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Cinchocaine

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Revision as of 14:19, 25 December 2023 by Boghog (talk | contribs) (consistent citation formatting)(diff) ← Previous revision | Latest revision (diff) | Newer revision → (diff) Local anaesthetic drug Pharmaceutical compound
Cinchocaine
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration		topical, intravenous (for animal euthanasia)
ATC code
Legal status
Legal status
Identifiers
IUPAC name
  • 2-butoxy-N-quinoline-4-carboxamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.001.484 Edit this at Wikidata
Chemical and physical data
FormulaC20H29N3O2
Molar mass343.471 g·mol
3D model (JSmol)
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)
  • Key:PUFQVTATUTYEAL-UHFFFAOYSA-N
  (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 aqueous solutions.

See also

References

  1. Martindale, The Extra Pharmacopoeia, 30th ed, p1006
  2. "Dibucaine". MeSH Browser. U.S. National Library of Medicine.
  3. Henderson R (29 November 2020). "Proctosedyl ointment/suppositories (cinchocaine, hydrocortisone)". Netdoctor. Retrieved 25 December 2019.

Further reading

  • Abdel-Ghani NT, Youssef AF, Awady MA (May 2005). "Cinchocaine hydrochloride determination by atomic absorption spectrometry and spectrophotometry". Farmaco. 60 (5): 419–424. doi:10.1016/j.farmac.2005.03.001. PMID 15910814.
  • Souto-Padrón T, Lima AP, Ribeiro Rd (September 2006). "Effects of dibucaine on the endocytic/exocytic pathways in Trypanosoma cruzi". Parasitology Research. 99 (4): 317–320. doi:10.1007/s00436-006-0192-1. PMID 16612626. S2CID 5933459.
  • Nounou MM, El-Khordagui LK, Khalafallah N (2005). "Effect of various formulation variables on the encapsulation and stability of dibucaine base in multilamellar vesicles". Acta Poloniae Pharmaceutica. 62 (5): 369–379. 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.
Vasoprotectives (C05)
Antihemorrhoidals for topical use
corticosteroids
local anesthetics
other
Antivaricose therapy
heparins or heparinoids for topical use
sclerosing agents for local injection
other
Capillary stabilising agents
bioflavonoids
other
Antipruritics (D04)
Antihistamines for topical use
Anesthetics for topical use
Others
Local anesthetics (primarily sodium channel blockers) (N01B)
Esters by acid
Aminobenzoic
Benzoic
ArCO2- (not para-amino or Ph)
Amides
Combinations
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