CAS 111321-02-9

Erythromycin oxime

Description:

Erythromycin oxime is a semi-synthetic derivative of erythromycin, an antibiotic that belongs to the macrolide class. It is primarily characterized by its oxime functional group, which is formed by the reaction of erythromycin with hydroxylamine. This modification enhances its antibacterial activity against a range of Gram-positive bacteria and some Gram-negative bacteria. Erythromycin oxime exhibits properties such as good solubility in organic solvents and moderate solubility in water, which can influence its bioavailability and pharmacokinetics. The compound retains the core lactone ring structure typical of macrolides, contributing to its mechanism of action, which involves inhibition of bacterial protein synthesis by binding to the 50S ribosomal subunit. Erythromycin oxime is utilized in various therapeutic applications, particularly in treating respiratory tract infections and skin infections. As with other macrolides, it may exhibit side effects, including gastrointestinal disturbances and potential drug interactions, necessitating careful consideration in clinical use.

Formula: C₃₇H₆₈N₂O₁₃

InChI: InChI=1/C37H68N2O13/c1-14-25-37(10,45)30(41)20(4)27(38-46)18(2)16-35(8,44)32(52-34-28(40)24(39(11)12)15-19(3)48-34)21(5)29(22(6)33(43)50-25)51-26-17-36(9,47-13)31(42)23(7)49-26/h18-26,28-32,34,40-42,44-46H,14-17H2,1-13H3/b38-27+/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

Synonyms:

• Unii-10W452Cmtz
• Erythromycin, 9-oxime
• Erythromycin A Oxime
• (3R,4S,5S,6R,7R,9R,10E,11S,12R,13S,14R)-6-{[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy}-14-ethyl-7,12,13-trihydroxy-4-{[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-3,5,7,9,11,13-hexamethyloxacyclotetradecane-2,10-dione 10-oxime (non-preferred name)

Erythromycin Oxime

CAS: 111321-02-9

Lactones, nesoi

Formula: C₃₇H₆₈N₂O₁₃

Color and Shape: White Off-White Solid

Molecular weight: 748.47214

Ref: 45-1A05860

9(E)-Erythromycin A oxime

CAS: 111321-02-9

9(E)-Erythromycin A oxime

Purity: 96%

Molecular weight: 748.94g/mol

Ref: 54-OR1005403

Roxithromycin EP Impurity C (Erythromycin A 9-Oxime (E-Isomer))

CAS: 111321-02-9

Formula: C₃₇H₆₈N₂O₁₃

Color and Shape: White To Off-White Solid

Molecular weight: 748.95

Ref: 4Z-R-745

9(E)-Erythromycin A oxime

CAS: 111321-02-9

(9E)-Erythromycin A oxime is a metabolite of the semisynthetic antibiotic roxithromycin .

Formula: C₃₇H₆₈N₂O₁₃

Color and Shape: Solid

Molecular weight: 748.94

Ref: TM-T37271

(9E)-Erythromycin A Oxime

CAS: 111321-02-9

Formula: C₃₇H₆₈N₂O₁₃

Molecular weight: 748.95

Ref: ST-EA-CP-E18034

(9E)-Erythromycin A Oxime

Controlled Product

CAS: 111321-02-9

Applications (9E)-Erythromycin A Oxime is a metabolite of Roxithromycin (R700850) in humans. It has anti-Helicobacter pylori activity
References Nam, G. et al.: Bioorg. Med. Chem. Lett., 16, 569 (2006); Zhong, D. et al.: Drug Metab. Dispos., 28, 552 (2000); Yamazaki, H. et al.: Drug. Metab. Dispos., 26, 1053 (1998)

Formula: C₃₇H₆₈N₂O₁₃

Color and Shape: Neat

Molecular weight: 748.94

Ref: TR-E650035

9(E)-Erythromycin A oxime

CAS: 111321-02-9

Purity: 96%

Molecular weight: 748.47

Ref: 10-F568235

Roxithromycin EP Impurity C

CAS: 111321-02-9

Roxithromycin EP Impurity C is a byproduct of the synthesis of erythromycin. It has been shown to have anti-inflammatory activity in liver cells, and has been used as a model for studying the mechanism of action of erythromycin. The reaction solution contains inorganic acid and nitrogen atoms. Roxithromycin EP Impurity C reacts with erythromycin to form an intermediate that then undergoes a series of reactions, including hydroxylation, oxidation, and decarboxylation. The purified product is made up of carbonyl groups and transcriptional regulation. This impurity can also be found in cell nuclei.

Formula: C₃₇H₆₈N₂O₁₃

Purity: Min. 95%

Molecular weight: 748.94 g/mol

Ref: 3D-FR166227

Roxithromycin EP Impurity C

CAS: 111321-02-9

Formula: C₃₇H₆₈N₂O₁₃

Molecular weight: 748.95

Ref: ST-EA-CP-R20015