Α-Methylthiofentanyl

α-Methylthiofentanyl is an opioid analgesic that is an analogue of fentanyl.

α-Methylthiofentanyl

Clinical data
ATC code	none
Legal status
Legal status	BR: Class F1 (Prohibited narcotics) CA: Schedule I DE: Anlage I (Authorized scientific use only) UK: Class A US: Schedule I
Identifiers
IUPAC name N-Phenyl-N-[1-(1-thiophen-2-ylpropan-2-yl)-4-piperidyl]propanamide
CAS Number	103963-66-2 Y
PubChem CID	62309
DrugBank	DB01470 Y
ChemSpider	56104 Y
UNII	NF684LIF79
KEGG	C22789
CompTox Dashboard (EPA)	DTXSID90861243
Chemical and physical data
Formula	C21H28N2OS
Molar mass	356.53 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(N(c1ccccc1)C2CCN(CC2)C(Cc3sccc3)C)CC
InChI InChI=1S/C21H28N2OS/c1-3-21(24)23(18-8-5-4-6-9-18)19-11-13-22(14-12-19)17(2)16-20-10-7-15-25-20/h4-10,15,17,19H,3,11-14,16H2,1-2H3 Y Key:YPOXDUYRRSUFFG-UHFFFAOYSA-N Y
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α-Methylthiofentanyl was sold briefly on the black market in the early 1980s, before the introduction of the Federal Analog Act which for the first time attempted to control entire families of drugs based on their structural similarity rather than scheduling each drug individually as they appeared.^[1]

α-Methylthiofentanyl has similar effects to fentanyl. Side effects of fentanyl analogs are similar to those of fentanyl itself, which include itching, nausea and potentially serious respiratory depression, which can be life-threatening. Fentanyl analogs have killed hundreds of people throughout Europe and the former Soviet republics since the most recent resurgence in use began in Estonia in the early 2000s, and novel derivatives continue to appear.^[2]

See also

• 3-Methylthiofentanyl

References

1. Henderson GL (March 1988). "Designer drugs: past history and future prospects". Journal of Forensic Sciences. 33 (2): 569–75. doi:10.1520/JFS11976J. PMID 3286815.
2. Mounteney J, Giraudon I, Denissov G, Griffiths P (July 2015). "Fentanyls: Are we missing the signs? Highly potent and on the rise in Europe". The International Journal on Drug Policy. 26 (7): 626–31. doi:10.1016/j.drugpo.2015.04.003. PMID 25976511.