N&PD Moderators: Skorpio
2,5-dimethoxy-4-isopropyl PEA?
fastandbulbous
Bluelight Crew
Which don't happen when the group is directly attached to an aromatic ring...
Will be trying 2,5-dimethoxy-4-isobutylPEA & some 2,5-dimethoxy-4-(2-fluroethyl)PEA (AKA 2C-EF) at some point in the future. By the sound of it, the isobutyl will be similar to 2C-P & the 2C-EF similar to 2C-B/2C-I
Morninggloryseed
Bluelight Crew
^^^^
Lucky bastard. 2C-EF, ah shucks.
Astavats
Bluelighter
A friend from a Scandinavian country has tried this 2,5-dimethoxyl-4-isopropyl-phenethylamine which is being known as "2C-Is", or more appropriately here as 2C-IP, up to 50 milligrams orally and has found no effects. He felt some "tingling" which could just be a "good placebo". I suggested he send it to a laboratory or possibly a University to run an NMR analysis before going beyond 50 milligrams and he feels this is a plausible option. If he does get the analysis results I will post them up with his permission and assuming it would not violate any rules.
My thoughts on the inactivity, assuming this is 2C-IP, is the substituting group falls out of plane with the rest of the molecule. This might hinder the 5-methoxy from properly interacting with the neighboring serine's hydroxyl. Other compounds like 2C-D, E, and P are comparably more so in plane and seem to work out very well. 2C-TFM goes against this thought though the bond lengths are fairly short and the fluorines probably add to the serine interaction to align the molecule. I could be understanding incorrectly however.
He sent me the digital "certificate of analysis" they gave to him, it wasn't a material safety data sheet (MSDS) though. It has 1H-NMR and 13C-NMR for the compound and states the melting point of sample in capillary is 218-220°C. Not sure if this is the same as yours Psykap, I assume it is. This PDF can (easily) be googled back the vendor so I cannot post it up. The 1H-NMR looks correct from my ability to read it but I cannot yet read 13C or others. Using ChemBioOffice to generate an "estimated NMR" seemed to be quite agreeable.
If anyone has experience with this compound at any dosage level please share. I would recommend starting much lower than 50mg in case different batches contain unique compound(s), purities, etc. or unique metabolism, idiosyncrasy, and so forth. I will report if any new information or analysis presents itself.
you are correct, even though this is aromatic nucleophilic substitution, metal catalysed synthesis works exceedingly well with aryl iodides. google aryl iodide cyanation.
I don't really understand the interest in 2-cn, is it supposed to be worthwhile?
dread
Bluelighter
Why wouldn't it be? (a sincere question)
fastandbulbous
Bluelight Crew
Sorry I should have been more accurate as the reagent 2,4-dinitrophenylhydrazine is made from 2,4-dinitroiodobenzene and hydrazine (the two nitro groups increase the reactivity dramatically)
Doesn't really bode well for the 4 isobutyl having any activity either, does it?
hugo24
Bluelighter
With the 4-Isobutylderivative, there IS activity, at 5mg only threshold though. The culprit of the Isopropyl is the branching on the first carbon on position 4 after the phenyl which Isobutyl doesen't have. Somewhat proof is the also lower activity of the sec.-Butylanalog in the DO series (see under DOBU, DOSB vs. DOIB)
tryp2fun
Bluelighter
Looks like my prediction that 2C-IP will be active was wrong. Ain't the first time. 
Steric effects are hard to predict sometimes. Certainly branching at C-4 is acceptable for activity, as seen in 2C-T4 and isoproscaline.
Astavats
Bluelighter
That's very surprising to hear. Was this posted somewhere or do you know from experience?
Off topic quickly here's a bit of info on the CN substitute for anyone who was interested from the previous page. It is discussed here, Synthesis of Novel (Phenylalkyl)amines for the Investigation of SAR (Part 3), stating;
I think a cyanomethyl/acetonitryl group should also be considered. A cyano group maybe is not long enough. The 2C-EF Fast mentioned sounds interesting. Depending how that does it could roughly determine how acetonitryl might do.
dread
Bluelighter
How could it not be, when a methyl group can suffice?
Also, receptor affinity doesn't tell the whole story... For example, the halogenated 2c:s are most potent, but qualitatively the alkyls and alkylthios beat the crap out of them.
Astavats
Bluelighter
Methyl group is already too short itself though, but for other reasons. You are right it does suffice however it is not necessarily ideal compared to 2C-E and 2C-P. As for the cyano group it's not intended to slip into the non-polar region rather to interact with the serine residue's hydroxyl group, Ser5.43(239) specifically. It should also be taken into consideration the cyano groups lack of free rotation/'freedom' when compared to adding an extra methyl. Now it's not so "locked down" which may be good, it can rearrange to click into position, or bad, it might now fall out of plane or unable to remain in a preferred position.
I agree affinity is not the whole story. If we wanted to better understand how the experience would be in a qualitative respect comparing second messenger pathways would be a great start. I posted the information to share with anyone interested and to throw out my thoughts. I'm still learning chemistry/pharmacology and can only speak from my understanding.
he-LO ladies!!
So, I've got a gram and a half coming to me soon. It was shipped monday I think. Anyway, someone I know that went to school with the dude that invented it sent me this when I asked about effects.
So maybe it's not orally active? I dunno....
greenmeanies
Bluelighter
20mg intranasal is relatively high compared to other 2c-x, so maybe this one is on the order of 2c-d in potency? IE 40-50mg oral for +++ effect
I heared of people taking 20 mg 2CIP for a full +3.5 with strong tremors and cramps for over 20h. Believe it or not! However... I'd recommend enormous precaution. There might also be a strong interpersonel difference with 2C-alkyls, as Shulgin described for 2C-E.
"It has been found that threshold dose is 3-5 mg (insufflated intranasally),
and roughly 20mg for +++ effect.
Maximal single dose taken intranasally was 35mg
Some quantities were injected i/m.
Duration has been estimated as 5 - 8 hours, it depends on the dose as well, I suppose. Peak - at 1.5 hours."
I dont agree , I started first time with 10 mg and effects was very similar to 10-15 mg 2C-E ,It was good ++ Tommorow I am going to take something like 20 mg , the substance loads about 1.5 h (minimal bodyload ) , I think that both substances are almost the same but I have to take higher dose to see differences.
You can believe me or not but it wasn't placebo effect,
EDIT: But I took oral this so wtf? It is for me any extreme dose
Where such differences? It remind me 2C-T-7 with those dose
EN21 Could you tell something more about this people , are they have any psychical effects or only strong tremors and cramps ?
According to me oral 20-25 mg 2C-iP enough for +++ effect
I will take raport soon.
I think also if he insufflated 20 mg effect was such us oral 50 mg .
The both molecule are very similar building , now the most important , for example I dont feel difference between 30 mg 2C-E and 50 mg . I think that here may be similary , so
20 mg oral 2C-Is give the same effect as 20 mg intranasal
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I was wrong.
Pitaburd your friend probably announced good dosage to 2C-iP.
Last 2 weeks me and my friends were trying different dosages my friend 5 mg and 15 mg iv , and me 15-25 mg oral , effect was similar to 2C-E but We have very light change visuals , colours was dark something like 2C-E , pleasent stimulation similar to 2C-I , Peak - 1.5 -2.5 h /oral 30-60 minutes/im/iv
I have feeling that its not evereything this substance have to offer I noticed that this substance is very neutral for body , We dont have any unpleasantness . , I suppose that max oral dosage 2C-iP is about 50 mg for +++ effect or less , but I may be wrong.
Next time I am going to take about 20-25 mg intranasal or 35-40 mg oral so We will see
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Yeah so i brought a gram and a half to rainbow, and went through about a gram within that time amongst me, my friends and a bunch of random ass hippies.
It's definitely active. not as potent as 2c-e. probably need 1.5x as much for similar intensity. it's cool. definitely different than 2C-E. I've also done -I and -C, and was prolly closer to -E than those two. I've never done 2C-P, but it seems like the experience would be most similar to that. it took FOREVER to peak and lasted 12-ish hours of pretty hardcore tripping with trippy aftereffects for like 10 more hours. I prolly ate about 20 mg. but i don't have a scale, so that's just a guess. It was definitely pretty different than 2C-E though. I didn't like it as much. but maybe that was more the setting cause i had to stay up all night helping this dude that wouldn't stop seizuring out. And I prefer shorter-lasting psychedelics. It just starts to get exausting after a while. I didn't really experience any body load but some of my buddies had some nausea.
It's definitely an interesting compound. If you ever get the chance, it's worth a taste imo.
This is quite a discrepancy!
Makes me question whether a vendor may be sending out something else as 2C-iP?
Astavats
Bluelighter
I'm a bit confused as well Azo. I mentioned a friend who claims to have taken it up to 50mg orally getting nothing but hints of activity and some mental effects ("rushing thoughts"). The obvious explanations for my friend's case are; the scale is unreliable, different biology/(cross)-tolerance, or as you mentioned the possibility of more than one substance(s) being sold under "2C-Is".
tryp2fun
Bluelighter
The long duration and slow onset is not consistent with a 2C-X, but a DOX. It may be DOIP. The dose is given in Pihkal (p. 650) as active at about 20-30 mg.