Acetryptine

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Acetryptine
Clinical data
Other namesW-2965-A; 5-Acetyltryptamine; 5-Acetyl-3-(2-aminoethyl)indole;
Identifiers
  • 1-[3-(2-Aminoethyl)-1H-indol-5-yl]ethanone
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H14N2O
Molar mass202.257 g·mol−1
3D model (JSmol)
  • CC(=O)C1=CC2=C(C=C1)NC=C2CCN
  • InChI=1S/C12H14N2O/c1-8(15)9-2-3-12-11(6-9)10(4-5-13)7-14-12/h2-3,6-7,14H,4-5,13H2,1H3
  • Key:RAUGYAOLAMRLLZ-UHFFFAOYSA-N

Acetryptine (INN) (developmental code name W-2965-A), also known as 5-acetyltryptamine (5-AT),[1] is a drug described as an antihypertensive agent which was never marketed.[2] Structurally, acetryptine is a substituted tryptamine, and is closely related to other substituted tryptamines like serotonin (5-hydroxytryptamine).[2] It was developed in the early 1960s.[2][1] The binding of acetryptine to serotonin receptors does not seem to have been well-investigated, although it was assessed at the 5-HT1A and 5-HT1D receptors and found to bind to them with high affinity.[3] The drug may also act as a monoamine oxidase inhibitor (MAOI); specifically, as an inhibitor of MAO-A.[4][5]

See also

References

  1. ^ a b HARTIGAN JM, PHILLIPS GE (1963). "Tissue distribution and metabolism of 5-acetyltryptamine in the mouse". Biochem. Pharmacol. 12 (6): 585–8. doi:10.1016/0006-2952(63)90136-9. PMID 13953098.
  2. ^ a b c J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 6–. ISBN 978-1-4757-2085-3.
  3. ^ Glennon RA, Hong SS, Bondarev M, Law H, Dukat M, Rakhi S, Power P, Fan E, Kinneau D, Kamboj R, Teitler M, Herrick-Davis K, Smith C (1996). "Binding of O-alkyl derivatives of serotonin at human 5-HT1D beta receptors". J. Med. Chem. 39 (1): 314–22. doi:10.1021/jm950498t. PMID 8568822.
  4. ^ Veselovsky AV, Medvedev AE, Tikhonova OV, Skvortsov VS, Ivanov AS (2000). "Modeling of substrate-binding region of the active site of monoamine oxidase A". Biochemistry Mosc. 65 (8): 910–6. PMID 11002183.
  5. ^ Ramsay RR, Gravestock MB (2003). "Monoamine oxidases: to inhibit or not to inhibit". Mini Rev Med Chem. 3 (2): 129–36. doi:10.2174/1389557033405287. PMID 12570845.