Benzocaine

Benzocaine
Clinical data
Trade names	Anbesol, Lanacane, Orajel, others
AHFS/Drugs.com	Monograph
Routes of; administration	Topical, Oral
ATC code	C05AD03 (WHO) D04AB04 (WHO), QN01AX92 (WHO), N01BA05 (WHO), R02AD01 (WHO);
Legal status
Legal status	UK: GSL, P; US: OTC;
Identifiers
	IUPAC name Ethyl 4-aminobenzoate;
CAS Number	94-09-7 ;
PubChem CID	2337;
DrugBank	DB01086 ;
ChemSpider	13854242 ;
UNII	U3RSY48JW5;
KEGG	D00552 ;
ChEBI	CHEBI:116735 ;
ChEMBL	ChEMBL278172 ;
CompTox Dashboard (EPA)	DTXSID8021804 ;
ECHA InfoCard	100.002.094
Chemical and physical data
Formula	C9H11NO2
Molar mass	165.192 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(OCC)c1ccc(N)cc1;
	InChI InChI=1S/C9H11NO2/c1-2-12-9(11)7-3-5-8(10)6-4-7/h3-6H,2,10H2,1H3 ; Key:BLFLLBZGZJTVJG-UHFFFAOYSA-N ;
	(verify)

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.^[1] In the European Union, the contraindication applies to children under 12 years of age.^{[medical citation needed]}

It was first synthesised in 1890 in Germany and approved for medical use in 1902.^[2]