146794-70-9

Basic information

• Product Name: (6R-trans)-7-[(2,2-diMethyl-1-oxopropyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-
• Synonyms: (6R,7R)-7-[(2,2-diMethyl-1-oxopropyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;(6R-trans)-7-[(2,2-diMethyl-1-oxopropyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-;7-ADCA PivalaMide;Cephalexin IMpurity E;Cefalexin EP Impurity E;Cefradine Impurity G;Cephalexin Impurity E (Cefradine EP Impurity G);Cefadroxil Impurity 4
• CAS NO: 146794-70-9
• Molecular Formula: C13H18N2O4S
• Molecular Weight: 298.35802
• Product Categories: Heterocycles;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds
• Mol File: 146794-70-9.mol

Chemical Properties

• Boiling Point: 617.1±55.0 °C(Predicted)
• Appearance: /
• Density: 1.37±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Water (Slightly, Heated)
• PKA: 3.13±0.50(Predicted)
• CAS DataBase Reference: (6R-trans)-7-[(2,2-diMethyl-1-oxopropyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-(CAS DataBase Reference)
• NIST Chemistry Reference: (6R-trans)-7-[(2,2-diMethyl-1-oxopropyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-(146794-70-9)
• EPA Substance Registry System: (6R-trans)-7-[(2,2-diMethyl-1-oxopropyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-(146794-70-9)

Safety Data

• Hazardous Substances Data: 146794-70-9(Hazardous Substances Data)

Usage

Uses

1. Used in Pharmaceutical Industry:
(6R-trans)-7-[(2,2-dimethyl-1-oxopropyl)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2is used as an intermediate compound for the synthesis of semi-synthetic antibiotics. Its unique structure allows it to be a key component in the development of new drugs with improved properties, such as enhanced efficacy, reduced side effects, or targeted delivery.
2. Used in Chemical Research:
(6R-trans)-7-[(2,2-diMethyl-1-oxopropyl)aMino]-3-Methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2is also used as a research tool in the field of organic chemistry. Its complex structure and various functional groups make it an interesting subject for studying reaction mechanisms, exploring new synthetic routes, and understanding the relationship between molecular structure and biological activity.
3. Used in Quality Control and Impurity Profiling:
As an impurity of the semi-synthetic antibiotic Cephalexin (C256800) and its hydroxy analogue Cefadroxil (C235750), (6R-trans)-7-[(2,2-dimethyl-1-oxopropyl)amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2is used in quality control and impurity profiling. Understanding and controlling the presence of this impurity in the final drug product is crucial for ensuring safety, efficacy, and regulatory compliance.

Upstream product

• 22252-43-3 3-deacetyloxy-7-aminocephalosporanic acid 

Relevant articles and documents

Synthesis method of cefalexin impurity

The invention provides a synthesis method of a cefalexin impurity. The method comprises the following steps: a, reacting 7-amino deacetoxy cephalosporanic acid with tetramethyl guanidine to obtain a 7-amino deacetoxyl cephalosporanic acid salt; b, carrying out reaction on the 7-amino deacetoxyl cephalosporanic acid salt and pivaloyl chloride to obtain (6R,7R)-7-[(2, 2-dimethyl-1-oxopropyl) amino ]-3-methyl-8-oxo-5-thio-1-azadicyclo [4.2.0] octyl-2-ene 2-carboxylic acid salt; and c, fully mixing dilute hydrochloric acid with a product obtained in the step b to carry out a hydrolysis reaction, standing for layering after the reaction is ended, taking an organic phase at the lower layer, and evaporating and crystallizing the obtained organic phase under reduced pressure so as to obtain the cefalexin impurity. The synthesis method can be used for synthesizing the cefalexin impurity, and has a great promotion effect on deeper and wider researches on cefalexin-related application safety, reliability and stability and quality control in the production process.