Drug info - LSH D-Lysergic acid α-hydroxyethylamide

[Euphoric]

Thought since this has not be found in nature in active amounts, this may be the suitable thread, but feel free to move it. I could not find any threads on it except chemistry related ones. Erowid had no info. The following data is from wikipedia:

D-Lysergic acid α-hydroxyethylamide, also known as D-lysergic acid methyl carbinolamide, is an alkaloid of the ergoline family, and occurs in various species of vines of the Convolvulaceae and some species of fungi.

[top]Contents

[hide]

* 1 Chemistry
* 2 Human Pharmacology
* 3 Effects
* 4 Legality
* 5 See also
* 6 External links


[edit] Chemistry

The chemical name for this alkaloid is 9,10-didehydro-N-(1-hydroxyethyl)-6-methylergoline-8-carboxamide. Its structure is very similar to LSD in that the N,N-diethylamide group is replaced with an N-(1-hydroxyethyl)amide in D-lysergic acid α-hydroxyethylamide.



[edit] Human Pharmacology

While animal data involving D-lysergic acid α-hydroxyethylamide exists, the physiological and pharmacological actions in humans are unknown. Animal studies do suggest the alkaloid may have some toxic effects at high levels.

[edit] Effects

The dominant alkaloids in the seeds of Rivea corymbosa (ololiuhqui), Argyreia nervosa (Hawaiian baby woodrose) and Ipomoea violacea (tlitliltzin)[verification needed][citation needed] are ergine (LSA) and isoergine (its epimer). Both are psychoactive but not psychedelic ergoline derivatives having mild sedative/vasoconstricting effects. The human activity of D-lysergic acid α-hydroxyethylamide is unknown.

[edit] Legality

D-lysergic acid α-hydroxyethylamide is unscheduled and uncontrolled in the United States, but possession and sales of it could be prosecuted under the Federal Analog Act because of its structural similarities to LSD and ergine. The legality of this drug, and other related substances, is under scrutiny as of July 2004, due to Operation Web Tryp.



Systematic (IUPAC) name 9,10-didehydro-N-(1-hydroxyethyl)-6-methylergoline-8-carboxamide Identifiers CAS number 3343-15-5 ATC code ? PubChem 134553 Chemical data Formula C18H21N3O2 Mol. mass 311.378 g/mol SMILES eMolecules & PubChem Synonyms D-lysergic acid methyl carbinolamide Pharmacokinetic data Bioavailability ? Metabolism ? Half life ? Excretion ? Therapeutic considerations Pregnancy cat. ?
Legal status Legal
Routes ?

Systematic (IUPAC) name
9,10-didehydro-N-(1-hydroxyethyl)-6-methylergoline-8-carboxamide
Identifiers
CAS number 3343-15-5
ATC code ?
PubChem 134553
Chemical data
Formula C18H21N3O2
Mol. mass 311.378 g/mol
SMILES eMolecules & PubChem
Synonyms D-lysergic acid methyl carbinolamide
Pharmacokinetic data
Bioavailability ?
Metabolism ?
Half life ?
Excretion ?
Therapeutic considerations
Pregnancy cat.

?
Legal status

Legal
Routes ?

Please add info and experiences.

Reputation Comments on this post:

Goos thread.

[Songcycle67]

SWIM:

It has been hypothesized that mixing pure LSA extract with a cooking wine or something else, most notably mint extract, that's high in acetyldehyde will cause the LSA to catalyze into LSH in the body. This is supposedly the active chemical in "ergot wine" which is made by a lot of cooks with extra claviceps on their hands.

No clue as to the effectiveness of the cold water extract of LSA with acetyldehyde, but ergot wine, aged over a few years, produced a profound LSD-like inebriation. A small sip of an unknown quantity of ergot wine was ingested and produced a 5++ trip. Definitely different, but extremely interesting if this was in fact the active compound--perhaps more intense visually than even LSD, but with unknown dose it's hard to say how much LSH he had as compared to a dose of LSD. Also there seemed to be relatively little vasioconstriction as compared to LSA, but it definitely produced some. He's only taken it once, but it was the only time he ever honestly thought he was going to need thorazine.

Reputation Comments on this post:

Very good info and interesting experience. Maybe consider posting a tr?

[0utrider]

Peppermint Oil Extraction Technique

basically it is putting (at best extracted)lsa in a peppermint oil solution (or as said above something similar acetylaldehyde-ish) and letting it sit a little bit. then use. the chemical is not stable at all so has to be kept like that till usage.

it is possible and it works quite well and is easy to do (and btw nothing new)

apparently similar to LSA just less negative side-effects (headaches, sedation) and more colours and a bit stronger but not really like lsd, though similar of course, but shorter lasting and just... not the same.. but still nice, just dont expect a cheap alternative to lsd that works exactly the same way just cuz the chemical sounds similar

[tranceformers]

If swim was to do LSH, would the vaso/bronchial constriction be noticeable?

[Stephenwolf]

would hydroxy-methyl-lysergamide be another name for this? Just curious,having found mention of hydroxy-methyl-Lysergamide being nearly identical in effect to LSD...Not too good with chem names...

[AbbaZaba]

Originally Posted by tranceformers

If swim was to do LSH, would the vaso/bronchial constriction be noticeable?

Yes and no. With both LSA and LSH swiz has never noticed bronchial constriction. Perhaps the cannabis that usually isn't too far away from swiz is causing enough dilation to cancel the LSA/H's?

However, swiz has noticed vasoconstriction on both. For swiz it comes in the form of leg cramping, muscle twitching(symptom?), tingling sensations, and a largely increased reaction to standing up quickly. When on one of the two, swiz does some cardio and a little stretchin to get his blood pumping before and during the trip

[sander35]

and can you explain how big you must dose the extractoin
is one cup of tea enough or to much ?
swim doesnt wonna poison himself thats why i'm asking

they say if you make peppermint tea and add the crunched seeds and let it sit for a few hours and then drink it the lsa gets turned into lsh in your body but they forget to say if you need to filter it and how much tea you need to drink like the whole cup or will that cause an overdo ?

[69Ron]

SWIM has done this with both raw seeds and pure LSA. All you need is sherry wine, mint tea, mint oil, or some other source of acetaldehyde. SWIM has made it in less than 5 minutes with just 1 mint tea bag, 1 cup of hot water, and a dose of pure LSA.

The effects at low doses are nearly identical to LSD, but as you take larger doses it becomes evident that it’s not LSD. It causes far more anxiety than LSD does, and causes side effects. There are other differences that are very hard to explain. For SWIM the main side effect that he hates is bronchial constriction. This kicks in after the peak and lasts for about 1 day. This causes a sensation of not being able to breathe properly.

SWIM tried counteracting the side effects of LSH with theobromine and found it works quite well. Nunaturals Pure Liquid Cocoa Extract works very well. It contains 10% theobromine and tastes fantasic.

Here’s the recipe SWIM uses:

* Put 1 mint teabag in a cup
* Add 1 cup of hot water
* Add 4 ml of Nunaturals Pure Liquid Cocoa Extract (contains about 400 mg of theobromine)
* While HOT add 2-5 mg of LSA (whatever dose you like, the mint tea is said to contain enough acetaldehyde to transform enough for over 100 people)
* Mix for about 1 minute.

It works great, plus it tastes REALLY GOOD.

Beware of extreme anxiety if you take too much. SWIM is very experienced with all the major psychedelics and never experienced anxiety to the degree he did from a large dose of LSH.

Reputation Comments on this post:

Thanks for sharing the information.

[sander35]

oh ok , so i'm gonna take a normal bag of mint tea (dont have peppermint) and make some tea of it , then when its not hot like after 3 minutes put the crunched up hawaian woodrose seeds (5 or omething ) in it and let it stur for about 5 minutes then filter then a few drops would be enough you say , even without pure lsa ?

[raven3davis]

hmmm.very interesting. SWIM needs to look into this a bit more.

[sander35]

ok i found some peppermint tea i'm alright now all set

sander35 added 1103 Minutes and 20 Seconds later...

ok , so i tried the lsh brew this afternoon with my friend and we both did not feel a thing except a litle relaxation in the muslces but for the rest nothing.

this could be do to the fact we dosed way to light that means my hbw seeds wer not potent enough to dose like 69ron discribed (like lsd just a few drops) and then i ingested let say maybe half of shot glass in total and stil no effects accept like a very very very small lsa trip is present

i will make some new brew and drink while its only like 20 minutes old or something and see where it goes from there maybe a full cup

cant see what i did wrong i had 5 seeds nicely cut up , 1 ba of peppermint tea and warm not boiling water let it stue for 10 minutes then filtered it and kept in bottle one night then first carefully squirted on sugar cubes then each ate 3 cubes then afte 2 hours i stil felt nothing and drank some that i put in syringe for the squirting so maybe in total i had a litle less then a half of shot glass in me , this clearly is not enough or i did something wrong please help me

Reputation Comments on this post:

Self-Incrim

[Stephenwolf]

Sander35, i think what 69ron had meant by "enough to dose over 100 people" was that there was enough acetaldehyde in mint tea that you could use it for more than a hundred doses, assuming you had a hundred doses worth of LSA.

[sander35]

no swim dint feel a thing ,its like swim just drank some herbal tea , it sucks
swim was so hoping to see some nice visuals

[Stephenwolf]

well 5 woodrose is rarely enough for even one person to experience anything, the prep described by 69ron was enough for 1 dose for 1 person. a few drops, a shotglass full, neither would be enough to affect 1 person.

[0utrider]

Does anybody have an idea wheter peppermint + lsa extrakt in a pill would still work in the stomach (as becoming to lsh)?? or a similar combination..?

[sander35]

swim kinda feels stupid i did it all right and swim doesnt feel a thing
there has to be a problem swith smiw's seeds right ? how would swiys out there do it ? how many hbw seeds ? swim tried 5 per cup of tea

[Stephenwolf]

8 hbw seeds, follow 69ron's preperation, drink the WHOLE cup, that SHOULD do it.

[tryptamaster]

swim is so interested in this compund. this is swims recipe (it is untried though) after wahing source of lsa (hbwr or mg seeds) with naptha put seed mussh in cold high proof ethanol that has been acidified with lemon juice and has 4 drops peppermint oil added to that. after 24 hours remove seed mush and the ethanol should now have aqueous lsh. anyone spedially chemists have any idea whther or not this wouldd wrk? swim feel like swiys should do more research into this substance and its chemicl properties.

[sander35]

ok swim will try to do that this morning or tonight and hopes it will work now
couldt it be the fact that when its hot swim only drank a sip and then let it sit overnight and become cold , swim dint put it in the refrigerator just in his room

will try when its hot says swim

[pistol pete]

Originally Posted by sander35

no swim dint feel a thing ,its like swim just drank some herbal tea , it sucks
swim was so hoping to see some nice visuals

How many seeds did you use?

[Stephenwolf]

Originally Posted by sander35

ok i found some peppermint tea i'm alright now all set

sander35 added 1103 Minutes and 20 Seconds later...

ok , so i tried the lsh brew this afternoon with my friend and we both did not feel a thing except a litle relaxation in the muslces but for the rest nothing.

this could be do to the fact we dosed way to light that means my hbw seeds wer not potent enough to dose like 69ron discribed (like lsd just a few drops) and then i ingested let say maybe half of shot glass in total and stil no effects accept like a very very very small lsa trip is present

i will make some new brew and drink while its only like 20 minutes old or something and see where it goes from there maybe a full cup

cant see what i did wrong i had 5 seeds nicely cut up , 1 ba of peppermint tea and warm not boiling water let it stue for 10 minutes then filtered it and kept in bottle one night then first carefully squirted on sugar cubes then each ate 3 cubes then afte 2 hours i stil felt nothing and drank some that i put in syringe for the squirting so maybe in total i had a litle less then a half of shot glass in me , this clearly is not enough or i did something wrong please help me

it just occurred to me, THis is full of Self Incrimination, you should remove this post and replace it with a similar one about someone who isn't you,... A few seconds later and i note that you cannot edit your own post, i'll report it for you.

[pistol pete]

Swim made a 15 ml LSH tincture out of 3500 Morning glory seeds
Swim did several militers under his tongue(around 3 to 4), it took two hours to kick in and swim had a heavy 12 hour trip, the next weekend swim did 2 hits of LSD-25, not nearly as heavy as a trip as the LSH.
Swim highly recomends this.

for the intensity of a standard hit of lsd you only need 1 ml or so
here's what swim did:

Step 1. Take 500 HBWR seeds, or 3,000 Morning Glory (heavnly blue) seeds
Grind them to a complete flower like powder.

Step 2. You need to make your seeds acidic now, so take your seeds place them in a container and make them damp with lemon juice, then cover the container to prevent evaporation. Let sit for 1-3 hours, then layout your acidic seed powder on tin foil to dry out, this should take an hour or two.

Step 3. Now its time to De-fat with your non-polar solvent. Now you need Ether, if you cant find lab grade ether its easy enough to get. (buy some standard starter fluid. get a peice of PVC, 1 ft in lenght 8th inch in diameter. now get a 750ml jar. spray the lighter fluid into the jar through the pipe. the ether will drip to the bottom as everything elses evaporates off.)
Now take your acidic seeds and soak them in the ether in a jar for atleast 1-3 hours.
then fliter off and layout your seeds to dry.

Step 4. Once dry its time to do the polar extraction. Place your seed powder in an appropriate sized container and soak with ever clear. Give a generous amount of ever clear at least an inch or two above the plant material. Put a lid on the container and put in the freezer. Shake the container from time to time over the day, the more the better. Then let the container sit in the freezer overnight. If you are in a rush this can be done I the time span of 3 hours, you will loose a little potency though. After it is placed in the freezer after the first hour check it with a black light, after several more hours check again. The liquid should be bright yellow and glow like crazy under black light. The brighter it glows with black light, the more potent. Once it stops increasing in brightness its ready, but 3000 seeds into 15ml of tincture will be pretty potent either way. Now pour off the yellow liquid (saving it) the best you can, then put the seeds in a cheesecloth and squeeze out as much precious solution as you can. You could stop at this step and dose with some of this, but it is hard to know how much to take at a random load of liquid like that. So lets take it another few steps.
(In this step the keep in a dark place, light kills potency)

Step 5. Now its time to evaporate the liquid. Take your solution and pour into a flat glass pan with a fan blowing on it. Make sure you do this in a dark area or it will decrease the potency of the LSA. Once all of it drys you will have kinda a waxy film over the glass, take a razor and scrape it up into a ball. Let it dry for a bit and chop it up the best you can into a powder. It tends to stay a little sticky. This can be done 3 to 4 times until your seeds are exahusted

Step 6. Fill up a 15 ml bottle with ever clear and set in freezer. Wait until it is as cold as it can get. Add the LSA powder to the freezing ever clear, then add atleast 5 drops of Peppermint oil. The pepper mint oil is very high in acetelhyde. When mixed with lsa and alcohol is converts to LSH which is MUCH closer to LSD than LSA is.
Make sure to keep it freezing cold or the LSH will convert back to LSA.

pistol pete added 4 Minutes and 50 Seconds later...

the LSH tintcure feels Nearly Identical to LSD
from the body high to the visuals
no nausea to speak of
so vaso contriction but barely noticable.
much better and much easyer to take than LSA

the tinticure can be stored in the freezer long term as well.

Reputation Comments on this post:

	awesome tek, will have a look into it alter
	Well-Written

[TheBadMan]

I'd like to comment on the "LSH" issue.
There is no evidence whatsoever that mixing acetaldehyde and lysergic acid amide will produce lysergic acid hydroxyethylamide.
None.
There was a long post on the shroomery about this where one user had actually posted a PNAS article about indole adducts with acetaldehyde, but the paper was not in any way related to the production of LSH.
There is absolutely no reason to believe that you can produce LSH from ergine and acetaldehyde.
See United States Patent US3060104 and you will find that hydrolysis of LSH results in ergine and acetaldehyde, but there simply is not any reason to believe that the reverse reaction occurs readily.
A reaction between acetaldehyde and ergine likely would not preferentially react to produce LSH. Other sites on ergine are more nucleophilic than the amide nitrogen and would probably react with acetaldehyde first.

If anyone can provide meaningful evidence that LSH can be produced this way, then I would like to see it. So far I have seen nothing even remotely suggesting that LSH can be prepared from ergine and acetaldehyde.

Reputation Comments on this post:

	Way to question an unsubstantiated recipe/theory. Keep up the good work, I hope this question gets answered as a result ...
	Very informative

[Stephenwolf]

well, if not LSH whatever it Does produce seems to be ,for many people, significantly better than not mixing it with acetaldehyde

[TheBadMan]

One problem is that only people who have positive results tend to be motivated to report the results of experiments. There are also many people who have tried this and report no difference. Also, don't forget that the experiments done with people who do claim to notice a difference are done under totally uncontrolled conditions, so a variety of other explanations can't be ruled out including: altered biological availability and pharmacokinetics of alkaloids; typical variations in dose between seed batches; expectation of effects. We aren't dealing with anything close to double-blind placebo controlled trials. We have home-bake bioassays.

Either way, I'm just interested in pointing out that even if you do believe that adding acetaldehyde "does something", then please don't just call it "LSH" when there is no good reason to say this has anything to do with LSH.

Reputation Comments on this post:

Nice with a sane voice among the herd of LSH-true believers