ZC-B (3-(4-bromo-2,5-dimethoxyphenyl)azetidine) is a
phenethylamine
Phenethylamine (PEA) is an organic compound, natural monoamine alkaloid, and trace amine, which acts as a central nervous system stimulant in humans. In the brain, phenethylamine regulates monoamine neurotransmission by binding to trace amin ...
derivative which acts as a
serotonin receptor
5-HT receptors, 5-hydroxytryptamine receptors, or serotonin receptors, are a group of G protein-coupled receptor and ligand-gated ion channels found in the central and peripheral nervous systems. They mediate both excitatory and inhibitory neur ...
agonist selective for the 5-HT
2 subtypes, with an
EC50 of 1.6nM at
5-HT2A, vs 5.8nM at
5-HT2C. It is related to psychedelic phenethylamine derivatives such as
2C-B
2C-B (4-Bromo-2,5-dimethoxyphenethylamine) is a psychedelic drug of the 2C family. It was first synthesized by Alexander Shulgin in 1974. In Shulgin's book '' PiHKAL'', the dosage range is listed as 12–24 mg. As a recreational drug, 2C-B is so ...
, but with the ethylamine side chain replaced by an
azetidine
Azetidine is a saturated heterocyclic organic compound containing three carbon atoms and one nitrogen atom. It is a liquid at room temperature with a strong odor of ammonia and is strongly basic compared to most secondary amines.
Synthesis and o ...
ring.
See also
*
DOB
*
β-Methyl-2C-B
β-Methyl-2C-B (BMB) is a recreational designer drug with psychedelic effects. It is a structural isomer of DOB but is considerably less potent, having around half the potency of 2C-B itself with activity starting at a dosage of around 20 m ...
*
4C-B
4C-B (also known as 4C-DOB or DOB-B) is a lesser-known psychedelic drug which is related to 2C-B and DOB. It is a reasonably potent 5-HT2A receptor partial agonist with a Ki of 7.6nM, but has relatively low efficacy (15% relative to 5-HT). It is ...
*
TCB-2
TCB-2 is a hallucinogen discovered in 2006 by Thomas McLean working in the lab of David Nichols at Purdue University. It is a conformationally-restricted derivative of the phenethylamine 2C-B, also a hallucinogen, and acts as a potent agonist ...
*
LSZ
References
{{Serotonergics
Designer drugs
Serotonin receptor agonists
Azetidines
Bromoarenes
Methoxy compounds