Classification and name Date of discovery pKa (25°C Metabolism Onset (min) Duration of action (min) Relative potency Maximal dose (for adults) Maximal dose with epinephrine Dose for tumescent anesthesia Relative toxicity
Amino esters                    
Procaine 1905 9 Plasma esterases Slow (10-20) Short (15-60) 1 500 mg (7 mg/kg) - - 1
Chloroprocaine 1952 9.3 Plasma esterases Fast (5) Short (15-45) 1 600 mg (8 mg/kg) - - 9
Tetracaine 1928 8.6 Plasma esterases Slow (15) Intermediate (60-200) > 4 100 mg (1.5 mg/kg) - - 4.1
Amino amides                    
Lidocaine 1943 7.9 Liver Fast (2-5) Intermediate (60-120) Longer with epinephrine 4 200-300 mg (5 mg/kg) 500 mg (7 mg/kg) 30-35 mg/kg 2
Prilocaine 1960 7.9 Lung Kidney Liver Fast (2-5) Intermediate (30-90) 4 500 mg (7 mg/kg) 600 mg (8 mg/kg) 15 mg/kg 1.8
Articaine 1969 7.8 Liver Serum esterases Fast (2-3) Intermediate (60-180) 5 7 mg/kg 7 mg/kg 35 mg/kg 1.5
Mepivacaine 1956 7.9 Liver Fast (3-5) Intermediate (45-90) 4 300 mg (5 mg/kg) (5 mg/kg) - 2.2
Bupivacaine 1963 8.1 Liver Slow (10-15) Long (200 +) Longer with epinephrine 16 175 mg (2.5 mg/kg) 225 mg (3 mg/kg) - 8
Levobupivacaine 1960’s 8.1 Liver Slow (10-15) Long (200 +) 16 175 mg (2.5 mg/kg) - - < 8
Ropivacaine 1950’s 8.1 Liver Slow (5-15) Long (200 +) 16 188 mg (2.5-3 mg/kg) - - 7
Data from [54,83,84]
Table 1: Key pharmacologic properties of principals Las.