Prilocaine hydrochloride (CHEM017331)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:14:58 UTC
Update Date2016-11-09 01:15:34 UTC
Accession NumberCHEM017331
Identification
Common NamePrilocaine hydrochloride
ClassSmall Molecule
DescriptionThe monohydrochloride salt of prilocaine.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-(Propylamino)-O-propionotoluidide hydrochlorideChEBI
2-(Propylamino)-O-propionotoluidide monohydrochlorideChEBI
alpha-Propylamine-2-methyl-propionanilide hydrochlorideChEBI
CitanestChEBI
Prilocaine HCLChEBI
Propitocaine hydrochlorideChEBI
XylonestChEBI
a-Propylamine-2-methyl-propionanilide hydrochlorideGenerator
Α-propylamine-2-methyl-propionanilide hydrochlorideGenerator
Delvet brand OF prilocaine hydrochlorideMeSH
Parnell brand OF prilocaine hydrochlorideMeSH
PropitocaineMeSH
Astra brand OF prilocaine hydrochlorideMeSH
Citanest octapressinMeSH
Prilocaine hydrochlorideMeSH
Inibsa brand OF prilocaine hydrochlorideMeSH
AstraZeneca brand OF prilocaine hydrochlorideMeSH
PrilocaineMeSH
Chemical FormulaC13H21ClN2O
Average Molecular Mass256.770 g/mol
Monoisotopic Mass256.134 g/mol
CAS Registry Number1786-81-8
IUPAC NameN-(2-methylphenyl)-2-(propylamino)propanimidic acid hydrochloride
Traditional Nameprilocaine hydrochloride
SMILESCl.CCCNC(C)C(O)=NC1=CC=CC=C1C
InChI IdentifierInChI=1S/C13H20N2O.ClH/c1-4-9-14-11(3)13(16)15-12-8-6-5-7-10(12)2;/h5-8,11,14H,4,9H2,1-3H3,(H,15,16);1H
InChI KeyBJPJNTKRKALCPP-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acid amides
Alternative Parents
Substituents
  • Alpha-amino acid amide
  • Alanine or derivatives
  • Anilide
  • N-arylamide
  • Toluene
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Secondary amine
  • Secondary aliphatic amine
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Hydrochloride
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.36 g/LALOGPS
logP1.85ALOGPS
logP0.95ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)3.52ChemAxon
pKa (Strongest Basic)9.05ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area44.62 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity68.62 m³·mol⁻¹ChemAxon
Polarizability26.21 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-05nu-5910000000-f91ec96f1a16f6d0bbbaSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-05nu-5910000000-f91ec96f1a16f6d0bbbaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-293d2b14401a6343a181Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-293d2b14401a6343a181Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0090000000-293d2b14401a6343a181Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-e57b22e59c90d4c92ddbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0090000000-e57b22e59c90d4c92ddbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0090000000-e57b22e59c90d4c92ddbSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT000962
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPrilocaine
Chemspider IDNot Available
ChEBI ID32053
PubChem Compound ID92163
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17583875
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18331309
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20031290
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20835569
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21369439
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21668284
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=5219010
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=5726750