CAS 18751-99-0

β-Apooxytetracycline

Description:

β-Apooxytetracycline, with the CAS number 18751-99-0, is a derivative of tetracycline, a class of broad-spectrum antibiotics. This compound exhibits characteristics typical of tetracyclines, including a complex polycyclic structure that contributes to its biological activity. It is known for its ability to inhibit bacterial protein synthesis by binding to the 30S ribosomal subunit, thereby preventing the translation of mRNA. β-Apooxytetracycline is often studied for its potential therapeutic applications, particularly in treating infections caused by susceptible bacteria. Additionally, it may possess anti-inflammatory and anticancer properties, making it a subject of interest in pharmaceutical research. The compound is typically characterized by its solubility in organic solvents and limited solubility in water, which can influence its bioavailability and pharmacokinetics. As with other tetracycline derivatives, it is essential to consider its stability, potential side effects, and interactions with other medications when evaluating its use in clinical settings.

Formula: C₂₂H₂₂N₂O₈

InChI: InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)20(32-22(12)31)13-15(24(2)3)17(27)14(21(23)30)19(29)18(13)28/h4-6,13,15,18,20,25-28H,1-3H3,(H2,23,30)/t13-,15-,18+,20-/m0/s1

InChI key: InChIKey=DRKMHDAKULCOKQ-VPZFNDQJSA-N

SMILES: CC1=C2[C@](OC(=O)C2=C(O)C=3C1=CC=CC3O)([C@]4([C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@H]4O)[H])[H]

Synonyms:

• (3S,4S,5R)-4-[(1R)-1,3-Dihydro-4,5-dihydroxy-9-methyl-3-oxonaphtho[2,3-c]furan-1-yl]-3-(dimethylamino)-2,5-dihydroxy-6-oxo-1-cyclohexene-1-carboxamide
• 1-Cyclohexene-1-carboxamide, 4-[(3R)-1,3-dihydro-4,5-dihydroxy-9-methyl-3-oxonaphtho[2,3-c]furan-1-yl]-3-(dimethylamino)-2,5-dihydroxy-6-oxo-, (3S,4S,5R)-
• Beta-Apo-Oxytetracycline
• beta-Apo-oxytetracycline, 'can be used as secondary standard'
• β-Apo-5-oxytetracycline
• β-Apooxytetracycline
• β-Apoterramycin
• β-Apo-oxytetracycline
• Apooxytetracycline, beta-
• b-Apo-oxytetracycline
• ALPHA-APO-OXYTETRACYCLINE

Oxytetracycline EP Impurity E (β-Apo-Oxytetracycline)

CAS: 18751-99-0

Formula: C₂₂H₂₂N₂O₈

Molecular weight: 442.42

Ref: 4Z-O-169

β-Apooxytetracycline

CAS: 18751-99-0

β-Apooxytetracycline is a potential impurity found in commercial preparations of oxytetracycline.

Formula: C₂₂H₂₂N₂O₈

Color and Shape: Solid

Molecular weight: 442.424

Ref: TM-T35425

β-Apo-oxytetracycline (>80%)

Controlled Product

CAS: 18751-99-0

Stability Unstable in basic solution
Applications Oxytetracycline metabolite (absolute stereochemistry unknown)
References Mackie, R., et al.: Animal Biotechnol., 17, 157 (2006), Smyrniotakis, C., et al.: J. Pharm. Biomed. Anal., 43, 506 (2007), Li, D., et al.: Env. Toxicol. Chem., 27, 80 (2008),

Formula: C₂₂H₂₂N₂O₈

Purity: >80%

Color and Shape: Neat

Molecular weight: 442.42

Ref: TR-A729038

b-Apo-oxytetracycline

CAS: 18751-99-0

b-Apo-oxytetracycline is a tetracycline antibiotic and is used for the treatment of bacterial infections. It binds to the 30S ribosomal subunit, inhibiting protein synthesis.

Formula: C₂₂H₂₂N₂O₈

Purity: Min. 95%

Color and Shape: Brown Yellow Powder

Molecular weight: 442.42 g/mol

Ref: 3D-AA17957

Oxytetracycline EP Impurity E

CAS: 18751-99-0

Formula: C₂₂H₂₂N₂O₈

Molecular weight: 442.42

Ref: ST-EA-CP-O33005