2-amino-5-nitrobenzamide

• ChemBase ID: 78757
• Molecular Formular: C7H7N3O3
• Molecular Mass: 181.14878
• Monoisotopic Mass: 181.0487411
• SMILES: [N+](=O)(c1ccc(c(c1)C(=O)N)N)[O-]
• Canonical SMILES: [O-][N+](=O)c1ccc(c(c1)C(=O)N)N
• InChI: InChI=1S/C7H7N3O3/c8-6-2-1-4(10(12)13)3-5(6)7(9)11/h1-3H,8H2,(H2,9,11)
• InChIKey: SOBQOVZAFJDEJI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-nitrobenzamide
• IUPAC Traditional name: 2-amino-5-nitrobenzamide
• Synonyms: 2-Amino-5-nitrobenzamide; 2-Amino-5-nitrobenzamide; 2-Carbamoyl-4-nitroaniline; 2-Amino-5-nitro-benzamide; NSC 142033; 5-Nitroanthranilamide

Database IDs

• CAS Number: 16313-65-8
• MDL Number: MFCD00090235
• PubChem SID: 162043520
• PubChem CID: 97665

CALCULATED PROPERTIES

• Acid pKa: 13.581715
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.5849423
• LogD (pH = 7.4): 0.58494455
• Log P: 0.58494437
• Molar Refractivity: 46.1573 cm^3
• Polarizability: 16.291107 Å^3
• Polar Surface Area: 112.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Yellow Solid
• Melting Point: 226-229°C (dec.)

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Irritant

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - N491900

Intermediate in the preparation of nitro substituted quinazolones.

REFERENCES

• Tobe, M., et al.: Bioorg. Med. Chem., 11, 3869 (2003)
• Chinigo, G., et al.: J. Med. Chem., 51, 4620 (2003)