Benzocaine

Benzocaine, sold under the brand name Orajel amongst others, is a local anesthetic, belonging to the amino ester drug class, commonly used as a topical painkiller or in cough drops. It is the active ingredient in many over-the-counter anesthetic ointments such as products for oral ulcers. It is combined with antipyrine to form A/B ear drops. In the US, products containing benzocaine for oral application are contraindicated in children younger than two years old. In the European Union, the contraindication applies to children under 12 years of age.

Benzocaine
Clinical data
Trade namesAnbesol, Lanacane, Orajel, others
AHFS/Drugs.comMonograph
Routes of
administration
Topical, Oral
ATC code
Legal status
Legal status
  • UK: GSL, P
  • US: OTC
Identifiers
  • Ethyl 4-aminobenzoate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.002.094
Chemical and physical data
FormulaC9H11NO2
Molar mass165.192 g·mol−1
3D model (JSmol)
SMILES
  • O=C(OCC)c1ccc(N)cc1
  • InChI=1S/C9H11NO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2,10H2,1H3 Y
  • Key:BLFLLBZGZJTVJG-UHFFFAOYSA-N Y
  (verify)

It was first synthesised in 1890 in Germany and approved for medical use in 1902.

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