2-amino-5-nitrobenzoic acid

• ChemBase ID: 52515
• Molecular Formular: C7H6N2O4
• Molecular Mass: 182.13354
• Monoisotopic Mass: 182.03275668
• SMILES: C(=O)(c1c(N)ccc(c1)[N+](=O)[O-])O
• Canonical SMILES: [O-][N+](=O)c1ccc(c(c1)C(=O)O)N
• InChI: InChI=1S/C7H6N2O4/c8-6-2-1-4(9(12)13)3-5(6)7(10)11/h1-3H,8H2,(H,10,11)
• InChIKey: RUCHWTKMOWXHLU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-5-nitrobenzoic acid
• IUPAC Traditional name: 2-amino-5-nitrobenzoic acid
• Synonyms: 2-amino-5-nitrobenzoic acid; 5-Nitroanthranilic acid; 2-Amino-5-nitrobenzoic acid; 5-Nitroanthranilic acid; 2-Carboxy-4-nitroaniline; 2-Amino-5-nitrobenzoic acid 95%; 2-Amino-5-nitrobenzoic Acid; NSC 16208; NSC 63867; 5-硝基邻氨基苯甲酸; 2-氨基-5-硝基苯甲酸

Database IDs

• CAS Number: 616-79-5
• EC Number: 210-493-6
• MDL Number: MFCD00017039
• Beilstein Number: 646219
• PubChem SID: 24863864; 162057278; 24846226; 24860845
• PubChem CID: 12032

CALCULATED PROPERTIES

• Acid pKa: 4.072894
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.049510155
• LogD (pH = 7.4): -1.7249831
• Log P: 1.391887
• Molar Refractivity: 44.3351 cm^3
• Polarizability: 15.829107 Å^3
• Polar Surface Area: 106.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 259-261°C; 268-270°C; 270 °C (dec.)(lit.); 270°C; ca 270°C dec.

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥90% (HPLC); 90%; 95%; 98%; tech
• Grade: technical; technical grade
• Linear Formula: O2NC6H3(NH2)CO2H

DETAILS

Sigma Aldrich - 340693

Packaging
25 g in poly bottle

Sigma Aldrich - 382116

Packaging
5, 25 g in glass bottle

Toronto Research Chemicals - N491910

Intermediate in the preparation of nitro substituted quinazolones.

REFERENCES

• Sirisoma, N., et al.: J. Med. Chem., 52, 2341 (2009)
• Zeng, X., et al.: Bioorg. Med. Chem. Lett., 20, 6282 (2009)