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HomeProduct name listALPHA-APO-OXYTETRACYCLINE

ALPHA-APO-OXYTETRACYCLINE

ALPHA-APO-OXYTETRACYCLINE Structural

What is ALPHA-APO-OXYTETRACYCLINE?

Description

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.

Chemical properties

yellow-brown to brown powder

The Uses of ALPHA-APO-OXYTETRACYCLINE

Oxytetracycline metabolite (absolute stereochemistry unknown)

The Uses of ALPHA-APO-OXYTETRACYCLINE

β-Apooxytetracycline is a degradation product of oxytetracycline formed under acidic conditions. An initial dehydration to anhydrooxytetracycline then 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.

The Uses of ALPHA-APO-OXYTETRACYCLINE

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.

What are the applications of Application

β-Apo-oxytetracycline is An Oxytetracycline metabolite

Properties of ALPHA-APO-OXYTETRACYCLINE

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)

Safety information for ALPHA-APO-OXYTETRACYCLINE

Computed Descriptors for ALPHA-APO-OXYTETRACYCLINE

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