Benzodioxoles
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Benzodioxoles
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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Methylenedioxyphenethylamine
3,4-Methylenedioxyphenethylamine, also known as 3,4-MDPEA, MDPEA, and homopiperonylamine, is a substituted phenethylamine formed by adding a methylenedioxy group to phenethylamine. It is structurally similar to 3,4-Methylenedioxyamphetamine, MDA, but without the methyl group at the alpha position. According to Alexander Shulgin in his book ''PiHKAL'', MDPEA appears to be biologically activity (chemistry), inactive. This is likely because of extensive first-pass metabolism, first-pass metabolism by the enzyme monoamine oxidase. However, if MDPEA were either used in high enough of dose (biochemistry), doses (e.g., 1-2 grams), or in Augmentation (psychiatry), combination with a monoamine oxidase inhibitor (MAOI), it is probable that it would become sufficiently active, though it would likely have a relatively short Time, duration of drug action, action. This idea is similar in concept to the use of functional selectivity, selective Monoamine oxidase A, MAOA inhibitors and selecti ...
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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 to mescaline. Alexander Shulgin originally suggested that lophophine may be a natural constituent of peyote (''Lophophora williamsii'') due to it being the only logical chemical intermediate for the biosynthesis of several tetrahydroisoquinolines known to be present in this cactus species. Subsequently, lophophine was indeed shown to be a minor component of both peyote and San Pedro cactus. Shulgin reports that lophophine is active in the dosage range of 150 to 250mg. He states that at these doses, lophophine has some similarity to mescaline in action, in producing a peaceful elevation of mood, euphoria, and mild enhancement of visual perception, but without the generation of closed-eye mental imagery. Shulgin also notes that (in ...
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Methylenedioxypropylamphetamine
3,4-Methylenedioxy-''N''-propylamphetamine (MDPR, "Phantom") is a lesser-known psychedelic drug and a substituted amphetamine. MDPR was first synthesized by Alexander Shulgin. In his book ''PiHKAL'', the minimum dosage is listed as 200 mg, and the duration unknown. MDPR is a promoter; by itself it has almost no effects on the mind, but it promotes the effects of hallucinogens, similarly to the closely related MDPH. Shulgin reported that 160 mg of MDPR strongly enhanced the effects of a small (60 μg) dose of LSD, and that similar enhancement of hallucinogenic effect was noted when mixing MDPR with other drugs such as psilocybin, mescaline, 2C-B, and 2C-T-7. The reason for this synergistic action of MDPR has not been elucidated. Very little data exists about the pharmacological properties, metabolism, and toxicity of MDPR other than what is written in ''PiHKAL''. See also * Phenylpropylaminopentane * Benzofuranylpropylaminopentane * Phenethylamine * MDAL * Psyche ...
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Methylenedioxyethylamphetamine
3,4-Methylenedioxy-''N''-ethylamphetamine (MDEA; also called MDE and colloquially, Eve) is an empathogenic psychoactive drug. MDEA is a substituted amphetamine and a substituted methylenedioxyphenethylamine. MDEA acts as a serotonin, norepinephrine, and dopamine releasing agent and reuptake inhibitor. Possession of MDEA is illegal in most countries. Some limited exceptions exist for scientific and medical research. Uses Medical MDEA currently has no accepted medical uses. Recreational MDEA is used recreationally in a similar manner to MDMA (also called ecstasy), however the subjective effects of MDEA are milder and shorter lasting. Alexander Shulgin reported it to be stoning in high doses. Most frequently consumed orally, recreational doses of MDEA are in the range 100 to 200 mg. Infrequently, MDEA is an adulterant of ecstasy pills. Studies conducted in the 1990s found MDEA present in approximately four percent of ecstasy tablets. Adverse effects Reported adverse e ...
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MDEA
MDEA may refer to: * Methyl diethanolamine (''N''-methyl-diethanolamine), CH3N(C2H4OH)2, a chemical used for amine gas treating, also known as gas sweetening or acid gas removal, the removal of hydrogen sulfide and carbon dioxide from gasses in the petrochemical industry *Methylenedioxyethylamphetamine 3,4-Methylenedioxy-''N''-ethylamphetamine (MDEA; also called MDE and colloquially, Eve) is an empathogenic psychoactive drug. MDEA is a substituted amphetamine and a substituted methylenedioxyphenethylamine. MDEA acts as a serotonin, norepineph ... (3,4-methylenedioxy-''N''-ethylamphetamine), C12H17NO2, an analog of the drug MDMA {{disambig ...
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Methylenedioxymethylamphetamine
3,4-Methylenedioxymethamphetamine (MDMA), commonly known as ecstasy (tablet form), and molly (crystal form), is an empathogen–entactogenic drug with stimulant and minor psychedelic properties. In studies, it has been used alongside psychotherapy in the treatment of post-traumatic stress disorder (PTSD) and social anxiety in autism spectrum disorder. The purported pharmacological effects that may be prosocial include altered sensations, increased energy, empathy, and pleasure. When taken by mouth, effects begin in 30 to 45 minutes and last three to six hours. MDMA was first synthesized in 1912 by Merck chemist Anton Köllisch. It was used to enhance psychotherapy beginning in the 1970s and became popular as a street drug in the 1980s. MDMA is commonly associated with dance parties, raves, and electronic dance music. Tablets sold as ecstasy may be mixed with other substances such as ephedrine, amphetamine, and methamphetamine. In 2016, about 21 million people between t ...
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2,3-Methylenedioxymethamphetamine
ORTHO-MDMA, also known as 2,3-methylenedioxymethamphetamine (2,3-MDMA), is a positional isomer of the recreational drug 3,4-MDMA (commonly known as Ecstasy or Molly). It is a monoamine transporter (MAT) substrate and inhibitor similarly to 3,4-MDMA. However, while showing similar potency at the norepinephrine transporter (NET), 2,3-MDMA is less potent at the serotonin transporter (SERT). 2,3-MDMA has not been encountered as a recreational or designer drug A designer drug is a structural or functional analog of a controlled substance that has been designed to mimic the pharmacological effects of the original drug, while avoiding classification as illegal and/or detection in standard drug tests. .... See also * 2,3-Methylenedioxyamphetamine (2,3-MDA) * 1-Naphthylmethcathinone (AMAPN) References External links 2,3-MDMA , explore , PiHKAL·info Methamphetamines Methylenedioxyphenethylamines Monoamine releasing agents {{Psychoactive-stub ...
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2,3-Methylenedioxyamphetamine
ORTHO-MDA, also known as 2,3-methylenedioxyamphetamine (2,3-MDA), is an amphetamine derivative which is mentioned in PIHKAL as a fairly potent and long-lasting stimulant drug, but with little or none of the entactogenic effects associated with its better-known structural isomer MDA. See also * 2,3-Methylenedioxymethamphetamine ORTHO-MDMA, also known as 2,3-methylenedioxymethamphetamine (2,3-MDMA), is a positional isomer of the recreational drug 3,4-MDMA (commonly known as Ecstasy or Molly). It is a monoamine transporter (MAT) substrate and inhibitor similarly to 3,4- ... (2,3-MDMA) * 1-Naphthylmethcathinone (AMAPN) * Methoxymethylenedioxyamphetamine (MMDA) * Dimethoxymethylenedioxyamphetamine (DMMDA) References External links MDA entry in PiHKALMDA entry in PiHKAL • info {{Phenethylamines Monoamine releasing agents Methylenedioxyphenethylamines Substituted amphetamines ...
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