benzamide

• ChemBase ID: 79063
• Molecular Formular: C7H7NO
• Molecular Mass: 121.13658
• Monoisotopic Mass: 121.05276385
• SMILES: O=C(c1ccccc1)N
• Canonical SMILES: NC(=O)c1ccccc1
• InChI: InChI=1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9)
• InChIKey: KXDAEFPNCMNJSK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzamide
• IUPAC Traditional name: benzamide
• Synonyms: Benzamide; Benzamide; Benzoic acid amide; Phenyl carboxamide; Benzoylamide; 苯酰胺; 苯甲酰胺

Database IDs

• CAS Number: 55-21-0
• EC Number: 200-227-7
• MDL Number: MFCD00007968
• Beilstein Number: 385876
• Merck Index: 141060
• PubChem SID: 24849062; 24864807; 24848219; 162043826
• PubChem CID: 2331
• CHEBI ID: 28179
• CHEMBL: 267373
• Chemspider ID: 2241
• KEGG ID: C09815
• Unique Ingredient Identifier: 6X80438640
• Wikipedia Title: Benzamide

CALCULATED PROPERTIES

• Acid pKa: 14.561713
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.8238855
• LogD (pH = 7.4): 0.82388616
• Log P: 0.8238861
• Molar Refractivity: 35.1364 cm^3
• Polarizability: 13.156652 Å^3
• Polar Surface Area: 43.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 13 g/l in water
• Apperance: Off-white solid; Powder
• Melting Point: 125-128 °C; 125-128 °C(lit.); 125-129°C; 127 - 130 °C
• Boiling Point: 288°C; 288°C
• Flash Point: 180 °C; 180°C(356°F); 356 °F
• Auto Ignition Point: > 500 °C
• Density: 1.341; 1.341 g/cm^3
• pKa: 23.35 (in DMSO)

Safety Information

• RTECS: CU8700000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22-68; R22 R40
• Safety Statements: 36/37; S36/37/39
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• NFPA704:
  

  1

  1

  0
• GHS Hazard statements: H302-H341; H341-H302
• GHS Precautionary statements: P280H; P281
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... PARP1(142)

Product Information

• Purity: ≥98.0% (HPLC); ≥99.5%; 98%; 98+%; 99%; 99.9%
• Grade: purum; zone-refined
• Purified By: sublimation
• Linear Formula: C6H5CONH2

DETAILS

Sigma Aldrich - 150762

Biochem/physiol Actions
Inhibits poly(ADP-ribose) polymerase (PARP).
Packaging
1 g in glass bottle

Sigma Aldrich - 399337

Biochem/physiol Actions
Inhibits poly(ADP-ribose) polymerase (PARP).
Packaging
5, 25 g in glass bottle

Sigma Aldrich - 135828

Biochem/physiol Actions
Inhibits poly(ADP-ribose) polymerase (PARP).
Packaging
100 g in poly bottle
5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 135828.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 12070

Biochem/physiol Actions
Inhibits poly(ADP-ribose) polymerase (PARP).

REFERENCES

• Reduction with lithium aluminum hydride gives benzylamine. By using lithium tris(diethylamino)aluminum hydride (see Diethylamine, A11716), selective reduction to benzaldehyde is possible: Tetrahedron Lett., 32, 6903 (1991).
• An exceptionally mild method for dehydration of amides to nitriles by transamidation with acetonitrile in the presence of an aldehyde and formic acid is exemplified by the high yield conversion of benzamide to benzonitrile: J. Org. Chem., 61, 6486 (1996).