Fentanyl azepane (Fentanyl azepane homologue) is an
opioid
Opioids are a class of Drug, drugs that derive from, or mimic, natural substances found in the Papaver somniferum, opium poppy plant. Opioids work on opioid receptors in the brain and other organs to produce a variety of morphine-like effects, ...
derivative which is a
homologue of
fentanyl
Fentanyl is a highly potent synthetic piperidine opioid primarily used as an analgesic (pain medication). It is 30 to 50 times more Potency (pharmacology), potent than heroin and 50 to 100 times more potent than morphine. Its primary Medici ...
, where the central
piperidine
Piperidine is an organic compound with the molecular formula (CH2)5NH. This heterocyclic amine consists of a six-membered ring containing five methylene bridges (–CH2–) and one amine bridge (–NH–). It is a colorless liquid with an odor de ...
ring has been expanded to an
azepane
Azepane is the organic compound with the formula (CH2)6NH. It is a colorless liquid. A cyclic secondary amine, it is a precursor to several drugs and pesticides. It is produced by partial hydrogenolysis of hexamethylene diamine.
Like many amine ...
ring. It is many times less potent than fentanyl itself, being only slightly stronger than
morphine
Morphine, formerly also called morphia, is an opiate that is found naturally in opium, a dark brown resin produced by drying the latex of opium poppies (''Papaver somniferum''). It is mainly used as an analgesic (pain medication). There are ...
, but is still more potent than the ring-contracted
pyrrolidine
Pyrrolidine, also known as tetrahydropyrrole, is an organic compound with the molecular formula (CH2)4NH. It is a cyclic secondary amine, also classified as a saturated heterocycle. It is a colourless liquid that is miscible with water and most ...
derivative, as well as other related compounds such as
benzylfentanyl
Benzylfentanyl (R-4129) is a fentanyl analog. It was temporarily placed in the US Schedule I by emergency scheduling in 1985 due to concerns about its potential for abuse as a designer drug, but this placement was allowed to expire and benzylfen ...
and
ethoheptazine. The β-hydroxy derivative is slightly more potent again, as with
betahydroxyfentanyl.
See also
*
3-Methylfentanyl
3-Methylfentanyl (3-MF, mefentanyl) is an opioid analgesic that is an analog of fentanyl. 3-Methylfentanyl is one of the most potent opioids, estimated to be between 400 and 6000 times stronger than morphine, depending on which isomer is used (w ...
*
Fentanyl tropane
Fentanyl tropane (tropafentanyl) is an opioid derivative which is an analogue of fentanyl, where the central piperidine ring has been bridged with a two carbon chain to form a tropane ring. It is made from tropinone in a similar manner to how fe ...
*
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 14× stronger ...
*
Secofentanyl
Secofentanyl is an opioid derivative which is an analogue of fentanyl where the piperidine ring has been cleaved to form an open-chain structure. It is around 40× less potent than fentanyl itself but still 5–6× the potency of morphine in anim ...
*
Proheptazine
Proheptazine is an opioid analgesic related to pethidine. It was invented in the 1960s.
Proheptazine produces similar effects to other opioids, including analgesia, sedation, euphoria, dizziness and nausea
Nausea is a diffuse sensation of u ...
*
List of fentanyl analogues
The following is a list of fentanyl Structural analog, analogues (sometimes referred to as fentalogs), and includes both compounds developed by pharmaceutical companies for legitimate medical use, and those which have been sold as designer drugs. ...
References
Designer drugs
Opioids
Azepanes
Anilines
Carboxamides
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