5,6-Dibromo-DMT (5,6-Dibromo-N,N-dimethyltryptamine, 5,6-Br-DMT) is a substituted tryptamine alkaloid found in some marine sponges.[1][2] It is briefly mentioned in Alexander Shulgin's book TiHKAL (Tryptamines I Have Known and Loved) under the DMT entry and is stated to be found, along with other tryptamines, in Smenospongia aurea and other sponges.[3]

5,6-Dibromo-DMT
Clinical data
Other names5,6-Dibromodimethyltryptamine; 1H-Indole-3-ethanamine, 5,6-dibromo-N,N-dimethyl-; NSC-622271
Identifiers
  • 2-(5,6-dibromo-1H-indol-3-yl)-N,N-dimethylethanamine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC12H14Br2N2
Molar mass346.066 g·mol−1
3D model (JSmol)
  • CN(C)CCC1=CNC2=CC(=C(C=C21)Br)Br
  • InChI=1S/C12H14Br2N2/c1-16(2)4-3-8-7-15-12-6-11(14)10(13)5-9(8)12/h5-7,15H,3-4H2,1-2H3
  • Key:FQUXASLSQLXGHJ-UHFFFAOYSA-N

See also

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References

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  1. ^ Mollica A, Locatelli M, Stefanucci A, Pinnen F (May 2012). "Synthesis and bioactivity of secondary metabolites from marine sponges containing dibrominated indolic systems". Molecules. 17 (5). MDPI AG: 6083–6099. doi:10.3390/molecules17056083. PMC 6268355. PMID 22614862.
  2. ^ Miguel-Gordo M, Gegunde S, Calabro K, Jennings LK, Alfonso A, Genta-Jouve G, et al. (May 2019). "Bromotryptamine and Bromotyramine Derivatives from the Tropical Southwestern Pacific Sponge Narrabeena nigra". Marine Drugs. 17 (6). MDPI AG: 319. doi:10.3390/md17060319. PMC 6627171. PMID 31151240.
  3. ^ DMT Entry in TIHKAL