P1: PCX Printer: Yet To Come
9780521704632c10 CUFX213A/Peck 9780521618168 December 28, 2007 11:41
Section IICoredrugs in anaesthetic practice
CH 3
CH 3
CH 3
CH 3
CH 3
CH 3
CH (^3) CH
3
CH 3
CH 2
CH 3
CH 3
C 4 H 9 NH
C 3 H 7
N(C 2 H 5 ) 2
C 3 H 7
C—O— CH 2 CH 2 — N(CH 3 ) 2
C
CO
O
O
O
N
NC
O N
N
O
H
H
NC
H O
CH 3
CH 3
C 4 H 9
N
NC
H O
HO
NC
HO
NC
C
HH
N
H
Mepivacaine
Cocaine
Amethocaine
Prilocaine
Lidocaine
Ropivacaine
Bupivacaine
Figure 10.3.Structure of some local anaesthetics. Asterisk marks chiral centre.
would appear more appropriate than bupivacaine for epidural infusion due to its
sensory/motor discrimination and greater clearance.
Kinetics
Ropivacaine is metabolized in the liver by aromatic hydroxylation, mainly to 3-
hydroxy-ropivacaine, but also to 4-hydroxy-ropivacaine, both of which have some
local anaesthetic activity.