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HOT-2
| Field | Value | ||||
|---|---|---|---|---|---|
| Watchedfields | changed | ||||
| verifiedrevid | 411952594 | ||||
| image | HOT-2.svg | ||||
| image_class | skin-invert-image | ||||
| width | 250px | ||||
| routes_of_administration | Oral | ||||
| class | Serotonergic psychedelic; Hallucinogen | ||||
| ATC_prefix | None | ||||
| metabolites | Possibly 2C-T-2 | ||||
| onset | 30–40 minutes | ||||
| Peak: 2 hours | |||||
| duration_of_action | 6–10 hours | ||||
| CAS_number_Ref | |||||
| CAS_number | 207740-38-3 | ||||
| PubChem | 44350142 | ||||
| ChemSpiderID_Ref | |||||
| ChemSpiderID | 21106320 | ||||
| UNII_Ref | |||||
| UNII | A9AD8C69LQ | ||||
| ChEMBL_Ref | |||||
| ChEMBL | 127595 | ||||
| synonyms | 4-Ethylthio-2,5-dimethoxy-N-hydroxyphenethylamine; 2,5-Dimethoxy-4-ethylthio-N-hydroxyphenethylamine; N-Hydroxy-2C-T-2; N-OH-2C-T-2 | ||||
| IUPAC_name | 2-[4-(ethylsulfanyl)-2,5-dimethoxyphenyl]-N-hydroxyethan-1-amine | ||||
| C | 12 | H=19 | N=1 | O=3 | S=1 |
| SMILES | CCSc1cc(OC)c(cc1OC)CCNO | ||||
| StdInChI_Ref | |||||
| StdInChI | 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 | ||||
| StdInChIKey_Ref | |||||
| StdInChIKey | XGFJCRNRWOXGQM-UHFFFAOYSA-N | ||||
| melting_point | 122 |
| Drugs.com =
Peak: 2 hours | elimination_half-life =
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. It is the N-hydroxy derivative of 2C-T-2. The drug is taken orally.
Use and effects
In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists HOT-2's dose range as 10 to 18mg orally and its duration as 6 to 10hours. The drug's onset is 30 to 40minutes and peak effects occur after 2hours. HOT-2's properties are very similar to those of 2C-T-2, which has a dose of 12 to 25mg orally, a duration of 6 to 8hours, and an onset of less than 1hour with a time to peak of 1 to 2hours. HOT-2 may act as a prodrug of 2C-T-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. 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."
Interactions
Chemistry
Synthesis
The chemical synthesis of HOT-2 has been described.
Analogues
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.
History
HOT-2 was first described in the literature by Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).
Society and culture
Legal status
Canada
HOT-2 is a controlled substance in Canada under phenethylamine blanket-ban language.
United Kingdom
This substance is a Class A drug in the Drugs controlled by the UK Misuse of Drugs Act.
References
References
- {{CitePiHKAL [http://www.erowid.org/library/books_online/pihkal/pihkal087.shtml]
- {{CitePiHKAL 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."
- "Controlled Drugs and Substances Act".
- "UK Misuse of Drugs act 2001 Amendment summary". Isomer Design.
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