5-Nitro-DMT

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Chemical compound



Structure of 5-Nitro-DMT

5-Nitro-DMT is a synthetic compound belonging to the class of tryptamines, which are structurally related to the naturally occurring neurotransmitter serotonin. It is a derivative of N,N-Dimethyltryptamine (DMT), a well-known psychedelic compound, with a nitro group attached at the 5-position of the indole ring.

Chemical Structure and Properties

5-Nitro-DMT is chemically classified as a tryptamine, characterized by its indole ring structure. The addition of a nitro group at the 5-position distinguishes it from other DMT derivatives. This modification can significantly alter the compound's pharmacological properties, including its affinity for various serotonin receptor subtypes.

The molecular formula of 5-Nitro-DMT is C12H14N2O2, and it has a molecular weight of 218.25 g/mol. The presence of the nitro group can influence the compound's electronic properties, potentially affecting its interaction with biological targets.

Synthesis

The synthesis of 5-Nitro-DMT typically involves the nitration of DMT. This process requires careful control of reaction conditions to ensure the selective introduction of the nitro group at the desired position on the indole ring. The synthesis may involve the use of nitrating agents such as nitric acid or nitronium salts.

Pharmacology

The pharmacological profile of 5-Nitro-DMT is not well-documented, but it is presumed to interact with the serotonin receptors in a manner similar to other tryptamines. The presence of the nitro group may alter its binding affinity and efficacy at these receptors, potentially modifying its psychoactive effects.

Potential Applications

While 5-Nitro-DMT is primarily of interest in research settings, its unique structure may offer insights into the structure-activity relationships of tryptamines. Understanding how modifications like nitration affect receptor binding and activity can inform the development of new therapeutic agents targeting the serotonin system.

Safety and Legal Status

As with many synthetic tryptamines, the safety profile of 5-Nitro-DMT is not well-established. It is important to approach the compound with caution, as its effects on human health are largely unknown. The legal status of 5-Nitro-DMT varies by jurisdiction, and it may be subject to regulation under laws governing controlled substances.

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Contributors: Prab R. Tumpati, MD