Halide salt of an alkylamine (generic) (CHEM008492)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:46:58 UTC
Update Date2016-10-28 10:01:15 UTC
Accession NumberCHEM008492
Identification
Common NameHalide salt of an alkylamine (generic)
ClassSmall Molecule
Description
Contaminant Sources
  • Disinfection Byproducts
  • FooDB Chemicals
  • HPV EPA Chemicals
  • OECD HPV Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
AcetamidobenzeneChEBI
AcetanilChEBI
AcetanilidChEBI
AcetanilideChEBI
Acetic acid anilideChEBI
N-AcetylaminobenzeneChEBI
N-PhenylacetamideKegg
Acetate anilideGenerator
AntifebrinHMDB
N-AcetylarylamineChEBI
Chemical FormulaC8H9NO
Average Molecular Mass135.163 g/mol
Monoisotopic Mass135.068 g/mol
CAS Registry Number253577
IUPAC NameN-phenylacetamide
Traditional Nameacetanilide
SMILESCC(=O)NC1=CC=CC=C1
InChI IdentifierInChI=1S/C8H9NO/c1-7(10)9-8-5-3-2-4-6-8/h2-6H,1H3,(H,9,10)
InChI KeyFZERHIULMFGESH-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidic acid derivative
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • 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 Solubility4.03 g/LALOGPS
logP1.05ALOGPS
logP1.21ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)14.38ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.1 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity40.92 m³·mol⁻¹ChemAxon
Polarizability14.52 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000f-9000000000-62d570000b48b0837073Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0006-9100000000-4122036cecde322748eaSpectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-5b4e4f73d383d9139de8Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00dr-4900000000-2293bbd44d7f9fc8077cSpectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000f-9000000000-62d570000b48b0837073Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0006-9100000000-4122036cecde322748eaSpectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-014i-0900000000-5b4e4f73d383d9139de8Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00dr-4900000000-2293bbd44d7f9fc8077cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9200000000-2bd7881947c0c62f2a31Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-001i-0900000000-7eb05e193f729f0e2711Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-000x-9700000000-e7d678f13a1e17c9ed99Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-1d77cc60e4a023d4dd22Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-8877ad97a3992f913113Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-71ff77e29eb728137605Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-014r-4900000000-7f8d10f07700a193e622Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-014u-9300000000-f975b8216fe43fc1d9ccSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-9200000000-12e9d1610beecb011c9dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004l-9200000000-2d487e012ca3b59d0a9bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004l-9000000000-e50ad2b0e89696e08851Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0006-9000000000-46f47c26afc8877cc2f1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000l-5900000000-61578dc3c9789feb5f8aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9300000000-299ec76356db162d4259Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00kf-9000000000-f918e8f5428211fb9a25Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-2900000000-9def162dfa4b1400554cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9500000000-137a2164ab31a3308792Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-63a8773b99832a19d5e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-9400000000-753f541f128c751917c7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9100000000-5df9abaffe7f5bdbe5d7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-e621b748b2a107ee39e8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000l-4900000000-b549e531b7dd15d51b67Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9000000000-60ecfd1f5d15dfbcfb81Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-9000000000-df32423a180287f62567Spectrum
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 IDNot Available
HMDB IDHMDB0001250
FooDB IDFDB022512
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN ID6107
PDB IDNot Available
Wikipedia LinkN-Phenylacetamide
Chemspider ID880
ChEBI ID28884
PubChem Compound ID904
Kegg Compound IDC07565
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Ogino M, Nakada Y, Negoro N, Itokawa S, Nishimura S, Sanada T, Satomi T, Kita S, Kubo K, Marui S: Discovery of a novel acyl-CoA: cholesterol acyltransferase inhibitor: the synthesis, biological evaluation, and reduced adrenal toxicity of (4-phenylcoumarin)acetanilide derivatives with a carboxylic acid moiety. Chem Pharm Bull (Tokyo). 2011;59(11):1369-75.
2. Poraj-Kobielska M, Kinne M, Ullrich R, Scheibner K, Kayser G, Hammel KE, Hofrichter M: Preparation of human drug metabolites using fungal peroxygenases. Biochem Pharmacol. 2011 Oct 1;82(7):789-96. doi: 10.1016/j.bcp.2011.06.020. Epub 2011 Jun 23.
3. Wu Y, Choy PY, Mao F, Kwong FY: Toluene derivatives as simple coupling precursors for cascade palladium-catalyzed oxidative C-H bond acylation of acetanilides. Chem Commun (Camb). 2013 Jan 25;49(7):689-91. doi: 10.1039/c2cc37352a.
4. Yan GF, Wang Q, Wei BL, Sun XC, Chen GQ, Gao SM: [Photophysical properties of novel organic europium (III) complexes]. Guang Pu Xue Yu Guang Pu Fen Xi. 2010 Oct;30(10):2606-10.
5. Chen CZ, Yan CT, Kumar PV, Huang JW, Jen JF: Determination of alachlor and its metabolite 2,6-diethylaniline in microbial culture medium using online microdialysis enriched-sampling coupled to high-performance liquid chromatography. J Agric Food Chem. 2011 Aug 10;59(15):8078-85. doi: 10.1021/jf201129j. Epub 2011 Jul 11.
6. Liang HQ, Tao YP, Han LG, Han YX, Mo YJ: [Raman, FTIR spectra and normal mode analysis of acetanilide]. Guang Pu Xue Yu Guang Pu Fen Xi. 2012 Oct;32(10):2706-9.
7. Sun L, Zhang S, Song Q: (4-Chloro-acetanilido-kappa(2)N,O)bis-[2-(pyridin-2-yl)phenyl-kappa(2)C(1),N]irid ium(III). Acta Crystallogr Sect E Struct Rep Online. 2013 Feb 1;69(Pt 2):m98. doi: 10.1107/S1600536813000433. Epub 2013 Jan 12.
8. Bouchonnet S, Bourcier S, Souissi Y, Genty C, Sablier M, Roche P, Boireau V, Ingrand V: GC-MS(n) and LC-MS/MS couplings for the identification of degradation products resulting from the ozonation treatment of Acetochlor. J Mass Spectrom. 2012 Apr;47(4):439-52. doi: 10.1002/jms.2056.
9. Kalkhoff SJ, Vecchia AV, Capel PD, Meyer MT: Eleven-year trend in acetanilide pesticide degradates in the Iowa River, Iowa. J Environ Qual. 2012 Sep-Oct;41(5):1566-79. doi: 10.2134/jeq2011.0426.
10. Weiler M, Nakamura T, Sekiya H, Dopfer O, Miyazaki M, Fujii M: Ionization-induced solvent migration in acetanilide-methanol clusters inferred from isomer-selective infrared spectroscopy. Chemphyschem. 2012 Dec 7;13(17):3875-81. doi: 10.1002/cphc.201200704. Epub 2012 Oct 30.
11. Fu YY, Yang CX, Yan XP: Metal-organic framework MIL-100(Fe) as the stationary phase for both normal-phase and reverse-phase high performance liquid chromatography. J Chromatogr A. 2013 Jan 25;1274:137-44. doi: 10.1016/j.chroma.2012.12.015. Epub 2012 Dec 17.
12. Ogino M, Fukui S, Nakada Y, Tokunoh R, Itokawa S, Kakoi Y, Nishimura S, Sanada T, Fuse H, Kubo K, Wada T, Marui S: Discovery of a potent and orally available acyl-CoA: cholesterol acyltransferase inhibitor as an anti-atherosclerotic agent: (4-phenylcoumarin)acetanilide derivatives. Chem Pharm Bull (Tokyo). 2011;59(10):1268-73.
13. Lu C, Markina NA, Larock RC: Synthesis of N-acylcarbazoles through palladium-catalyzed aryne annulation of 2-haloacetanilides. J Org Chem. 2012 Dec 21;77(24):11153-60. doi: 10.1021/jo3021727. Epub 2012 Dec 5.
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=23862058