Fludrocortisone
- CAS No.
- 127-31-1
- Chemical Name:
- Fludrocortisone
- Synonyms
- florinef;f-col;u5963;f-cortef;fludrone;astonin-h;alflorone;fludronef;NSC 11318;Astonin H-d5
- CBNumber:
- CB7170706
- Molecular Formula:
- C21H29FO5
- Molecular Weight:
- 380.45
- MDL Number:
- MFCD00083333
- MOL File:
- 127-31-1.mol
- MSDS File:
- SDS
Melting point | 208-212°C |
---|---|
alpha | D23 +139° (c = 0.55 in 95% ethanol) |
Boiling point | 564.7±50.0 °C(Predicted) |
Density | 1.1176 (estimate) |
storage temp. | Refrigerator |
solubility | DMSO (Slightly), Ethanol (Slightly, Heated), Methanol (Slightly, Sonicated) |
form | Solid |
pka | 12.11±0.70(Predicted) |
color | White to Off-White |
Water Solubility | 111mg/L(25 ºC) |
CAS DataBase Reference | 127-31-1(CAS DataBase Reference) |
NCI Dictionary of Cancer Terms | fludrocortisone |
FDA UNII | U0476M545B |
NCI Drug Dictionary | Florinef |
ATC code | H02AA02 |
EPA Substance Registry System | Hydrocortisone-9.alpha.-fluoro (127-31-1) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | ![]() ![]() GHS07,GHS08 |
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Signal word | Warning | |||||||||
Hazard statements | H302-H312-H361-H332 | |||||||||
Precautionary statements | P261-P271-P304+P340-P312-P280-P302+P352-P312-P322-P363-P501-P264-P270-P301+P312-P330-P501-P201-P202-P281-P308+P313-P405-P501 | |||||||||
Hazard Codes | Xn | |||||||||
Risk Statements | 63 | |||||||||
Safety Statements | 22-26-36 | |||||||||
Toxicity | LD50 intraperitoneal in mouse: 170mg/kg | |||||||||
NFPA 704 |
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Fludrocortisone price More Price(7)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Cayman Chemical | 29391 | Fludrocortisone | 127-31-1 | 500μg | $32 | 2024-03-01 | Buy |
Cayman Chemical | 29391 | Fludrocortisone | 127-31-1 | 1mg | $61 | 2024-03-01 | Buy |
Cayman Chemical | 29391 | Fludrocortisone | 127-31-1 | 5mg | $139 | 2024-03-01 | Buy |
TRC | F428100 | Fludrocortisone | 127-31-1 | 10mg | $130 | 2021-12-16 | Buy |
TRC | F428100 | Fludrocortisone | 127-31-1 | 500mg | $1155 | 2021-12-16 | Buy |
Fludrocortisone Chemical Properties,Uses,Production
Chemical Properties
White Solid
Originator
Alflorone Acetate,MSD,US,1954
Uses
A mineralocorticoid.
Definition
ChEBI: Fludrocortisone is a C21-steroid, a 3-oxo-Delta(4) steroid, a 20-oxo steroid, a 21-hydroxy steroid, a fluorinated steroid, a mineralocorticoid, a 17alpha-hydroxy steroid and an 11beta-hydroxy steroid. It has a role as an adrenergic agent and an anti-inflammatory drug. It derives from a hydride of a pregnane.
Manufacturing Process
Hydrocortisone 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 name
Florinef (King).
Therapeutic Function
9-Fluoro-11β,17,21-trihydroxy-pregn-4-ene-3,20-dione acetate
Clinical Use
Fludrocortisone 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.
Synthesis
Fludrocortisone, 9|á-fluoro-11|?,17|á,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¨CC11 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-11|?-epoxy-17|á-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 Preparation Products And Raw materials
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
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SHANDONG ZHI SHANG CHEMICAL CO.LTD | +86 18953170293 | sales@sdzschem.com | China | 2931 | 58 |
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CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49391 | 58 |
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
Shaanxi Dideu Medichem Co. Ltd | +86-029-89586680 +86-18192503167 | 1026@dideu.com | China | 8853 | 58 |
AFINE CHEMICALS LIMITED | +86-0571-85134551 | info@afinechem.com | China | 15395 | 58 |
Finetech Industry Limited | +86-27-87465837 +8618971612321 | info@finetechnology-ind.com | China | 9602 | 58 |
Hangzhou MolCore BioPharmatech Co.,Ltd. | +86-057181025280; +8617767106207 | sales@molcore.com | China | 49739 | 58 |
GIHI CHEMICALS CO.,LIMITED | +8618058761490 | info@gihichemicals.com | China | 50000 | 58 |