quinoxaline-6-carboxylic acid

• ChemBase ID: 10915
• Molecular Formular: C9H6N2O2
• Molecular Mass: 174.15614
• Monoisotopic Mass: 174.04292744
• SMILES: C(=O)(c1cc2nccnc2cc1)O
• Canonical SMILES: OC(=O)c1ccc2c(c1)nccn2
• InChI: InChI=1S/C9H6N2O2/c12-9(13)6-1-2-7-8(5-6)11-4-3-10-7/h1-5H,(H,12,13)
• InChIKey: JGQDBVXRYDEWGM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: quinoxaline-6-carboxylic acid
• IUPAC Traditional name: quinoxaline-6-carboxylic acid
• Synonyms: Quinoxaline-6-carboxylic Acid; Quinoxaline-6-carboxylic acid; Quinoxaline-6-carboxylic acid; 6-Quinoxalinecarboxylic acid; 6-喹喔啉羧酸

Database IDs

• CAS Number: 6925-00-4; 33139-05-8
• MDL Number: MFCD01365834
• PubChem SID: 160974222
• PubChem CID: 674813

CALCULATED PROPERTIES

• Acid pKa: 3.63098
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.9100008
• LogD (pH = 7.4): -2.3757625
• Log P: 0.9566613
• Molar Refractivity: 44.7066 cm^3
• Polarizability: 18.379507 Å^3
• Polar Surface Area: 63.08 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: Tan Solid
• Melting Point: >245°C (dec.); 224-229 °C (dec.); 233 - 235°C; 246 - 248 °C
• Partition Coefficient: 0.99753
• Hydrophobicity(logP): 1.377

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: > 95%; 95%; 95+%; 97%
• Empirical Formula (Hill Notation): C9H6N2O2

DETAILS

Sigma Aldrich - 703834

Packaging
1, 5 g in glass bottle

Toronto Research Chemicals - Q765260

6-Quinoxalinecarboxylic Acid is an intermediate used in the production of antiprotozoal agents.

REFERENCES

• Kim, D., et al.: Eur. J. Med. Chem., 44, 568 (2009)
• Lyne, P., et al.: Bioorg. Med. Chem. Lett., 19, 1026 (2009)