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HOT-2

From Wikipedia, the free encyclopedia
Pharmaceutical compound
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
MetabolitesPossibly2C-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
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
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 as4-ethylthio-2,5-dimethoxy-N-hydroxyphenethylamine or asN-hydroxy-2C-T-2, is apsychedelic drug of thephenethylamine,2C, andHOT-x families.[1] It is theN-hydroxyderivative of2C-T-2.[1] The drug is takenorally.[1]

Use and effects

[edit]

In his bookPiHKAL (Phenethylamines I Have Known and Loved),Alexander Shulgin lists HOT-2's dose range as 10 to 18 mgorally and itsduration as 6 to 10 hours.[1] The drug'sonset is 30 to 40 minutes and peak effects occur after 2 hours.[1] HOT-2's properties are very similar to those of2C-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 aprodrug of 2C-T-2.[2]

The effects of HOT-2 have been reported to include somepsychedelic visuals like perceptual movement, flowing, and shimmering, increasedenergy,euphoria, uncomfortableness, easier or more difficult communication, somedifficulty concentrating andmental confusion, increasedheart rate andblood pressure, and nobody 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

[edit]
See also:Psychedelic drug § Interactions, andTrip killer § Serotonergic psychedelic antidotes

Chemistry

[edit]

Synthesis

[edit]

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

Analogues

[edit]

Analogues of HOT-2 include2C-T-2,HOT-7 (N-hydroxy-2C-T-7), andHOT-17 (N-hydroxy-2C-T-17), among others.[1]

History

[edit]

HOT-2 was first described in the literature byAlexander Shulgin in his 1991 bookPiHKAL (Phenethylamines I Have Known and Loved).[1]

Society and culture

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Legal status

[edit]

United Kingdom

[edit]

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

See also

[edit]

References

[edit]
  1. ^abcdefghijklmnopShulgin, Alexander;Shulgin, Ann (September 1991).PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628.[1]
  2. ^abcShulgin, Alexander;Shulgin, Ann (September 1991).PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628.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. ^"UK Misuse of Drugs act 2001 Amendment summary". Isomer Design. Retrieved12 March 2014.

External links

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