101666-68-6

Basic information

• Product Name: N-Desmethyl Clarithromycin
• Synonyms: N-Desmethyl Clarithromycin;Clarithromycin Impurity D (10 mg) (N-desmethyl clarithromycin);3"-N-DeMethylclarithroMycin;N-DeMethyl-6-O-MethylerythroMycin;Clarithromycin EP Impurity D;3″-N-Demethyl-6-O-methylerythromycin A
• CAS NO: 101666-68-6
• Molecular Formula: C₃₇H₆₇NO₁₃
• Molecular Weight: 733.92678
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Chiral Reagents
• Mol File: 101666-68-6.mol
• Article Data: 22

Chemical Properties

• Melting Point: 121-1230C
• Boiling Point: 804.5±65.0 °C(Predicted)
• Appearance: /
• Density: 1.18±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly, Sonicated), Methanol (Slightly, Sonicated)
• PKA: 13.08±0.70(Predicted)
• CAS DataBase Reference: N-Desmethyl Clarithromycin(CAS DataBase Reference)
• NIST Chemistry Reference: N-Desmethyl Clarithromycin(101666-68-6)
• EPA Substance Registry System: N-Desmethyl Clarithromycin(101666-68-6)

Safety Data

• Hazardous Substances Data: 101666-68-6(Hazardous Substances Data)

Usage

Description

N-Desmethyl Clarithromycin, also known as Clarithromycin EP Impurity D, is a metabolite of Clarithromycin (C559750). It is a white solid with chemical properties that make it a significant compound in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
N-Desmethyl Clarithromycin is used as an intermediate in the synthesis of Clarithromycin, a widely prescribed macrolide antibiotic. It is utilized for its antimicrobial properties, which are effective against a range of bacterial infections, including respiratory, skin, and soft tissue infections.
Additionally, as a metabolite, N-Desmethyl Clarithromycin may be involved in research and development for understanding the pharmacokinetics and pharmacodynamics of Clarithromycin, potentially leading to improved drug formulations or alternative treatments.
Used in Research and Development:
N-Desmethyl Clarithromycin serves as a crucial compound in the study of drug metabolism and the effects of Clarithromycin on the human body. It aids researchers in understanding the metabolic pathways and helps in the development of new drugs with better efficacy and reduced side effects.
Used in Quality Control:
N-Desmethyl Clarithromycin is used as a reference material for quality control in the pharmaceutical industry. It ensures that the synthesized Clarithromycin meets the required standards and is free from impurities, maintaining the safety and efficacy of the final drug product.

Upstream product

• 81103-11-9 clarithromycin 

Downstream Products

• 957063-47-7 3'-N-demethyl-3'-N-(2-benzyloxycarbonylaminoethyl)-6-O-methylerythromycin A 
• 957063-92-2 3'-N-demethyl-3'-N-(4-dimethylaminobenzyl)-6-O-methylerythromycin A 
• 957065-23-5 3'-N-didemethyl-3'-N-bis(4-dimethylaminobenzyl)-6-O-methylerythromycin A 
• 957063-43-3 3'-N-demethyl-3'-N-(2-nitrophenyl)-6-O-methylerythromycin A 
• 957063-48-8 3'-N-demethyl-3'-N-(3-benzyloxycarbonylaminopropyl)-6-O-methylerythromycin A 
• 1192304-19-0 N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-erythromycin A 
• 1307759-42-7 3'-N-(benzylthiocarbamoyl)-3'-N-demethyl-6-O-methylerythromycin A 
• 1376296-02-4 3'-N,N-didemethyl-2'-O,3'-N-carbonyl-3'-N-benzyl-6-O-methylerythromycin A 
• 1192304-40-7 N'-benzyl-2'-O,3'-N-(carbonimidoyl)-3'-N-demethyl-6-O-methyl-(9S)-9-dihydroerythromycin A 
• 127140-69-6 de(N-methyl)-N-formyl clarithromycin 
• 1093856-94-0 3'-N-(desmethyl)-3'-N-(4-ethynylbenzyl)clarithromycin 
• 677726-41-9 C₄₁H₇₁NO₁₃ 

Relevant articles and documents

TRIAZOLE COMPOUNDS AND METHODS OF MAKING AND USING THE SAME

The present invention provides triazole macrocyclic compounds useful as therapeutic agents. More particularly, these compounds are useful as anti-infective, anti-proliferative, anti-inflammatory, and prokinetic agents.

Novel desosamine-modified 14- and 15-membered macrolides without antibacterial activity

Novel modifications of the desosamine sugar of 14- and 15-membered antibacterial macrolides, in which the desosamine was fused with N-substituted-1,3-oxazolidin-2-ones, were developed in order to completely suppress antibacterial activity and make them pr

Novel tandem reaction for the synthesis of Na′-substituted 2-imino-1,3-oxazolidines from vicinal (sec- or tert-)amino alcohol of desosamine

Two one-pot methods, sequential and tandem, for the preparation of Na′-substituted 2-imino-1,3-oxazolidines from the vicinal (sec- or tert)-amino alcohol of desosamine via intermediary alkyl-, aryl-, heteroaryl-, and heteroalkyl-thiourea moieties are described. Particularly interesting is the novel one-pot tandem reaction of the vicinal tert-amino alcohol that involves dealkylation, thiourea formation, and a final cyclization to yield 2-imino-1,3-oxazolidine structures. The yields of both one-pot methods are comparable to the yield of the sequential reaction. A small library of a new class of desosamine-modified 14- and 15-membered macrolides was prepared to demonstrate the variety of substituents that can be easily introduced and thus enable a huge variation of the physicochemical and hence biological properties of these new molecules. Na′-Substituted 2-imino-1,3-oxazolidines have been condensed onto a desosamine amino sugar by two one-pot methods. A novel one-pot tandem reaction of the 2a′,3a′-vicinal tert-amino alcohol of desosamineinvolving dealkylation, thiourea formation, and a final cyclization to yield 2-imino-1,3-oxazolidine structures with a Z configuration around the imine bond has been discovered. Copyright