O-Acetylbufotenine
Chemical compound
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O-Acetylbufotenine (also known as 5-Acetoxy-N,N-dimethyltryptamine or 5-AcO-DMT) is a chemical compound belonging to the class of tryptamines. It is a synthetic derivative of bufotenin, a naturally occurring compound found in certain toads and plants.
Chemical Structure and Properties
O-Acetylbufotenine is a tryptamine derivative, characterized by the presence of an acetoxy group at the 5-position of the indole ring. Its chemical formula is C14H18N2O2, and it has a molecular weight of 246.31 g/mol. The compound is structurally similar to other tryptamines such as psilocybin and psilocin, which are known for their psychedelic effects.
Synthesis
The synthesis of O-Acetylbufotenine involves the acetylation of bufotenin. This process typically uses acetic anhydride or acetyl chloride as the acetylating agent in the presence of a base. The reaction results in the formation of the acetoxy group at the 5-position of the indole ring, converting bufotenin into O-Acetylbufotenine.
Pharmacology
O-Acetylbufotenine is believed to act as a serotonin receptor agonist, similar to other psychedelic tryptamines. It is thought to primarily affect the 5-HT2A receptor, which is associated with the modulation of mood, perception, and cognition. However, detailed studies on its pharmacological profile are limited, and its effects in humans are not well-documented.
Potential Effects
While specific studies on O-Acetylbufotenine are scarce, it is hypothesized to produce effects similar to other psychedelic tryptamines, such as altered perception, visual hallucinations, and changes in thought processes. The intensity and duration of these effects can vary based on dosage, individual physiology, and environmental factors.
Legal Status
The legal status of O-Acetylbufotenine varies by country. In some jurisdictions, it may be classified as a controlled substance due to its structural similarity to other regulated tryptamines. It is important for researchers and individuals to be aware of local laws and regulations regarding its use and possession.
Related Compounds
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Contributors: Prab R. Tumpati, MD
