Alfentanil

Alfentanil

Systematic (IUPAC) name
N-{1-[2-(4-ethyl-5-oxo-4,5-dihydro-1H-1,2,3,4-tetrazol-1-yl)ethyl]-4-(methoxymethyl)piperidin-4-yl}-N-phenylpropanamide
Clinical data
Trade names	Alfenta
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a601130
Pregnancy cat.	?
Legal status	? (UK) Schedule II (US)
Routes	Intravenous
Pharmacokinetic data
Bioavailability	100%
Protein binding	92%
Metabolism	Hepatic
Half-life	90–111 minutes
Identifiers
CAS number	71195-58-9 Y
ATC code	N01AH02
PubChem	CID 51263
DrugBank	APRD00726
ChemSpider	46451 Y
UNII	1N74HM2BS7 Y
KEGG	D07122 Y
ChEBI	CHEBI:2569 Y
ChEMBL	CHEMBL634 Y
Chemical data
Formula	C21H32N6O3
Mol. mass	416.517 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C21H32N6O3/c1-4-19(28)27(18-9-7-6-8-10-18)21(17-30-3)11-13-24(14-12-21)15-16-26-20(29)25(5-2)22-23-26/h6-10H,4-5,11-17H2,1-3H3 Y Key:IDBPHNDTYPBSNI-UHFFFAOYSA-N Y
Physical data
Melt. point	140.8 °C (285 °F)
N (what is this?)  (verify)

Alfentanil (R-39209, trade name Alfenta, Rapifen in Australia) is a potent but short-acting synthetic opioid analgesic drug, used for anaesthesia in surgery. It is an analogue of fentanyl with around 1/4 the potency of fentanyl and around 1/3 of the duration of action, but with an onset of effects 4x faster than fentanyl. It is an OP3 mu-agonist.

While alfentanil tends to cause less cardiovascular complications than other similar drugs such as fentanyl and remifentanil it tends to give stronger respiratory depression and so requires careful monitoring of breathing and vital signs. Alfentanil is administered by the parenteral (injected) route for fast onset of effects and precise control of dosage.

Alfentanil is a restricted drug which is classified as Schedule II in the USA, according to the U.S. DEA website.

Alfentanil was discovered at Janssen Pharmaceutica in 1976.

External links

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