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1ZP2MA
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1ZP2MA.svg skin-invert-image 185px 1ZP2MA 3D.png bg-transparent 225px Monoamine releasing agent None 168256424 [1-(Indolizin-1-yl)propan-2-yl](methyl)amine; 1-(Indolizin-1-yl)-N-methylpropan-2-amine; Compound 26-5; Indolizine-NM-AMT; Indolizine-NM-αMT 1-indolizin-1-yl-N-methylpropan-2-amine 12 16 2 CC(CC1=C2C=CC=CN2C=C1)NC 1S/C12H16N2/c1-10(13-2)9-11-6-8-14-7-4-3-5-12(11)14/h3-8,10,13H,9H2,1-2H3 FMOIPWVAARKPNM-UHFFFAOYSA-N
1ZP2MA, also known as [1-(indolizin-1-yl)propan-2-yl](methyl)amine or as 1-(indolizin-1-yl)-N-methylpropan-2-amine, is a monoamine releasing agent of the indolizinylethylamine family.WO 2023183613A2 Baggott MJ patent Indolizine compounds for the treatment of mental disorders or inflammation 2023 September 28 24 March 2023 24 March 2023 Tactogen https://patents.google.com/patent/WO2023183613A2/ BRIEF DESCRIPTION OF THE FIGURES FIG. 1 is a concentration-response curve for compound 26-5 HCl when tested in the Dopamine Release Assay in rat synaptosomes as described in Example 12. [...] Synthesis of 1-(indolizin-1-yl)-N-methylpropan-2-amine HCl salt (26-5 HCl): [...] EXAMPLE 12: Dopamine Release Assay [1-(indolizin-1-yl)propan-2-yl](methyl)amine (1ZP2MA) HCl salt (26-5 HCl), 1- (indolizin-1-yl)butan-2-amine (1ZB2A) HCl salt (27-1 HCl), and [1-(indolizin-1-yl)butan-2- yl](methyl)amine (1ZB2MA) HCl salt (25-14 HCl) were assayed for dopamine release in rat synaptosomes [...] All three compounds showed ability to release dopamine, with EC50s for 26-5, 27-1, and 25-14 estimated as 0.0619, 21.8, 2.71 µM, respectively (Figures 1, 2, and 3 respectively). It is the analogue and positional isomer of the stimulant-like drug α,N-dimethyltryptamine (α,N-DMT or N-methyl-α-methyltryptamine (N-methyl-αMT)) in which the indole ring has been replaced with an indolizine ring. 1ZP2MA has been found to be a potent dopamine releasing agent, with an EC50 half-maximal effective concentration of 62nM. It is the α-methyl and N-desmethyl analogue of (2-(indolizin-1-yl)ethyl)dimethylamine (TACT908; the indolizine analogue of dimethyltryptamine (DMT)). 1ZP2MA and 2ZEDMA were patented by Tactogen in 2023.
See also
Indolizinylethylamine
Substituted tryptamine § Related compounds
1Z2MAP1O
α-Methylisotryptamine (isoAMT)
BK-NM-AMT
3-APBT
References
External links
1ZP2MA - Isomer Design
Category:Indolizinylethylamines
Category:Monoamine releasing agents
Category:Secondary amines
Category:Tactogen