ALPHA-APO-OXYTETRACYCLINE Chemical 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)

form 

Powder

pka

1.62±0.58(Predicted)

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

Hazard Codes 

Xn

Risk Statements 

63

Safety Statements 

45-36/37

HS Code 

29413020

MSDS

• Language:English Provider:ACROS

ALPHA-APO-OXYTETRACYCLINE Usage And Synthesis

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

Uses

Oxytetracycline metabolite (absolute stereochemistry unknown)

Uses

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.

Uses

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.

ALPHA-APO-OXYTETRACYCLINE(18751-99-0)Related Product Information

• ALPHA-APO-OXYTETRACYCLINE,alpha-Apo-oxytetracycline, 'can be used as secondary standard'
• (4S,4aR,5R,12aS)-4-(dimethylamino)-3,5,10,11,12a-pentahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide
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• 2-acetyl-2-decarboxamidooxytetracycline
• Oxytetracycline