title: Bupivacaine, levobupivacaine and ropivacaine: are they clinically different?
abstract: Two new, long-acting local anaesthetics have been developed after the evidence of bupivacaine-related severe toxicity: levobupivacaine and ropivacaine. Both these agents are pure left-isomers and, based on their three-dimensional structure, they have less toxic potential both on the central nervous system and on the heart. Several clinical studies have evaluated their toxicology and clinical profiles: theoretically and experimentally, some differences can be seen, but the reflections of these characteristics into clinical practice have not been evident. Evaluating randomised, controlled trials that have compared these three local anaesthetics, this chapter supports the evidence that both levobupivacaine and ropivacaine have a clinical profile similar to that of racemic bupivacaine, and that the minimal differences observed between the three agents are mainly related to the slightly different anaesthetic potency, with racemic bupivacaine>levobupivacaine>ropivacaine. However, the reduced toxic potential of the two pure left-isomers supports their use in those clinical situations in which the risk of systemic toxicity related to either overdosing or unwanted intravascular injection is high, such as during epidural or peripheral nerve blocks.
authors.affiliation: Department of Anaesthesiology, University of Parma, Italy. acasati@ao.pr.it
authors.forename: Andrea
authors.initials: A
authors.lastname: Casati
authors.forename: Marta
authors.initials: M
authors.lastname: Putzu
mesh_terms: D000577:Amides / Q000494:pharmacology / Q000633:toxicity; D000779:Anesthetics, Local; D002045:Bupivacaine / Q000031:analogs & derivatives / Q000494:pharmacology / Q000633:toxicity; D006801:Humans; D000077554:Levobupivacaine; D020258:Neurotoxicity Syndromes; D000077212:Ropivacaine; D013237:Stereoisomerism
chemical_list: D000577:Amides; D000779:Anesthetics, Local; D000077212:Ropivacaine; D000077554:Levobupivacaine; D002045:Bupivacaine