HOT-2

HOT-2, also known as 4-ethylthio-2,5-dimethoxy-N-hydroxyphenethylamine or as N-hydroxy-2C-T-2, is a psychedelic drug of the phenethylamine, 2C, and HOT-x families.^[1] It is the N-hydroxy derivative of 2C-T-2.^[1] The drug is taken orally.^[1]

HOT-2

Clinical data
Other names	4-Ethylthio-2,5-dimethoxy-N-hydroxyphenethylamine; 2,5-Dimethoxy-4-ethylthio-N-hydroxyphenethylamine; N-Hydroxy-2C-T-2; N-OH-2C-T-2
Routes of administration	Oral[1]
Drug class	Serotonergic psychedelic; Hallucinogen
ATC code	None
Pharmacokinetic data
Metabolites	Possibly 2C-T-2[1][2]
Onset of action	30–40 minutes[1] Peak: 2 hours[1]
Duration of action	6–10 hours[1]
Identifiers
IUPAC name 2-[4-(ethylsulfanyl)-2,5-dimethoxyphenyl]-N-hydroxyethan-1-amine
CAS Number	207740-38-3 Y
PubChem CID	44350142
ChemSpider	21106320 Y
UNII	A9AD8C69LQ
ChEMBL	ChEMBL127595 Y
CompTox Dashboard (EPA)	DTXSID00658383
Chemical and physical data
Formula	C12H19NO3S
Molar mass	257.35 g·mol−1
3D model (JSmol)	Interactive image
Melting point	122 °C (252 °F)
SMILES CCSc1cc(OC)c(cc1OC)CCNO
InChI InChI=1S/C12H19NO3S/c1-4-17-12-8-10(15-2)9(5-6-13-14)7-11(12)16-3/h7-8,13-14H,4-6H2,1-3H3 Y Key:XGFJCRNRWOXGQM-UHFFFAOYSA-N Y
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Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists HOT-2's dose range as 10 to 18 mg orally and its duration as 6 to 10 hours.^[1] The drug's onset is 30 to 40 minutes and peak effects occur after 2 hours.^[1] HOT-2's properties are very similar to those of 2C-T-2, which has a dose of 12 to 25 mg orally, a duration of 6 to 8 hours, and an onset of less than 1 hour with a time to peak of 1 to 2 hours.^[1][2] HOT-2 may act as a prodrug of 2C-T-2.^[2]

The effects of HOT-2 have been reported to include some psychedelic visuals like perceptual movement, flowing, and shimmering, increased energy, euphoria, uncomfortableness, easier or more difficult communication, some difficulty concentrating and mental confusion, increased heart rate and blood pressure, and no body load.^[1] Shulgin said of HOT-2 that it "seems to be a well tolerated, and generally pleasant material, with a mixture of sensory as well as insightful aspects. Something for everyone."^[1]

Interactions

See also: Psychedelic drug § Interactions, and Trip killer § Serotonergic psychedelic antidotes

Chemistry

Synthesis

The chemical synthesis of HOT-2 has been described.^[1]

Analogues

Analogues of HOT-2 include 2C-T-2, HOT-7 (N-hydroxy-2C-T-7), and HOT-17 (N-hydroxy-2C-T-17), among others.^[1]

History

HOT-2 was first described in the literature by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).^[1]

Society and culture

Legal status

United Kingdom

This substance is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.^[3]

See also

• HOT-x (psychedelics)