CAS 13127-18-9

Erythromycin A oxime

Description:

Erythromycin A oxime is a semi-synthetic derivative of erythromycin, which is a macrolide antibiotic. It is characterized by its oxime functional group, which is formed by the reaction of erythromycin with hydroxylamine. This modification enhances its antibacterial properties and alters its pharmacokinetic profile. Erythromycin A oxime exhibits activity against a range of Gram-positive bacteria and some Gram-negative bacteria, making it useful in treating various infections. The compound is typically administered in its salt form, which improves solubility and bioavailability. Its mechanism of action involves inhibiting bacterial protein synthesis by binding to the 50S ribosomal subunit, thereby preventing the growth and reproduction of bacteria. Erythromycin A oxime is also known for its potential side effects, which may include gastrointestinal disturbances and allergic reactions. As with other antibiotics, it is essential to use erythromycin A oxime judiciously to prevent the development of antibiotic resistance. Overall, this compound represents an important tool in the arsenal against bacterial infections, particularly in cases where traditional antibiotics may be ineffective.

Formula: C₃₇H₆₈N₂O₁₃

InChI: InChI=1S/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/t18-,19-,20+,21+,22-,23+,24+,25-,26+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

InChI key: InChIKey=KYTWXIARANQMCA-RWJQBGPGSA-N

SMILES: O([C@H]1[C@H](C)[C@@H](O[C@H]2[C@H](O)[C@@H](N(C)C)C[C@@H](C)O2)[C@](C)(O)C[C@@H](C)C(=NO)[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C)[C@H]3C[C@](OC)(C)[C@@H](O)[C@H](C)O3

Synonyms:

• (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)
• 9-Hydroxyiminoerythromycin
• Erythromycin 9-ketoxime
• Erythromycin A 9-oxime
• Erythromycin A Oxime
• Erythromycin, 9-oxime
• Oxacyclotetradecane, erythromycin deriv.
• Ru 28111
• Unii-10W452Cmtz
• Erythromycin oxime

Erythromycin, 9-oxime

CAS: 13127-18-9

Formula: C₃₇H₆₈N₂O₁₃

Purity: 95%

Color and Shape: Solid

Molecular weight: 748.9414

Ref: IN-DA000VUN

Erythromycin A 9-Oxime (Mixture of Z and E Isomers)

CAS: 13127-18-9

Formula: C₃₇H₆₈N₂O₁₃

Color and Shape: White To Off-White Solid

Molecular weight: 748.95

Ref: 4Z-E-2021

Clarithromycin EP Impurity J

CAS: 13127-18-9

Formula: C₃₇H₆₈N₂O₁₃

Molecular weight: 748.94

Ref: ST-EA-CP-C1010

Erythromycin A Oxime

CAS: 13127-18-9

Impurity Clarithromycin EP Impurity J
Applications Erythromycin A Oxime (Roxithromycin Impurity C) (Clarithromycin EP Impurity J) is the major metabolite of Roxithromycin and an intermediate of Azithromycin. Antibacterial agent. Roxithromycin impurity C.
References Ferrero, J., et al.: Drug Metab. Dispos., 18, 441 (1990), Gase, C., et al.: J. Antibiot., 44, 313 (1991), Markham, A., et al.: Drugs, 48, 297 (1994), Jarukamjorn, K., et al.: J. Pharm. Pharmacol., 50, 515 (1998),

Formula: C₃₇H₆₈N₂O₁₃

Color and Shape: Off White

Molecular weight: 748.94

Ref: TR-E650010

9-Erythromycin 9-oxime

CAS: 13127-18-9

9-Erythromycin 9-oxime is an activty inpurity, binding to the 50S ribosomal subunit of bacteria.

Formula: C₃₇H₆₈N₂O₁₃

Purity: Min. 93 Area-%

Color and Shape: Powder

Molecular weight: 748.94 g/mol

Ref: 3D-AE22799

Erythromycin-d3 A 9-Oxime

Controlled Product

CAS: 13127-18-9

Formula: C₃₇D₃H₆₅N₂O₁₃

Color and Shape: Neat

Molecular weight: 751.96

Ref: TR-E650012

Erythromycin A Oxime

CAS: 13127-18-9

Formula: C₃₇H₆₈N₂O₁₃

Molecular weight: 748.95

Ref: ST-EA-CP-E18070