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3,4-Methylenedioxyamphetamine (MDA), sometimes referred to as sass, is an empathogen-entactogen, stimulant, and psychedelic drug of the amphetamine family that is encountered mainly as a recreational drug. In its pharmacology, MDA is a serotonin–norepinephrine–dopamine releasing agent (SNDRA).
3,4-Ethylenedioxyamphetamine (EDA), also known as EDA-6, is a drug of the amphetamine family related to 3,4-methylenedioxyamphetamine (MDA). [1] It is closely related to analogues including 3,4-ethylenedioxymethamphetamine (EDMA), 3,4-ethylidenedioxyamphetamine (EIDA), and 3,4-isopropylidenedioxyamphetamine (IDA).
[1] [3] Alexander Shulgin reported it to be stoning in high doses. [4] 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. [1]
MDMA produces 3,4-methylenedioxyamphetamine (MDA) as a minor active metabolite. [116] Peak levels of MDA are about 5 to 10% of those of MDMA and total exposure to MDA is almost 10% of that of MDMA with oral MDMA administration. [116] [180] As a result, MDA may contribute to some extent to the effects of MDMA.
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.
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. It is the N-isopropyl analogue of 3,4-methylenedioxyamphetamine (MDA). MDIP was first synthesized by Alexander Shulgin.
These can be broadly divided into (i) compounds where the methylenedioxyphenyl ring is retained but the phenethyl portion is modified, or (ii) compounds which retain the 3,4-cyclised amphetamine core common to the MDxx compounds, but have the 1,3-benzodioxole ring replaced by related heterocycles.
Phenylacetones are a group of organic compounds containing a phenyl moiety and an acetone moiety bonded together, the archetypal example being phenylacetone.. Phenylacetones often play a role in the illicit synthesis of amphetamine and its analogues, 3,4-methylenedioxyphenyl-2-propanone (MDP2P) for example being used in the production of 3,4-methylenedioxyamphetamine (MDA), [1] 3,4 ...