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  2. 3,4-Methylenedioxy-N-ethylamphetamine - Wikipedia

    en.wikipedia.org/wiki/3,4-methylenedioxy-N...

    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. [1] Possession of MDEA is illegal in most ...

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

    en.wikipedia.org/wiki/3,4-Methylenedioxy-N...

    3,4-Methylenedioxy-N-hydroxy-N-methylamphetamine (MDHMA; FLEA) is an entactogen, psychedelic, and stimulant of the phenethylamine and amphetamine chemical classes. It is the N-hydroxy homologue of MDMA ("Ecstasy"), and the N-methyl homologue of MDOH. MDHMA was first synthesized and assayed by Alexander Shulgin. [1]

  4. 3,4-Dihydroxymethamphetamine - Wikipedia

    en.wikipedia.org/wiki/3,4-Dihydroxymethamphetamine

    3,4-Dihydroxymethamphetamine (HHMA, 3,4-DHMA), or 3,4-dihydroxy-N-methylamphetamine, also known as α-methylepinine or α,N-dimethyldopamine, is the major metabolite of 3,4-methylenedioxy-N-methylamphetamine (MDMA). [1] [2] [3] It is formed from MDMA by O-demethylation via cytochrome P450 enzymes including CYP2D6 as well as CYP1A2 and CYP3A4 ...

  5. Substituted methylenedioxyphenethylamine - Wikipedia

    en.wikipedia.org/wiki/Substituted_methylenedioxy...

    The base compound of the MDxx class is 3,4-methylenedioxyphenethylamine (MDPEA), and the prototypical agent of this class is 3,4-methylenedioxy-N-methylamphetamine (MDMA; "ecstasy").

  6. Methylenedioxydimethylamphetamine - Wikipedia

    en.wikipedia.org/wiki/Methylenedioxydimethyl...

    Very little data exists about the pharmacological properties, metabolism, and toxicity of MDDM. This compound is however occasionally encountered as an impurity in 3,4-methylenedioxy-N-methylamphetamine (MDMA) which has been synthesized by methylation of MDA using methylating reagents such as methyl iodide. An excess of reagent or a reaction ...

  7. (R)-MDMA - Wikipedia

    en.wikipedia.org/wiki/(R)-MDMA

    [3] [2] Like MDMA, (R)-MDMA is an entactogen or empathogen. [3] [2] It is taken by mouth. [3] [2] The drug is a serotonin–norepinephrine releasing agent (SNRA) and weak serotonin 5-HT 2A receptor agonist. [3] [4] It has substantially less or no significant dopamine-releasing activity compared to MDMA and (S)-MDMA.

  8. MDMA - Wikipedia

    en.wikipedia.org/wiki/MDMA

    Likewise, the plasma half-life of -MDMA was significantly longer than that of the (S)-enantiomer (5.8 ± 2.2 hours vs 3.6 ± 0.9 hours). [75] However, because MDMA excretion and metabolism have nonlinear kinetics, [ 212 ] the half-lives would be higher at more typical doses (100 mg is sometimes considered a typical dose).

  9. MMDMA - Wikipedia

    en.wikipedia.org/wiki/MMDMA

    coc1=cc(cc(c)nc)=cc2=c1oco2 5-Methoxy-3,4-methylenedioxymethamphetamine ( MMDMA ; 5-MeO-MDMA ) is a designer drug of the substituted methylenedioxyphenethylamine (MDxx) class. [ 2 ] Little is known about its effects and it has not been formally studied in animals.