And in the next longer group, the 3carbon propyl group on the alphaposition becomes the k family, and the 4carbon butyl group located there, the l family. Worked well and had a melting point matching the literature. Nichols at purdue university while investigating derivatives of 3,4methylenedioxyamphetamine mda and 3,4methylenedioxynmethylamphetamine mdma. Alexander shulgin and ann shulgin which was published in 1991. In a recent study using rats 21, administration of the first two members of the series, mdcath i and n methylmdcath ii, gave evidence that the experimental animals interpreted the compounds as mdmalike. It acts as a selective serotonin releasing agent ssra, with ic 50 values of 93nm, 12,000nm, and 1,937nm for serotonin, dopamine, and norepinephrine efflux. About reference price about reference price reference price is published by molbase platform, which was calculated with quotation and purchasing data by scientific algorithm. Shulgin uses in pihkal, thus the synthesis of the ketone is somewhat more verbose than the synthesis of mda from the ketone. Methylmmda2 was first synthesized by alexander shulgin and was described in his book pihkal. Substituted methylenedioxy phenethylamines mdxx are a large chemical class of derivatives of the phenethylamines, which includes many psychoactive drugs that act as entactogens, psychedelics, andor stimulants, as well as entheogens. Since there isnt much information about it out there, i figured id post my experienceimpressions here. This colorless, high boiling, high flash point and low vapor pressure liquid carries a mild amine like odor.
Pdf identification of five substituted phenethylamine. With nearly two hundred recipes, each hundreds or even thousands of words long, though, how can one hardlink appropriately without expending. Nmethyl2methoxy4,5methylenedioxyamphetamine is a psychedelic drug of the amphetamine class. In addition to 3,4methylenedioxyamphetamine, mda is also known by other chemical synonyms such as the following. Im having difficulty understanding pihkal and tihkal because of my limited knowledge of organic chemistry.
An investigation of several nalkyl and methylenedioxysubstituted analogs. A naturally occurring compound found in both the animal and plant kingdoms. Very little data exists about the pharmacological properties, metabolism, and toxicity of 5methylethylone. Explore the structures and analogues of methyl l, 2methylamino,4methylenedioxyphenylhexane, 11,3benzodioxol5ylnmethylhexan2amine, 12h1,3benzodioxol5ylnmethylhexan2amine in book ii of pihkal. The adding of another carbon atom to the alpha methyl group of mda gives compound j, and leads to the rest of the munimetro series k, l etc. In both mice and rats, it is an exceptionally potent agent in creating the state of catatonia. Used a caffeine synth but replaced the methyl iodide with ethyl iodide. If you do not have exceptional chemistry experience and lack an appropriate approval from the respective drug enforcement agency in your country, do not follow and apply the methods as outlined here.
Why was methamphetamines first synthesized in 1918, 6 years later. The main title, pihkal, is an acronym that stands for phenethylamines i have known and loved. Use of the information, documents and data from the echa website is subject to the terms and conditions of this legal notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the echa website may be reproduced, distributed andor used, totally or in part, for noncommercial purposes provided that echa is. When i decided to autonode it and make it available here on e2, i realized that fastanddirty cut and paste wouldnt do the trick. Several years ago, alexander shulgin graciously made the pihkal recipes freely available.
The bending of this alpha methyl group back to the aromatic ring gives an aminoindane, and with j one gets an aminotetralin. The increasing number of ecstasy tablets seized by european lawenforcement agencies dealing with drugs, such as the police, customs, border guards, special drug agencies, etc. Methyl tma or n methyl 3,4,5trimethoxyamphetamine had been run up in several trials to a maximum of 240 milligrams, with some mental disturbances mentioned only at this highest level. Because of its high vapor pressure, it is used for quickdrying finishes. Little is known about this obscure compound but it is reasonable to assume it has an effect profile similar to other stimulants of the cathionone class, with a slightly higher potency than ethylone. The main title is an acronym that stands for phenethylamines i have known and loved the book consists of two parts. If its at some place that doesnt allow talk of sources, just edit out the references to btkg. Each with its methyl and ethyl prefixes, if the nitrogen atoms are substituted with a methyl or and ethyl group. To a well stirred, cooled mixture of 34g of 30% h202 hydrogen. Nhydroxy3,4methylenedioxyamphetamine is a dea schedule i controlled substance.
Ph eur find msds or sds, a coa, data sheets and more information. Shulgin also synthesized mdmarelated compounds such as 3,4methylenedioxyamphetamine mda, 3methoxy. The history of mdma as an underground drug in the united states. Search results for methyl 3phenylpropanoate at sigmaaldrich. Drug discrimination studies showed that 5 methylmda substitutes for mda, mmai, and lsd, but not amphetamine, suggesting that it produces a mix of entactogen and hallucinogenic effects without any stimulant effects. Ch3 for mda, nmethyl mda and n,ndimethyl mda, as both free bases and hydrochloride salts, have been examined. He is credited with introducing mdma ecstasy, mandy or molly to psychologists in the late 1970s for psychopharmaceutical use and for the discovery, synthesis and personal bioassay of over 230. Since that post goes into detail about the nmr spectra of this supposed 5 methyl mda, it seems fairly believable, and it would also fit in with what we know about the structureactivityrelationship of empathogens the 5 methyl group would likely the drug more selective as a serotonin releasing agent, but less potent overall in general. Shulgin in the early to mid1970s suggested that doc was inactive at 0.
This html version of tihkal was created by bo lawler with the help of erowid. Alexander theodore shulgin june 17, 1925 june 2, 2014 was an american medicinal chemist, biochemist, organic chemist, pharmacologist, psychopharmacologist, and author. I dont like institutionalized education so thats not an option. Pihkal is the acronym for phenethylamines i have known and loved. The phenethylamine that corresponds to mda removing the alphamethyl group is 3. The main title, pihkal, is an acronym that stands for phenethylamines i have known and loved the book is arranged into two parts, the first part. After shaking as dry as possible, there was added, in sequence, a solution of 7. The classic ketone approach certainly not the only possibility, but the best documented one has a lot of variations, but the basic scheme is the oxidation of the plant oil safrole 1allyl3,4methylenedioxybenzene into a ketone 3,4methylenedioxyphenyl2propanone, which is then condensed with methylamine and reduced to the final. It is also used as an insecticide and to manufacture certain pharmaceuticals. One designer drug and serendipity twocarbon homologation of grignard reagents to primary amines onepot synthesis of carbamates.
Animal studies, prompted by the clandestine synthesis of methyl ma, have shown that there is indeed locomotor stimulation and some central effects, but these effects are somehow. Substances in the dea schedule i have no currently accepted medical use in the united states, a lack of accepted safety for use under medical supervision, and a high potential for abuse. Could anyone recommend some bridge books that can help me get there. In truth, methyl ma is a well studied drug, at least in animals. Determination of synthesis method of ecstasy based on the. Identification of five substituted phenethylamine derivatives 5mapdb, 5aedb, mdma methylene homolog, 6brmdma, and 5apbnbome article pdf available in drug testing and analysis 92. It is evident, then, that shulgins interest in methyl. Methyl tma6 or n methyl 2,4,6 trimethoxyamphetamine had been tried at up to 30 milligrams and it, too, was apparently without effects. It was first synthesized in the late 1990s by a team including david e. Determination of synthesis method of ecstasy based on the basic impurities. The compound 4 is a product of reaction of impurity of mdp2p, 1. The sodium cyanoborohydride method is probably the one most attractive to. This version of book ii of pihkal is based on the erowid online version, originally transcribed by simson garfinkle and converted into html by lamont granquist.
The chemical shift trends of the side chain carbon resonances. To produce mdma substitute nmethylformamide for formamide in the above synthesis. In relation to other phenethylamines and amphetamines, it is the 3,4methylenedioxy. Synthesis of betanitroisosafrole from piperonal, synthesis of mda from beta. Download it once and read it on your kindle device, pc, phones or tablets. Admission mdma and mda concentrations ranged between 0. Part 1 this is part 1 of 6 of the second half of pihkal.
A chemical love story kindle edition by shulgin, alexander, shulgin, ann. The characterization of some 3,4methylenedioxycathinone. Predicted data is generated using the us environmental protection agencys episuite. In the 1980s, a number of additional n substituted homologs of mda were clandestinely synthesized and subsequently identified 12 and then controlled by federal statute 1. Books to understand pihkal and tihkal im having difficulty understanding pihkal and tihkal because of my limited knowledge of organic chemistry. It is the nmethylated derivative of mmda2, and it is also an analog of mdma and 6methylmda. The subject of the work is psychoactive phenethylamine chemical derivatives, notably those that act as psychedelics andor empathogenentactogens. The reaction became quite warm, and turned very dark.
These agents are used as research chemicals, designer drugs and as recreational substances the base compound of the mdxx class is 3,4. Methyl tma2 or n methyl 2,4,5trimethoxyamphetamine had been tried at up to 120 milligrams without any effects. A fine white powder, reminiscent of crushed mdma dosage. It is structurally related to ethylone, a novel designer drug. This paper describes for the first time an evaluation of the concentrations of methylenedioxymethamphetamine and 3,4methylenedioxyamphetamine mda found in five fatalities admitted to hospital where both antemortem and postmortem blood samples were available. Also known as 5 methyl ethylone or 5me, this is a cathinone drug and analogue of ethylone. Methyl dht was the second most commonly used steroid by german athletes in decades past, who were among the best. After stirring an additional 45 min, the mixture was poured into 200 ml h2o and treated with a. Mdma, its synthesis and most of its precursors are illegal in most parts of the world.
Use features like bookmarks, note taking and highlighting while reading pihkal. Please forgive any typos or misprints in this file. He asked shulgin for help synthesizing dom and nmethylmda, or mdma. Technical data n methyl 2pyrrolidone nmpel electronic grade n methyl 2pyrrolidone nmp is a powerful, aprotic solvent with high solvency, and low volatility. A chemical love story, by alexander shulgin and ann shulgin. May 22, 2000 the adding of another carbon atom to the alpha methyl group of mda gives compound j, and leads to the rest of the munimetro series k, l etc.
Alexander sasha shulgin gives the definition at the beginning of the book. I thought i would write up this experience with 5 methyl mda which took place a few months ago. To my understanding, the process of turning mda into mdma is exactly the same as amphetamines to methamphetamine. Some studies devoted to route specific impurities of mdma and mda have already been done. Methyl formate is used primarily to manufacture formamide, dimethylformamide, and formic acid. These are the 3,4methylenedioxycathinone mdcath homologs fig. These are reports that i have heard from others, but i have had no personal experience with. Substituted methylenedioxyphenethylamine wikipedia. Material safety data sheet or sds for 2amino2 methyl 1propanol 801465 from milliporesigma for download or viewing in the browser.
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