HOT-17

HOT-17
Clinical data
Other names	4-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
Drug class	Serotonergic psychedelic; Hallucinogen
ATC code	None;
Pharmacokinetic data
Metabolites	Possibly 2C-T-17
Onset of action	0.5–1.5 hours; Peak: 3 hours
Duration of action	12–18 hours
Identifiers
	IUPAC name 2-{4-[(butan-2-yl)sulfanyl]-2,5-dimethoxyphenyl}-N-hydroxyethan-1-amine;
CAS Number	207740-40-7 ;
PubChem CID	44350007 ;
ChemSpider	21106319 ;
UNII	A9AD8C69LQ ;
ChEMBL	ChEMBL127509 ;
CompTox Dashboard (EPA)	DTXSID70658370 ;
Chemical and physical data
Formula	C14H23NO3S
Molar mass	285.40 g·mol−1
3D model (JSmol)	Interactive image ;
	SMILES CC(CC)Sc1cc(OC)c(cc1OC)CCNO;
	InChI 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 ; Key:BUKIXGXYEUJJHQ-UHFFFAOYSA-N ;
	(verify)

Last updated November 24, 2025

HOT-17, also known as 4-sec-butylthio-2,5-dimethoxy-N-hydroxyphenethylamine or as N-hydroxy-2C-T-17, is a psychedelic drug of the phenethylamine, 2C, and HOT-x families.^[1]^[3] It is the N-hydroxy derivative of 2C-T-17.^[1]^[3] The drug is taken orally.^[1]

Use and effects

In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists HOT-17's dose range as 70 to 120 mg orally and its duration as 12 to 18 hours.^[1] The drug's onset is 30 minutes to 1.5 hours and peak effects occur after 3 hours.^[1] HOT-17's properties are very similar to those of 2C-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 a prodrug of 2C-T-17.^[2]

The effects of HOT-17 have been reported to include "something going on upstairs", no sensory distortion, mild time distortion, feeling light and slightly floaty, walking feeling pleasant due to the lightness, and no body load, among others.^[1] It was described as producing "plus-two" and "plus-three" experiences on the Shulgin Rating Scale.^[1] The compound is said to have an "unbelievably grim taste—not bitter, but simply evil".^[1]

Interactions

Chemistry

Synthesis

The chemical synthesis of HOT-17 has been described.^[1]

Analogues

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

History

HOT-17 was first described in the literature by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).^[1]^[3]

References

1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 Shulgin 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
1 2 3 Shulgin 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.
1 2 3 4 Shulgin 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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[PiHKAL-1] 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 Shulgin 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

[PiHKAL-FLEA-2] 1 2 3 Shulgin 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.

[Shulgin_2011-3] 1 2 3 4 Shulgin 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.

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