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HOT-7

From Wikipedia, the free encyclopedia
Pharmaceutical compound
HOT-7
Clinical data
Other names4-Propylthio-2,5-dimethoxy-N-hydroxyphenethylamine; 2,5-Dimethoxy-4-propylthio-N-hydroxyphenethylamine;N-Hydroxy-2C-T-7;N-OH-2C-T-7
Routes of
administration
Oral[1]
Drug classSerotonergic psychedelic;Hallucinogen
ATC code
  • None
Pharmacokinetic data
MetabolitesPossibly2C-T-7[1][2]
Onset of actionUnknown[1]
Duration of action6–8 hours[1]
Identifiers
  • 2-[2,5-Dimethoxy-4-(propylsulfanyl)phenyl]-N-hydroxyethan-1-amine
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC13H21NO3S
Molar mass271.38 g·mol−1
3D model (JSmol)
  • COc1cc(SCCC)c(cc1CCNO)OC
  • InChI=1S/C13H21NO3S/c1-4-7-18-13-9-11(16-2)10(5-6-14-15)8-12(13)17-3/h8-9,14-15H,4-7H2,1-3H3 checkY
  • Key:ASTNLROMDNGJLS-UHFFFAOYSA-N checkY
  (verify)

HOT-7, also known as4-propylthio-2,5-dimethoxy-N-hydroxyphenethylamine or asN-hydroxy-2C-T-7, is apsychedelic drug of thephenethylamine,2C, andHOT-x families.[1] It is theN-hydroxyderivative of2C-T-7.[1] The drug is takenorally.[1]

Use and effects

[edit]

In his bookPiHKAL (Phenethylamines I Have Known and Loved),Alexander Shulgin lists HOT-7's dose range as 15 to 20 mgorally and itsduration as 6 to 8 hours.[1] The drug'sonset and peak of effects were not described.[1] HOT-7's properties are similar to those of2C-T-7, which has a dose of 10 to 30 mg orally and a duration of 8 to 15 hours, although HOT-7 may have a somewhat shorter duration.[1][2] HOT-7 may act as aprodrug of 2C-T-7.[2]

The effects of HOT-7 have been reported to include being "quitepsychedelic", very rich inclosed-eyeimagery, not as much in terms ofopen-eye visuals, very good for interpretive and conceptual thinking,emotional changes, feeling "smoothlystoned",lightheadedness,alcohol-liketipsiness andwooziness,social avoidance, andgastrointestinal disturbances.[1]

Interactions

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

Chemistry

[edit]

Synthesis

[edit]

Thechemical synthesis of HOT-7 has been described.[1]

Analogues

[edit]

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

History

[edit]

HOT-7 was first described in the literature byAlexander Shulgin in his 1991 bookPiHKAL (Phenethylamines I Have Known and Loved).[1]

Society and culture

[edit]

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. ^abcdefghijklmnShulgin, Alexander;Shulgin, Ann (September 1997).TiHKAL: The Continuation.Berkeley, California:Transform Press.ISBN 0-9630096-9-9.OCLC 38503252.[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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