6-(2-aminopropyl)benzofuran or 1-benzofuran-6-ylpropan-2-amine (6-APB), also known as Benzofury, is an entactogenic compound of the phenethylamine and amphetamine classes. It is a recreational drug that is similar in structure to MDA, but differs in that the 3,4-methylenedioxyphenyl ring system has been replaced with a benzofuran ring. 6-APB is also the unsaturated benzofuran derivative of 6-APDB. While the drug never became particularly popular, it briefly entered the rave and underground clubbing scene in the UK before its sale and import were banned.
6-APB is a triple monoamine reuptake inhibitor with Ki values of 117, 150 and 2698 nM for NET, DAT and SERT respectively as well as being a potent agonist for the 5-HT2B receptor (Ki 3.7 nM). The subjective effects and structure–activity relationship suggest that it is also a releasing agent.
The agonism for 5-HT2B makes it likely that 6-APB would be cardiotoxic with long term use, as seen in other 5-HT2B agonists, such as fenfluramine and MDMA. 6-APB acts as an agonist of the 5-HT2C receptor, which may be responsible for its appetite suppression. While 6-APB is an agonist at all three 5-HT2 receptor subtypes, its affinity for 5-HT2B is significantly higher. It is both more potent and more selective over other serotonin receptors than the reference agonist, BW723C86, which is commonly used for research into 5-HT2B receptors.
Tomorrow's coming 'round
A hair-pin curve in the road
She's got a run in her stocking
And she's missing the heel of her shoe
Got up this morning rolled out of bed
I spilled a diet coke
Called my mother said, "Hi"
What I meant to say was, "Why is your life a joke?"
Then, I went down to that ugly bar and
I clicked my heels three times just like you said
And I climbed that road to your empty house
The anticipation was a turn on
But you let me down
'Coz, I stood on that empty street alone
I said, "I'm ready for my close up now, Mr. Demille"
I waited for the light, but it never shone
Well I wonder what you do with that expensive piece of land
That overlooks a billion years of history
I have a sneaking suspicion, you will never understand
Hey maybe I'll see you down by the Rocky and Bullwinkle
And we can talk to that charlatan psychic
And she can paint a prettier picture of your future
'Coz that day in my life, that day in my life
I dreamt tomorrow, had a prettier face
I dreamt tomorrow, would have better things to say
Than, "You look like shit, what's your problem, bitch?
You're legs feel like sandpaper, you can't do anything right"
'Coz that day, never should have taken place
'Coz this day, in my life still cannot explain
Why I listened in the first place to you?
Oh yeah, something else
I hope one day you call up your father
And you have the guts to tell him, how he hurt you
And he made you hurt another