5-Chloro-αMT

5-Chloro-αMT
Clinical data
ATC code
  • None
Legal status
Legal status
Identifiers
IUPAC name
  • 1-(5-Chloro-1H-indol-3-yl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC11H13ClN2
Molar mass208.69 g·mol−1
3D model (JSmol)
SMILES
  • CC(Cc1c[nH]c2c1cc(cc2)Cl)N
InChI
  • InChI=1S/C11H13ClN2/c1-7(13)4-8-6-14-11-3-2-9(12)5-10(8)11/h2-3,5-7,14H,4,13H2,1H3
  • Key:QMKOQSCXSYPIPB-UHFFFAOYSA-N

5-Chloro-α-methyltryptamine (5-Chloro-αMT), also known as PAL-542, is a tryptamine derivative related to α-methyltryptamine (αMT) and one of only a few known serotonin–dopamine releasing agents (SDRAs).[1][2] It is also a potent serotonin 5-HT2A receptor agonist and hence may be a serotonergic psychedelic.[1] The drug has been investigated in animals as a potential treatment for cocaine dependence.[2]

  1. ^ a b Blough BE, Landavazo A, Partilla JS, et al. (October 2014). "Alpha-ethyltryptamines as dual dopamine-serotonin releasers". Bioorganic & Medicinal Chemistry Letters. 24 (19): 4754–8. doi:10.1016/j.bmcl.2014.07.062. PMC 4211607. PMID 25193229.
  2. ^ a b Banks ML, Bauer CT, Blough BE, et al. (June 2014). "Abuse-related effects of dual dopamine/serotonin releasers with varying potency to release norepinephrine in male rats and rhesus monkeys". Exp Clin Psychopharmacol. 22 (3): 274–84. doi:10.1037/a0036595. PMC 4067459. PMID 24796848.
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