Bupivacaine

GPTKB entity

Statements (51)
Predicate Object
gptkbp:instanceOf local anesthetic
gptkbp:affiliatedWith amide-type local anesthetics
gptkbp:antidote lipid emulsion therapy
gptkbp:approvedBy 1972 (US)
gptkbp:aroma odorless
gptkbp:ATCCode N01BB01
gptkbp:CASNumber 38396-39-3
gptkbp:chemicalFormula C18H28N2O
gptkbp:color white (as powder)
gptkbp:contraindication hypersensitivity to amide anesthetics
gptkbp:discoveredBy gptkb:Astra_AB
gptkbp:discoveredIn 1957
gptkbp:eliminationHalfLife 2.7 hours
gptkbp:excretion urine
gptkbp:hasEnantiomer levobupivacaine
gptkbp:hasLogP 3.64
https://www.w3.org/2000/01/rdf-schema#label Bupivacaine
gptkbp:IUPACName (RS)-1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide
gptkbp:KEGGID D07513
gptkbp:legalStatus prescription only
gptkbp:meltingPoint 107–108 °C
gptkbp:MeSH_ID D001831
gptkbp:metabolism liver
gptkbp:molecularWeight 288.43 g/mol
gptkbp:origin synthetic
gptkbp:pKa 8.1
gptkbp:pregnancyCategory C (US)
gptkbp:proteinBinding 95%
gptkbp:PubChem_CID gptkb:CHEMBL472
2474
DB00297
gptkbp:riskFactor gptkb:methemoglobinemia
seizures
cardiotoxicity
gptkbp:routeOfAdministration injection
gptkbp:sideEffect gptkb:arrhythmia
allergic reaction
hypotension
bradycardia
CNS toxicity
gptkbp:solubility slightly soluble in water
gptkbp:synonym Marcaine
Sensorcaine
Vivacaine
gptkbp:UNII Y8335394RO
gptkbp:usedFor spinal anesthesia
local anesthesia
epidural anesthesia
nerve block
gptkbp:bfsParent gptkb:Anesthetic
gptkbp:bfsLayer 7