2-MAPB

2-MAPB is a recreational designer drug with empathogenic effects. As with other related substituted benzofuran derivatives such as 6-APB and 5-MAPB, 2-MAPB is a monoamine releaser with some selectivity for serotonin release, generally similar in pharmacological profile to MDMA but with greater activity as a directly acting agonist of 5-HT2 receptor subtypes and somewhat greater toxicity.[1] 2-MAPB has been isolated from post-mortem toxicology screens in several drug-related fatal adverse reactions but generally only as a component of combinations of drugs, making it difficult to determine how much it contributed to the deaths.[2][3] It is illegal in Japan.[4]

2-MAPB
Identifiers
IUPAC name
  • 1-(1-benzofuran-2-yl)-N-methylpropan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC12H15NO
Molar mass189.258 g·mol−1
3D model (JSmol)
SMILES
  • CC(CC1=CC2=CC=CC=C2O1)NC
InChI
  • InChI=1S/C12H15NO/c1-9(13-2)7-11-8-10-5-3-4-6-12(10)14-11/h3-6,8-9,13H,7H2,1-2H3
  • Key:ANJIDHKQUCZNQY-UHFFFAOYSA-N

See also

References
  1. Fuwa T, Suzuki J, Tanaka T, Inomata A, Honda Y, Kodama T (2016). "Novel psychoactive benzofurans strongly increase extracellular serotonin level in mouse corpus striatum". The Journal of Toxicological Sciences. 41 (3): 329–337. doi:10.2131/jts.41.329. PMID 27193726.
  2. Staeheli SN, Boxler MI, Oestreich A, Marti M, Gascho D, Bolliger SA, et al. (October 2017). "Postmortem distribution and redistribution of MDAI and 2-MAPB in blood and alternative matrices" (PDF). Forensic Science International. 279: 83–87. doi:10.1016/j.forsciint.2017.08.007. PMID 28850871.
  3. Theofel N, Budach D, Vejmelka E, Scholtis S, Tsokos M (June 2021). "Toxicological investigations in a death involving 2-MAPB". Forensic Science, Medicine, and Pathology. 17 (2): 317–321. doi:10.1007/s12024-021-00366-0. ISSN 1547-769X. PMID 33877515. S2CID 233309570.
  4. "指定薬物名称・構造式一覧（平成27年9月16日現在）" (PDF) (in Japanese). 厚生労働省. 16 September 2015. Retrieved 23 August 2016.



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