Oxolinic acid , Analysis standard , 14698-29-4

Synonym(s):
5,8-Dihydro-5-ethyl-8-oxo-1,3-dioxolo[4,5-g]quinoline-7-carboxylic acid

CAS NO.：14698-29-4

Empirical Formula: C13H11NO5

Molecular Weight: 261.23

MDL number: MFCD00056775

EINECS: 238-750-8

PRODUCT Properties

• Melting point: 314-316°C (dec.)
• Boiling point: 473℃
• Density: 1.3038 (rough estimate)
• refractive index: 1.5500 (estimate)
• Flash point: >110°(230°F)
• storage temp.: 2-8°C
• solubility: Soluble in 0.5N NaOH with warming
• pka: 5.94±0.20(Predicted)
• form: Crystalline Powder
• color: White
• Water Solubility: 3.214mg/L(temperature not stated)
• Sensitive: Light Sensitive
• Merck: 13,7014
• BRN: 620635
• Stability: Stable. Combustible.
• InChIKey: KYGZCKSPAKDVKC-UHFFFAOYSA-N
• CAS DataBase Reference: 14698-29-4(CAS DataBase Reference)
• EPA Substance Registry System: Oxolinic acid (14698-29-4)

Description and Uses

Bacterial DNA gyrase is a heterodimeric type II topoisomerase that negatively supercoils circular double-stranded DNA. Oxolinic acid is a quinolone antibiotic that inhibits bacterial DNA gyrase, but not eukaryotic topoisomerases, reversibly binding gyrase subunit A in gyrase-DNA complexes, blocking supercoiling activity and inhibiting DNA synthesis at 0.5-5 μg/ml. Oxolinic acid also blocks neuronal uptake of dopamine in mammals (IC₅₀ = 4.3 μM), leading to an increase in locomotor activity.

Quinolone antibacterial.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302
• Precautionary statements: P264-P270-P301+P312-P501
• Hazard Codes: Xn
• Risk Statements: 22
• Safety Statements: 22-24/25-60-36
• WGK Germany: 3
• RTECS: JI5075000
• F: 10
• HS Code: 29349990
• Hazardous Substances Data: 14698-29-4(Hazardous Substances Data)
• Toxicity: LD50 in mice, rats (mg/kg): >6000, >2000 orally (Turner)