Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Experiment Videos

Corticosteroid decomposition via a mixed anhydride.

Raymond E Conrow1, Glen W Dillow, Liangqiao Bian

  • 1Alcon Research, Ltd., 6201 South Freeway, Fort Worth, Texas 76134, USA. ray.conrow@alconlabs.com

The Journal of Organic Chemistry
|September 14, 2002
PubMed
Summary

Dexamethasone oxidation during storage forms a 17alpha-formyloxy-17beta-carboxylic acid. A proposed pathway involves Baeyer-Villiger oxidation and formyl transfer, with synthesis confirming the product.

Related Concept Videos

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Retroperitoneal laparoscopic pyelolithotomy as salvage therapy for refractory infectious renal calculi: A case report.

Urology case reports·2026
Same author

Enhancing precision in percutaneous vertebroplasty: a study on patient-specific 3D-printed guides for osteoporotic vertebral compression fractures.

Frontiers in surgery·2026
Same author

Quantitative transcriptome and proteome maps of classical nonclinical species.

Scientific data·2026
Same author

Inorganic carbon exports from coastal wetlands can offset part of blue carbon systems' CO<sub>2</sub> removal.

Science bulletin·2026
Same author

Effects of preoperative CALLY index and intraoperative LCA preservation on postoperative complications and LARS following robot-assisted mid and low rectal cancer surgery: a retrospective study.

BMC surgery·2026
Same author

Genomic landscape and phylogenetic reconstruction of Chinese monophasic Salmonella enterica serovar 1,4,[5],12:i:- : Focus on fljAB locus variation and microevolutionary dynamics.

Food research international (Ottawa, Ont.)·2026

Area of Science:

  • Pharmaceutical Chemistry
  • Organic Chemistry
  • Drug Stability

Background:

  • Dexamethasone is a widely used corticosteroid.
  • Prolonged storage of drug suspensions can lead to degradation.
  • Understanding degradation pathways is crucial for drug formulation and shelf-life determination.

Purpose of the Study:

  • To identify the oxidation product of dexamethasone in aqueous suspension.
  • To elucidate the chemical pathway of dexamethasone degradation.
  • To synthesize an authentic sample of the degradation product for confirmation.

Main Methods:

  • Analysis of dexamethasone aqueous suspension after prolonged storage.
  • Proposed reaction mechanism involving Baeyer-Villiger-type oxidation and intramolecular formyl transfer.

Related Experiment Videos

  • Chemical synthesis utilizing N,N'-carbonyldiimidazole and triethylammonium formate.

    • Main Results:

    • Identified 17alpha-formyloxy-17beta-carboxylic acid (4) as the major oxidation product.
    • Proposed a plausible mechanism for the formation of compound 4.
    • Successfully synthesized an authentic sample of compound 4, confirming the proposed pathway.

    Conclusions:

    • Dexamethasone undergoes oxidative degradation to form 17alpha-formyloxy-17beta-carboxylic acid under prolonged storage.
    • The degradation pathway involves a Baeyer-Villiger-type oxidation and subsequent formyl transfer.
    • The synthetic route provides a method for obtaining reference standards for impurity profiling.