Acetylfentanyl
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Acetylfentanyl (acetyl fentanyl) is an
opioid Opioids are substances that act on opioid receptors to produce morphine-like effects. Medically they are primarily used for pain relief, including anesthesia. Other medical uses include suppression of diarrhea, replacement therapy for opioid us ...
analgesic An analgesic drug, also called simply an analgesic (American English), analgaesic (British English), pain reliever, or painkiller, is any member of the group of drugs used to achieve relief from pain (that is, analgesia or pain management). It ...
drug that is an
analog Analog or analogue may refer to: Computing and electronics * Analog signal, in which information is encoded in a continuous variable ** Analog device, an apparatus that operates on analog signals *** Analog electronics, circuits which use analog ...
of
fentanyl Fentanyl, also spelled fentanil, is a very potent synthetic opioid used as a pain medication. Together with other drugs, fentanyl is used for anesthesia. It is also used illicitly as a recreational drug, sometimes mixed with heroin, cocaine ...
. Studies have estimated acetylfentanyl to be fifteen times more potent than
morphine Morphine is a strong opiate that is found naturally in opium, a dark brown resin in poppies (''Papaver somniferum''). It is mainly used as a analgesic, pain medication, and is also commonly used recreational drug, recreationally, or to make ...
, which would mean that despite being somewhat weaker than fentanyl, it is nevertheless still several times stronger than pure
heroin Heroin, also known as diacetylmorphine and diamorphine among other names, is a potent opioid mainly used as a recreational drug for its euphoric effects. Medical grade diamorphine is used as a pure hydrochloride salt. Various white and brow ...
. It has never been licensed for medical use and instead has only been sold as a
designer drug A designer drug is a structural or functional analog of a controlled substance that has been designed to mimic the pharmacological effects of the original drug, while avoiding classification as illegal and/or detection in standard drug tests. Des ...
. Acetylfentanyl was discovered at the same time as fentanyl itself and had only rarely been encountered on the illicit market in the late 1980s. However, in 2013, Canadian police seized 3 kilograms of acetylfentanyl. As a
μ-opioid receptor The μ-opioid receptors (MOR) are a class of opioid receptors with a high affinity for enkephalins and beta-endorphin, but a low affinity for dynorphins. They are also referred to as μ(''mu'')-opioid peptide (MOP) receptors. The prototypical Π...
agonist, acetylfentanyl may serve as a direct substitute for heroin or other opioids. Common side effects of
fentanyl Fentanyl, also spelled fentanil, is a very potent synthetic opioid used as a pain medication. Together with other drugs, fentanyl is used for anesthesia. It is also used illicitly as a recreational drug, sometimes mixed with heroin, cocaine ...
analogs are similar to those of fentanyl itself, which include
itching Itch (also known as pruritus) is a sensation that causes the desire or reflex to scratch. Itch has resisted many attempts to be classified as any one type of sensory experience. Itch has many similarities to pain, and while both are unpleasan ...
,
nausea Nausea is a diffuse sensation of unease and discomfort, sometimes perceived as an urge to vomit. While not painful, it can be a debilitating symptom if prolonged and has been described as placing discomfort on the chest, abdomen, or back of the ...
and potentially serious
respiratory depression Hypoventilation (also known as respiratory depression) occurs when ventilation is inadequate (''hypo'' meaning "below") to perform needed respiratory gas exchange. By definition it causes an increased concentration of carbon dioxide (hypercapnia ...
, 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.


Deaths


Europe

Acetylfentanyl has been analytically confirmed in 32 fatalities in four European member states between 2013 and August 2015, Germany (2), Poland (1), Sweden (27) and the United Kingdom (2).


Russia

Twelve deaths have been associated with acetylfentanyl in Russia since 2012.


United States

The
Centers for Disease Control and Prevention The Centers for Disease Control and Prevention (CDC) is the national public health agency of the United States. It is a United States federal agency, under the Department of Health and Human Services, and is headquartered in Atlanta, Georgi ...
(CDC) issued a health alert to report that between March 2013 and May 2013, 14 overdose deaths related to injected acetylfentanyl had occurred among intravenous drug users (ages between 19 and 57 years) in Rhode Island. After confirming five overdoses in one county, including a fatality, Pennsylvania asked coroners and medical examiners across the state to screen for acetylfentanyl. As a result of this investigation, Pennsylvania confirmed at least one acetylfentanyl overdose death and attributed at least 50 fatalities to either fentanyl or acetylfentanyl during the first half of 2013. In July 2015, the DEA informed about 52 confirmed fatalities involving acetylfentanyl in the United States between 2013 and 2015.


Japan

One fatal poisoning caused by intravenous injection of a "bath salt" product containing acetylfentanyl and
4'-Methoxy-α-pyrrolidinopentiophenone 4'-Methoxy-α-pyrrolidinopentiophenone (also known as O-2417, 4-MeO-α-PVP and MOPVP) is a stimulant drug of the cathinone class that has been sold online as a designer drug. Legal Status As of October 2015 4-MeO-α-PVP is a controlled subs ...
(''aka'' 4-MeO-α-PVP, a
substituted cathinone Substituted cathinones, which include some stimulants and entactogens, are derivatives of cathinone. They feature a phenethylamine core with an alkyl group attached to the alpha carbon, and a ketone group attached to the beta carbon, along ...
) has been reported in 2016.


Legal status


Canada

As an analog of fentanyl, acetylfentanyl is a Schedule I controlled drug.


China

As of October, 2015 acetylfentanyl is a controlled substance in China.


United States

Acetylfentanyl is a Schedule I controlled substance as of May 2015.


Switzerland

Acetylfentanyl is illegal in Switzerland as of December 2015.


United Kingdom

Acetylfentanyl was made a class A drug as an analogue of fentanyl in 1986.


Overdose

Acetylfentanyl overdosage has been reported to closely resemble heroin overdosage clinically. Additionally, while
naloxone Naloxone, sold under the brand names Narcan (4 mg) and Kloxxado (8 mg) among others, is a medication used to reverse or reduce the effects of opioids. It is commonly used to counter decreased breathing in opioid overdose. Effects begin within ...
(Narcan) is effective in treating acetylfentanyl overdose, larger than normal doses of the antidote may be required.


Detection in body fluids

Acetylfentanyl may be quantitated in blood, plasma or urine by
liquid chromatography-mass spectrometry A liquid is a nearly incompressible fluid that conforms to the shape of its container but retains a (nearly) constant volume independent of pressure. As such, it is one of the four fundamental states of matter (the others being solid, gas, an ...
to confirm a diagnosis of poisoning in hospitalized patients or to provide evidence in a medicolegal death investigation. Postmortem peripheral blood acetylfentanyl concentrations have been in a range of 89–945 μg/L in victims of acute overdosage.


See also

*
3-Methylbutyrfentanyl 3-Methylbutyrfentanyl (3-MBF) is an opioid analgesic that is an analog of butyrfentanyl. Side effects of fentanyl analogs are similar to those of fentanyl itself, which include itching, nausea and potentially serious respiratory depression, whic ...
* 3-Methylfentanyl *
4-Fluorofentanyl Parafluorofentanyl (4-fluorofentanyl, pFF) is an opioid analgesic analogue of fentanyl developed by Janssen Pharmaceutica in the 1960s. 4-Fluorofentanyl was sold briefly on the US black market in the early 1980s, before the introduction of the F ...
*
α-Methylfentanyl α-Methylfentanyl (or ''alpha''-Methylfentanyl) an opioid analgesic that is an analog of fentanyl. It is sometimes sold as "China White". History α-Methylfentanyl was discovered by a team at Janssen Pharmaceutica in the 1960s. In 1976, it be ...
*
Butyrfentanyl Butyrfentanyl or butyrylfentanyl is a potent short-acting synthetic opioid analgesic drug. It is an analog of fentanyl with around one quarter of its potency. One of the first mentions of this drug can be found in document written by The Colleg ...
*
Furanylfentanyl Furanylfentanyl (Fu-F) is an opioid analgesic that is an analog of fentanyl and has been sold as a designer drug. It has an ED50 value of 0.02 mg/kg in mice. This makes it approximately one fifth as potent as fentanyl. Side effects Sid ...
*
Homofentanyl Homofentanyl (N-Phenylpropylnorfentanyl, Fentanyl propyl analogue) is an opioid derivative which has been sold as a designer drug. It is a homologue of fentanyl, with similar analgesic and sedative effects but lower potency, around 14x stronge ...
*
List of fentanyl analogues This is a list of fentanyl analogues (sometimes referred to as Fentalogs), including both compounds developed by pharmaceutical companies for legitimate medical use, and those which have been sold as designer drugs and reported to national drug co ...


References


Further reading

* {{Opioidergics General anesthetics Synthetic opioids Piperidines Anilides Acetamides Mu-opioid receptor agonists Janssen Pharmaceutica Belgian inventions Euphoriants Fentanyl