Piperocaine

Piperocaine
Clinical data
ATC code	none;
Identifiers
	IUPAC name 3-(2-Methylpiperidin-1-yl)propyl benzoate;
CAS Number	136-82-3 ;
PubChem CID	10782;
ChemSpider	10326 ;
UNII	F66XUI6GZL;
ChEMBL	ChEMBL127865 ;
CompTox Dashboard (EPA)	DTXSID8048315 ;
ECHA InfoCard	100.004.784
Chemical and physical data
Formula	C16H23NO2
Molar mass	261.365 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC1CCCCN1CCCOC(C2=CC=CC=C2)=O;
	InChI InChI=1S/C16H23NO2/c1-14-8-5-6-11-17(14)12-7-13-19-16(18)15-9-3-2-4-10-15/h2-4,9-10,14H,5-8,11-13H2,1H3 ; Key:YQKAVWCGQQXBGW-UHFFFAOYSA-N ;
	(what is this?) (verify)

The printable version is no longer supported and may have rendering errors. Please update your browser bookmarks and please use the default browser print function instead.

Piperocaine is a local anesthetic drug developed in the 1920s and used as its hydrochloride salt for infiltration and nerve blocks.

Synthesis

Alkylation between 3-chloropropyl benzoate [942-95-0] (1) and Pipicoline [109-05-7] (2) provides piperocaine (3).

References

^ McElvain, S. M. (1927). "PIPERIDINE DERIVATIVES IV. SUBSTITUTED PIPERIDINE-ALKYL BENZOATES AND PARA-AMINOBENZOATES". Journal of the American Chemical Society 49 (11): 2835–2840. doi:10.1021/ja01410a030.
^ Samuel M Mcelvain, U.S. patent 1,784,903 (1930).

Piperocaine

Synthesis

See also

References

Further reading