methyl 2-amino-3-nitrobenzoate

• ChemBase ID: 91974
• Molecular Formular: C8H8N2O4
• Molecular Mass: 196.16012
• Monoisotopic Mass: 196.04840675
• SMILES: O(C(=O)c1c(c(ccc1)[N+](=O)[O-])N)C
• Canonical SMILES: COC(=O)c1cccc(c1N)[N+](=O)[O-]
• InChI: InChI=1S/C8H8N2O4/c1-14-8(11)5-3-2-4-6(7(5)9)10(12)13/h2-4H,9H2,1H3
• InChIKey: HDCLJQZLTMJECA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-amino-3-nitrobenzoate
• IUPAC Traditional name: methyl 2-amino-3-nitrobenzoate
• Synonyms: Methyl 2-amino-3-nitrobenzoate 95%; Methyl 3-Nitroanthranilate; 3-Nitro-anthranilic Acid Methyl Ester; 2-Amino-3-nitro-benzoic Acid Methyl Ester; Methyl 2-Amino-3-nitrobenzoate

Database IDs

• CAS Number: 57113-91-4
• MDL Number: MFCD02093531
• PubChem SID: 162078672
• PubChem CID: 607264

CALCULATED PROPERTIES

• Acid pKa: 12.905629
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.387781
• LogD (pH = 7.4): 2.3877797
• Log P: 2.387781
• Molar Refractivity: 50.1084 cm^3
• Polarizability: 17.875967 Å^3
• Polar Surface Area: 98.14 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate
• Apperance: Yellow Solid
• Melting Point: 96-98°C; 97-98°C
• Hydrophobicity(logP): 2.004

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• Storage Warning: Irritant/Light Sensitive/Keep Cold

Product Information

• Purity: 95%

DETAILS

Toronto Research Chemicals - M286920

An intermediate in the preparation of Candesartan.

REFERENCES

• Nagai, U., et al.: Chem. Pharm. Bull., 23, 1841 (1975)
• White, A., et al.: J. Med. Chem., 43, 4084 (1975)
• Frohn, M., et al.: Bioorg. Med. Chem. Lett., 18, 5023 (1975)