2006
DOI: 10.1080/13102818.2006.10817373
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Differences in Local Anesthetic Effects of Optically Active Isomers of local Anesthetic Compounds

Abstract: Amino-amide type local anesthetics, which have been most frequently used in clinical anesthesia are lidocaine, prilocaine, bupivacaine, ropivacaine and mepivacaine. These drugs show different clinical properties depending on their structures. In clinical praxis bupivacaine and mepivacaine are used as racemic mixtures. The stereochemistry of these two local anesthetic affects considerably the pharmacological action and toxicity. R(+) bupivacaine is 7 times more potent in blocking the sodium channels than the S(… Show more

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Cited by 6 publications
(5 citation statements)
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“…Some amount of local anesthetics that have some systemic effect can also pass into the blood when used in regional anesthesia (30). In our study, it was probably some amount of local anesthetic passed into the blood (we did not analyze the amount).…”
Section: Discussionmentioning
confidence: 73%
“…Some amount of local anesthetics that have some systemic effect can also pass into the blood when used in regional anesthesia (30). In our study, it was probably some amount of local anesthetic passed into the blood (we did not analyze the amount).…”
Section: Discussionmentioning
confidence: 73%
“…[15] R (+) and S (-) enantiomers of local anesthetics exhibits different affinity for different ion channels of sodium, potassium and calcium; this results in significant reductions in central nervous system and cardiac toxicity with S (-) enantiomer as compared to R(+) enantiomer. [16,17] The volume of local anesthetic used in this study is 23 mL, which is the volume of drug used in various studies on ultrasound guided interscalene brachial plexus block for providing perioperative anesthesia and analgesia. [18,19] The onset of sensory block (2.40±.67min for Group B and 2.59±.62min for Group R) and motor block (4.23±.81min for Group Band and 4.31±.60min for Group R) was clinically faster in the present study compared to a similar study done Eroglu A13 who reported a onset of block to be 21±13 min with bupivacaine and18±12min with ropivacaine.…”
Section: Discussionmentioning
confidence: 99%
“…Smaller differences were observed in experiments on animals in vitro. From the toxicity point of view, the (R)-(−)-enantiomer exhibits higher toxicity [24,34].…”
Section: Prilocainementioning
confidence: 99%
“…The impact of stereochemistry on the activity of anesthetics in general has been addressed in several past reviews [ 21 , 22 , 23 ]. In 2006, Tomin et al specifically discussed the activity of local anesthetics with respect to their stereochemical arrangement [ 24 ]. The presented overview focused on local anesthetics, which, due to their different stereochemistry, have different local anesthetic activities, pharmacokinetic properties, and toxicity [ 25 , 26 , 27 ].…”
Section: Mechanism Of the Action Of Local Anestheticsmentioning
confidence: 99%
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