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5-MAPBT

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
5-MAPBT
Clinical data
Other names5-(2-(Methylamino)propyl)-1-benzothiophene; MY400; MY-400[1]
Drug classMonoamine releasing agent;Serotonin5-HT1B receptoragonist;Entactogen
ATC code
  • None
Identifiers
  • 1-(1-benzothiophen-5-yl)-N-methylpropan-2-amine
CAS Number
PubChemCID
ChemSpider
Chemical and physical data
FormulaC12H15NS
Molar mass205.32 g·mol−1
3D model (JSmol)
  • CC(CC1=CC2=C(C=C1)SC=C2)NC
  • InChI=1S/C12H15NS/c1-9(13-2)7-10-3-4-12-11(8-10)5-6-14-12/h3-6,8-9,13H,7H2,1-2H3
  • Key:SKSFWFUEBKJIAJ-UHFFFAOYSA-N

5-MAPBT, also known as5-(2-(methylamino)propyl)-1-benzothiophene, is a possibleentactogen of thephenethylamine,amphetamine, andbenzothiophene families.[2][3][4] It is closely related to5-MAPB, but with theoxygenatom replaced bysulfur, changing the core ring structure tobenzothiophene rather thanbenzofuran.[4]

The drug acts as apotentmonoamine releasing agent, including ofserotonin anddopamine, and as a potent serotonin5-HT1B receptoragonist and serotonin5-HT2B receptorantagonist.[4] It is also amonoamine oxidase A (MAO-A)inhibitor, with anIC50Tooltip half-maximal inhibitory concentration of 765 nM.[4]

It producesanxiolytic-like andantiobsessional-like effects in themarble burying test in rodents.[4] However, benzothiophenes like 5-MAPBT, despite their induction of dopamine release, are said to lackhyperlocomotion orstimulant-like effects in rodents.[3][5]

5-MAPBT has been studied andpatented byMatthew J. Baggott atTactogen.[4] The drug has also been patented byMydecine and given the developmental code nameMY400.[6]

See also

[edit]

References

[edit]
  1. ^Mydecine (5 January 2024)."Novel short-acting psychoactive compounds of the mdma class".Google Patents. Retrieved23 October 2024.
  2. ^Halford, Bethany (16 June 2025)."Drug companies are investing big in psychedelics, but can they engineer out the trip?".Chemical & Engineering News. Retrieved1 November 2025.What Tactogen is trying to do, Baggott says, is make novel molecules that share MDMA's core therapeutic effects but have fewer undesirable effects, such as acute hypertension, overuse liability, and decreased therapeutic effects with repeated use. "We're trying to make molecules that engineer away some of those things," he says. To accomplish that, Tactogen scientists use machine learning to model how changes to MDMA's structure might affect the drug's biochemistry. They synthesize the molecules that seem most interesting, such as 5-MAPBT and 6-MAPBT, test them in assays, and then feed that information back into their machine learning system.
  3. ^abMoosmann B, Niendorf LM (2022)."Analytica 2022 conference report on toxicological and forensic chemistry".Using (2-aminopropyl)benzo[b]thiophene analogs (APBTs) as a representative example and moving from synthesis to pharmacological evaluation Prof. Brandt discussed that the differentiation between various NPS isomers can be a challenge. APBT isomers, e.g., 5-MAPBT, 6-MAPBT, and many others are new monoamine transporter ligands that are similar to MDMA in both its structure and effects and bind to the 5-HT2A receptor subtype. He pointed out that despite having shown activity in vitro, they interestingly, and above all unexpectedly, lack stimulant effects as APBT isomers failed to trigger locomotor activity in mice. This suggests psychedelic and entactogenic effects combined with a low abuse potential, which, in turn, could be used as a therapeutic approach in drug-assisted psychotherapy and is worth investigating further.
  4. ^abcdefWO 2022/010937, Baggott M, "Advantageous benzothiophene compositions for mental disorders or enhancement.", published 13 January 2022, assigned to Tactogen Inc. 
  5. ^Rudin D, McCorvy JD, Glatfelter GC, Luethi D, Szöllősi D, Ljubišić T, Kavanagh PV, Dowling G, Holy M, Jaentsch K, Walther D, Brandt SD, Stockner T, Baumann MH, Halberstadt AL, Sitte HH (March 2022)."(2-Aminopropyl)benzo[β]thiophenes (APBTs) are novel monoamine transporter ligands that lack stimulant effects but display psychedelic-like activity in mice".Neuropsychopharmacology.47 (4):914–923.doi:10.1038/s41386-021-01221-0.PMC 8882185.PMID 34750565.
  6. ^"Novel short-acting psychoactive compounds of the mdma class".Google Patents. 5 January 2024. Retrieved1 November 2025.

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