HOT-2

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HOT-2
Clinical data
Other names4-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 classSerotonergic psychedelic; Hallucinogen
ATC code
  • None
Pharmacokinetic data
MetabolitesPossibly 2C-T-2[1][2]
Onset of action30–40 minutes[1]
Peak: 2 hours[1]
Duration of action6–10 hours[1]
Identifiers
  • 2-[4-(ethylsulfanyl)-2,5-dimethoxyphenyl]-N-hydroxyethan-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
E number{{#property:P628}}
CompTox Dashboard (EPA)
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Chemical and physical data
FormulaC12H19NO3S
Molar mass257.35 g·mol−1
3D model (JSmol)
Melting point122 °C (252 °F)
  • CCSc1cc(OC)c(cc1OC)CCNO
  • 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 checkY
  • Key:XGFJCRNRWOXGQM-UHFFFAOYSA-N checkY
  (verify)

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]

Use and effects

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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

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Chemistry

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Synthesis

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

Analogues

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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

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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

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United Kingdom

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

See also

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References

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  1. ^ a b c d e f g h i j k l m n o p Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value). [1]
  2. ^ a b c Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value). https://www.erowid.org/library/books_online/pihkal/pihkal081.shtml "I first observed the intimate connection between an amine and a hydroxylamine with the discovery that N-hydroxy-MDA (MDOH) was equipotent and of virtually identical activity to the non-hydroxylated counterpart (MDA). And I have speculated in the recipe for MDOH about the possible biological interconversions of these kinds of compounds. And here, the simple addition of a hydroxyl group to the amine nitrogen atom of MDMA produces a new drug that is in most of its properties identical to MDMA. The concept has been extended to 2C-T-2, 2C-T-7, and 2C-T-17, where each of these three active compounds was structurally modified in exactly this way, by the addition of a hydroxyl group to the amine nitrogen atom. The results, HOT-2, HOT-7 and HOT-17 were themselves all active, and compared very closely with their non-hydroxylated prototypes."
  3. ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
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