103450-87-9

Basic information

• Product Name: ClarithroMycin 9-OxiMe
• Synonyms: ClarithroMycin 9-OxiMe;6-O-MethylerythroMycin 9-OxiMe;6-O-MethylerythroMycin A 9-OxiMe;Clarithromycin (9E)-Oxime;(3R,4S,5S,6R,7R,9R,11S,12R,13S,14R,E)-6-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-14-ethyl-12,13-dihydroxy-4-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltet
• CAS NO: 103450-87-9
• Molecular Formula: C₃₈H₇₀N₂O₁₃
• Molecular Weight: 762.968
• Product Categories: Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Chiral Reagents;Impurities;Chiral Reagents, Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 103450-87-9.mol

Chemical Properties

• Melting Point: 169-171 °C
• Boiling Point: 827.7±65.0 °C(Predicted)
• Appearance: /
• Density: 1.26±0.1 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 11.94±0.70(Predicted)
• Stability: Hygroscopic
• CAS DataBase Reference: ClarithroMycin 9-OxiMe(CAS DataBase Reference)
• NIST Chemistry Reference: ClarithroMycin 9-OxiMe(103450-87-9)
• EPA Substance Registry System: ClarithroMycin 9-OxiMe(103450-87-9)

Safety Data

• Hazardous Substances Data: 103450-87-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Clarithromycin 9-Oxime is used as an impurity in the production of Clarithromycin, a macrolide antibiotic. It plays a role in the synthesis and formulation of the antibiotic, contributing to its effectiveness in treating bacterial infections.

Upstream product

• 50-00-0 formaldehyd 
• 101666-67-5 6-O-methyl-N-demethylerythromycin A 9-oxime 
• 81103-09-5 2'-O,3'-N-bis(benzyloxycarbonyl)-N-demethylerythromycin A 
• 101666-16-4 C₅₂H₇₈N₂O₁₇ 
• 101666-16-4 C₅₂H₇₈N₂O₁₇ 
• 101666-32-4 C₅₉H₈₄N₂O₁₇ 
• 101670-80-8 C₆₀H₈₆N₂O₁₇ 
• 81103-11-9 clarithromycin 

Downstream Products

• 127253-06-9 6-methoxyerythromycin A 9-oxime 
• 81103-11-9 clarithromycin 

Relevant articles and documents

3-keto-9-O-substituted oxime derivatives of 6-O-methyl erythromycin A synthesis and in vitro activity

A series of 3-keto-9-O-substituted oxime derivatives of 6-O-methyl erythromycin A were prepared with a novel synthetic route, which include 6 reaction steps-oximation, protection, hydrolysis, oxidation, deprotection and addition. The antibacterial activit

Synthesis and antibacterial activity of novel 3-O-arylalkylcarbamoyl-3-O-descladinosyl-9-O-(2-chlorobenzyl)oxime clarithromycin derivatives

A novel series of 3-O-arylalkylcarbamoyl-3-O-descladinosyl-9-O-(2-chlorobenzyl)oxime clarithromycin derivatives, were designed, synthesized and evaluated for their in vitro antibacterial activity. These derivatives were found to have strong activity against susceptible and resistant bacteria strains. Among them, compounds 7a and 7q showed the most potent activity (0.125 μg/mL) against erythromycin-resistant S. pneumoniae expressing the mefA gene. Moreover, compounds 7f, 7i, 7p and 7z displayed remarkably improved activity (4 μg/mL) against penicillin-resistant S. aureus ATCC31007, and compounds 7a, 7b, 7f, 7p and 7z showed improved activity (8 μg/mL) against erythromycin-resistant S. pyogenes. In particular, compound 7z exhibited potent and balanced activity against the tested drug-susceptible and -resistant bacterial strains.

PROCESS FOR THE PREPARATION OF 6-O-METHYLERYTHROMYCIN A 9-OXIME

The present invention relates to process for the preparation of 6-O-methylerythromycin A 9-oxime by treating 6-O-methylerythromycin A with hydroxyl amine hydrochloride in the presence of a base and a solvent.

CHEMICAL MODIFICATION OF ERYTHROMYCINS. VIII. A NEW EFFECTIVE ROUTE TO CLARITHROMYCIN (6-O-METHYLERYTHROMYCIN A)

Selective O-methylation of the C-6 hydroxyl group of erythromycin A could be satisfactorily achieved by using its 9-oxime derivatives as the starting materials.Thus, 6-O-methylerythromycin A (clarithromycin) was synthesized from 2'-O-,3'-N-bis(benzyloxycarbonyl)-N-demethylerythromycin A via its 9-oxime derivative by 6 steps.