ChemicalBook > CAS DataBase List > Fludrocortisone acetate

Fludrocortisone acetate

Product Name
Fludrocortisone acetate
CAS No.
514-36-3
Chemical Name
Fludrocortisone acetate
Synonyms
9α;U 4845;NSC 15186;cortineff;scherofluron;alfloroneacetate;Fluorocortisol acetate;FLUDROCORTISONE ACETATE;9-FLUOROCORTISOL ACETATE;9α-Fluorcortisol acetate
CBNumber
CB5442481
Molecular Formula
C23H31FO6
Formula Weight
422.49
MOL File
514-36-3.mol
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Fludrocortisone acetate Property

Melting point:
233-234°C
alpha 
D23 +123° (c = 0.64 in chloroform)
Boiling point:
575.1±50.0 °C(Predicted)
Density 
1.0953 (rough estimate)
refractive index 
1.5980 (estimate)
storage temp. 
2-8°C
solubility 
Practically insoluble in water, sparingly soluble in anhydrous ethanol.
pka
12.06±0.70(Predicted)
color 
White to Off-White
Water Solubility 
54mg/L(25 ºC)
InChIKey
UUHYILPJUKGJDI-XYNXPQAZSA-N
SMILES
F[C@]12[C@H](C[C@@]3([C@@](O)(C(=O)COC(=O)C)CC[C@@]3([H])[C@]1([H])CCC1=CC(=O)CC[C@]21C)C)O |&1:1,2,4,5,16,18,28,r|
CAS DataBase Reference
514-36-3(CAS DataBase Reference)
EPA Substance Registry System
Fluorocortisone acetate (514-36-3)
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Safety

Hazard Codes 
Xn
Risk Statements 
63
Safety Statements 
22-26-36
WGK Germany 
3
RTECS 
TU5050000
HS Code 
2937220000
Toxicity
LD50 oral in rat: > 1gm/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
F6127
Product name
Fludrocortisone acetate
Purity
≥98%
Packaging
1g
Price
$95.3
Updated
2024/03/01
Sigma-Aldrich
Product number
1273003
Product name
Fludrocortisone acetate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
200mg
Price
$436
Updated
2024/03/01
Cayman Chemical
Product number
24032
Product name
Fludrocortisone Acetate
Purity
≥98%
Packaging
250mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
24032
Product name
Fludrocortisone Acetate
Purity
≥98%
Packaging
500mg
Price
$57
Updated
2024/03/01
Sigma-Aldrich
Product number
F6127
Product name
Fludrocortisone acetate
Purity
≥98%
Packaging
5g
Price
$380
Updated
2024/03/01
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Fludrocortisone acetate Chemical Properties,Usage,Production

Description

Fludrocortisone acetate is the acetate form of the synthetic corticosteroid fludrocortisone, which is a mineralocorticoid receptor agonist. Fludrocortisone acetate (0.1-5 μg/animal) promotes sodium retention in rats in a dose-dependent manner with 37% of sodium excreted compared with control when used at a dose of 5 μg/animal. Formulations containing fludrocortisone acetate have been used in the treatment of Addison’s disease.

Chemical Properties

Crystalline Solid

Originator

Alflorone Acetate,MSD,US,1954

Definition

ChEBI: An acetate ester resulting from the formal condensation of the primary hydroxy group of fludrocortisone with acetic acid. A synthetic corticosteroid, it has glucocorticoid actions about 10 times as potent as hydrocortisone, while its mineralocorticoid acti ns are over 100 times as potent. It is used in partial replacement therapy for primary and secondary adrenocortical insufficiency in Addison's disease and for the treatment of salt-losing adrenal hyperplasia.

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

General Description

Fludrocortisone acetate,21-acetyloxy-9-fluoro-11β,17-dihydroxypregn-4-ene-3,20-dione, 9α-fluorohydrocortisone (Florinef Acetate), isused only for the treatment of Addison disease and for inhibitionof endogenous adrenocortical secretions. It has up to about 800 times the MC activity of hydrocortisone and about 11 times the GC activity. Its potent activity stimulated the synthesis and study of the many fluorinated steroids. Although its great salt-retaining activity limits its use to Addison disease, it has sufficient GC activity that in some cases of the disease, additional GCs need not be prescribed.

Biochem/physiol Actions

Fludrocortisone acetate is a synthetic corticosteroid with more mineralocorticoid than glucocorticoid activity.

Clinical Use

Fludrocortisone acetate is mineralocorticoid. It is used as a replacement therapy in adrenal insufficiency. Fludrocortisone acetate tablets USP, 0.1 mg are indicated as partial replacement therapy for primary and secondary adrenocortical insufficiency in Addison's disease and for the treatment of salt-losing adrenogenital syndrome. ludrocortisone is a man-made form of a natural substance (glucocorticoid) made by the body. It is used along with other medications (such as hydrocortisone) to treat low glucocorticoid levels caused by disease of the adrenal gland (such as Addison's disease, adrenocortical insufficiency, salt-losing adrenogenital syndrome). Glucocorticoids are needed in many ways for the body to function well. They are important for salt and water balance and keeping blood pressure normal. They are also needed to break down carbohydrates in your diet.

Veterinary Drugs and Treatments

Fludrocortisone is used in small animal medicine for the treatment of adrenocortical insufficiency (Addison’s disease). It can also be used as adjunctive therapy in hyperkalemia.
Additionally, in humans, fludrocortisone has been used in saltlosing, congenital adrenogenital syndrome and in patients with severe postural hypotension.

Drug interactions

Potentially hazardous interactions with other drugs
Aldesleukin: avoid concomitant use.
Antibacterials: metabolism accelerated by rifamycins; metabolism possibly inhibited by erythromycin; possibly reduce isoniazid concentration.
Anticoagulants: efficacy of coumarins and phenindione may be altered.
Antiepileptics: metabolism accelerated by carbamazepine, fosphenytoin, phenobarbital, phenytoin and primidone.
Antifungals: increased risk of hypokalaemia with amphotericin - avoid; metabolism possibly inhibited by itraconazole and ketoconazole.
Antivirals: concentration possibly increased by ritonavir.
Cobicistat: concentration of fludrocortisone increased.
Vaccines: high dose corticosteroids can impair immune response to vaccines - avoid concomitant use with live vaccines

Metabolism

Fludrocortisone is hydrolysed to produce the nonesterified alcohol. In human volunteers, excretion through urine was about 80%, and it was concluded that about 20% were excreted by a different route. It is likely that, as for the metabolism of other steroids, excretion into the bile is balanced by re-absorption in the intestine and some part is excreted with the faeces

Fludrocortisone acetate Preparation Products And Raw materials

Raw materials

Preparation Products

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Fludrocortisone acetate Suppliers

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View Lastest Price from Fludrocortisone acetate manufacturers

Hangzhou ICH Biofarm Co., Ltd
Product
Fludrocortisone acetate 514-36-3
Price
US $0.00-0.00/g
Min. Order
1g
Purity
99%
Supply Ability
100kg
Release date
2023-06-30
Zhuozhou Wenxi import and Export Co., Ltd
Product
fludrocortisone acetate 514-36-3
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-26
Dideu Industries Group Limited
Product
Fludrocortisone acetate 514-36-3
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-11

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