Thesubstituted benzothiophenes are a class ofchemical compounds based onbenzothiophene.^[1][2] They are closely related to thesubstituted benzofurans,substituted tryptamines, and to otherchemical groups such as thesubstituted benzodioxoles (ormethylenedioxyphenyl compounds).^[1][2]

Substituted benzothiophenes includeS-DMT (1-thia-DMT)^[3] and the (2-aminopropyl)benzo[β]thiophenes (APBTs)2-APBT,3-APBT (1-thia-AMT; SKF-6678),4-APBT,5-APBT,5-MAPBT,6-APBT,6-MAPBT, and7-APBT.^[1][2] These drugs have been found to act asserotonin–norepinephrine–dopamine releasing agents (SNDRAs) and, in some cases, aspotentserotonin5-HT₂ receptoragonists, analogously to the entactogenMDMA.^[2] They do not producehyperlocomotion in rodents, suggesting that they lackpsychostimulant effects.^[2] However, those acting as serotonin 5-HT₂ receptor agonists have been found to induce thehead-twitch response, a behavioral proxy ofpsychedelic effects, in rodents.^[2] Some APBTs, such as5-APBT and6-APBT, have additionally been found to be potentmonoamine oxidase inhibitors (MAOIs), specifically ofmonoamine oxidase A (MAO-A).^[4]

The preceding findings suggest that substituted benzothiophenes may have entactogenic and/or psychedelic effects in humans whilst lacking stimulant effects and possibly having reducedmisuse potential.^[2] The substituted benzothiophenes have been little-encountered asdesigner drugs as of 2022.^[1][2]

Tactogen haspatented a number of benzothiophenes as novel entactogens for use as potential medicines.^[5][6][7]

• Substituted methylenedioxyphenethylamine § Related compounds
• Substituted benzofuran
• Aminopropylindole
• SDA andSDMA

• Benzothiophenes
• Entactogens
• Monoamine releasing agents
• Psychedelic drugs
• Serotonin receptor agonists

• Articles with short description
• Short description matches Wikidata