Cinchocaine

Cinchocaine

Systematic (IUPAC) name
2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	?
Routes	topical, intravenous (equine euthanasia)
Identifiers
CAS number	85-79-0 Y
ATC code	C05AD04 D04AB02 N01BB06 S01HA06 S02DA04
PubChem	CID 3025
DrugBank	DB00527
ChemSpider	2917 Y
UNII	L6JW2TJG99 Y
KEGG	D00733 Y
ChEBI	CHEBI:247956 Y
ChEMBL	CHEMBL1086 Y
Chemical data
Formula	C20H29N3O2
Mol. mass	343.463 g/mol
SMILES O=C(c1c2ccccc2nc(OCCCC)c1)NCCN(CC)CC
InChI InChI=1S/C20H29N3O2/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24) Y Key:PUFQVTATUTYEAL-UHFFFAOYSA-N Y
Y (what is this?)  (verify)

Cinchocaine (INN/BAN) or dibucaine (USAN) is an amide local anesthetic. Among the most potent and toxic of the long-acting local anesthetics, current use of cinchocaine is generally restricted to spinal and topical anesthesia. It is sold under the brand names Cincain, Nupercainal, Nupercaine and Sovcaine.

Medical use

Cinchocaine is the active ingredient in some topical hemorrhoid creams such as Proctosedyl. It is also a component of the veterinary drug Somulose, used for euthanasia of horses and cattle.

Physical properties

Cinchocaine is relatively insoluble in alkaline aquatic solutions.

See also

• Dibucaine number

Further reading

• Abdel-Ghani N, Youssef A, Awady M (2005). "Cinchocaine hydrochloride determination by atomic absorption spectrometry and spectrophotometry.". Farmaco 60 (5): 419–24. doi:10.1016/j.farmac.2005.03.001. PMID 15910814. 
• Souto-Padron T, Lima AP, de Oliveira Ribeiro R. (2006). "Effects of dibucaine on the endocytic/exocytic pathways in Trypanosoma cruzi.". Parasitol Res 99 (4): 317. doi:10.1007/s00436-006-0192-1. PMID 16612626. 
• Nounou M, El-Khordagui L, Khalafallah N (2005). "Effect of various formulation variables on the encapsulation and stability of dibucaine base in multilamellar vesicles.". Acta Pol Pharm 62 (5): 369–79. PMID 16459486. 
• Aroti,A.;Leontidis, E. (2001). Journal of Chemical Education 76: 786–788.