N,N-Diallyltryptamine (DALT) is a tryptamine derivative which has been identified as a new psychoactive substance.[1][2] It has been used as an intermediate in the preparation of radiolabeled diethyltryptamine.[3]

DALT
Clinical data
Routes of
administration
Oral, insufflated, rectal, smoked, IM, IV[citation needed]
ATC code
  • none
Legal status
Legal status
  • DE: NpSG (Industrial and scientific use only)
  • UK: Class A
  • US: Analogue to a Schedule I/II drug (possibly)
  • May be covered under similar Analogue bills in other countries
Identifiers
  • N-Allyl-N-[2-(1H-indol-3-yl)ethyl]prop-2-en-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC16H20N2
Molar mass240.350 g·mol−1
3D model (JSmol)
  • C=CCN(CC=C)CCc2c[nH]c1ccccc12
  • InChI=1S/C16H20N2/c1-3-10-18(11-4-2)12-9-14-13-17-16-8-6-5-7-15(14)16/h3-8,13,17H,1-2,9-12H2 checkY
  • Key:LQEATNFJCMVKAC-UHFFFAOYSA-N checkY
  (verify)

One of the more pronounced effects of this substance is a sharp increase in body temperature, similar to the effects of 2,4-Dinitrophenol (DNP). Unlike DNP, DALT is suggested to be safer, as it belongs to the tryptamine family. DALT exhibits weak psychoactive properties, particularly among tryptamines. The metabolic effects of this substance on body temperature, and its non-toxic nature, leads to the viability of this substance being used for emergency situations in cold weather environments, or as a weight loss supplement.[citation needed]

See also

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References

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  1. ^ Michely JA, Helfer AG, Brandt SD, Meyer MR, Maurer HH (October 2015). "Metabolism of the new psychoactive substances N,N-diallyltryptamine (DALT) and 5-methoxy-DALT and their detectability in urine by GC-MS, LC-MSn, and LC-HR-MS-MS" (PDF). Analytical and Bioanalytical Chemistry. 407 (25): 7831–42. doi:10.1007/s00216-015-8955-0. PMID 26297461. S2CID 26086597.
  2. ^ Michely JA, Brandt SD, Meyer MR, Maurer HH (February 2017). "n, and LC-HR-MS/MS" (PDF). Analytical and Bioanalytical Chemistry. 409 (6): 1681–1695. doi:10.1007/s00216-016-0117-5. PMID 27933361. S2CID 206920201.
  3. ^ Brandt SD, Tirunarayanapuram SS, Freeman S, Dempster N, Barker SA, Daley PF, et al. (2008). "Microwave-accelerated synthesis of psychoactive deuterated N,N-dialkylated-[α,α,β,β-d4]-tryptamines". Journal of Labelled Compounds and Radiopharmaceuticals. 51 (14): 423–429. doi:10.1002/jlcr.1557.