Fludrocortisone
- Product Name
- Fludrocortisone
- CAS No.
- 127-31-1
- Chemical Name
- Fludrocortisone
- Synonyms
- florinef;f-col;u5963;f-cortef;fludrone;alflorone;astonin-h;fludronef;NSC 11318;Astonin H-d5
- CBNumber
- CB7170706
- Molecular Formula
- C21H29FO5
- Formula Weight
- 380.45
- MOL File
- 127-31-1.mol
Fludrocortisone Property
- 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)
- EPA Substance Registry System
- Hydrocortisone-9.alpha.-fluoro (127-31-1)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 63
- Safety Statements
- 22-26-36
- Hazardous Substances Data
- 127-31-1(Hazardous Substances Data)
- Toxicity
- LD50 intraperitoneal in mouse: 170mg/kg
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H332Harmful if inhaled
H361Suspected of damaging fertility or the unborn child
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P281Use personal protective equipment as required.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P308+P313IF exposed or concerned: Get medical advice/attention.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
P322Specific measures (see …on this label).
P330Rinse mouth.
P363Wash contaminated clothing before reuse.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 29391
- Product name
- Fludrocortisone
- Packaging
- 500μg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 29391
- Product name
- Fludrocortisone
- Packaging
- 1mg
- Price
- $61
- Updated
- 2024/03/01
- Product number
- 29391
- Product name
- Fludrocortisone
- Packaging
- 5mg
- Price
- $139
- Updated
- 2024/03/01
- Product number
- F428100
- Product name
- Fludrocortisone
- Packaging
- 10mg
- Price
- $130
- Updated
- 2021/12/16
- Product number
- F428100
- Product name
- Fludrocortisone
- Packaging
- 500mg
- Price
- $1155
- Updated
- 2021/12/16
Fludrocortisone Chemical Properties,Usage,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
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