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ester- benzoic ambucaine [1] diester - aminosalicylic articaine: Astracaine, Septanest, Septocaine, Ultracaine, Zorcaine Amide benzocaine: Anbesol, Orajel Ester - Aminobenzoic Short benzonatate: Tessalon bupivacaine: Marcaine, Sensorcaine, Vivacaine 1957 (Ekenstam) 1963 (Widman and Telivuo) Amide Moderate butacaine: ester- aminobenzoic ...
Many local anesthetics fall into two general chemical classes, amino esters (top) and amino amides (bottom). A local anesthetic (LA) is a medication that causes absence of all sensation (including pain) in a specific body part without loss of consciousness, [1] providing local anesthesia, as opposed to a general anesthetic, which eliminates all sensation in the entire body and causes ...
Structurally, amino esters consist of three molecular components: a lipophilic part (ester); an intermediate aliphatic chain; a hydrophilic part (amine); The chemical linkage between the lipophilic part and the intermediate chain can be of the amide-type or the ester-type, and is the general basis for the current classification of local anesthetics.
Local anesthetics can be either ester- or amide-based. Ester local anesthetics are generally unstable in solution and fast-acting, are rapidly metabolised by cholinesterases in the blood plasma and liver, [4] and more commonly induce allergic reactions. Amide local anesthetics are generally heat-stable, with a long shelf life (around two years).
Articaine is a dental amide-type local anesthetic. It is the most widely used local anesthetic in a number of European countries [2] and is available in many countries. It is the only local anaesthetic to contain a thiophene ring, meaning it can be described as 'thiophenic'; this conveys lipid solubility. [3]
According to some authors, organyl derivatives of acidic hydrogen of other acids are esters as well (e.g. amides), but not according to the IUPAC. [ 1 ] An example of an ester formation is the substitution reaction between a carboxylic acid ( R−C(=O)−OH ) and an alcohol (R'OH), forming an ester ( R−C(=O)−O−R' ), where R and R′ are ...
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Lidocaine, the first amino amide–type local anesthetic (previous were amino esters), was first synthesized under the name 'xylocaine' by Swedish chemist Nils Löfgren in 1943. [ 59 ] [ 60 ] [ 61 ] His colleague Bengt Lundqvist performed the first injection anesthesia experiments on himself. [ 59 ]