HOT-7
title: "HOT-7" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["designer-prodrugs", "hot-x-(psychedelics)", "pihkal", "propylthio-compounds", "psychedelic-phenethylamines"] topic_path: "general/designer-prodrugs" source: "https://en.wikipedia.org/wiki/HOT-7" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0
::data[format=table title="Infobox drug"]
| Field | Value |
|---|---|
| verifiedrevid | 411952705 |
| image | HOT-7.svg |
| image_class | skin-invert-image |
| width | 250px |
| routes_of_administration | Oral |
| class | Serotonergic psychedelic; Hallucinogen |
| ATC_prefix | None |
| metabolites | Possibly 2C-T-7 |
| onset | Unknown |
| duration_of_action | 6–8 hours |
| CAS_number_Ref | |
| CAS_number | 207740-39-4 |
| PubChem | 44350017 |
| ChemSpiderID_Ref | |
| ChemSpiderID | 21106321 |
| UNII_Ref | |
| UNII | J43NT74JXX |
| ChEMBL_Ref | |
| ChEMBL | 127582 |
| synonyms | 4-Propylthio-2,5-dimethoxy-N-hydroxyphenethylamine; 2,5-Dimethoxy-4-propylthio-N-hydroxyphenethylamine; N-Hydroxy-2C-T-7; N-OH-2C-T-7 |
| IUPAC_name | 2-[2,5-Dimethoxy-4-(propylsulfanyl)phenyl]-N-hydroxyethan-1-amine |
| C | 13 |
| SMILES | COc1cc(SCCC)c(cc1CCNO)OC |
| StdInChI_Ref | |
| StdInChI | 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 |
| StdInChIKey_Ref | |
| StdInChIKey | ASTNLROMDNGJLS-UHFFFAOYSA-N |
| :: |
| verifiedrevid = 411952705 | drug_name = | image = HOT-7.svg | image_class = skin-invert-image | width = 250px
| pronounce = | tradename = | Drugs.com = | MedlinePlus = | licence_CA = | licence_EU = | DailyMedID = | licence_US = | pregnancy_AU = | pregnancy_category = | dependency_liability = | addiction_liability = | routes_of_administration = Oral | class = Serotonergic psychedelic; Hallucinogen | ATC_prefix = None | ATC_suffix =
| legal_status =
| bioavailability = | protein_bound = | metabolism = | metabolites = Possibly 2C-T-7 | onset = Unknown | elimination_half-life = | duration_of_action = 6–8 hours | excretion =
| CAS_number_Ref = | CAS_number = 207740-39-4 | CAS_supplemental = | PubChem = 44350017 | PubChemSubstance = | IUPHAR_ligand = | DrugBank = | ChemSpiderID_Ref = | ChemSpiderID = 21106321 | UNII_Ref = | UNII = J43NT74JXX | KEGG = | ChEBI = | ChEMBL_Ref = | ChEMBL = 127582 | NIAID_ChemDB = | PDB_ligand = | synonyms = 4-Propylthio-2,5-dimethoxy-N-hydroxyphenethylamine; 2,5-Dimethoxy-4-propylthio-N-hydroxyphenethylamine; N-Hydroxy-2C-T-7; N-OH-2C-T-7
| IUPAC_name = 2-[2,5-Dimethoxy-4-(propylsulfanyl)phenyl]-N-hydroxyethan-1-amine | C=13 | H=21 | N=1 | O=3 | S=1 | SMILES = COc1cc(SCCC)c(cc1CCNO)OC | StdInChI_Ref = | StdInChI = 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 | StdInChIKey_Ref = | StdInChIKey = ASTNLROMDNGJLS-UHFFFAOYSA-N
HOT-7, also known as 4-propylthio-2,5-dimethoxy-N-hydroxyphenethylamine or as N-hydroxy-2C-T-7, is a psychedelic drug of the phenethylamine, 2C, and HOT-x families. It is the N-hydroxy derivative of 2C-T-7. The drug is taken orally.
Use and effects
In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists HOT-7's dose range as 15 to 20mg orally and its duration as 6 to 8hours. The drug's onset and peak of effects were not described. HOT-7's properties are similar to those of 2C-T-7, which has a dose of 10 to 30mg orally and a duration of 8 to 15hours, although HOT-7 may have a somewhat shorter duration. HOT-7 may act as a prodrug of 2C-T-7.
The effects of HOT-7 have been reported to include being "quite psychedelic", very rich in closed-eye imagery, not as much in terms of open-eye visuals, very good for interpretive and conceptual thinking, emotional changes, feeling "smoothly stoned", lightheadedness, alcohol-like tipsiness and wooziness, social avoidance, and gastrointestinal disturbances.
Interactions
Chemistry
Synthesis
The chemical synthesis of HOT-7 has been described.
Analogues
Analogues of HOT-7 include 2C-T-7, HOT-2 (N-hydroxy-2C-T-2), and HOT-17 (N-hydroxy-2C-T-17), among others.
History
HOT-7 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-7 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
- {{CiteTiHKAL [http://www.erowid.org/library/books_online/pihkal/pihkal088.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.
::callout[type=info title="Wikipedia Source"] This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page. ::