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2-TOET

Field	Value
image	2-TOET.png
image_class	skin-invert-image
width	225px
routes_of_administration	Oral
class	Psychoactive drug
ATC_prefix	None
duration_of_action	Unknown (but long-lasting)
CAS_number	779279-63-9
PubChem	15915347
ChemSpiderID	21106408
UNII	28GRS3DSL2
synonyms	2-Methylthio-4-ethyl-5-methoxyamphetamine; 4-Ethyl-2-methylthio-5-methoxyamphetamine; 2-Thio-DOET; 2T-DOET; 2-Methylthio-DOET
IUPAC_name	1-(4-ethyl-5-methoxy-2-methylsulfanylphenyl)propan-2-amine
C	13	H=21	N=1	O=1	S=1
SMILES	CCC1=CC(=C(C=C1OC)CC(C)N)SC
StdInChI	1S/C13H21NOS/c1-5-10-8-13(16-4)11(6-9(2)14)7-12(10)15-3/h7-9H,5-6,14H2,1-4H3
StdInChIKey	TZIBUOSWJBKVTA-UHFFFAOYSA-N

| Drugs.com =

| elimination_half-life =

2-TOET, also known as 2-methylthio-4-ethyl-5-methoxyamphetamine or as 2-thio-DOET, is a psychoactive drug of the phenethylamine and amphetamine families related to the DOx psychedelic DOET. It is the analogue of DOET in which the methoxy group at the 2 position has been replaced with a methylthio group. The drug is one of two possible TOET (thio-DOET) positional isomers, the other being 5-TOET.

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 2-TOET's dose as greater than 65mg orally and its duration as unknown (but long-lasting). The drug is more than 10-fold less potent than DOET, which has a listed dose range of 2 to 6mg orally.

The effects of 2-TOET have been reported to include slight lightheadedness, feeling physically a bit fragile, possible appetite loss, possible erectile dysfunction, and next-day residual fragility. It was described as inactive as a hallucinogen at assessed doses, and higher doses were not tested.

The chemical synthesis of 2-TOET has been described. The phenethylamine analogue, 2C-2-TOET (2-thio-2C-E), has been synthesized, but was not tested and its properties are unknown.

2-TOET was first described in the scientific literature by Alexander Shulgin and Peyton Jacob III in 1983. Subsequently, it was described in greater detail by Shulgin in PiHKAL in 1991.

References

{{CitePiHKAL https://www.erowid.org/library/books_online/pihkal/pihkal169.shtml
(2003). "Hallucinogens: A Forensic Drug Handbook". Elsevier Science.
(1994). "Amphetamine and Its Analogs: Psychopharmacology, Toxicology, and Abuse". [[Academic Press]].
(May 1983). "Sulfur analogues of psychotomimetic agents. 2. Analogues of (2,5-dimethoxy-4-methylphenyl)-and (2,5-dimethoxy-4-ethylphenyl)isopropylamine". J Med Chem.

Info: Wikipedia Source

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ethyl-compounds methoxyphenethylamines methylthio-compounds pihkal psychedelic-phenethylamines substituted-amphetamines thio-2cs-and--dox

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