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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 ...
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).
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 ...
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.
E.g. of amide LA: lidocaine, prilocaine, articaine, mepivacaine; E.g. of ester LA: benzocaine, procaine; Genuine allergic reactions of an amide LA is very uncommon. An ester LA is more possible to result in an allergic reaction because the compound will be broken down to para-aminobenzoic acid (PABA) which is a trigger for allergic reactions. [30]
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.
Local anesthesia, in a strict sense, is anesthesia of a small part of the body such as a tooth or an area of skin. Regional anesthesia is aimed at anesthetizing a larger part of the body such as a leg or arm. Conduction anesthesia encompasses a great variety of local and regional anesthetic techniques.
The core −C(=O)−(N) of amides is called the amide group (specifically, carboxamide group). In the usual nomenclature, one adds the term "amide" to the stem of the parent acid's name. For instance, the amide derived from acetic acid is named acetamide (CH 3 CONH 2). IUPAC recommends ethanamide, but this and related formal names are rarely ...