Drug/Small Molecule:
dibucaine

2D structure

Overview

Trade Names: Cinchocaine; Cinchocaine HCL; Dermacaine; Dibucain; Dibucaine base; Dibucaine hydrochloride; Heavy Solution Nupercaine; Nupercainal; Nupercaine; Sovcaine; cinchocaine hydrochloride
Brand Mixtures: Nupercainal Antiseptic Crm (Dibucaine + Domiphen Bromide); Proctol Ointment (Dibucaine Hydrochloride + Esculin + Framycetin Sulfate + Hydrocortisone); Proctol Suppositories (Dibucaine Hydrochloride + Esculin + Framycetin Sulfate + Hydrocortisone); Proctosedyl Ointment (Dibucaine Hydrochloride + Esculin + Framycetin Sulfate + Hydrocortisone); Proctosedyl Sup (Dibucaine Hydrochloride + Esculin + Framycetin Sulfate + Hydrocortisone); Proctosedyl Suppositories (Dibucaine Hydrochloride + Esculin + Framycetin Sulfate + Hydrocortisone); Proctosone Ont (Dibucaine Hydrochloride + Esculin + Hydrocortisone Acetate + Neomycin Sulfate); Proctosone Sup (Dibucaine Hydrochloride + Esculin + Hydrocortisone Acetate + Neomycin Sulfate); Ratio-Proctosone (Dibucaine Hydrochloride + Esculin + Framycetin Sulfate + Hydrocortisone (Hydrocortisone Acetate)); Sab-Proctomyxin Hc Suppositories (Dibucaine Hydrochloride + Esculin + Framycetin Sulfate + Hydrocortisone); Sandoz Proctomyxin Hc (Dibucaine Hydrochloride + Esculin + Framycetin Sulfate + Hydrocortisone)
PharmGKB Accession Id: PA449286

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) (source: Drug Bank)

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. (source: Drug Bank)

ATC Therapeutic Category

  • C05AD:Local anesthetics

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

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

Pharmacology

Dibucaine is an amide-type local anesthetic, similar to lidocaine. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Primarily hepatic. (source: Drug Bank)

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. (source: Drug Bank)

Toxicity

Subcutaneous LD<sub>50</sub> in rat is 27 mg/kg. Symptoms of overdose include convulsions, hypoxia, acidosis, bradycardia, arrhythmias and cardiac arrest. (source: Drug Bank)

Isomeric SMILES Code:

CCCCOc1cc(c2ccccc2n1)C(=O)NCCN(CC)CC (source: Drug Bank)

Curated Annotations (Curated Annotation)

  1. rs28933390 at chr3:167030263 in BCHE
    This variant is associated with prolonged apnea is response to succinyldicholine (also known as succinylcholine).
    Variant Name:
    BCHE: Fluoride resistant II, BCHE:Gly390Val
    Related Drugs:
    dibucaine, succinylcholine
    Related Diseases:
    Apnea
    Evidence:
    PMID:1415224
  2. rs28933389 at chr3:167030704 in BCHE
    This variant is associated with prolonged apnea is response to succinyldicholine (also known as succinylcholine).
    Variant Name:
    BCHE: Fluoride resistant I, BCHE:Thr243Met
    Related Drugs:
    dibucaine, succinylcholine
    Related Diseases:
    Apnea
    Evidence:
    PMID:1415224
  3. rs1799807 at chr3:167031223 in BCHE
    The dibucaine-resistant variant is associated with prolonged muscle relaxation after the intravenous administration of succinylcholine.
    Variant Name:
    BCHE: dibucaine-resistant variant, BCHE:atypical variant, BCHE:209A>G, BCHE:Asp70Gly
    Related Drugs:
    dibucaine, succinylcholine
    Evidence:
    PMID:2915989
Variant names are different names that have been used in the literature and other resources to refer to the same variant.

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
BCHE
  •   
  •   
  •   
  • FA
  • GN
Publications, Variants

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
CALM1 Uncurated Annotation (source: Drug Bank)
SCN5A Uncurated Annotation (source: Drug Bank)
SCN10A Uncurated Annotation (source: Drug Bank)

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation The NSAID increases the anticoagulant effect (source: Drug Bank)
lithium Uncurated Annotation The NSAID increases serum levels of lithium (source: Drug Bank)
methotrexate Uncurated Annotation The NSAID increases the effect and toxicity of methotrexate (source: Drug Bank)

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00527
KEGG Compound ID:
C07879
KEGG Drug ID:
D00733
PubChem Compound ID:
3025
PubChem Substance ID:
10081

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
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