144604-03-5

Basic information

• Product Name: (10E)-10,11-Didehydro-11-deoxy-6-O-MethylerythroMycin
• Synonyms: (10E)-10,11-Didehydro-11-deoxy-6-O-MethylerythroMycin;Oxacyclotetradecane ErythroMycin Derivative;Clarithromycin Impurity N;10,11-Anhydro Clarithromycin;Clarithromycin EP Impurity N;(10E)-10,11-Didehydro-11-deoxy-6-O-methylerythromycin A
• CAS NO: 144604-03-5
• Molecular Formula: C₃₈H₆₇NO₁₂
• Molecular Weight: 729.93808
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 144604-03-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 803.7±65.0 °C(Predicted)
• Appearance: /
• Density: 1.16±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
• PKA: 12.41±0.70(Predicted)
• CAS DataBase Reference: (10E)-10,11-Didehydro-11-deoxy-6-O-MethylerythroMycin(CAS DataBase Reference)
• NIST Chemistry Reference: (10E)-10,11-Didehydro-11-deoxy-6-O-MethylerythroMycin(144604-03-5)
• EPA Substance Registry System: (10E)-10,11-Didehydro-11-deoxy-6-O-MethylerythroMycin(144604-03-5)

Safety Data

• Hazardous Substances Data: 144604-03-5(Hazardous Substances Data)

Usage

Description

(10E)-10,11-Didehydro-11-deoxy-6-O-MethylerythroMycin, also known as Clarithromycin EP Impurity N, is a derivative of Erythromycin (E649950). It is characterized by its yellow foam appearance and is a significant compound in the field of pharmaceuticals due to its potential applications and properties.

Uses

Used in Pharmaceutical Industry:
(10E)-10,11-Didehydro-11-deoxy-6-O-MethylerythroMycin is used as an active pharmaceutical ingredient (API) for the development of antibiotics. As a derivative of Erythromycin, it possesses antimicrobial properties that make it effective against various bacterial infections. Its chemical structure allows for potential modifications to enhance its efficacy, stability, and bioavailability, contributing to the advancement of antibiotic treatments.
Used in Research and Development:
In the field of scientific research, (10E)-10,11-Didehydro-11-deoxy-6-O-MethylerythroMycin serves as a valuable compound for studying the structure-activity relationships of Erythromycin derivatives. This knowledge can lead to the discovery of new antibiotics with improved properties, such as increased potency, reduced side effects, and resistance to bacterial resistance mechanisms.
Used in Quality Control and Impurity Profiling:
As Clarithromycin EP Impurity N, this compound is essential in the quality control processes of pharmaceutical manufacturing. It helps in the identification, quantification, and control of impurities in the final drug product, ensuring the safety, efficacy, and quality of Clarithromycin-based medications.

Upstream product

• 81103-11-9 clarithromycin 

Downstream Products

• 591250-86-1 C₅₂H₇₅NO₁₄ 
• 198782-59-1 10,11-anhydro-6-O-methyldescladinosylerythromycin A 
• 18423-89-7 L-cladinose 
• 160145-83-5 2'-O-acetyl-10,11-didehydro-11-deoxy-12-O-(1H-1-imidazoylcarbonyl)-3-O-descladinosyl-3-oxo-6-O-methyl-erythromycin A 
• 198782-60-4 (2S,3R,4S,6R)-4-(dimethylamino)-2-(((3R,4S,5S,6R,7R,9R,13S,14R,E)-14-ethyl-4,13-dihydroxy-7-methoxy-3,5,7,9,11,13-hexamethyl-2,10-dioxooxacyclotetradec-11-en-6-yl)oxy)-6-methyltetrahydro-2H-pyran-3-yl acetate 

Relevant articles and documents

An Approach to Modify 14-Membered Lactone Macrolide Antibiotic Scaffolds

A ketolide derivative with (12R)-configuration was obtained via a novel ketene acetal in acidic conditions. The structure of this atypical β-keto ketene acetal intermediate within the macrocyclic system has been determined by NMR and X-ray methods. The use of basic conditions at an elevated temperature yielded new, doubly α,β-unsaturated ketone macrolide derivatives with (4E)-configuration as two conformational isomers of folded-in or folded-out conformations.