Triptans, particularly Sumatriptan

[Hammilton]

Have you guys ever looked into the tryptamines that are used in the treatment of migraines? I did for the first time today, well, actually cared for the first time today, and I was really interested for the first time.

Why? I wasn't really looking at Imitrex- I only happened to see it because I was busy looking at something else. I forget now what it was.

"Sumatriptan" is a stupid Big-Pharma name for 5-methylaminosulfonyl-N,N-dimethyltryptamine. I'm not even sure where the "Suma" somes from. Well, anyway....

I'm sure you are all seeing the interesting part of Sumatriptan that I so kindly "blued" for ya. Now, I guess the question is this:

how easily can this methylaminosulfonyl group be removed from the 5-position of DMT? I would be it'd come off pretty easily since it's such a large group.

Although the "methylaminosulfonyl" group looks pretty cool- if it weren't for the the other additions to the indole, it could be named FLY-TRYP... or something... I'm stupid and high. It looks like a fly though.

[Sitar]

You know what's really interesting is that years ago, someone found out entirely by chance that Psilocybe mushrooms completely relieved him of his cluster headaches, and since then more and more people have confirmed this.

Cluster headaches are sometimes called "suicide headaches" by the sufferers because of the apparent intensity and longevity of them, and no completely effective treatment in standard medicine was ever found.

But apparently now, more investigating is going into the claims that a single dose of Psilocybin (a tryptamine) can totally prevent these headaches for up to a full year. There are a lot of anecdotes on the internet about this.

Pretty damned interesting I'd say. Too bad our government is fucking stupid and likes to put plants and helpful medicines in the Schedule I category, or there could be some real research going into something that could improve the lives of a lot of people.

[zombiewoof23]

I've come up with different chemical names for this particular substance. The difference in these listed below could be because of specific patents by different manufacturers.

1-[3-(2-dimethylaminoethyl)-1H-indol-5-yl]- N-methyl-methanesulfonamide

and

3-(2-(dimethylamino)ethyl)-N-methyl-1H-indole- 5-methanesulfonamide butane-1,4-dioate(1:1)

And Sumatriptan succinate:

3-[2-(dimethylamino)ethyl]-N-methyl-indole¾5-methanesulfonamide succinate (1:1)


Here's a somewhat interesting study for the abuse potential that I came across as well:

Psychoactivity and abuse potential of sumatriptan
by
Sullivan JT, Preston KL, Testa MP,
Busch M, Jasinski DR
Department of Medicine,
Johns Hopkins University School of Medicine,
Baltimore, MD.
Clin Pharmacol Ther 1992 Dec; 52(6):635-42

ABSTRACT

Sumatriptan is a 5-HT1D agonist of therapeutic use in migraine and cluster headaches. To determine the profile of psychoactivity and abuse potential, a double-blind Latin-square crossover study was conducted in 12 male subjects with histories of substance abuse. The effects of subcutaneous placebo, sumatriptan (8 and 16 mg), and morphine (10 and 20 mg) were assessed on measures of subjective, behavioral, and physiologic responses including signs, symptoms, Addiction Research Center Inventory scales, onset of drug effects and miosis. Sumatriptan was psychoactive, was discriminated from placebo, produced a dose-related decrease on euphoria scores, elevated scores on measures of apathetic sedation and disliking, and lacked identification as a prototypic drug of abuse. There were no clinically significant effects on heart rate, pupil size, or blood pressure. In contrast, morphine (the positive control) produced expected dose-response relationships on measures of reinforcing and physiologic effects. The study suggests that sumatriptan has a low abuse potential.

[zombiewoof23]

Oh yeah, and if the man is ever gracious enough to return from his sabbatical.......keep an eye on this site for any chemistry questions relating to tryptamines.
http://www.cognitiveliberty.org/shulgin/blg/index.html

[NastyZilla]

For any kids cruising the forum looking to "score" in mom's medicine cabinet, I'd like to note for the record that (1) there is noooo euphoria, buzz or 'high' associated with the triptan class of migraine drugs that I have ever experienced (I suffer from migraines, and have tried several of them - immitrex, zomig and relpax), and (2) more than the recommended dosage can have very dangerous side effects (mostly cardiac in nature, but breathing probs too), and even the normal dosage can have adverse side effects.

Case in point, I can no longer take immitrex 'cause I honest to God thought I was having a heart attack (to the point where I woke up my hub and warned him he may need to take me to the hospital). I've od'd before on opiates (although never to the point of going to the hospital, thank God) but I have NEVER felt SICKER from a particular drug as I did from that one "as prescribed" dose of Immitrex.

Again, this is just a warning to the kids who saw hammilton's post and thought "I know where I can find some of those" as opposed to the chemical/chemists' discussion Hammilton intended it to be. Now I'll shut up, since I know nada about chemistry.:D

[doctor diesel]

I'd like to add that for me, a dose of naratriptan taken together with 90mg codeine causes an interestingly synergic 'buzz' that I wouldn't describe as a 'high', but which is nevertheless very pleasant and quite energising.
I discovered this in the treatment of migraine.


Doc Diesel

[zombiewoof23]

Have you guys ever looked into the tryptamines that are used in the treatment of migraines? I did for the first time today, well, actually cared for the first time today, and I was really interested for the first time.

Why? I wasn't really looking at Imitrex- I only happened to see it because I was busy looking at something else. I forget now what it was.

"Sumatriptan" is a stupid Big-Pharma name for 5-methylaminosulfonyl-N,N-dimethyltryptamine. I'm not even sure where the "Suma" somes from. Well, anyway....

I'm sure you are all seeing the interesting part of Sumatriptan that I so kindly "blued" for ya. Now, I guess the question is this:

how easily can this methylaminosulfonyl group be removed from the 5-position of DMT? I would be it'd come off pretty easily since it's such a large group.

Although the "methylaminosulfonyl" group looks pretty cool- if it weren't for the the other additions to the indole, it could be named FLY-TRYP... or something... I'm stupid and high. It looks like a fly though.

I think that if a person had enough chemistry knowledge to perform what you are saying, it would be much easier to simply produce your own DMT from natural sources, instead of going through the hassle of obtaining a script for the sumatriptan and then going through the steps of isolating the tryptamine. I've heard that DMT is one of your easier psychedelics to produce. If you have the balls, 5MEO-DMT is still relatively easy to obtain as well. I still personally prefer the phenethylamines to the tryptamines.

[Hammilton]

Well, DMT is incredibly easy to obtain from natural sources. The point though isn't to obtain DMT from the easiest source possible. It's to obtain it from this source.

If it's easy enough to remove that methylaminosulfonyl from the 5 position, then it'd be easy enough to obtain damn near pure DMT from a commonly prescribed source.

[OxyContinuously]

nice idea, but impractical. like s/o said, you'd be better off doin' a good ol extraction from Banisteriopsis vines or something which are legal to possess, have an excellrnt dry-weight percentage of DMT per oz/ etc. and don't cost that much.


later

[In The Wind]

You know what's really interesting is that years ago, someone found out entirely by chance that Psilocybe mushrooms completely relieved him of his cluster headaches, and since then more and more people have confirmed this.

Cluster headaches are sometimes called "suicide headaches" by the sufferers because of the apparent intensity and longevity of them, and no completely effective treatment in standard medicine was ever found.

But apparently now, more investigating is going into the claims that a single dose of Psilocybin (a tryptamine) can totally prevent these headaches for up to a full year. There are a lot of anecdotes on the internet about this.

Pretty damned interesting I'd say. Too bad our government is fucking stupid and likes to put plants and helpful medicines in the Schedule I category, or there could be some real research going into something that could improve the lives of a lot of people.

Knowledgeable mycologists grow their psylocibes on Phalaris grass substrates or even associate psylocibe mycelium with a nice outdoor stand of growing Kansas grass. The ‘shrooms take up and incorporate the tryptamines quite readily.