4-azido-2-hydroxybenzoic acid

• ChemBase ID: 161043
• Molecular Formular: C7H5N3O3
• Molecular Mass: 179.1329
• Monoisotopic Mass: 179.03309104
• SMILES: c1(cc(c(cc1)C(=O)O)O)N=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=Nc1ccc(c(c1)O)C(=O)O
• InChI: InChI=1S/C7H5N3O3/c8-10-9-4-1-2-5(7(12)13)6(11)3-4/h1-3,11H,(H,12,13)
• InChIKey: NLPWSMKACWGINL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-azido-2-hydroxybenzoic acid
• IUPAC Traditional name: 4-azido-2-hydroxybenzoic acid
• Synonyms: 4-Azido-2-hydroxybenzoic Acid; 4-Azido-2-hydroxy-benzoic Acid; 4-Azidosalicylic Acid

Database IDs

• CAS Number: 66761-27-1
• PubChem SID: 162255178
• PubChem CID: 3006162

CALCULATED PROPERTIES

• Acid pKa: 2.8941908
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.27438176
• LogD (pH = 7.4): -1.2022982
• Log P: 2.397633
• Molar Refractivity: 45.5827 cm^3
• Polarizability: 15.648314 Å^3
• Polar Surface Area: 86.96 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Light Brown Solid
• Melting Point: 190-193°C (dec.)

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer

DETAILS

Toronto Research Chemicals - A857925

A aryl azide which can be used for the photofunctionalization.

REFERENCES

• Fisher, A., et al.: J. Med. Chem., 49, 307 (2006)
• Xiong, Y., et al.: Biochem., 45, 2322 (2006)
• Guizzunti, G., et al.: Bioorg. Med. Chem. Lett., 17, 320 (2006)