Etidocaine

Identification

Name
Etidocaine
Accession Number
DB08987
Type
Small Molecule
Groups
Approved
Description

Etidocaine, marketed under the trade name Duranest, is a local anesthetic given by injection during surgical procedures and labor and delivery. Etidocaine has a long duration of activity, but has the main disadvantage of increased bleeding during oral surgery.

Structure
Thumb
Synonyms
  • etidocaina
Product Ingredients
IngredientUNIICASInChI Key
Etidocaine hydrochlorideG6N3B3U8E636637-19-1LMWQQUMMGGIGJQ-UHFFFAOYSA-N
International/Other Brands
Duranest (AstraZeneca)
Categories
UNII
I6CQM0F31V
CAS number
36637-18-0
Weight
Average: 276.417
Monoisotopic: 276.220163528
Chemical Formula
C17H28N2O
InChI Key
VTUSIVBDOCDNHS-UHFFFAOYSA-N
InChI
InChI=1S/C17H28N2O/c1-6-12-19(8-3)15(7-2)17(20)18-16-13(4)10-9-11-14(16)5/h9-11,15H,6-8,12H2,1-5H3,(H,18,20)
IUPAC Name
N-(2,6-dimethylphenyl)-2-[ethyl(propyl)amino]butanimidic acid
SMILES
CCCN(CC)C(CC)C(O)=NC1=C(C)C=CC=C1C

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
Not Available
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
HyaluronidaseHyaluronidase can cause an increase in the absorption of Etidocaine resulting in an increased serum concentration and potentially a worsening of adverse effects.
Technetium Tc-99m tilmanoceptEtidocaine may decrease effectiveness of Technetium Tc-99m tilmanocept as a diagnostic agent.
Food Interactions
Not Available

References

Synthesis Reference

U.S. Patent 3,812,147.

General References
Not Available
External Links
KEGG Drug
D04095
KEGG Compound
C07530
PubChem Compound
37497
PubChem Substance
310264948
ChemSpider
34400
ChEBI
4904
ChEMBL
CHEMBL492
Wikipedia
Etidocaine
ATC Codes
N01BB07 — EtidocaineN01BB57 — Etidocaine, combinations

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)203-203.5U.S. Patent 3,812,147.
Predicted Properties
PropertyValueSource
Water Solubility0.0457 mg/mLALOGPS
logP3.66ALOGPS
logP2.78ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)4.97ChemAxon
pKa (Strongest Basic)9.4ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area35.83 Å2ChemAxon
Rotatable Bond Count7ChemAxon
Refractivity88.23 m3·mol-1ChemAxon
Polarizability33.38 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
Kingdom
Organic compounds
Super Class
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Sub Class
Amino acids, peptides, and analogues
Direct Parent
Alpha amino acid amides
Alternative Parents
Anilides / m-Xylenes / N-arylamides / Fatty amides / Trialkylamines / Secondary carboxylic acid amides / Organopnictogen compounds / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
Substituents
Alpha-amino acid amide / Anilide / N-arylamide / M-xylene / Xylene / Monocyclic benzene moiety / Fatty amide / Benzenoid / Fatty acyl / Carboxamide group
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
amino acid amide (CHEBI:4904)

Drug created on June 10, 2014 15:18 / Updated on November 02, 2018 08:51