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Record Information
StatusDetected and Quantified
Creation Date2006-08-13 19:18:32 UTC
Update Date2019-07-23 05:46:12 UTC
Secondary Accession Numbers
  • HMDB04461
Metabolite Identification
Common NameBenzamide
DescriptionBenzamide, also known as benzoate amide or PHC(=o)NH2, belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring. Benzamide is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzamide exists in all living organisms, ranging from bacteria to humans. Benzamide is a bitter. An aromatic amide that consists of benzene bearing a single carboxamido substituent.
Benzoic acid amideChEBI
Benzoate amideGenerator
Amid kyseliny benzooveHMDB
Benzamide (acd/name 4.0)HMDB
Benzoic acidHMDB
Phenyl carboxyamideHMDB
Trimethobenzamide hydrochlorideHMDB
Chemical FormulaC7H7NO
Average Molecular Weight121.1366
Monoisotopic Molecular Weight121.052763851
IUPAC Namebenzamide
Traditional Namebenzamide
CAS Registry Number55-21-0
InChI Identifier
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzamides
Alternative Parents
  • Benzamide
  • Benzoyl
  • Primary carboxylic acid amide
  • Carboxamide group
  • Carboxylic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors

Biological location:


Physical Properties
Experimental Properties
Melting Point129.1 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility13500 mg/L at 25 °CNot Available
LogP0.818Not Available
Predicted Properties
Water Solubility8.77 g/LALOGPS
pKa (Strongest Acidic)14.56ChemAxon
pKa (Strongest Basic)-1.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.09 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity35.14 m³·mol⁻¹ChemAxon
Polarizability12.38 ųChemAxon
Number of Rings1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ab9-2900000000-d10a8514e7c0dedd5758JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0kk9-8900000000-a6264ed866860ca71f94JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0adi-7900000000-c79bab8ceedf3b276ae1JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0fbi-0900000000-e11c600f209e5f1be1fdJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ab9-2900000000-d10a8514e7c0dedd5758JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0kk9-8900000000-a6264ed866860ca71f94JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0adi-7900000000-c79bab8ceedf3b276ae1JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0fbi-0900000000-e11c600f209e5f1be1fdJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pi0-4900000000-24e0b6bee128508783c3JSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-00fr-3900000000-274cc52f0c0c8accad8cJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0fb9-9400000000-53a105851fb3f3bfa447JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0fb9-9000000000-3fd0ac2c3e583778d4f7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positivesplash10-0ab9-2900000000-d10a8514e7c0dedd5758JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI RMU-7M) , Positivesplash10-0kk9-8900000000-6e34f51843ee9cdd8237JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-00di-1900000000-b21069169eafde58c822JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-0a6r-8900000000-85f7934fa93d7240804fJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-004i-9200000000-e4b0272643ae9f111021JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-004i-9100000000-c34f0e594deb730ca6b7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-0fb9-9100000000-76a5adf911f1a97ad45bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-00di-1900000000-c6e30a6a9805ba36fc2aJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0a6r-8900000000-d40d6a968a8a706e6500JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004i-9200000000-e4b0272643ae9f111021JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004i-9100000000-c34f0e594deb730ca6b7JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0fb9-9100000000-76a5adf911f1a97ad45bJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-05i0-3900000000-105f114ff019238e0401JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0900000000-b10777bbfb9e15c822c0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-4900000000-4401050524c9108d0e36JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-9600000000-a2aca9e73b19fc5335b3JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1900000000-cb7510152a09599b3704JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00fr-6900000000-4e21f69e91793514c49eJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-a5e23c6893e288e53794JSpectraViewer
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Normal Concentrations
SalivaDetected and Quantified0.151 +/- 8.15 uMAdult (>18 years old)BothNormal
    • Sugimoto et al. (...
SalivaDetected and Quantified24.3 +/- 12.3 uMAdult (>18 years old)Female
    • Sugimoto et al. (...
Abnormal Concentrations
SalivaDetected and Quantified24.7 +/- 12.7 uMAdult (>18 years old)BothDental caries
    • Sugimoto et al. (...
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023373
KNApSAcK IDC00042277
Chemspider ID2241
KEGG Compound IDC09815
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenzamide
METLIN IDNot Available
PubChem Compound2331
PDB IDNot Available
ChEBI ID28179
Food Biomarker OntologyNot Available
VMH IDNot Available
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Chiba R, Ogasawara A, Kubo T, Yamazaki H, Umino M, Ishizuka Y: Direct determination of benzamides in serum by column-switching high-performance liquid chromatography. Anal Sci. 2003 May;19(5):785-9. [PubMed:12769385 ]
  2. Yamamoto T, Hanioka N, Maeda Y, Imazumi K, Hamada K, Matsuo M, Manda T, Mutoh S: Contribution of tachykinin receptor subtypes to micturition reflex in guinea pigs. Eur J Pharmacol. 2003 Sep 23;477(3):253-9. [PubMed:14522364 ]
  3. Gschwend MH, Arnold P, Ring J, Martin W: Selective and sensitive determination of amisulpride in human plasma by liquid chromatography-tandem mass spectrometry with positive electrospray ionisation and multiple reaction monitoring. J Chromatogr B Analyt Technol Biomed Life Sci. 2006 Feb 2;831(1-2):132-9. Epub 2005 Dec 28. [PubMed:16386474 ]
  4. Coyle JD, MacKichan JJ, Boudoulas H, Lima JJ: Reversed-phase liquid chromatography method for measurement of procainamide and three metabolites in serum and urine: percent of dose excreted as deethyl metabolites. J Pharm Sci. 1987 May;76(5):402-5. [PubMed:2443639 ]
  5. de Jong AP, Wittebrood AJ, du Chatinier WM, Bron J: Liquid chromatographic analysis of alizapride and metoclopramide in human plasma and urine using solid-phase extraction. J Chromatogr. 1987 Aug 7;419:233-42. [PubMed:3667781 ]
  6. Chemnitius JM, Haselmeyer KH, Gonska BD, Kreuzer H, Zech R: Indirect parasympathomimetic activity of metoclopramide: reversible inhibition of cholinesterases from human central nervous system and blood. Pharmacol Res. 1996 Jul-Aug;34(1-2):65-72. [PubMed:8981558 ]
  7. Jitsufuchi N, Kudo K, Tokunaga H, Imamura T: Selective determination of sultopride in human plasma using high-performance liquid chromatography with ultraviolet detection and particle beam mass spectrometry. J Chromatogr B Biomed Sci Appl. 1997 Mar 7;690(1-2):153-9. [PubMed:9106039 ]
  8. Delarue C, Contesse V, Lefebvre H, Lenglet S, Grumolato L, Kuhn JM, Vaudry H: Pharmacological profile of serotonergic receptors in the adrenal gland. Endocr Res. 1998 Aug-Nov;24(3-4):687-94. [PubMed:9888560 ]