5,6-Dibromo-N-methyltryptamine

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5,6-Dibromo-N-methyltryptamine[edit | edit source]

Chemical structure of 5,6-Dibromo-N-methyltryptamine

5,6-Dibromo-N-methyltryptamine (5,6-diBr-NMT) is a synthetic compound belonging to the class of tryptamines, which are structurally related to the naturally occurring neurotransmitter serotonin. This compound is characterized by the presence of two bromine atoms at the 5 and 6 positions of the indole ring, as well as a methyl group attached to the nitrogen atom of the ethylamine side chain.

Chemical Properties[edit | edit source]

5,6-Dibromo-N-methyltryptamine is a derivative of N-methyltryptamine (NMT), with the addition of bromine atoms. The presence of these halogen atoms can significantly alter the compound's lipophilicity, binding affinity, and pharmacokinetics. The molecular formula of 5,6-diBr-NMT is C11H12Br2N2, and it has a molecular weight of 332.04 g/mol.

Synthesis[edit | edit source]

The synthesis of 5,6-Dibromo-N-methyltryptamine typically involves the bromination of N-methyltryptamine. This process requires careful control of reaction conditions to ensure selective bromination at the 5 and 6 positions. The synthesis may involve the use of brominating agents such as N-bromosuccinimide (NBS) in the presence of a suitable solvent and catalyst.

Pharmacology[edit | edit source]

As a tryptamine derivative, 5,6-diBr-NMT is of interest in the study of psychoactive compounds. Tryptamines are known to interact with serotonin receptors, particularly the 5-HT2A receptor, which is implicated in the effects of many psychedelic substances. However, the specific pharmacological profile of 5,6-diBr-NMT, including its receptor binding affinities and psychoactive effects, has not been extensively studied.

Potential Applications[edit | edit source]

Research into halogenated tryptamines like 5,6-diBr-NMT may provide insights into the structure-activity relationships of these compounds. Understanding how halogenation affects receptor binding and activity could lead to the development of new therapeutic agents targeting the central nervous system.

Safety and Legal Status[edit | edit source]

The safety profile of 5,6-Dibromo-N-methyltryptamine is not well-documented, and it is not approved for medical use. As with many synthetic tryptamines, it may be subject to legal restrictions in various jurisdictions due to its potential psychoactive properties.

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Contributors: Prab R. Tumpati, MD