4-HO-TMT

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Chemical compound


{{Drugbox | verifiedfields = changed | verifiedrevid = 477239679

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Chemical structure of 4-HO-TMT

| IUPAC_name = 2-[[(2S)-1-methylpyrrolidin-2-yl]methyl]-1H-indol-4-ol | CAS_number = 207740-22-3 | ChemSpiderID = 211062 | PubChem = 242818 | C=14 | H=18 | N=2 | O=1 | SMILES = CN1CCCC1CC2=CNC3=CC(=CC=C32)O }}

4-HO-TMT (4-hydroxy-N-methyl-N-[(2S)-1-methylpyrrolidin-2-yl]methyltryptamine) is a psychedelic compound of the tryptamine class. It is structurally related to psilocin, the active component in psilocybin mushrooms.

Chemical structure and properties

4-HO-TMT is a synthetic tryptamine derivative. The compound features a tryptamine backbone with a hydroxyl group at the 4-position of the indole ring, similar to psilocin. The presence of a pyrrolidine ring distinguishes it from other tryptamines, potentially altering its pharmacological properties.

Pharmacology

The pharmacological effects of 4-HO-TMT are not well-documented, but it is presumed to act as a serotonin receptor agonist, similar to other 4-hydroxytryptamines. This action is likely responsible for its psychedelic effects, which may include alterations in perception, mood, and cognition.

Synthesis

The synthesis of 4-HO-TMT involves the modification of the tryptamine structure to include a pyrrolidine ring. This process requires advanced knowledge of organic chemistry and access to specialized laboratory equipment. The synthesis is not typically performed outside of research settings due to the complexity and potential legal restrictions.

Legal status

The legal status of 4-HO-TMT varies by country. In some jurisdictions, it may be classified as a controlled substance due to its structural similarity to other regulated tryptamines. Researchers must be aware of local regulations when working with this compound.

Potential applications

While 4-HO-TMT is primarily of interest in research settings, its potential applications could include studies on serotonin receptor function and the development of novel therapeutic agents. However, more research is needed to fully understand its effects and potential uses.

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Contributors: Prab R. Tumpati, MD