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5-TOET

Field	Value
image	5-TOET.png
image_class	skin-invert-image
width	225px
routes_of_administration	Oral
class	Serotonergic psychedelic; Hallucinogen
ATC_prefix	None
onset	30 minutes
Peak: 4 hours
duration_of_action	8–24 hours
CAS_number	207740-43-0
PubChem	15915351
ChemSpiderID	21106386
UNII	53KPR8B3A4
ChEMBL	127095
synonyms	2-Methoxy-4-ethyl-5-methylthioamphetamine; 4-Ethyl-2-methoxy-5-methylthioamphetamine; 5-Thio-DOET; 5T-DOET; 5-Methylthio-DOET
IUPAC_name	1-(4-ethyl-2-methoxy-5-methylsulfanylphenyl)propan-2-amine
C	13	H=21	N=1	O=1	S=1
SMILES	CCC1=CC(=C(C=C1SC)CC(C)N)OC
StdInChI	1S/C13H21NOS/c1-5-10-7-12(15-3)11(6-9(2)14)8-13(10)16-4/h7-9H,5-6,14H2,1-4H3
StdInChIKey	CBSUPAQTEZIWSK-UHFFFAOYSA-N

| Drugs.com =

Peak: 4 hours | elimination_half-life =

5-TOET, also known as 2-methoxy-4-ethyl-5-methylthioamphetamine or as 5-thio-DOET, is a psychedelic 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 5 position has been replaced with a methylthio group. The drug is one of two possible TOET (thio-DOET) positional isomers, the other being 2-TOET.

In his book PiHKAL (Phenethylamines I Have Known and Loved) and other publications, Alexander Shulgin lists 5-TOET's dose as 12 to 25mg orally and its duration as 8 to 24hours. Its onset is about 30minutes and its time to peak is about 4hours. The drug is around 5-fold less potent than DOET, which has a listed dose range of 2 to 6mg orally.

The effects of 5-TOET have been reported to include closed-eye imagery and fantasy, open-eye visuals such as brightness around objects and visual movement, feelings of joy, beauty, love, and serenity, erotic enhancement, restlessness, lightheadedness, pupil dilation, sleep disturbances, and next-day afterglow as well as lethargy. One user described it as "superb", "exquisite", and potentially "extraordinary". It has much less physical discomfort than 5-TOM. There also appears to be significant interindividual variability in intensity of 5-TOET, with two of eight people being roughly twice as sensitive as the others. In addition, an unintentional overdose in one person, despite a similar dose taken as others, was described as intense, exhausting, and too long-lived.

The chemical synthesis of 5-TOET has been described. The phenethylamine analogue, 2C-5-TOET (5-thio-2C-E), has been synthesized, but was not tested and its properties are unknown.

5-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/pihkal170.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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