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Anaesthesia · Local anaesthetics: articaine
Sample itemArticaine, widely used in dental anaesthesia, has which distinguishing structural feature?
Original practice item, not a recalled exam question. Nothing here is recorded.
The answer and the reasoning
C. A thiophene ring with an additional ester side chain hydrolysed by plasma esterases
Articaine is an amide local anaesthetic with a thiophene ring instead of a benzene ring and an ester group on the side chain. Plasma esterases hydrolyse it rapidly, giving a short elimination half-life and a favourable safety margin for repeated dental injections. It also diffuses well through bone and soft tissue.
Option by option
A. A benzene ring with a simple ester linkage only
A benzene ring with an ester is the structure of drugs such as procaine.
B. An alcohol group at the aromatic end
An alcohol group is not the distinguishing feature of articaine.
C. A thiophene ring with an additional ester side chain hydrolysed by plasma esterases (correct)
Correct. The thiophene ring and ester side chain are its distinguishing features.
D. Two amide linkages without any ester
Articaine contains an additional ester group, so it is not purely amide.
Source note: Original NextPrep sample item — pending expert review. This item is original practice material awaiting independent expert review, so confirm important facts in a standard textbook.
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