Fludrocortisone

Base Information

• Chemical Name: Fludrocortisone
• CAS No.: 127-31-1
• Molecular Formula: C21H29FO5
• Molecular Weight: 380.457
• Hs Code.: 2937210000
• European Community (EC) Number: 204-833-2
• NSC Number: 11318
• UNII: U0476M545B
• DSSTox Substance ID: DTXSID7023061
• Nikkaji Number: J10.052H
• Wikipedia: Fludrocortisone
• Wikidata: Q2697578
• NCI Thesaurus Code: C71629
• RXCUI: 4452
• Pharos Ligand ID: N8HUL5GFUCSF
• Metabolomics Workbench ID: 35402
• ChEMBL ID: CHEMBL1201388
• Mol file: 127-31-1.mol

Synonyms:9 alpha Fludrohydrocortisone;9 alpha Fluoro 17 Hydroxycorticosterone;9 alpha Fluorohydrocortisone;9 alpha-Fluoro-17-Hydroxycorticosterone;9 alpha-Fluorohydrocortisone;9 Fluoro 17 Hydroxycortisone;9 Fluorocortisol;9 Fluorohydrocortisone;9-Fluoro-17-Hydroxycortisone;9-Fluorocortisol;9-Fluorohydrocortisone;Astonin;Astonin H;Astonin Merck;Astonin-H;FCOL;Fludrocortisone;Merck, Astonin

Chemical Property of Fludrocortisone

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 1.27E-15mmHg at 25°C
• Melting Point: 208-212 °C
• Refractive Index: 1.563
• Boiling Point: 564.667 °C at 760 mmHg
• PKA: 12.11±0.70(Predicted)
• Flash Point: 295.3 °C
• PSA: 94.83000
• Density: 1.33 g/cm³
• LogP: 1.87370
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethanol (Slightly, Heated), Methanol (Slightly, Sonicated)
• Water Solubility.: 111mg/L(25 oC)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 380.19990218
• Heavy Atom Count: 27
• Complexity: 734

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fludrocortisone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 63
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2(C(CC4(C3CCC4(C(=O)CO)O)C)O)F
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@]2([C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O)F
• Recent ClinicalTrials: Three Drug Combination Therapy Versus Conventional Treatment of Children With Congenital Adrenal Hyperplasia
• Recent EU Clinical Trials: Rapid rEcognition of COrticosteroid Resistant or sentive Sepsis RECORDS
• Uses: A mineralocorticoid A mineralocorticoid.
• 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.

Technology Process of Fludrocortisone

There total 10 articles about Fludrocortisone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

fludrocortisone acetate (514-36-3) → Fludrocortisone (127-31-1)

Guidance literature:

With potassium carbonate;

DOI:10.1021/ja01562a030

Reference yield:

Epicortisol (566-35-8) → Fludrocortisone (127-31-1)

Guidance literature:

Multi-step reaction with 6 steps

1: dann mit Methansulfonylchlorid

2: sodium acetate; acetic acid

3: HClO₄; aqueous dioxane

4: dioxane; potassium acetate; ethanol

5: HF

6: aqueous methanol.K₂CO₃

With 1,4-dioxane; perchloric acid; ethanol; hydrogen fluoride; potassium acetate; sodium acetate; potassium carbonate; acetic acid;

DOI:10.1021/ja01562a030

Reference yield:

anecortave (7753-60-8) → Fludrocortisone (127-31-1)

Guidance literature:

Multi-step reaction with 4 steps

1: HClO₄; aqueous dioxane

2: dioxane; potassium acetate; ethanol

3: HF

4: aqueous methanol.K₂CO₃

With 1,4-dioxane; perchloric acid; ethanol; hydrogen fluoride; potassium acetate; potassium carbonate;

DOI:10.1021/ja01562a030

upstream raw materials:

fludrocortisone acetate

Epicortisol

anecortave

21-acetoxy-9-bromo-11β,17-dihydroxy-pregn-4-ene-3,20-dione

Downstream raw materials:

21-(3,3-dimethyl-butyryloxy)-9-fluoro-11β,17-dihydroxy-pregn-4-ene-3,20-dione

9α-fluoro-11β,16α,17α,21-tetrahydroxypregn-4-ene-3,20-dione

9α-Fluor-11β-hydroxy-3,17-dioxo-androsten-4

isoflupredone

Refernces

• 1、 -. "Cytotoxic nucleoside-corticosteroid phosphodiesters". . . Retrieved 2008/06/13.