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Dibucaine

Catalog No. DB00527 Name DrugBank
CAS Number 85-79-0 Website http://www.ualberta.ca/
M. F. C20H29N3O2 Telephone (780) 492-3111
M. W. 343.46316 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 409

SYNONYMS

IUPAC name
2-butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
IUPAC Traditional name
dibucaine
Brand Name
Dibucaine hydrochloride
Heavy Solution Nupercaine
Cinchocaine
Cinchocaine HCL
Dibucain
Dermacaine
Dibucaine base
Nupercainal
Nupercaine
Sovcaine
cinchocaine hydrochloride

DATABASE IDS

PubChem CID 3025
PubChem SID 46506734
CAS Number 85-79-0

PROPERTIES

Hydrophobicity(logP) 4.2
Solubility 42 mg/L

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A local anesthetic of the amide type now generally used for surface anesthesia. It is one of the most potent and toxic of the long-acting local anesthetics and its parenteral use is restricted to spinal anesthesia. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1006)
Indication For production of local or regional anesthesia by infiltration techniques such as percutaneous injection and intravenous regional anesthesia by peripheral nerve block techniques such as brachial plexus and intercostal and by central neural techniques such as lumbar and caudal epidural blocks.
Pharmacology Dibucaine is an amide-type local anesthetic, similar to lidocaine.
Toxicity Subcutaneous LD50 in rat is 27 mg/kg. Symptoms of overdose include convulsions, hypoxia, acidosis, bradycardia, arrhythmias and cardiac arrest.
Affected Organisms
Humans and other mammals
Biotransformation Primarily hepatic.
Absorption In general, ionized forms (salts) of local anesthetics are not readily absorbed through intact skin. However, both nonionized (bases) and ionized forms of local anesthetics are readily absorbed through traumatized or abraded skin into the systemic circulation.
References
Abdel-Ghani NT, Youssef AF, Awady MA: Cinchocaine hydrochloride determination by atomic absorption spectrometry and spectrophotometry. Farmaco. 2005 May;60(5):419-24. [Pubmed]
Souto-Padron T, Lima AP, Ribeiro Rde O: Effects of dibucaine on the endocytic/exocytic pathways in Trypanosoma cruzi. Parasitol Res. 2006 Sep;99(4):317-20. Epub 2006 Apr 13. [Pubmed]
Nounou MM, El-Khordagui LK, Khalafallah N: Effect of various formulation variables on the encapsulation and stability of dibucaine base in multilamellar vesicles. Acta Pol Pharm. 2005 Sep-Oct;62(5):369-79. [Pubmed]
External Links
Wikipedia
Drugs.com

REFERENCES

  • Abdel-Ghani NT, Youssef AF, Awady MA: Cinchocaine hydrochloride determination by atomic absorption spectrometry and spectrophotometry. Farmaco. 2005 May;60(5):419-24. Pubmed
  • Souto-Padron T, Lima AP, Ribeiro Rde O: Effects of dibucaine on the endocytic/exocytic pathways in Trypanosoma cruzi. Parasitol Res. 2006 Sep;99(4):317-20. Epub 2006 Apr 13. Pubmed
  • Nounou MM, El-Khordagui LK, Khalafallah N: Effect of various formulation variables on the encapsulation and stability of dibucaine base in multilamellar vesicles. Acta Pol Pharm. 2005 Sep-Oct;62(5):369-79. Pubmed