Cinchocaine

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.[1][2] It is sold under the brand names Cincain, Nupercainal, Nupercaine and Sovcaine.

Cinchocaine
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		topical, intravenous (for animal euthanasia)
ATC code
Legal status
Legal status
Identifiers
  • 2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.001.484
Chemical and physical data
FormulaC20H29N3O2
Molar mass343.471 g·mol−1
3D model (JSmol)
  • O=C(c1c2ccccc2nc(OCCCC)c1)NCCN(CC)CC
  • 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) checkY
  • Key:PUFQVTATUTYEAL-UHFFFAOYSA-N checkY
  (verify)

Medical use

Cinchocaine is the active ingredient in some topical hemorrhoid creams such as Proctosedyl.[3] 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 aqueous solutions.

See also

References
  1. Martindale, The Extra Pharmacopoeia, 30th ed, p1006
  2. Dibucaine
  3. "Proctosedyl ointment/suppositories (cinchocaine, hydrocortisone)". Netdoctor. June 2012. Retrieved 25 December 2019.

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): 317–20. doi:10.1007/s00436-006-0192-1. PMID 16612626. S2CID 5933459.
  • 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). "Simultaneous Determination of the Ionization Constant and the Solubility of Sparingly Soluble Drug Substances. A Physical Chemistry Experiment ". Journal of Chemical Education. 78 (6): 786–788. Bibcode:2001JChEd..78..786A. doi:10.1021/ed078p786.


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