Isoproscaline
Pharmaceutical compound
From Wikipedia, the free encyclopedia
Isoproscaline or 4-isopropoxy-3,5-dimethoxyphenethylamine is a psychedelic drug of the phenethylamine and scaline families related to mescaline.[1] It is closely related to proscaline and was first synthesized by David E. Nichols and colleagues.[2] The drug is taken orally.[1]
- None
 | |
 | |
| Clinical data | |
|---|---|
| Other names | IP; 4-Isopropoxy-3,5-dimethoxyphenethylamine; 3,5-Dimethoxy-4-isopropoxyphenethylamine |
| Routes of administration | Oral[1] |
| Drug class | Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen |
| ATC code |
|
| Pharmacokinetic data | |
| Onset of action | 2 hours[1] |
| Duration of action | 10–16 hours[1] |
| Identifiers | |
| |
| CAS Number | |
| PubChem CID | |
| ChemSpider | |
| UNII | |
| ChEMBL | |
| CompTox Dashboard (EPA) | |
| Chemical and physical data | |
| Formula | C13H21NO3 |
| Molar mass | 239.315 g·mol−1 |
| 3D model (JSmol) | |
| Melting point | 163 to 164 °C (325 to 327 °F) (hydrochloride) |
| |
| |
| (verify) | |
Use and effects
In his book PiHKAL (Phenethylamines I Have Known and Loved), Alexander Shulgin lists isoproscaline's dose as 40 to 80 mg orally and its duration as 10 to 16 hours.[1] The onset was described as slow and about 2 hours and the descent very slow and gradual and starting at about 6 or 7 hours.[1] The effects of isoproscaline included enhanced emotions, desire to move and dance, feelings of energy flow and freedom in the body, feelings of ecstasy, euphoria, meaningfulness, mental rejuvenation, enhanced sociability and conversation, body load, queasiness, nausea, discomfort, insomnia, and slight next-day irritability.[1] No visual changes or other sensory effects were mentioned.[1] Shulgin described isoproscaline as a "completely fascinating phenethylamine".[1]
Interactions
Pharmacology
Pharmacodynamics
Isoproscaline shows affinity for the serotonin 5-HT2 receptors and acts as an agonist of the serotonin 5-HT2A receptor.[3]
Chemistry
Isoproscaline is in a class of compounds commonly known as phenethylamines, and the full chemical name is 2-(4-isopropoxy-3,5-dimethoxyphenyl)ethanamine.[1]
Synthesis
The chemical synthesis of isoproscaline has been described.[1]
Analogues
Analogues of isoproscaline include mescaline, escaline, proscaline, allylescaline, and methallylescaline, among others.[1]
Society and culture
Legal status
Canada
Isoproscaline is not a controlled substance in Canada as of 2025.[4]
United Kingdom
In the UK, its highly likely that this compound would be covered by the "phenylethylamine amendment" to the misuse of drugs act likely rendering it a Class A controlled drug.
United States
Isoproscaline is unscheduled in the United States;[5] however, because of its close similarity in structure and effects to mescaline, possession and sale of isoproscaline may be subject to prosecution under the Federal Analog Act.