From Surf Wiki (app.surf) — the open knowledge base

4T-MMDA-2

Field	Value
image	4T-MMDA-2 structure.png
image_class	skin-invert-image
width	250px
routes_of_administration	Oral
class	Psychoactive drug
ATC_prefix	None
duration_of_action	Unknown
CAS_number	133787-69-6
PubChem	44719663
ChemSpiderID	23553180
UNII	NF243AEE6J
synonyms	4-T-MMDA-2; 3,4-Methyleneoxythio-6-methoxyamphetamine; 2-Methoxy-4,5-methylenethiooxyamphetamine; 6-(2-Aminopropyl)-5-methoxy-1,3-benzoxathiol; 4,5-Thiomethyleneoxy-2-methoxyamphetamine; 4-Thio-MMDA-2
IUPAC_name	1-(5-methoxy-1,3-benzoxathiol-6-yl)propan-2-amine
C	11	H=15	N=1	O=2	S=1
SMILES	CC(CC1=CC2=C(C=C1OC)SCO2)N
StdInChI	1S/C11H15NO2S/c1-7(12)3-8-4-10-11(15-6-14-10)5-9(8)13-2/h4-5,7H,3,6,12H2,1-2H3
StdInChIKey	NCUQXFZYILOELC-UHFFFAOYSA-N

| Drugs.com =

| elimination_half-life =

4T-MMDA-2, also known as 3,4-methyleneoxythio-6-methoxyamphetamine or as 2-methoxy-4,5-methylenethiooxyamphetamine, is a psychoactive drug of the phenethylamine and amphetamine families related to 3,4-methylenedioxyamphetamine (MDA). It is the analogue of MMDA-2 (6-methoxy-MDA) in which one of the oxygen atoms of the methylenedioxy ring, specifically the 4-position oxygen, has been replaced with a sulfur atom.

According to Alexander Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved), a 4T-MMDA-2 dose of 25mg orally might be a threshold dose and the active dose is listed as greater than 25mg. The effects at this "inactive" dose included possible mild exhiliration and a hint of tremor and teeth clenching 3hours after administration. Higher doses were not explored and the duration is unknown. For comparison, MMDA-2 has a dose of 25 to 50mg and a duration of 8 to 12hours.

The effects of 4T-MMDA-2 and various analogues on serotonin and dopamine release in rat brain synaptosomes in vitro were studied by Dennis McKenna and Shulgin and colleagues. 4T-MMDA-2 and MMDA-2 showed essentially abolished monoamine release, in contrast to other related drugs like MDA, MDMA, and MMDA (5-methoxy-MDA), suggesting that 4T-MMDA-2 would not have entactogenic or stimulant effects. The chemical synthesis of 4T-MMDA-2 has been described.

4T-MMDA-2 was first described in the scientific literature by Alexander Shulgin and colleagues in PiHKAL and in a journal article by 1991. It was first tested by Shulgin in 1977.

References

{{CitePiHKAL https://erowid.org/library/books_online/pihkal/pihkal167.shtml
(2013). "Phenethylamine: von der Struktur zur Funktion". Nachtschatten-Verlag.
(2003). "Hallucinogens: A Forensic Drug Handbook". Elsevier Science.
(March 1991). "3,4-Methylenedioxyamphetamine (MDA) analogues exhibit differential effects on synaptosomal release of 3H-dopamine and 3H-5-hydroxytryptamine". Pharmacol Biochem Behav.
"4-thio-MMDA-2".

Info: Wikipedia Source

This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page.

benzoxathioles methoxyphenethylamines pihkal psychoactive-drugs substituted-amphetamines

Want to explore this topic further?

Ask Mako anything about 4T-MMDA-2 — get instant answers, deeper analysis, and related topics.

Research with Mako

Free with your Surf account

Content sourced from Wikipedia, available under CC BY-SA 4.0.

This content may have been generated or modified by AI. CloudSurf Software LLC is not responsible for the accuracy, completeness, or reliability of AI-generated content. Always verify important information from primary sources.

Report