Tmic
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Database of hazardous chemicals.
Record Information
Version1.0
Creation Date2014-10-14 21:19:54 UTC
Update Date2016-11-09 01:09:15 UTC
Accession NumberCHEM003940
Identification
Common Namep-Anisidine
ClassSmall Molecule
Descriptionp-Anisidine is a polyphenol compound found in foods of plant origin (1). p-Anisidine belongs to the family of Anisoles. These are organic compounds contaiing a methoxybenzene or a derivative thereof.
Contaminant Sources
  • Clean Air Act Chemicals
  • FooDB Chemicals
  • HPV EPA Chemicals
  • IARC Carcinogens Group 3
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Food Toxin
  • Metabolite
  • Natural Compound
  • Plant Toxin
Chemical Structure
Thumb
Synonyms
ValueSource
1-Amino-4-methoxybenzeneChEBI
4-AminoanisoleChEBI
4-AnisidineChEBI
4-MethoxyanilineChEBI
4-MethoxybenzenamineChEBI
4-MethoxybenzeneamineChEBI
p-AminoanisoleChEBI
p-AnisylamineChEBI
p-MethoxyanilineChEBI
p-MethoxyphenylamineChEBI
Para-anisidineChEBI
1-Methoxy-4-amino-benzen (p-anisidin)HMDB
1-Methoxy-4-amino-benzene / p-anisidineHMDB
4-Methoxy-1-aminobenzeneHMDB
4-METHOXY-anilineHMDB
4-Methoxy-benzenamineHMDB
4-Methoxy-phenylamineHMDB
beta -AnisidineHMDB
p-Amino-anisoleHMDB
p-DianisidineHMDB
p-Methoxy-anilineHMDB
4-Anisidine hydrochlorideMeSH
4-Anisidine monoacid conjugateMeSH
Chemical FormulaC7H9NO
Average Molecular Mass123.153 g/mol
Monoisotopic Mass123.068 g/mol
CAS Registry Number104-94-9
IUPAC Name4-methoxyaniline
Traditional NameP-anisidine
SMILESCOC1=CC=C(N)C=C1
InChI IdentifierInChI=1S/C7H9NO/c1-9-7-4-2-6(8)3-5-7/h2-5H,8H2,1H3
InChI KeyBHAAPTBBJKJZER-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aminophenyl ethers. These are aromatic compounds that contain a phenol ether, which carries an amine group on the benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAminophenyl ethers
Direct ParentAminophenyl ethers
Alternative Parents
Substituents
  • Aminophenyl ether
  • Methoxyaniline
  • Phenoxy compound
  • Anisole
  • Aniline or substituted anilines
  • Methoxybenzene
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Ether
  • Organopnictogen compound
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Amine
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginEndogenous
Cellular Locations
  • Cytoplasm
  • Extracellular
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 Point57.2 °C
Boiling PointNot Available
Solubility21 mg/mL at 20 °C
Predicted Properties
PropertyValueSource
Water Solubility23 g/LALOGPS
logP1.01ALOGPS
logP0.99ChemAxon
logS-0.73ALOGPS
pKa (Strongest Basic)5.11ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area35.25 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity37.22 m³·mol⁻¹ChemAxon
Polarizability13.26 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSsplash10-00di-7900000000-ace7d2515045ec577c96View in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0ab9-4900000000-a2f147705f92caffa50bView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0ab9-5900000000-3786160ae4a86463960aView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0ab9-6900000000-7b56ba31080ccebf1c7cView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0ab9-4900000000-a2f147705f92caffa50bView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0ab9-5900000000-3786160ae4a86463960aView in MoNA
GC-MSGC-MS Spectrum - EI-Bsplash10-0ab9-6900000000-7b56ba31080ccebf1c7cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-d5da0445283dde8ccd7cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-1900000000-4341782a6b8ca513df5bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00o1-9000000000-de3205684c1de23008acView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0900000000-2a6e63bb8854a28ac6fcView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-1900000000-1514385accd772fa8d7aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9500000000-16f033ef9b3412bc1f44View in MoNA
Toxicity Profile
Route of Exposureoral ingestion, inhalation or skin contact
Mechanism of Toxicityp-Anisidine reacts with secondary oxidation products such as aldehydes and ketones in fats and oils. (Wikipedia)
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)3, not classifiable as to its carcinogenicity to humans. (2)
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsP-Anisidine is the most toxic of the three isomers of anisidine and causes blood damage upon oral ingestion, inhalation or skin contact. If heated strongly, it may release very toxic fumes of nitrogen oxides. (Wikipedia)
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0029300
FooDB IDFDB000339
Phenol Explorer ID651
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkP-Anisidine
Chemspider ID13869414
ChEBI ID163384
PubChem Compound ID7732
Kegg Compound IDC19326
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8.
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12643317
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=12929121
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=18966208
5.
6.