ALPHA-APO-OXYTETRACYCLINE

ALPHA-APO-OXYTETRACYCLINE Basic information
Product Name:ALPHA-APO-OXYTETRACYCLINE
Synonyms:BETA-APO-OXYTETRACYCLINE;ALPHA-APO-OXYTETRACYCLINE;β-Apo-oxytetracycline;b-Apo-oxytetracycline;Apooxytetracycline, beta-;beta-Apo-oxytetracycline, 'can be used as secondary standard';Oxytetracycline EP Impurity E;Oxytetracycline EP Impurity E/β-Apo-Oxytetracycline
CAS:18751-99-0
MF:C22H22N2O8
MW:442.42
EINECS:
Product Categories:Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
Mol File:18751-99-0.mol
ALPHA-APO-OXYTETRACYCLINE Structure
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)
pka1.62±0.58(Predicted)
form Powder
color Yellow-brown to brown
Stability:Unstable in basic solution
EPA Substance Registry System1-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 Information
ProviderLanguage
ACROS English
ALPHA-APO-OXYTETRACYCLINE Usage And Synthesis
Descriptionβ-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 Propertiesyellow-brown to brown powder
UsesOxytetracycline metabolite (absolute stereochemistry unknown)
Usesβ-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.
Usesβ-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 Preparation Products And Raw materials
2-acetyl-2-decarboxamidooxytetracycline 4-Epioxytetracycline Tetracycline 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 Oxytetracycline

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