Basic information
- CAS
101345-71-5- Standard SMILES
CCn1nnn(CCN2CC[C@H](N(C(=O)COC)c3ccccc3F)[C@H](C)C2)c1=O- InChIKey
KKMGCTVJCQYQPV-WBVHZDCISA-N- Molecular formula
- C20H29FN6O3
- Average molar mass
- 420.5 g/mol
- Monoisotopic mass
- 420.22851697
Overview
Brifentanil (also known as A-3331) is an analog of fentanyl, a potent opioid. This drug is classified as an opioid analgesic and was developed in the early 1990s. 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.
Names & identifiers
- Preferred name
- Brifentanil
- IUPAC
- N-[(3R,4S)-1-[2-(4-ethyl-5-oxotetrazol-1-yl)ethyl]-3-methylpiperidin-4-yl]-N-(2-fluorophenyl)-2-methoxyacetamide
Names & synonyms
BRIFENTANILBrifentanilumBrifentanilo101345-71-5Brifentanyl6GDT77PQBWDTXSID20143867A-3331-1-(2-(4-ethyl-4,5-dihydro-5-oxo1H-tetrazolyl)ethyl)-3-methyl-4-(N-(2-fluorophenyl)methoxyacetamido)piperidineAcetamide, N-(1-(2-(4-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl)-3-methyl-4-piperidinyl)-N-(2-fluorophenyl)-2-methoxy-, cis-RefChem:121424A3331
Show more names
DTXCID7066358N-((3R,4S)-1-(2-(4-ethyl-5-oxo-4,5-dihydro-1H-1,2,3,4-tetrazol-1-yl)ethyl)-3-methylpiperidin-4-yl)-N-(2-fluorophenyl)-2-methoxyacetamideBrifentanil [INN]N-[(3R,4S)-1-[2-(4-ethyl-5-oxotetrazol-1-yl)ethyl]-3-methylpiperidin-4-yl]-N-(2-fluorophenyl)-2-methoxyacetamideN-[(3S,4R)-1-[2-(4-Ethyl-5-oxotetrazol-1-yl)ethyl]-3-methylpiperidin-4-yl]-N-(2-fluorophenyl)-2-methoxyacetamideUNII-6GDT77PQBWBrifentanilum [INN-Latin]Brifentanilo [INN-Spanish]
Database identifiers
- CAS
101345-71-5- PubChem CID
- 60672
- DTXSID
DTXSID20143867- ChEMBL
CHEMBL2220476- UNII
- 6GDT77PQBW
Properties
Computed structural properties
- XLogP
- 2.7
- Topological polar surface area
- 81.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 8
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 636
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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