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Substituted methylenedioxyphenethylamine

Index Substituted methylenedioxyphenethylamine

Substituted methylenedioxy- phenethylamines (MDxx) are a large chemical class of derivatives of the phenethylamines, which includes many psychoactive drugs that act as entactogens, psychedelics, and/or stimulants, as well as entheogens. [1]

91 relations: Alexander Shulgin, Amphetamine, Benzaldehyde, Benzodiazepine, BOH (drug), Butylone, Chavicine, Chemical compound, Derivative (chemistry), Designer drug, Dibutylone, DMMDA, DMMDA-2, DOx, Empathogen–entactogen, Entheogen, Ethylone, GYKI-52895, Homarylamine, Ilepcimide, Isosafrole, Lophophine, MBDB, MDAI, MDAT, MDMA, MDMAI, Methylenedioxy, Methylenedioxyallylamphetamine, Methylenedioxybenzylamphetamine, Methylenedioxybenzylpiperazine, Methylenedioxybutylamphetamine, Methylenedioxycathinone, Methylenedioxycyclopropylmethylamphetamine, Methylenedioxydimethylamphetamine, Methylenedioxyhydroxyethylamphetamine, Methylenedioxymethoxyethylamphetamine, Methylenedioxypyrovalerone, Methylone, MMDA (drug), MMDMA, Myristicin, Paroxetine, Pentylone, Phenethylamine, Phenols, Phenylpropene, Piperazine, Piperidine, Piperine, ..., Piperonal, Psychedelic drug, Psychoactive drug, Recreational drug use, Research chemical, Safrole, Sesamol, Stimulant, Substituted alpha-alkyltryptamine, Substituted amphetamine, Substituted cathinone, Substituted phenethylamine, Substituted phenylmorpholine, Substituted tryptamine, Substitution reaction, 1,3-Benzodioxolyl-N-ethylbutanamine, 1,3-Benzodioxolyl-N-ethylpentanamine, 1,3-Benzodioxolyl-N-methylpentanamine, 1,3-Benzodioxolylbutanamine, 2,3-Methylenedioxyamphetamine, 2-Aminotetralin, 2-Methyl-MDA, 25-NB, 2C (psychedelics), 3',4'-Methylenedioxy-α-pyrrolidinobutiophenone, 3',4'-Methylenedioxy-α-pyrrolidinopropiophenone, 3,4-Methylenedioxy-N-ethylamphetamine, 3,4-Methylenedioxy-N-hydroxy-N-methylamphetamine, 3,4-Methylenedioxy-N-hydroxyamphetamine, 3,4-Methylenedioxy-N-isopropylamphetamine, 3,4-Methylenedioxy-N-methoxyamphetamine, 3,4-Methylenedioxy-N-methylphentermine, 3,4-Methylenedioxy-N-propargylamphetamine, 3,4-Methylenedioxy-N-propylamphetamine, 3,4-Methylenedioxyamphetamine, 3,4-Methylenedioxyphenethylamine, 3,4-Methylenedioxyphentermine, 3,4-Methylenedioxyphenylpropan-2-one, 3,4-Methylenedioxypropiophenone, 5-Methyl-MDA, 6-Methyl-MDA. Expand index (41 more) »

Alexander Shulgin

Alexander Theodore "Sasha" Shulgin (June 17, 1925 June 2, 2014) was an American medicinal chemist, biochemist, organic chemist, pharmacologist, psychopharmacologist, and author.

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Amphetamine

Amphetamine (contracted from) is a potent central nervous system (CNS) stimulant that is used in the treatment of attention deficit hyperactivity disorder (ADHD), narcolepsy, and obesity.

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Benzaldehyde

Benzaldehyde (C6H5CHO) is an organic compound consisting of a benzene ring with a formyl substituent.

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Benzodiazepine

Benzodiazepines (BZD, BZs), sometimes called "benzos", are a class of psychoactive drugs whose core chemical structure is the fusion of a benzene ring and a diazepine ring.

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BOH (drug)

BOH, also known as 3,4-methylenedioxy-β-methoxyphenethylamine, is a drug of the phenethylamine class.

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Butylone

Butylone, also known as β-keto-N-methylbenzodioxolylbutanamine (βk-MBDB), is an entactogen, psychedelic, and stimulant psychoactive drug of the phenethylamine chemical class.

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Chavicine

Chavicine is an alkaloid found in black pepper and other species of the genus ''Piper''.

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Chemical compound

A chemical compound is a chemical substance composed of many identical molecules (or molecular entities) composed of atoms from more than one element held together by chemical bonds.

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Derivative (chemistry)

In chemistry, a derivative is a compound that is derived from a similar compound by a chemical reaction.

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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.

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Dibutylone

Dibutylone (bk-DMBDB) is a stimulant drug of the amphetamine, phenethylamine, and cathinone drug classes.

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DMMDA

2,5-Dimethoxy-3,4-methylenedioxyamphetamine (DMMDA) is a psychedelic drug of the phenethylamine and amphetamine chemical classes.

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DMMDA-2

DMMDA-2 is a psychedelic phenethylamine discussed by Alexander Shulgin in his book PiHKAL (Phenethylamines i Have Known And Loved); however, he was not the first to synthesize it.

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DOx

4-substituted-2,5-Dimethoxyamphetamines (DOx) is a chemical class of substituted amphetamine derivatives featuring methoxy groups at the 2- and 5- positions of the phenyl ring, and a substituent such as alkyl or halogen at the 4- position of the phenyl ring.

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Empathogen–entactogen

Empathogens or entactogens are a class of psychoactive drugs that produce experiences of emotional communion, oneness, relatedness, emotional openness—that is, empathy or sympathy—as particularly observed and reported for experiences with 3,4- Methylenedioxymethamphetamine (MDMA).

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Entheogen

An entheogen is a class of psychoactive substances that induce any type of spiritual experience aimed at development.

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Ethylone

Ethylone, also known as 3,4-methylenedioxy-N-ethylcathinone (MDEC, βk-MDEA), is a recreational designer drug classified as an entactogen, stimulant, and psychedelic of the phenethylamine, amphetamine, and cathinone chemical classes.

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GYKI-52895

GYKI-52895 is a drug which is a 2,3-benzodiazepine derivative.

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Homarylamine

Homarylamine (INN; also known as 3,4-methylenedioxy-N-methylphenethylamine or MDMPEA) is a substituted phenethylamine.

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Ilepcimide

Ilepcimide, also known as antiepilepserine, is a anticonvulsant.

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Isosafrole

Isosafrole is an organic compound that is used in the fragrance industry.

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Lophophine

Lophophine (MMDPEA, 3-methoxy-4,5-methylenedioxyphenethylamine) is a putative psychedelic and entactogen drug of the methylenedioxyphenethylamine class.

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MBDB

1,3-Benzodioxolyl-N-methylbutanamine (N-methyl-1,3-benzodioxolylbutanamine, MBDB, 3,4-methylenedioxy-N-methyl-α-ethylphenylethylamine) is an entactogen of the phenethylamine chemical class.

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MDAI

MDAI (5,6-methylenedioxy-2-aminoindane) is a drug developed in the 1990s by a team led by David E. Nichols at Purdue University.

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MDAT

6,7-Methylenedioxy-2-aminotetralin (MDAT) is a drug developed in the 1990s by a team at Purdue University led by David E. Nichols.

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MDMA

3,4-Methylenedioxymethamphetamine (MDMA), commonly known as ecstasy (E), is a psychoactive drug used primarily as a recreational drug.

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MDMAI

5,6-Methylenedioxy-N-methyl-2-aminoindane (MDMAI), is a drug developed in the 1990s by a team led by David E. Nichols at Purdue University.

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Methylenedioxy

Methylenedioxy is the term used in the field of chemistry, particularly in organic chemistry, for a functional group with the structural formula R-O-CH2-O-R' which is connected to the rest of a molecule by two chemical bonds.

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Methylenedioxyallylamphetamine

Methylenedioxyallylamphetamine (MDAL or 3,4-methylenedioxy-N-allylamphetamine) is a lesser-known psychedelic drug.

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Methylenedioxybenzylamphetamine

MDBZ, or 3,4-methylenedioxy-N-benzylamphetamine, is a lesser-known psychedelic drug.

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Methylenedioxybenzylpiperazine

1-(3,4-Methylenedioxybenzyl)piperazine (MDBZP, piperonylpiperazine) is a chemical compound of the piperazine chemical class related to benzylpiperazine (BZP).

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Methylenedioxybutylamphetamine

MDBU, or 3,4-methylenedioxy-N-butylamphetamine, is a lesser-known psychedelic drug.

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Methylenedioxycathinone

3,4-Methylenedioxycathinone (also known as MDC, Nitrilone, Amylone and βk-MDA) is an empathogen and stimulant of the phenethylamine, amphetamine, and cathinone classes and the β-keto analogue of MDA.

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Methylenedioxycyclopropylmethylamphetamine

MDCPM, or 3,4-methylenedioxy-''N''-cyclopropylmethylamphetamine, is a lesser-known psychedelic drug.

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Methylenedioxydimethylamphetamine

3,4-Methylenedioxy-N,N-dimethylamphetamine (MDDM) is a lesser-known psychedelic drug.

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Methylenedioxyhydroxyethylamphetamine

MDHOET, or 3,4-methylenedioxy-N-hydroxyethylamphetamine, is a lesser-known psychedelic drug and a substituted amphetamine.

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Methylenedioxymethoxyethylamphetamine

MDMEOET, or 3,4-methylenedioxy-N-methoxyethylamphetamine, is a lesser-known psychedelic drug and a substituted amphetamine.

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Methylenedioxypyrovalerone

Methylenedioxypyrovalerone (MDPV) is a stimulant of the cathinone class which acts as a norepinephrine-dopamine reuptake inhibitor (NDRI).

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Methylone

Methylone (also known as "3,4-methylenedioxy-N-methylcathinone", "MDMC", "βk-MDMA" and by the slang term "M1") is an empathogen and stimulant psychoactive drug.

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MMDA (drug)

MMDA (3-methoxy-4,5-methylenedioxyamphetamine; 5-methoxy-MDA) is a psychedelic and entactogen drug of the amphetamine class.

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MMDMA

3-Methoxy-4,5-methylenedioxy-N-methylamphetamine (MMDMA; 5-methoxy-MDMA) is a designer drug of the substituted methylenedioxyphenethylamine (MDxx) class.

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Myristicin

Myristicin is a phenylpropene, a natural organic compound present in small amounts in the essential oil of nutmeg and to a lesser extent in other spices such as parsley and dill.

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Paroxetine

Paroxetine, also known by trade names including Paxil and Seroxat among others, is an antidepressant of the selective serotonin reuptake inhibitor (SSRI) class. It is used to treat major depressive disorder, obsessive-compulsive disorder, social anxiety disorder, panic disorder, posttraumatic stress disorder, generalized anxiety disorder and premenstrual dysphoric disorder. It has also been used in the treatment of hot flashes and night sweats associated with menopause. It has a similar tolerability profile to other SSRIs. The common side effects include drowsiness, dry mouth, loss of appetite, sweating, trouble sleeping and delayed ejaculation. It may also be associated with a slightly increased risk of birth defects. The rate of withdrawal symptoms in young people may be higher with paroxetine and venlafaxine than other SSRIs and SNRIs. Several studies have associated paroxetine with suicidal thinking and behavior in children and adolescents. Marketing of the drug began in 1992 by the pharmaceutical company SmithKline Beecham, known since 2000 as GlaxoSmithKline. Generic formulations have been available since 2003 when the patent expired. The United States Department of Justice fined GlaxoSmithKline $3 billion in 2012, including a sum for withholding data on paroxetine, unlawfully promoting it for under-18s and preparing an article, following one of its clinical trials, study 329, that misleadingly reported the drug was effective in treating adolescent depression.

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Pentylone

Pentylone (β-Keto-Methylbenzodioxolylpentanamine, βk-Methyl-K, βk-MBDP, methylenedioxypentedrone, or 1‐(3,4‐methylenedioxyphenyl)‐2‐(methylamino)pentan‐1‐one) is a stimulant developed in the 1960s.

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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.

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Phenols

In organic chemistry, phenols, sometimes called phenolics, are a class of chemical compounds consisting of a hydroxyl group (—OH) bonded directly to an aromatic hydrocarbon group.

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Phenylpropene

Phenylpropene is a chemical compound.

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Piperazine

Piperazine is an organic compound that consists of a six-membered ring containing two nitrogen atoms at opposite positions in the ring.

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Piperidine

Piperidine is an organic compound with the molecular formula (CH2)5NH.

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Piperine

Piperine, along with its isomer chavicine, is the alkaloid responsible for the pungency of black pepper and long pepper.

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Piperonal

Piperonal, also known as heliotropin, is an organic compound which is commonly found in fragrances and flavors.

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Psychedelic drug

Psychedelics are a class of drug whose primary action is to trigger psychedelic experiences via serotonin receptor agonism, causing thought and visual/auditory changes, and altered state of consciousness.

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Psychoactive drug

A psychoactive drug, psychopharmaceutical, or psychotropic is a chemical substance that changes brain function and results in alterations in perception, mood, consciousness, cognition, or behavior.

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Recreational drug use

Recreational drug use is the use of a psychoactive drug to induce an altered state of consciousness for pleasure, by modifying the perceptions, feelings, and emotions of the user.

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Research chemical

Research chemicals are chemical substances used by scientists for medical and scientific research purposes.

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Safrole

Safrole is a phenylpropene.

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Sesamol

Sesamol is a natural organic compound which is a component of sesame seeds and sesame oil.

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Stimulant

Stimulants (also often referred to as psychostimulants or colloquially as uppers) is an overarching term that covers many drugs including those that increase activity of the central nervous system and the body, drugs that are pleasurable and invigorating, or drugs that have sympathomimetic effects.

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Substituted alpha-alkyltryptamine

α-Alkyltryptamines are a group of substituted tryptamines which possess an alkyl group, such as a methyl or ethyl group, attached at the alpha carbon.

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Substituted amphetamine

Substituted amphetamines are a class of compounds based upon the amphetamine structure; it includes all derivative compounds which are formed by replacing, or substituting, one or more hydrogen atoms in the amphetamine core structure with substituents.

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Substituted cathinone

Substituted cathinones, which include some stimulants and entactogens, are derivatives of cathinone.

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Substituted phenethylamine

Substituted phenethylamines (or simply phenethylamines) are a chemical class of organic compounds that are based upon the phenethylamine structure; the class is composed of all the derivative compounds of phenethylamine which can be formed by replacing, or substituting, one or more hydrogen atoms in the phenethylamine core structure with substituents.

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Substituted phenylmorpholine

Substituted phenylmorpholines, or substituted phenmetrazines alternatively, are chemical derivatives of phenylmorpholine or of the psychostimulant drug phenmetrazine.

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Substituted tryptamine

Substituted tryptamines, or serotonin analogues, are organic compounds which may be thought of as being derived from tryptamine itself.

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Substitution reaction

Substitution reaction (also known as single displacement reaction or single substitution reaction) is a chemical reaction during which one functional group in a chemical compound is replaced by another functional group.

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1,3-Benzodioxolyl-N-ethylbutanamine

Ethylbenzodioxolylbutanamine (EBDB; Ethyl-J) is a lesser-known entactogen, stimulant, and psychedelic.

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1,3-Benzodioxolyl-N-ethylpentanamine

N-Ethyl-1,3-benzodioxolylpentanamine (EBDP; Ethyl-K; 3,4-methylenedioxy-N-ethyl-α-propylphenethylamine) is a psychoactive drug and member of the phenethylamine chemical class which acts as an entactogen, psychedelic, and stimulant.

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1,3-Benzodioxolyl-N-methylpentanamine

N-Methyl-1,3-benzodioxolylpentanamine (MBDP; Methyl-K, UWA-091), also known as 3,4-methylenedioxy-α-propyl-N-methylphenethylamine, is a psychoactive drug of the phenethylamine chemical class.

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1,3-Benzodioxolylbutanamine

1,3-Benzodioxolylbutanamine (also known as 3,4-methylenedioxybutanphenamine, MDB, BDB, J, and 3,4-methylenedioxy-α-ethylphenethylamine) is an entactogenic drug of the phenethylamine chemical class.

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2,3-Methylenedioxyamphetamine

2,3-Methylenedioxyamphetamine (2,3-MDA) or ORTHO-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.

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2-Aminotetralin

2-Aminotetralin (2-AT), also known as 1,2,3,4-tetrahydronaphthalen-2-amine (THN), is a stimulant drug with a chemical structure consisting of a tetralin group combined with an amine.

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2-Methyl-MDA

2-Methyl-3,4-methylenedioxyamphetamine (2-methyl-MDA) is an entactogen and psychedelic drug of the amphetamine class.

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25-NB

The 25-NB (25x-NBx) series, sometimes alternatively referred to as the NBOMe compounds, is a family of serotonergic psychedelics.

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2C (psychedelics)

2C (2C-x) is a general name for the family of psychedelic phenethylamines containing methoxy groups on the 2 and 5 positions of a benzene ring.

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3',4'-Methylenedioxy-α-pyrrolidinobutiophenone

3',4'-Methylenedioxy-α-pyrrolidinobutyrophenone (MDPBP) is a stimulant of the cathinone class developed in the 1960s, which has been reported as a novel designer drug.

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3',4'-Methylenedioxy-α-pyrrolidinopropiophenone

3',4'-Methylenedioxy-α-pyrrolidinopropiophenone (MDPPP) is a stimulant designer drug.

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3,4-Methylenedioxy-N-ethylamphetamine

3,4-Methylenedioxy-N-ethylamphetamine ("MDEA"; also called "MDE" and colloquially, "Eve") is an empathogenic psychoactive drug.

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3,4-Methylenedioxy-N-hydroxy-N-methylamphetamine

3,4-Methylenedioxy-N-hydroxy-N-methylamphetamine (MDHMA; FLEA) is an entactogen, psychedelic, and stimulant of the phenethylamine and amphetamine chemical classes.

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3,4-Methylenedioxy-N-hydroxyamphetamine

3,4-Methylenedioxy-N-hydroxyamphetamine (MDOH, MDH, N-hydroxytenamphetamine) is an entactogen, psychedelic, and stimulant of the phenethylamine and amphetamine chemical classes.

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3,4-Methylenedioxy-N-isopropylamphetamine

3,4-Methylenedioxy-N-isopropylamphetamine (MDIP, MDIPA) is a psychoactive drug of the phenethylamine and amphetamine chemical classes which acts as an entactogen, psychedelic, and stimulant.

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3,4-Methylenedioxy-N-methoxyamphetamine

3,4-Methylenedioxy-N-methoxyamphetamine (MDMEO, MDMEOA, or MDMeOA) is a lesser-known psychedelic drug and a substituted amphetamine.

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3,4-Methylenedioxy-N-methylphentermine

3,4-Methylenedioxy-N-methylphentermine (MDMP), or 3,4-methylenedioxy-α,α,N-trimethylphenethylamine, is a lesser-known psychedelic drug.

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3,4-Methylenedioxy-N-propargylamphetamine

3,4-Methylenedioxy-N-propargylamphetamine (MDPL) is a lesser-known psychedelic drug and a substituted amphetamine.

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3,4-Methylenedioxy-N-propylamphetamine

3,4-Methylenedioxy-N-propylamphetamine (MDPR, "Phantom") is a lesser-known psychedelic drug and a substituted amphetamine.

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3,4-Methylenedioxyamphetamine

3,4-Methylenedioxyamphetamine (MDA), is an empathogen-entactogen, psychostimulant, and psychedelic drug of the amphetamine family that is encountered mainly as a recreational drug.

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3,4-Methylenedioxyphenethylamine

3,4-Methylenedioxyphenethylamine ("3,4-MDPEA" or just "MDPEA"), also known as homopiperonylamine, is a substituted phenethylamine formed by adding a methylenedioxy group to phenethylamine.

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3,4-Methylenedioxyphentermine

3,4-Methylenedioxyphentermine (MDPH) is a lesser-known psychedelic drug.

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3,4-Methylenedioxyphenylpropan-2-one

3,4-Methylenedioxyphenylpropan-2-one or piperonyl methyl ketone (MDP2P or PMK) is a chemical compound consisting of a phenylacetone moiety substituted with a methylenedioxy functional group.

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3,4-Methylenedioxypropiophenone

3,4-Methylenedioxypropiophenone, also known as 3,4-(Methylenedioxy)phenyl-1-propanone (MDP1P), is a phenylpropanoid found in some plants of the genus Piper and is an isomer of 3,4-methylenedioxyphenyl-2-propanone (MDP2P).

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5-Methyl-MDA

5-Methyl-3,4-methylenedioxyamphetamine (5-Methyl-MDA) is an entactogen and psychedelic designer drug of the amphetamine class.

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6-Methyl-MDA

6-Methyl-3,4-methylenedioxyamphetamine (6-Methyl-MDA) is an entactogen and psychedelic drug of the amphetamine class.

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References

[1] https://en.wikipedia.org/wiki/Substituted_methylenedioxyphenethylamine

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