Brifentanil

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Brifentanil
Brifentanil Structural Formulae.png
Systematic (IUPAC) name
N-[(3R,4S)-1-[2-(4-ethyl-5-oxotetrazol-1-yl)ethyl] -3-methylpiperidin-4-yl]-N-(2-fluorophenyl)-2-methoxyacetamide
Clinical data
Legal status
?
Identifiers
CAS number 101345-71-5
ATC code None
PubChem CID 60672
ChemSpider 54682 YesY
UNII 6GDT77PQBW YesY
ChEMBL CHEMBL2220476
Synonyms Brifentanil
Chemical data
Formula C20H29FN6O3 
Mol. mass 420.481 g/mol
 YesY (what is this?)  (verify)

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

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 analogues are similar to those of fentanyl, and include itching, nausea and potentially serious respiratory depression which can be life-threatening. The risk of respiratory depression is especially high with potent fentanyl analogues such as alfentanil and brifentanil, and these drugs pose a significant risk of death if used outside of a hospital setting with appropriate artificial breathing apparatus available.

Synthesis[edit]

Brifentanil synthesis:[1]

References[edit]

  1. ^ a b Lalinde, N.; Moliterni, J.; Wright, D.; Spencer, H. K.; Ossipov, M. H.; Spaulding, T. C.; Rudo, F. G. (1990). "Synthesis and pharmacological evaluation of a series of new 1,4-disubstituted 3-methyl-piperidine analgesics". Journal of Medicinal Chemistry 33 (10): 2876. doi:10.1021/jm00172a032. PMID 2170652.  edit
  2. ^ Camporesi EM, Esposito B, Cigada M. Ventilatory response to hypoxia and hypercapnia after intravenous brifentanyl (a new synthetic narcotic). Minerva Anestesiologica. 1991 Sep;57(9):618, (Italian).