6-bromoquinoxaline-2-carboxylic acid

• ChemBase ID: 163060
• Molecular Formular: C9H5BrN2O2
• Molecular Mass: 253.0522
• Monoisotopic Mass: 251.95343941
• SMILES: c12c(cc(cc1)Br)ncc(n2)C(=O)O
• Canonical SMILES: Brc1ccc2c(c1)ncc(n2)C(=O)O
• InChI: InChI=1S/C9H5BrN2O2/c10-5-1-2-6-7(3-5)11-4-8(12-6)9(13)14/h1-4H,(H,13,14)
• InChIKey: NAQBDSYRCUORBT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-bromoquinoxaline-2-carboxylic acid
• IUPAC Traditional name: 6-bromoquinoxaline-2-carboxylic acid
• Synonyms: 6-Bromoquinoxaline-2-carboxylic Acid

Database IDs

• CAS Number: 103596-11-8
• PubChem SID: 162257195
• PubChem CID: 54101209

CALCULATED PROPERTIES

• Acid pKa: 3.513585
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.13073568
• LogD (pH = 7.4): -1.2606211
• Log P: 2.1112642
• Molar Refractivity: 51.9574 cm^3
• Polarizability: 21.240505 Å^3
• Polar Surface Area: 63.08 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B686960

A quinoxaline derivative used in studies on antibiotic biosynthesis by protoplasts and resting cells of Streptomyces echinatus.

REFERENCES

• Gauvreau, D. et al.: Can. J. Microbiol., 32, 363 (1986)