Basic information Safety Related Supplier
ChemicalBook >  Product Catalog >  API >  Hormones and the Endocrine System >  Adrenal corticosteroids >  Fludrocortisone

Fludrocortisone

Basic information Safety Related Supplier
Fludrocortisone Basic information
Fludrocortisone Chemical Properties
Safety Information
Fludrocortisone Usage And Synthesis
  • Chemical PropertiesWhite Solid
  • OriginatorAlflorone Acetate,MSD,US,1954
  • UsesA mineralocorticoid
  • UsesA mineralocorticoid.
  • Manufacturing ProcessHydrocortisone acetate is first reacted with phosphorus oxychloride in pyridine to give the corresponding olefin. Then a sequence consisting of hypobromous acid addition, ring closure to the epoxide and ring opening with hydrogen fluoride gives fludrocortisone acetate. Preparation of a crystalline product is described then in US Patent 2,957,013.
  • brand nameFlorinef (King).
  • Therapeutic Function9-Fluoro-11β,17,21-trihydroxy-pregn-4-ene-3,20-dione acetate
  • Clinical UseFludrocortisone acetate is used orally for mineralocorticoid replacement therapy in patients with adrenocortical insufficiency, such as Addison's disease. This drug, introduced in 1954, helped to provide the impetus for the synthesis and biological evaluation of newer halogenated analogues.
  • Chemical SynthesisFludrocortisone, 9α-fluoro-11β,17α,21-trihydroxypregn-4-en-3,20- dione (27.2.14), is synthesized from hydrocortisone acetate (27.1.17). In the first stage of synthesis, dehydration of the hydrocortisone molecules is accomplished using phosphorous chloride in pyridine, which forms a product with a double bond at C9–C11 27.2.11. The resulting double bond is synthesized into an epoxide by an initial transformation to a bromohydrine using N-bromoacetamide and subsequent dehydrobromination using sodium acetate, which forms 21-O-acetoxy-9d-11β-epoxy-17α-hydroxy-4-pregnen-3,20-dione (27.2.12). As described above, the epoxide ring is opened by hydrofluoric acid, which results in the formation of the 21-O-acetate of fludrocortisone 27.2.13. Hydrolysis of the acetyl group of this compound using potassium acetate gives fludrocortisone (27.2.14).

Fludrocortisone(127-31-1)Related Product Information
FludrocortisoneSupplierMore
  • Company Name:LGM Pharma
  • Tel:1-(800)-881-8210
  • Email:inquiries@lgmpharma.com
  •  
  • Company Name:Chemsky(shanghai)International Co.,Ltd.
  • Tel:021-50135380
  • Email:shchemsky@sina.com
  •  
  • Company Name:Beijing HuaMeiHuLiBiological Chemical
  • Tel:010-56205725
  • Email:waley188@sohu.com
  •  
  • Company Name:MedChemexpress LLC
  • Tel:609-228-6898
  • Email:sales@medchemexpress.com
  •  
  • Company Name:Clearsynth Labs Limited
  • Tel:+91-22-26355700
  • Email:info@clearsynth.com
  •