7-Chloro-AMT

7-Chloro-α-methyltryptamine (7-Cl-AMT) is a tryptamine derivative with stimulant effects, invented in the 1960s. It is a weak monoamine oxidase inhibitor but its pharmacology has not otherwise been studied by modern techniques, though several closely related compounds are known to act as serotonin–dopamine releasing agents and agonists of the 5-HT2A receptor.[1][2][3]

7-Chloro-AMT
Identifiers
IUPAC name
  • 1-(7-chloro-1H-indol-3-yl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC11H13ClN2
Molar mass208.69 g·mol−1
3D model (JSmol)
SMILES
  • CC(CC1=CNC2=C1C=CC=C2Cl)N
InChI
  • InChI=1S/C11H13ClN2/c1-7(13)5-8-6-14-11-9(8)3-2-4-10(11)12/h2-4,6-7,14H,5,13H2,1H3
  • Key:OHEYTFPYHFDAJQ-UHFFFAOYSA-N

See also

References
  1. FR 1344579, Hofmann A, Troxler F, "New indole derivatives and their preparation", published 29 November 1963, assigned to Sandoz SA.
  2. US 3282959, Robert VJ, Jackson HO, "7-Chloro-alpha-methyltryptamine derivatives.", issued 1 November 1966, assigned to Parke-Davis.
  3. Blough BE, Landavazo A, Partilla JS, Decker AM, Page KM, Baumann MH, Rothman RB (October 2014). "Alpha-ethyltryptamines as dual dopamine-serotonin releasers". Bioorganic & Medicinal Chemistry Letters. 24 (19): 4754–4758. doi:10.1016/j.bmcl.2014.07.062. PMC 4211607. PMID 25193229.



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