2C-tBu
| Clinical data | |
|---|---|
| Other names | 2,5-Dimethoxy-4-tert-butylphenethylamine; 4-tert-Butyl-2,5-dimethoxyphenethylamine; 2C-TBU; 2C-t-Bu |
| Drug class | Serotonin receptor agonist; Serotonergic psychedelic; Hallucinogen |
| Identifiers | |
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| PubChem CID | |
| ChemSpider | |
| Chemical and physical data | |
| Formula | C14H23NO2 |
| Molar mass | 237.343 g·mol−1 |
| 3D model (JSmol) | |
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2C-tBu, or 2C-t-Bu, also known as 4-tert-butyl-2,5-dimethoxyphenethylamine, is a serotonin receptor agonist and putative serotonergic psychedelic of the phenethylamine and 2C families.
It is a potent serotonin 5-HT2A receptor agonist (Ki = 9.9–35 nM, EC50 = 4.2 nM) and also binds to the serotonin 5-HT2C receptor (Ki = 7–24 nM). The drug produces a robust head-twitch response, a behavioral proxy of psychedelic effects, in rodents. It also produces hyperlocomotion in rodents.
The active dosage in humans is >5 mg per Daniel Trachsel and its duration is unknown. Initial tests with 7 mg and with 10 mg (as 5 mg plus 5 mg 2 hours apart) produced no psychedelic effects in humans, but instead induced a pronounced and long-lasting tiredness.
It was hypothesized that 2C-tBu might be a serotonin 5-HT2A receptor antagonist and might thereby be hypnotic, but it was instead shown to be an agonist in subsequent studies.