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4C-DOC or 1-(2,5-dimethoxy-4-chlorophenyl)-2-aminobutane

L

love_sex_desire

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I'm assuming this is the alpha-ethyl analog of DOC and 2C-C and the chloro analog of 4C-DOM.

I'm assuming it could also be written as:

2,5-dimethoxy-a-ethyl-4-chlorophenethylamine

Any information or thoughts on this one?

The information on 4C-DOM doesn't sound very promising, so I wonder if 4C-DOC will have any value?
 
I'm wondering if this compound could also be called 1-(4-chloro-2,5-dimethoxypheneyl)-2-butamine

In the Erowid Newsletter from the 2008 World Psychedelic Forum in Erowid Extracts June 2008 number 14 it is mentioned that:

"...interesting queries came from a couple of individuals who had met because they were suffering from symptoms of Hallucinogen Persisting Perception Disorder (HPPD), purportedly as a result of their use of butanamines such as 1-(4-bromo-2,5-dimethoxypheneyl)-2-butamine. They were wondering if we had heard of such effects. (When I later discussed this with Sasha Shulgin at his house in early April he opined, "That sounds like some sort of brain damage.") Unfortunately, when exotic research chemicals such as 4C-DOB are involved--and particularly if psychonauts are reluctant to report on the effects of their experiments due to their fear of drawing unwanted attention to unscheduled compounds--it is difficult or impossible to gauge the prevalence of specific side effects.

It seems to imply that 1-(4-bromo-2,5-dimethoxypheneyl)-2-butamine is 4C-DOB.

If 4C-DOB may be implicated in causing HPPD and Sasha suggested it sounds like some sort of brain damage than the similar analog 4C-DOC may be one to avoid?
 
^ So according to the study rats trained to discrimate between MDMA and amphetamine indicated that MDMA stimulus generalization occurred for 4C-DOM but not for DOM. So this suggests 4C-DOM has more entactogenic effects than DOM. The study did not test for psychedelic responses, but 4C-DOM presumably has psychedelic activity as well. If the effects are similar, 4C-DOC may have entactogenic psychedelic effects, although rat discrimination tests are not very accurate.

I'd like to hear more thoughts on this one.
 
Last time I checked rats were not that accurate, give me a second and I'll try to put some facts together. All i know right now is: dont snort it
 
Maybe I'm missing something but these rat studies are just ridiculous. I dont see how anyone could ever derive any valid conclusions from them. Seems not only primitive, but nonsensical to me. But I guess science is still primitive in alot of ways
 
FloridaHighs said:
Last time I checked rats were not that accurate, give me a second and I'll try to put some facts together. All i know right now is: dont snort it
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I would say the rats are imprecise, not inaccurate. They're "accurate", in that anything which substitutes for MDMA has some degree of empathogenic activity, but it doesn't mean it feels anything like MDMA. There are a grand total of three cues used in these studies: "psychedelic" (substitutes for LSD), "entactogen" (substitutes for MBDB), and "stimulant" (substitutes for amphetamine). Anyone who would consider those terms to fully describe a drug is a fool.
 
I tried 4C-DOB up to 5 or 10mg, can't remember. Definitely nothing psychedelic, just a slight stimulation, at that dose anyway.
 
take a look on hyperlab.info, the same subject started out. Several 4C-DOX have been bioassayed. Hope you speak russian, though.
 
Centrally acting 5-HT receptor agonists including 5-methoxy-N,N-dimethyl tryptamine (5-MeODMT) and 8-hydroxy-2-(di-n-propylamino) tetralin (8-OH-DPAT) induce a similar complex behavioural syndrome in the rat.


M TRICKLEBANK, C. FORLER, D. MIDDLEMISS, J. FOZARD. SUBTYPES OF THE 5-HT RECEPTOR MEDIATING THE BEHAVIOURAL RESPONSES TO5-METHOXY-N,N-DIMETHYLTRYPTAMINE IN THE RAT, European Journal of Pharmacology, 117 (1985) 15-24



Reading through this today. Answers your question on rats.
 
I'm interested in this one as well. Interesting bit about the 4C-DOB causing HPPD. I know the halogenated 2c-x's tend to be implicated in HPPD more frequently than other things, though I have no idea as to the cause. I don't think it would be too ridiculous to extrapolate that to the 3 & 4 carbon analogues.

Also, the alkylated DOx's seem to be less interesting than the halogenated ones. The converse seems to be true with 2c-x's. I wonder what the 4C's will teach us about this particular SAR?

EDIT: What's the deal with including the DO in this series, wouldn't it make more sense to call it 4C-C or 4C-x instead of DOx, just for simplicity's sake? Or am I missing something?
 
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(zonk) said:
Maybe I'm missing something but these rat studies are just ridiculous. I dont see how anyone could ever derive any valid conclusions from them. Seems not only primitive, but nonsensical to me. But I guess science is still primitive in alot of ways
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Probably has something to do with rats being cheaper than chimps and less likely to file lawsuits than humans.
 
When it comes to analogues of DOx, I've always wondered about removing that 2-methoxy group. When you remove the 2-methoxy from DOM you get MMA which is more a 5ht releaser than a psychedelic (I hear.) So from the halogenated DOx we would get MCA, MBA, MIA ... I bet these would be more interesting than the 4C-series.
 
hugo24 said:
Looks like you never had DOM, that alone makes it up.
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This is true. The only DOx I'm sure i've tried is DOI, which i found enjoyable. I based that statement on anecdotal evidence & PiHKAL. And admittedly I was thinking more of DOET, DOPR, DOBU, DOEF, etc. And I meant "classically psychedelic" by interesting. The alkylated DOx's are interesting in that their effects are different & somewhat odd, generally speaking. I'll have to get my hands on some DOM sometime.

Anyone know if these 4C's are in the upcoming Shulgin Index? I'd assume so, but i'm unsure as to whether they'd be main compounds or mentioned in the entries for 2c-x's & DOx's. Wish that book would hurry up and come out.
 
any major dude said:
EDIT: What's the deal with including the DO in this series, wouldn't it make more sense to call it 4C-C or 4C-x instead of DOx, just for simplicity's sake? Or am I missing something?
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you're absolutely right, 4C-C makes a lot more sense and is also probably the term that shulgin would use for the stuff in question.
 
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