Aleph-4

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] 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] 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]

Aleph-4

Clinical data
Other names	ALEPH-4; 4-Isopropylthio-2,5-dimethoxyamphetamine2,5-Dimethoxy-4-isopropylthioamphetamine
Routes of administration	Oral[1]
Drug class	Serotonergic psychedelic; Hallucinogen
ATC code	None
Pharmacokinetic data
Duration of action	12–20 hours[1]
Identifiers
IUPAC name 1-(2,5-dimethoxy-4-propan-2-ylsulfanylphenyl)propan-2-amine
CAS Number	123643-26-5
PubChem CID	44350301
ChemSpider	21500994
UNII	PJ4M669KSV
ChEMBL	ChEMBL127653
Chemical and physical data
Formula	C14H23NO2S
Molar mass	269.40 g·mol−1
3D model (JSmol)	Interactive image
SMILES CC(C)SC1=C(C=C(C(=C1)OC)CC(C)N)OC
InChI 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

See also

• DOx (psychedelics)
• Aleph (psychedelics)
• 2C-T-4