4-Methylthioamphetamine

4-Methylthioamphetamine

Systematic (IUPAC) name
1-[4-(methylthio)phenyl]propan-2-amine
Clinical data
Legal status	CA: Schedule I DE: Anlage I (Controlled) UK: Class A US: Schedule I
Identifiers
CAS Number	14116-06-4 N
PubChem	CID: 151900
ChemSpider	133883 Y
ChEMBL	CHEMBL6467 Y
Chemical data
Formula	C10H15NS
Molecular mass	181.299 g/mol
SMILES NC(C)CC(C=C1)=CC=C1SC
InChI InChI=1S/C10H15NS/c1-8(11)7-9-3-5-10(12-2)6-4-9/h3-6,8H,7,11H2,1-2H3 Y Key:OLEWMKVPSUCNLG-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

4-Methylthioamphetamine (4-MTA) is a designer drug developed in the 1990s by a team led by David E. Nichols at Purdue University. It acts as a non-neurotoxic highly selective serotonin releasing agent (SSRA) in animals. It is distantly related to several other SSRAs, including MMAI, MDAI, and MDMAI.

Effects

4-MTA is a strong serotonin releaser similar to paramethoxyamphetamine (PMA), which can cause pronounced hyperthermia potentially resulting in organ failure and death. The subjective effects of 4-MTA include prolonged stimulation, which, in contrast to other amphetamines, is accompanied by little sense of euphoria. 4-MTA is also an MAO-A inhibitor, which may explain its tendency to easily cause adverse effects, as MAOIs are not considered safe to use in conjunction with stimulants.

History

It was developed by the research team led by David E. Nichols, but was intended to be used only as an agent for laboratory research into the serotonin transporter protein, and Nichols was reportedly sad to see 4-MTA appear as a drug of abuse on the street.

4-MTA was briefly sold in smart shops in the Netherlands, though was soon banned by the Dutch government after serious side-effects started to emerge. It was also briefly sold on the black market as MDMA during the late 1990s, mainly in the USA, but proved unpopular due to its high risk of severe side effects (several deaths were reported) and relative lack of positive euphoria.

Legality

United Kingdom

4-MTA is currently a Class A drug in the United Kingdom although it has been suggested it be rescheduled as a Class B drug. It is also a controlled substance in Argentina (as well as 2C-B, 2C-I and 2C-T-2).

United States

4-MTA is currently unregulated at the federal level, however it is listed as a controlled substance under Wisconsin law.

See also

• Aleph (psychedelic)
• Para-methoxyamphetamine
• 4-Fluoroamphetamine
• Parachloroamphetamine

External links

• EMCDDA Report (1999) on the risk assessment of 4-MTA in the framework of the joint action on new synthetic drugs
• Erowid 4-MTA vault (Accessed 10/1/06)
• Ecstasy.org: 4-MTA - info on possible dangers (Accessed 10/1/06)
• Abstract: "Para-methylthioamphetamine, A New Designer Drug of Abuse" (Accessed 10/1/06)
• Erowid expierence report on 4-MTA (Experience year: 2001)*