Butanilicaine

Butanilicaine is a local anesthetic. It is also known by the name Hostacaine.

Butanilicaine

Names
IUPAC name N2-Butyl-N1-(2-chloro-6-methylphenyl)glycinamide
Systematic IUPAC name 2-(Butylamino)-N-(2-chloro-6-methylphenyl)acetamide
Identifiers
CAS Number	3785-21-5 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:55518 Y
ChEMBL	ChEMBL2104238 Y
ChemSpider	21004 Y
PubChem CID	22379
UNII	7X3WV51F4N Y
CompTox Dashboard (EPA)	DTXSID90191279
InChI InChI=1S/C13H19ClN2O/c1-3-4-8-15-9-12(17)16-13-10(2)6-5-7-11(13)14/h5-7,15H,3-4,8-9H2,1-2H3,(H,16,17) Y Key: VWYQKFLLGRBICZ-UHFFFAOYSA-N Y InChI=1/C13H19ClN2O/c1-3-4-8-15-9-12(17)16-13-10(2)6-5-7-11(13)14/h5-7,15H,3-4,8-9H2,1-2H3,(H,16,17) Key: VWYQKFLLGRBICZ-UHFFFAOYAQ
SMILES CCCCNCC(=O)NC1=C(C=CC=C1Cl)C
Properties
Chemical formula	C13H19ClN2O
Molar mass	254.75576
Pharmacology
ATC code	N01BB05 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Synthesis

Amide formation by the combination of 2-chloro-6-methylaniline (1) and chloroacetyl chloride (2) gives the intermediate (3), which is used to alkylate N-butylamine (4) to yield butanilicaine.^[1][2][3]