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HOT-17

From Wikipedia, the free encyclopedia

Pharmaceutical compound
HOT-17
Clinical data
Other names4-sec-Butylthio-2,5-dimethoxy-N-hydroxyphenethylamine; 2,5-Dimethoxy-4-sec-butylthio-N-hydroxyphenethylamine;N-Hydroxy-2C-T-17;N-OH-2C-T-17
Routes of
administration
Oral[1]
Drug classSerotonergic psychedelic;Hallucinogen
ATC code
  • None
Pharmacokinetic data
MetabolitesPossibly2C-T-17[1][2]
Onset of action0.5–1.5 hours[1]
Peak: 3 hours[1]
Duration of action12–18 hours[1]
Identifiers
  • 2-{4-[(butan-2-yl)sulfanyl]-2,5-dimethoxyphenyl}-N-hydroxyethan-1-amine
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC14H23NO3S
Molar mass285.40 g·mol−1
3D model (JSmol)
  • CC(CC)Sc1cc(OC)c(cc1OC)CCNO
  • InChI=1S/C14H23NO3S/c1-5-10(2)19-14-9-12(17-3)11(6-7-15-16)8-13(14)18-4/h8-10,15-16H,5-7H2,1-4H3 checkY
  • Key:BUKIXGXYEUJJHQ-UHFFFAOYSA-N checkY
  (verify)

HOT-17, also known as4-sec-butylthio-2,5-dimethoxy-N-hydroxyphenethylamine or asN-hydroxy-2C-T-17, is apsychedelic drug of thephenethylamine,2C, andHOT-x families.[1][3] It is theN-hydroxyderivative of2C-T-17.[1][3] The drug is takenorally.[1]

Use and effects

[edit]

In his bookPiHKAL (Phenethylamines I Have Known and Loved),Alexander Shulgin lists HOT-17's dose range as 70 to 120 mgorally and itsduration as 12 to 18 hours.[1] The drug'sonset is 30 minutes to 1.5 hours and peak effects occur after 3 hours.[1] HOT-17's properties are very similar to those of2C-T-17, which has a dose of 60 to 100 mg orally, a duration of 10 to 15 hours, and an onset of 1 hour with a time to peak of 3 hours.[1][2] HOT-17 may act as aprodrug of 2C-T-17.[2]

The effects of HOT-17 have been reported to include "something going on upstairs", nosensory distortion, mildtime distortion, feeling light and slightly floaty, walking feeling pleasant due to the lightness, and nobody load, among others.[1] It was described as producing "plus-two" and "plus-three" experiences on theShulgin Rating Scale.[1] The compound is said to have an "unbelievably grim taste—not bitter, but simply evil".[1]

Interactions

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

Chemistry

[edit]

Synthesis

[edit]

Thechemical synthesis of HOT-17 has been described.[1]

Analogues

[edit]

Analogues of HOT-17 include2C-T-17,HOT-2 (N-hydroxy-2C-T-2), andHOT-7 (N-hydroxy-2C-T-7), among others.[1][3]

History

[edit]

HOT-17 was first described in the literature byAlexander Shulgin in his 1991 bookPiHKAL (Phenethylamines I Have Known and Loved).[1][3]

See also

[edit]

References

[edit]
  1. ^abcdefghijklmnopqShulgin A,Shulgin A (September 1991).PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628.http://www.erowid.org/library/books_online/pihkal/pihkal089.shtml
  2. ^abcShulgin A,Shulgin A (September 1991).PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press.ISBN 0-9630096-0-5.OCLC 25627628."#81 FLEA".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. ^abcdShulgin A, Manning T, Daley P (2011).The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. Vol. 1. Berkeley:Transform Press.ISBN 978-0-9630096-3-0.

External links

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