Neostigmine bromide (CHEM017636)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 04:30:25 UTC
Update Date2016-11-09 01:15:38 UTC
Accession NumberCHEM017636
Identification
Common NameNeostigmine bromide
ClassSmall Molecule
DescriptionThe bromide salt of neostigmine.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(m-Hydroxyphenyl)trimethylammonium bromide dimethylcarbamateChEBI
3-Dimethylcarbamoxyphenyl trimethyl ammonium bromideChEBI
3-Hydroxyphenyltrimethylammonium bromide dimethylcarbamic esterChEBI
Bromure de neostigmineChEBI
Bromuro de neostigminaChEBI
Eustigmin bromideChEBI
Kirkstigmine bromideChEBI
Leostigmine bromideChEBI
Neo-proserinChEBI
Neoserine bromideChEBI
Neostigmine methyl bromideChEBI
Neostigmini bromidumChEBI
Philostigmin bromideChEBI
Proserine bromideChEBI
Stigmanol bromideChEBI
Synstigmin bromideChEBI
Neo proserineKegg
VagostigminKegg
(m-Hydroxyphenyl)trimethylammonium bromide dimethylcarbamic acidGenerator
SyntostigmineMeSH
Bromide, neostigmineMeSH
SynstigminMeSH
Methylsulfate, neostigmineMeSH
ProstigmineMeSH
ProserineMeSH
NeostigmineMeSH
Neostigmine methylsulfateMeSH
ProzerinMeSH
PolstigmineMeSH
ProstigminMeSH
Chemical FormulaC12H19BrN2O2
Average Molecular Mass303.200 g/mol
Monoisotopic Mass302.063 g/mol
CAS Registry Number114-80-7
IUPAC Name3-[(dimethylcarbamoyl)oxy]-N,N,N-trimethylanilinium bromide
Traditional Nameneostigmine bromide
SMILES[Br-].CN(C)C(=O)OC1=CC=CC(=C1)[N+](C)(C)C
InChI IdentifierInChI=1S/C12H19N2O2.BrH/c1-13(2)12(15)16-11-8-6-7-10(9-11)14(3,4)5;/h6-9H,1-5H3;1H/q+1;/p-1
InChI KeyLULNWZDBKTWDGK-UHFFFAOYSA-M
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenoxy compounds. These are aromatic compounds contaning a phenoxy group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenoxy compounds
Direct ParentPhenoxy compounds
Alternative Parents
Substituents
  • Phenoxy compound
  • Aniline or substituted anilines
  • Quaternary ammonium salt
  • Carbamic acid ester
  • Carbonic acid derivative
  • Amine
  • Hydrocarbon derivative
  • Organic bromide salt
  • Organic oxide
  • Organic salt
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Carbonyl group
  • 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 Solubility0.016 g/LALOGPS
logP-2.4ALOGPS
logP-2.2ChemAxon
logS-4.3ALOGPS
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity75.28 m³·mol⁻¹ChemAxon
Polarizability25.11 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uk9-2917000000-e3280ef268e8eaad18e0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0h99-3961000000-e10b8dc0ceb99fca1bffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00di-6900000000-5b3a2e92522d4431da9dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0f6t-0918000000-3154147982d3debd4e7fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0943000000-c727aa6c60909e60205cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0il1-2790000000-480e3bc8b882a9651ff6Spectrum
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 IDDBSALT001191
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 LinkNeostigmine
Chemspider IDNot Available
ChEBI ID179557
PubChem Compound ID8246
Kegg Compound IDC08197
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=13008368
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=13653318
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23948245
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=4034636
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=4781030
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=5539739
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=6196640
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=900286