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DMMDA-2
DMMDA-2 is a bioactive phenethylamine discussed by Alexander Shulgin in his book '' PiHKAL (Phenethylamines i Have Known And Loved)''; however, he was not the first to synthesize it. Shulgin comments in his book that a 50 milligram dose of DMMDA-2 produces similar effects to MDA. DMMDA-2 can be synthesized from dillapiole. DMMDA-2 is equivalent to 5 mescaline units. DMMDA-2's isomer DMMDA is equivalent to 12 mescaline units. See also * Substituted methylenedioxyphenethylamine * Substituted methoxyphenethylamine Methoxyphenethylamines (MPEAs), as well as methoxyamphetamines (MAs) in the case of the amphetamine (α-methylphenethylamine) homologues, are substituted phenethylamines with one or more methoxy groups. In some cases, one or more of the methoxy ... * Dimethoxymethylenedioxyamphetamine * Methoxymethylenedioxyamphetamine References External links DMMDA-2 - Isomer DesignDMMDA-2 - PiHKAL - ErowidDMMDA-2 - PiHKAL - Isomer Design {{Phenethylamines Hydroxyquinol et ...
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Substituted Methylenedioxyphenethylamine
The substituted methylenedioxyphenethylamines (abbreviated as MDxx) represent a diverse chemical class of compounds derived from phenethylamines. This category encompasses numerous Psychoactive drug, psychoactive substances with Empathogen, entactogenic, Psychedelic drug, psychedelic, and/or stimulant properties, in addition to entheogens. These compounds find application as research chemicals, designer drugs, and recreational substances. The base chemical compound, compound of the MDxx class is methylenedioxyphenethylamine, 3,4-methylenedioxyphenethylamine (MDPEA), and the prototypical agent of this class is MDMA, 3,4-methylenedioxy-''N''-methylamphetamine (MDMA; "ecstasy"). Other notable MDxx class substances include 3,4-methylenedioxyamphetamine (MDA), methylenedioxyethylamphetamine, 3,4-methylenedioxy-''N''-ethylamphetamine (MDEA; "Eve"), methylbenzodioxolylbutanamine, ''N''-methyl-1,3-benzodioxolylbutanamine (MBDB; "Eden"), and methylenedioxymethcathinone, 3,4-methylenedioxy- ...
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PiHKAL
''PiHKAL: A Chemical Love Story'' is a book by Alexander Shulgin and Ann Shulgin published in 1991. The subject of the work is Psychoactive drug, psychoactive phenethylamine Derivative (chemistry), chemical derivatives, notably those that act as psychedelic drug, psychedelics and/or empathogen-entactogens. 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 being a fictionalized autobiography of the couple and the second part describing 179 different psychedelic compounds (most of which Shulgin discovered himself), including detailed synthesis instructions, bioassays, dosages, and other commentary. The second part was made freely available by Shulgin on Erowid while the first part is available only in the printed text. While the reactions described are beyond the ability of people with a basic chemistry education, some tend to emphasize techniques that do not require difficult-to-ob ...
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Substituted Methoxyphenethylamine
Methoxyphenethylamines (MPEAs), as well as methoxyamphetamines (MAs) in the case of the amphetamine (α-methylphenethylamine) homologues, are substituted phenethylamines with one or more methoxy groups. In some cases, one or more of the methoxy groups may also be extended to form other alkoxy and related groups such as ethoxy or propoxy. Methoxyphenethylamines may have additional substitutions as well. Many methoxyphenethylamines that have multiple methoxy groups in the 2- through 5-positions of the phenyl ring, for instance mescaline, 2C-B, TMA, DOM, and 25I-NBOMe, are serotonin 5-HT2A receptor agonists and serotonergic psychedelics. Other methoxyphenethylamines, particularly monomethoxyamphetamines like ''para''-methoxyamphetamine (PMA), are monoamine releasing agents of serotonin, norepinephrine, and/or dopamine, with stimulant and/or entactogen-related effects. Compounds closely related to methoxyphenethylamines include methylenedioxyphenethylamines (MDxx) like M ...
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Methylenedioxyphenethylamines
The substituted methylenedioxyphenethylamines (abbreviated as MDxx) represent a diverse chemical class of compounds derived from phenethylamines. This category encompasses numerous Psychoactive drug, psychoactive substances with Empathogen, entactogenic, Psychedelic drug, psychedelic, and/or stimulant properties, in addition to entheogens. These compounds find application as research chemicals, designer drugs, and recreational substances. The base chemical compound, compound of the MDxx class is methylenedioxyphenethylamine, 3,4-methylenedioxyphenethylamine (MDPEA), and the prototypical agent of this class is MDMA, 3,4-methylenedioxy-''N''-methylamphetamine (MDMA; "ecstasy"). Other notable MDxx class substances include 3,4-methylenedioxyamphetamine (MDA), methylenedioxyethylamphetamine, 3,4-methylenedioxy-''N''-ethylamphetamine (MDEA; "Eve"), methylbenzodioxolylbutanamine, ''N''-methyl-1,3-benzodioxolylbutanamine (MBDB; "Eden"), and methylenedioxymethcathinone, 3,4-methylenedioxy- ...
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Dimethoxymethylenedioxyamphetamine
Dimethoxymethylenedioxyamphetamine (DMMDA) may refer to: * 2,5-Dimethoxy-3,4-methylenedioxyamphetamine (DMMDA or DMMDA-1; 2,5-dimethoxy-MDA) * 2,3-Dimethoxy-4,5-methylenedioxyamphetamine (DMMDA-2; 5,6-dimethoxy-MDA) * 4,5-Dimethoxy-2,3-methylenedioxyamphetamine (DMMDA-3; 4,5-dimethoxy-ORTHO-MDA) * 2,6-Dimethoxy-3,4-methylenedioxyamphetamine (DMMDA-4; 2,6-dimethoxy-MDA) * 4,6-Dimethoxy-2,3-methylenedioxyamphetamine (DMMDA-5; 4,6-dimethoxy-ORTHO-MDA) * 2,3-Dimethoxy-5,6-methylenedioxyamphetamine (DMMDA-6; 5,6-dimethoxy-ORTHO-MDA) See also * Methoxymethylenedioxyamphetamine * Substituted methylenedioxyphenethylamine * Substituted methoxyphenethylamine * Pentamethoxyamphetamine Pentamethoxyamphetamine (PeMA), also known as 2,3,4,5,6-pentamethoxyamphetamine (2,3,4,5,6-PeMA), is a chemical compound of the phenethylamine and amphetamine families related to the psychedelic drug mescaline (3,4,5-trimethoxyphenethylamine). It ... {{Phenethylamines Methoxy compounds Methylenedio ...
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Bioactive Compound
A bioactive compound is a compound that has an effect on a living organism, tissue or cell, usually demonstrated by basic research in vitro or in vivo in the laboratory. While dietary nutrients are essential to life, bioactive compounds have not been proved to be essential as the body can function without them or because their actions are obscured by nutrients fulfilling the function. Bioactive compounds lack sufficient evidence of effect or safety, and consequently they are usually unregulated and may be sold as dietary supplements. Origin and examples Bioactive compounds are commonly derived from plants, animal products, or can be synthetically produced. Examples of plant bioactive compounds are carotenoids, polyphenols, or phytosterols. Examples in animal products are fatty acids found in milk and fish. Other examples are flavonoids, caffeine, choline, coenzyme Q, creatine, dithiolthiones, polysaccharides, phytoestrogens, glucosinolates, and prebiotics. In the diet ...
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Phenethylamine
Phenethylamine (PEA) is an organic compound, natural monoamine alkaloid, and trace amine, which acts as a central nervous system stimulant in humans. In the brain, phenethylamine regulates monoamine neurotransmission by binding to trace amine-associated receptor 1 (TAAR1) and inhibiting vesicular monoamine transporter 2 (VMAT2) in monoamine neurons. To a lesser extent, it also acts as a neurotransmitter in the human central nervous system. In mammals, phenethylamine is produced from the amino acid L-phenylalanine by the enzyme aromatic L-amino acid decarboxylase via enzymatic decarboxylation. In addition to its presence in mammals, phenethylamine is found in many other organisms and foods, such as chocolate, especially after microbial fermentation. Phenethylamine is sold as a dietary supplement for purported mood and weight loss-related therapeutic benefits; however, in orally ingested phenethylamine, a significant amount is metabolized in the small intestine by mon ...
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Alexander Shulgin
Alexander Theodore "Sasha" Shulgin (June 17, 1925 – June 2, 2014) was an American biochemist, broad researcher of synthetic psychoactive compounds, and author of works regarding these, who independently explored the organic chemistry and pharmacology of such agents—in his mid-life and later, many through preparation in his home laboratory, and testing on himself. He is acknowledged to have introduced to broader use, in the late 1970s, the previously-synthesized compound MDMA ("ecstasy"), in research psychopharmacology and in combination with conventional therapy, the latter through presentations and academic publications, including to psychologists; and for the rediscovery, occasional discovery, and regular synthesis and personal use and distribution, of possibly hundreds of Psychoactive drug, psychoactive compounds (for their Psychedelic drug, psychedelic and MDMA-like empathogenic bioactivity, bioactivities). As such, Shulgin is seen both as a pioneering and a controversi ...
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Dillapiole
Dillapiole is an organic chemical compound and essential oil commonly extracted from dill weed, though it can be found in a variety of other plants such as fennel root. This compound is closely related to apiole, having a methoxy group positioned differently on the benzene ring. Dillapiole works synergically with certain insecticides like pyrethrins similarly to piperonyl butoxide, which likely results from inhibition of the Mixed-function_oxidase, MFO enzyme of insects. No carcinogenicity was detected with parsley apiol or dill apiol in mice. See also * Pseudodillapiole References See also

* Apiole * Phenylpropene Phenylpropenes O-methylated phenylpropanoids Benzodioxoles Allyl compounds Pyrogallol ethers Hydroxyquinol ethers {{aromatic-stub ...
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Methoxymethylenedioxyamphetamine
Methoxymethylenedioxyamphetamine (MMDA) may refer to: * 3-Methoxy-4,5-methylenedioxyamphetamine (MMDA or MMDA-1; 5-methoxy-MDA) * 2-Methoxy-4,5-methylenedioxyamphetamine (MMDA-2; 6-methoxy-MDA) * 2-Methoxy-3,4-methylenedioxyamphetamine (MMDA-3a; 2-methoxy-MDA) * 4-Methoxy-2,3-methylenedioxyamphetamine (MMDA-3b; 4-methoxy-ORTHO-MDA) * 5-Methoxy-2,3-methylenedioxyamphetamine (MMDA-4; 5-methoxy-ORTHO-MDA) * 6-Methoxy-2,3-methylenedioxyamphetamine (MMDA-5; 6-methoxy-ORTHO-MDA) See also * Methoxymethylenedioxyphenethylamine Lophophine, also known as 3-methoxy-4,5-methylenedioxyphenethylamine (MMDPEA), is a putative psychedelic and entactogen drug of the methylenedioxyphenethylamine family. It is the α-demethylated homologue of MMDA, and is also closely related ... * Dimethoxymethylenedioxyamphetamine * EMDA-2 {{Chemical classes of psychoactive drugs Methylenedioxyphenethylamines Substituted amphetamines ...
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Hydroxyquinol Ethers
Hydroxyquinol is an organic compound with the formula C6H3(OH)3. It is one of three isomeric benzenetriols. The compound is a colorless solid that is soluble in water. It reacts with air to give a black insoluble solid. Production It is prepared industrially by acetylation of paraquinone with acetic anhydride followed by hydrolysis of the triacetate. Historically, hydroxyquinol was produced by the action of potassium hydroxide on hydroquinone. It can also be prepared by Dehydration reaction, dehydrating fructose. :C6H12O6 → 3 H2O + C6H6O3 Natural occurrence Hydroxyquinol is a common intermediate in the biodegradation of many aromatic compounds. These substrates include monochlorophenols, dichlorophenols, and more complex species such as the pesticide 2,4,5-Trichlorophenoxyacetic acid, 2,4,5-T. Hydroxyquinol commonly occurs in nature as a biodegradation product of catechin, a phenol, natural phenol found in plants (e.g. by soil bacteria ''Bradyrhizobium japonicum''). Hyd ...
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