5-MeO-DALT

From Infogalactic: the planetary knowledge core
Jump to: navigation, search
5-MeO-DALT
5-MeO-DALT.svg
Systematic (IUPAC) name
N-allyl-N-[2-(5-methoxy
-1H-indol-3-yl)ethyl]
prop-2-en-1-amine
Clinical data
Legal status
  • UK: Class A
  • Illegal in China, Japan, Singapore, Sweden, Florida and Louisiana
Identifiers
CAS Number 928822-98-4 N
PubChem CID: 50878551
ChemSpider 21106245 YesY
Chemical data
Formula C17H22N2O
Molecular mass 270.375 g/mol
  • C=CCN(CCC1=CNC2=C1C=C(OC)C=C2)CC=C
  • InChI=1S/C17H22N2O/c1-4-9-19(10-5-2)11-8-14-13-18-17-7-6-15(20-3)12-16(14)17/h4-7,12-13,18H,1-2,8-11H2,3H3 YesY
  • Key:HGRHWEAUHXYNNP-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

5-MeO-DALT or N,N-di allyl-5-methoxy tryptamine is a psychedelic tryptamine first synthesized by Alexander Shulgin.

Chemistry

The full name of the chemical is N-allyl-N-[2-(5-methoxy-1H-indol-3-yl)ethyl] prop-2-en-1- amine. It is related to the compounds 5-MeO-DPT and DALT.

Pharmacology

5-MeO-DALT binds to 5-HT1A, 5-HT1D, 5-HT1E, 5-HT2A, 5-HT2B, 5-HT2C, 5-HT6, α2A, α2B, α2C, H1, κ-opioid, σ1 and σ2 receptors with Ki values lower than 10μM and also acts as a DAT and SERT monoamine reuptake inhibitor.[1]

Binding site pKi ± SEM at binding site
5-HT1A 7.70 ± 0.10
5-HT1B 6.13 ± 0.04
5-HT1D 7.00 ± 0.10
5-HT1E 6.30 ± 0.05
5-HT2A 6.66 ± 0.08
5-HT2B 7.23 ± 0.05
5-HT2C 6.34 ± 0.08
5-HT5A 5.48 ± 0.04
5-HT6 6.81 ± 0.03
5-HT7 7.05 ± 0.07
α2A 6.67 ± 0.07
α2B 6.14 ± 0.04
α2C 5.83 ± 0.06
H1 6.30 ± 0.06
H3 5.77 ± 0.04
κOR 5.95 ± 0.07
μOR > 5.00
σ1 6.52 ± 0.06
σ2 6.60 ± 0.05
DAT 5.50 ± 0.20
NET > 5.00
SERT 6.30 ± 0.05

The metabolism and cytochrome P450 inhibition of 5-MeO-DALT has been described in scientific literature.[2][3]

History

The first material regarding the synthesis and effects of 5-MeO-DALT was sent from Alexander Shulgin to a research associate named Murple in May 2004, after which it was circulated online. In June 2004 5-MeO-DALT became available from internet research chemical vendors after being synthesized by commercial laboratories in China. In August 2004 the synthesis and effects of 5-MeO-DALT were published by Erowid.[4]

Dosage

Doses ranging from 12–20 mg were tested by Alexander Shulgin's research group.[5]

Side effects

There is no published literature on the toxicity of 5-MeO-DALT.

Legal Status

China

As of October 2015 5-MeO-DALT is a controlled substance in China.[6]

Japan

5-MeO-DALT became a controlled substance in Japan from April 2007, by amendment to the Pharmaceutical Affairs Law.[7]

United Kingdom

5-MeO-DALT became a Class A drug in the UK on January 7th 2015 after an update to the tryptamine blanket ban.

Singapore

5-MeO-DALT is listed in the Fifth Schedule of the Misuse of Drugs Act (MDA) and therefore illegal in Singapore as of May 2015.[8]

Sweden

Sveriges riksdag added 5-MeO-DALT to schedule I ("substances, plant materials and fungi which normally do not have medical use") as narcotics in Sweden as of May 1, 2012, published by Medical Products Agency in their regulation LVFS 2012:6 listed as 5-MeO-DALT N-allyl-N-[2-(5-metoxi-1H-indol-3-yl)etyl]-prop-2-en-1-amin.[9]

United States

5-MeO-DALT is not scheduled at the federal level in the United States,[10] but it is likely that it could be considered an analog of 5-Meo-DiPT or another tryptamine, in which case purchase, sale, or possession could be prosecuted under the Federal Analog Act.

Florida

5-MeO-DALT is a Schedule I controlled substance in the state of Florida making it illegal to buy, sell, or possess in Florida.[11]

Louisiana

5-MeO-DALT is a Schedule I controlled substance in the state of Louisiana making it illegal to buy, sell, or possess in Louisiana.[12]

Notes

  1. Lua error in package.lua at line 80: module 'strict' not found.
  2. Lua error in package.lua at line 80: module 'strict' not found.
  3. Lua error in package.lua at line 80: module 'strict' not found.
  4. Lua error in package.lua at line 80: module 'strict' not found.
  5. Lua error in package.lua at line 80: module 'strict' not found.
  6. Lua error in package.lua at line 80: module 'strict' not found.
  7. Lua error in package.lua at line 80: module 'strict' not found.
  8. Lua error in package.lua at line 80: module 'strict' not found.
  9. Lua error in package.lua at line 80: module 'strict' not found.
  10. §1308.11 Schedule I.
  11. Florida Statutes - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL
  12. Lua error in package.lua at line 80: module 'strict' not found.

External links