• Neuroscience & Pharmacology Discussion Welcome Guest
    Posting Rules Bluelight Rules
    Recent Journal Articles Chemistry Mega-Thread
    FREE Chemistry Databases! Self-Education Guide

  • N&PD Moderators: Skorpio

2-(2,5-Dimethoxy-4-butylphenyl)ethanamine an active 2C PEA compound???

S

simstimstar

Bluelighter
Joined
Nov 14, 2007
Messages
107
Location
somewhere in middle america
2-(2,5-Dimethoxy-4-butylphenyl)ethanamine an active 2C PEA compound??? 2c-Bu?

I am wondering if 2-(2,5-Dimethoxy-4-butylphenyl)ethanamine is known. I can find no mention of it anywhere but my thoughts are that it should be a potent 2C phenethylamine.

This would be the 4-butyl 2C. So it would be related to 2c-p, 2c-e, and 2c-d. My thoughts are that there is a trend that having a longer carbon chain on the 4 position increases both potency and duration for these compounds we see it in 2c-d (4-methyl and also shortest and least potent), 2c-e (4-ethyl much longer and more potent than 2c-d), and finally with 2c-p (4-propyl, the longest and most potent of the bunch). But what about the 4-butyl?? Is it too long of a carbon chain?

Other names would be 2,5-DIMETHOXY-4-BUTYLPHENETHYLAMINE or 2c-Bu.
Thoughts?
-SimStim
 
Last edited:
I am aware of no tests of it.


DOPr was made and tested by shulgin, and it was active/good, but way too long (as you'd expect from the obvious SAR)

DOBu was made, but not assayed above threshold levels, but potency was diminished from DOPr, (2.0mg was enough for psychedelic effects off DOPr, but not DOBu), and he said it seemed more stimulant-like than psychedelic. And there were lingering effects for at least as long as DOPr

So, it sounds like that butyl made it worse than DOPr (higher ratio of stim-to-psych, and longer duration). 2C-P is already about as long as most people would want to trip for, and if 2C-Bu would be expected to be longer, it would be another 2C-G type drug - even if it was fun, it wouldn't be accepted because it's too fucking long.

As shulgin quoted in some other entry, regarding replacing methyls with other groups "There's ethyl and propyl, but butyl is futile" (obviously this isn't always true, but in a great many cases, that 4th carbon makes things go down hill.

(OT, how do you disable emotes in your posts in BL?)
 
Ah, but long is what I want here. Sometimes you need to make a whole weekend sparkle. DOPr maybe more in line with what I'm thinking in effects for 2c-Bu (I guess it's called?). pure speculation. I'm guessing a custom synth would be very costly.

I wish there was some research data.
 
Butyl is too long a chain, activity peaks at the 3 carbon in this SAR... providing you're looking for 5ht2a affinity of course but I think that's a reasonable assumption.
 
In the 2C series, activity increases with chain length up to at least propyl, so Me<Et<Pr. In the DOX series activity is pretty constant, so Me~Et~Pr, and decreases at Bu. I think that Shulgin extrapolated from the DOX to 2Cs and assumed that the activity would decrease as well for 2C-Bu. However, it looks like there is a steric effect on binding of 4-substituents that affects the DOX series more than 2C. So, I think that you are correct, and that 2C-Bu would be as active as or more active than 2C-P. It's not as clear if the pharmacokinetic trend would hold as well.
 
I can only relate to 2C-IB, the -isobutylisomer which is less active than 2C-P. But the project stands at 5mg which proved to be more of a threshold dose, unclear/uneven effects and duration, butterflies in the stomach, some sensual enhancement. Hard to get sleep before 16h. 2C-P would be distinctly active 5mg.

DOIB is 1/3 of DOM's activity in rat discrimination studies and in humans the activity falls in the 10-15mg range per PIHKAL.

I've read (source not coming to mind) that the more lipophilic phens become 5-HT2 antagonists - I think they described in that paper up to 4-Phenethyl- and 4-Phenyl analogs.
 
You must log in or register to reply here.
Top