Acetyl-α-methylfentanyl

Structural formula
	Structural formula without specifying the stereochemistry
General
Non-proprietary name	Acetyl-α-methylfentanyl
other names	Acetyl-alpha-methylfentanyl; N - [1- (1-Methyl-2-phenylethyl) -4-piperidinyl] - N -phenylacetamide; N -Phenyl- N - [1- (1-phenyl-propan-2-yl) -4-piperidyl] acetamide; N -Phenyl- N - [1- (1-phenylpropan-2-yl) piperidin-4-yl] acetamide ( IUPAC ) ; ( RS ) -Acetyl-alpha-methylfentanyl; ( RS ) - N - [1- (1-Methyl-2-phenylethyl) -4-piperidinyl] - N -phenylacetamide; ( RS ) - N -phenyl- N - [1- (1-phenyl-propan-2-yl) -4-piperidyl] acetamide; ( RS ) - N -phenyl- N - [1- (1-phenylpropan-2-yl) piperidin-4-yl] acetamide; (±) -Acetyl-alpha-methylfentanyl; (±) - N - [1- (1-Methyl-2-phenylethyl) -4-piperidinyl] - N -phenylacetamide; (±) - N -Phenyl- N - [1- (1-phenyl-propan-2-yl) -4-piperidyl] acetamide; (±) - N -Phenyl- N - [1- (1-phenylpropan-2-yl) piperidin-4-yl] acetamide;
Molecular formula	C 22 H 28 N 2 O
External identifiers / databases
PubChem	62307
DrugBank	DB01532
Wikidata	Q8083966
Drug information
Drug class	Analgesic , anesthetic
Mechanism of action	Opioid
properties
Molar mass	336.48 g · mol -1
Physical state	firmly
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Acetyl-α-methylfentanyl (also: acetyl-alpha-methylfentanyl) is a synthetic opioid - analgesic and an analogue to fentanyl or α-methylfentanyl .

presentation

Acetyl-α-methylfentanyl is synthesized in the same way as α-methylfentanyl, but using the comparatively easily available acetic anhydride instead of propionic anhydride .

Effects

Acetyl-α-methylfentanyl has similar effects and side effects as fentanyl . It works about ten times as strong as morphine . Acetyl-α-methylfentanyl is therefore illegally consumed as an opioid , analogous to fentanyl . Use for intoxication was first reported in California in 1984.

Legal status

Acetyl-α-methylfentanyl was briefly sold on the black market in the US in the early 1980s until it was placed on the controlled substances list by the Federal Analogue Act of 1986. With this law, an attempt was made for the first time to legally regulate entire families of active ingredients based on their chemical similarity, instead of each active ingredient individually as was previously the case.

Acetyl-α-methylfentanyl is listed in Germany in Appendix I to the Narcotics Act as a non-marketable narcotic and must not be prescribed.

literature

Agnieszka Skulska, Maria Kała, Andrzej Parczewski: Fentanyl and its analogues in clinical and forensic toxicology . In: Przeglad Lekarski . tape 62 , no. 6 , 2005, p. 581-584 , PMID 16225129 .

Individual evidence

↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ ^a ^b Entry on Acetyl-α-methylfentanyl in the DrugBank of the University of Alberta .
↑ ^a ^b Enno Freye: Opioids in medicine. Springer-Verlag, 2013, ISBN 978-3-662-09100-5 , p. 372.
↑ Herman H. Waldvogel: Analgesics Antinociceptives Adjuvants. Springer-Verlag, 2013, ISBN 978-3-642-56710-0 , p. 310.
↑ Pedro Ruiz: Lowinson and Ruiz's Substance Abuse. Williams & Wilkins, Lippincott 2011, ISBN 978-1-60547-277-5 , p. 280.

[NV-1] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[DB-2] Entry on Acetyl-α-methylfentanyl in the DrugBank of the University of Alberta .

[Freye-3] Enno Freye: Opioids in medicine. Springer-Verlag, 2013, ISBN 978-3-662-09100-5 , p. 372.

[Waldvogel-4] Herman H. Waldvogel: Analgesics Antinociceptives Adjuvants. Springer-Verlag, 2013, ISBN 978-3-642-56710-0 , p. 310.

[Ruiz-5] Pedro Ruiz: Lowinson and Ruiz's Substance Abuse. Williams & Wilkins, Lippincott 2011, ISBN 978-1-60547-277-5 , p. 280.