groups. tyrosine hydroxylase (th) activity was significantly (30–32%) decreased in all treated groups. further, fluoxetine and dmi excluding the jo 1784 -treated groups diaplayed 85 and 40% reductions in serotonin (5-ht) and noradrenaline (ne) neuronal uptake, respectively. following acute treatment, jo 1784 is inactive for monoamine oxidase (mao) a or b [1].
[in vivo]

in vivo studies, jo 1784 at behaviorally active doses exhibited weak effects on the ne uptake but has no activity in altering 5-ht and da synthesis or antagonizing selective drug-stimulated depletion of monoamine neuronal uptake. nmda-induced potentiates cgmp was inhibited by jo 1784, indicating that jo 1784 may interfere with the nmda receptor/nos/cgmp pathway. although it appears that the pharmacological actions of jo 1784 partially is modulated by the monoaminergic system, there is still need to find other possible mechanisms of antidepressant action [1].
[IC 50]

19.1 nm
[storage]

Store at -20°C
[References]

[1]. akunne hc, zoski kt, whetzel sz, cordon jj, brandon rm, roman f, pugsley ta. neuropharmacological profile of a selective sigma ligand, igmesine: a potential antidepressant. neuropharmacology. 2001 jul;41(1):138-49.
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