Brifentanil

Brifentanil (A-3331) is an opioid analgesic that is an analogue of fentanyl and was developed in the early 1990s.^[1]

Other namesBrifentanil

ATC code

• none

CAS Number

• 101345-71-5

PubChem CID

• 60672

Quick facts Clinical data, Other names ...

Brifentanil

Clinical data
Other names	Brifentanil
ATC code	none
Identifiers
IUPAC name N-[(3R,4S)-1-[2-(4-Ethyl-5-oxotetrazol-1-yl)ethyl] -3-methylpiperidin-4-yl]-N-(2-fluorophenyl)-2-methoxyacetamide
CAS Number	101345-71-5
PubChem CID	60672
DrugBank	DB09172 Y
ChemSpider	54682 Y
UNII	6GDT77PQBW
ChEMBL	ChEMBL2220476
CompTox Dashboard (EPA)	DTXSID20143867
Chemical and physical data
Formula	C20H29FN6O3
Molar mass	420.489 g·mol−1
3D model (JSmol)	Interactive image
SMILES Fc1ccccc1N(C(=O)COC)[C@H]3CCN(CCN2\N=N/N(C2=O)CC)C[C@H]3C
InChI InChI=1S/C20H29FN6O3/c1-4-25-20(29)26(23-22-25)12-11-24-10-9-17(15(2)13-24)27(19(28)14-30-3)18-8-6-5-7-16(18)21/h5-8,15,17H,4,9-14H2,1-3H3/t15-,17+/m1/s1 Y Key:KKMGCTVJCQYQPV-WBVHZDCISA-N Y
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Brifentanil is most similar to highly potent, short-acting fentanyl analogues such as alfentanil. The effects of brifentanil are very similar to those of alfentanil, with strong but short lasting analgesia and sedation, and particularly notable itching and respiratory depression.^[2]

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.^[3]