β-Apo-oxytetracycline , 18751-99-0

CAS NO.：18751-99-0

Empirical Formula: C22H22N2O8

Molecular Weight: 442.42

MDL number: MFCD00062827

PRODUCT Properties

• Melting point: 200-204 °C
• Boiling point: 742.4±60.0 °C(Predicted)
• Density: 1.62±0.1 g/cm3(Predicted)
• storage temp.: Refrigerator, Under Inert Atmosphere
• solubility: Aqueous Base (Slightly), Methanol (Slightly, Heated, Sonicated)
• pka: 1.62±0.58(Predicted)
• form: Powder
• color: Yellow-brown to brown
• Stability: Unstable in basic solution
• EPA Substance Registry System: 1-Cyclohexene-1-carboxamide, 4-(1,3-dihydro-4,5-dihydroxy-9-methyl-3-oxonaphtho[2,3-c]furan-1-yl)-3-(dimethylamino)-2,5-dihydroxy-6-oxo- (18751-99-0)

Description and Uses

β-Apooxytetracycline is a potential impurity found in commercial preparations of oxytetracycline. β-Apooxytetracycline is a degradation product formed from oxytetracycline via acid hydrolysis. It has a relative potency of 0.1 compared with oxytetracycline for inhibiting the growth of aerobic sludge bacteria, an MIC₅₀ value of 32 mg/L for tetracycline-sensitive strains of Pseudomonas, and MIC₅₀ values of greater than 32 mg/L for tetracycline-sensitive strains of Agrobacterium, Moraxella, and Bacillus, as well as tetracycline-resistant strains of E. coli. β-Apooxytetracycline (10 mg/kg) is toxic to rats, decreasing body weight, disrupting blood cell counts, and inducing hepatocyte necrosis.

β-Apooxytetracycline is a degradation product of oxytetracycline formed under acidic conditions. After initial dehydration to anhydrooxytetracycline, it undergoes an internal cyclisation of the C5-OH to the C12 ketone. The resulting cleavage of the C12-C12a bond generates two isomers, α- and β-apooxytetracycline. β-Apooxytetracycline is an important standard for monitoring oxytetracycline stability.

Safety

• Symbol(GHS): GHS08
• Signal word: Warning
• Hazard statements: H361-H373
• Precautionary statements: P201-P202-P260-P280-P308+P313-P314-P405-P501
• Hazard Codes: Xn
• Risk Statements: 63
• Safety Statements: 45-36/37
• HS Code: 29413020