Aleph-4

Pharmaceutical compound From Wikipedia, the free encyclopedia

Aleph-4, or ALEPH-4, also known as 4-isopropylthio-2,5-dimethoxyamphetamine, is a psychedelic drug of the phenethylamine, amphetamine, and DOx families.[1] It is one of the Aleph series of compounds.[1]

Other namesALEPH-4; DOT-4; 4-Isopropylthio-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-isopropylthioamphetamine; 4-iPrS-DMA
ATC code
  • None
Quick facts Clinical data, Other names ...
Aleph-4
Clinical data
Other namesALEPH-4; DOT-4; 4-Isopropylthio-2,5-dimethoxyamphetamine; 2,5-Dimethoxy-4-isopropylthioamphetamine; 4-iPrS-DMA
Routes of
administration
Oral[1]
Drug classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Pharmacokinetic data
Duration of action12–20 hours[1]
Identifiers
  • 1-(2,5-dimethoxy-4-propan-2-ylsulfanylphenyl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC14H23NO2S
Molar mass269.40 g·mol−1
3D model (JSmol)
  • CC(C)SC1=C(C=C(C(=C1)OC)CC(C)N)OC
  • InChI=1S/C14H23NO2S/c1-9(2)18-14-8-12(16-4)11(6-10(3)15)7-13(14)17-5/h7-10H,6,15H2,1-5H3
  • Key:BCWCXWKCQMBFBQ-UHFFFAOYSA-N
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In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists Aleph-4's dose as 7 to 12 mg orally and its duration as 12 to 20 hours.[1] The effects of Aleph-4 have been reported to include closed-eye imagery, enhanced visual appreciation, emotional changes, and physical side effects and toxicity indications, among others.[1] One of the reports remarked that it was "one of the most profound and deep learning experiences" they had had.[1] However, Shulgin was unwilling to push the dose higher than 12 mg due to toxicity concerns.[1]

The chemical synthesis of Aleph-4 has been described.[1]

Aleph-4 was first described in the scientific literature by Shulgin, David E. Nichols, Peyton Jacob III, and other colleagues in 1978.[2] Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.[1] The drug was encountered as a novel designer drug in Japan in 2009.[3][4] It is a Schedule I controlled substance in the United States as an isomer of 2C-T-7.[5] The drug is also a controlled substance in Canada under phenethylamine blanket-ban language.[6]

See also

References

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