5-Bromo-DMT

Summary

5-Bromo-DMT, scientifically known as 5-Bromo-N, N-dimethyltryptamine, is a psychedelic compound in the class of brominated indole alkaloids. This particular alkaloid can be found in sponges like Smenospongia aurea and Smenospongia echina, as well as in Verongula rigida, where it constitutes a minute fraction of the dry weight (approximately 0.00142%). It is found alongside 5,6-Dibromo-DMT (at about 0.35% dry weight) and seven other alkaloids in Verongula rigida. Notably, 5-Bromo-DMT is the 5-bromo derivative of DMT, another well-known psychedelic compound in various plants and animals.
Regarding its pharmacological properties, 5-Bromo-DMT exhibits a pEC50 value of 5.51 for the 5-HT2A receptor.
Animal studies conducted on 5-Bromo-DMT suggest that it may produce effects indicative of sedative and antidepressant activity. Additionally, it was observed to cause a significant reduction in locomotor activity in a rodent model called the FST (Forced Swim Test).
Reportedly, 5-Bromo-DMT can be psychoactive when vaporized at 20 to 50 mg doses, resulting in mild psychedelic-like experiences.

Identifiers

IUPAC name
CAS Number	17274-65-6
PubChem CID	360252
ChemSpider	319812
UNII	2F81I6UW8C
CompTox Dashboard (EPA)	DTXSID90326928
Chemical and physical data
Formula	C12H15BrN2
Molar mass	267.170 g·mol−1

Legality

5-Bromo-DMT is specifically listed as a controlled drug in Singapore.

FAQ

1. What is 5-Bromo-DMT?

• 5-Bromo-DMT is a psychedelic compound known as a brominated indole alkaloid. It is a derivative of DMT found in certain marine sponges and other organisms.

2. Where is 5-Bromo-DMT found in nature?

• 5-Bromo-DMT is naturally occurring in sponges such as Smenospongia aurea and Smenospongia echina, as well as in Verongula rigida. It is typically present in relatively small amounts in these organisms.

3. What is the chemical structure of 5-Bromo-DMT?

• 5-Bromo-DMT is a derivative of DMT (N, N-Dimethyltryptamine) with a bromine atom added at the 5th position on the indole ring.

4. What are the reported effects of 5-Bromo-DMT?

• The effects of 5-Bromo-DMT are relatively mild, with some users describing psychedelic-like experiences. Animal studies have suggested potential sedative and antidepressant properties, along with a reduction in locomotor activity.

5. Is 5-Bromo-DMT legal?

• The legal status of 5-Bromo-DMT may vary by country and jurisdiction. It’s essential to check local regulations and laws, as it may be classified as a controlled substance in some areas.

6. How is 5-Bromo-DMT typically consumed?

• 5-Bromo-DMT has been reported to be psychoactive when vaporized at doses ranging from 20 to 50 mg.

7. Is there any ongoing research on the potential medical uses of 5-Bromo-DMT?

• Currently, there is limited research on the medical applications of 5-Bromo-DMT. Further studies would be needed to determine its potential therapeutic benefits and risks.

8. Where can I find more information about 5-Bromo-DMT?

• Additional information about 5-Bromo-DMT can be found in scientific literature, research papers, and online resources dedicated to psychedelics. Always ensure that the information you access is from reputable sources.

References

1. U.S. Patent 2012029010, authored by Hamann MT, Kochanowska AJ, El-Alfy A, Matsumoto RR, Boujos A, and titled “Method to use compositions having antidepressant anxiolytic and other neurological activity and compositions of matter,” was published on February 2, 2012.
2. In a study conducted in May 2011 by Longeon A, Copp BR, Quévrain E, Roué M, Kientz B, Cresteil T, et al., bioactive indole derivatives were identified from South Pacific marine sponges, specifically Rhopaloeides odorabile and Hyrtios sp. These compounds were investigated for their potential pharmaceutical applications.
3. Research by Hu JF, Schetz JA, Kelly M, Peng JN, Ang KK, Flotow H, et al. in April 2002 uncovered new anti-infective and human 5-HT2 receptor binding natural and semisynthetic compounds from the Jamaican sponge Smenospongia aurea. This study explored the potential medicinal properties of compounds sourced from marine sponges.
4. Djura P, Stierle DB, Sullivan B, Faulkner DJ, Arnold EV, and Clardy J conducted research in April 1980, investigating metabolites of marine sponges Smenospongia aurea and Smenospongia (now identified as Polyfibrospongia) echina. This work delved into the chemical composition of these sponges.
5. Matzdorf T completed a Ph.D. thesis on March 10, 2015, titled “5-Carboxamidotryptamin-Derivate als Liganden für 5-HT7- und 5-HT2A-Rezeptoren: Synthese und In-vitro-Pharmakologie” (5-carboxamidotryptamine derivatives as ligands for 5-HT7 and 5-HT2A receptors: synthesis and in vitro pharmacology) at Universität Regensburg. The research focused on the pharmacological properties of specific compounds.
6. In a February 2008 study by Kochanowska AJ, Rao KV, Childress S, El-Alfy A, Matsumoto RR, Kelly M, et al., secondary metabolites from three Florida sponges were investigated for their potential antidepressant activity. This research explored natural compounds as potential sources of pharmaceutical interest.
7. An article titled “Sea DMT: God Molecule or Barnacle Repellent?” by Morris H and Wallach J, published on March 26, 2013, delved into the unique properties and potential applications of sea-derived DMT (Dimethyltryptamine).
8. Information regarding the “Misuse of Drugs Act” can be found on the Singapore Statutes Online website. This legislation addresses the misuse and control of certain drugs in Singapore.