Product Name

Dibucaine

Name: Dibucaine - LGM Pharma
SKU: 85-79-0

CAS Number

85-79-0

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Product Name:

Dibucaine

CAS Number:

85-79-0

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.

Mode of Action:

Local anesthetics block both the initiation and conduction of nerve impulses by decreasing the neuronal membrane's permeability to sodium ions through sodium channel inhibition. This reversibly stabilizes the membrane and inhibits depolarization, resulting in the failure of a propagated action potential and subsequent conduction blockade.

Pharmacodynamics:

Dibucaine is an amide-type local anesthetic, similar to lidocaine.

Metabolism:

Primarily hepatic.

Toxicity:

Subcutaneous LD₅₀ in rat is 27 mg/kg. Symptoms of overdose include convulsions, hypoxia, acidosis, bradycardia, arrhythmias and cardiac arrest.

IUPAC:

4-Quinolinecarboxamide, 2-butoxy-N-(2-(diethylamino)ethyl)-

ATC:

C05AD04" D04AB02" N01BB06" S01HA06" S02DA04

DrugBank:

DB00527 (APRD00915)

Formula:

C20-H29-N3-O2

Molecular Mass:

343.4681

Synonyms:

2-Butoxy-N-(2-(diethylamino)ethyl)cinchoninamide, 2-Butoxy-N-(beta-diethylaminoethyl)cinchoninamide, 2-Butoxyquinoline-4-carboxylic acid diethylaminoethylamide, 2-N-Butoxy-N-(2-diethylaminoethyl)cinchoninamide, 4-22-00-02284 (Beilstein Handbook Reference), 4-Quinolinecarboxamide, 2-butoxy-N-(2-(diethylamino)ethyl)-, alpha-Butyloxycinchonic acid-gamma-diethylethylenediamine, alpha-Butyloxycinchoninic acid diethylethylenediamide, BRN 0275489, Cincainum, Cinchocaine, Cinchocainum, Cinchocainum [INN-Latin], Cinchoninamide, 2-butoxy-N-(2-(diethylamino)ethyl)-, Cincocaina, Cincocaina [DCIT], Cincocainio, Cincocainio [INN-Spanish], Dermacaine, Dibucain, Dibucaine, Dibucaine Base, Dibucainum, EINECS 201-632-1, HSDB 3312, N-(2-(Diethylamino)ethyl)-2-butoxycinchoninamide, NSC 159055, Nupercainal, Nupercainal (VAN), Nupercaine, Percamine, Sovcaine, UNII-L6JW2TJG99

SMILES:

c12c(cc(nc1cccc2)OCCCC)C(=O)NCCN(CC)CC

AHFS Code:

24:08.0

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)

General Reference:

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

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Dibucaine

85-79-0

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