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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
Molecular Weight:
422.49
MDL Number:
MFCD00864160
MOL File:
514-36-3.mol
Last updated:2024-11-20 11:41:24

Fludrocortisone acetate Properties

Melting point 233-234°C
Boiling point 575.1±50.0 °C(Predicted)
alpha D23 +123° (c = 0.64 in chloroform)
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)
form Solid
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)
FDA UNII V47IF0PVH4
NCI Drug Dictionary fludrocortisone acetate
EPA Substance Registry System Fluorocortisone acetate (514-36-3)

Pharmacokinetic data

Protein binding 70-80%
Excreted unchanged in urine 80% (as metabolites)
Volume of distribution Widely distributed
Biological half-life 3.5 (Biological halflife 18-36 hours) / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H361
Precautionary statements  P280-P301+P312+P330
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
NFPA 704
0
2 0

Fludrocortisone acetate price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich F6127 Fludrocortisone acetate ≥98% 514-36-3 1g $95.3 2024-03-01 Buy
Sigma-Aldrich 1273003 Fludrocortisone acetate United States Pharmacopeia (USP) Reference Standard 514-36-3 200mg $436 2024-03-01 Buy
Cayman Chemical 24032 Fludrocortisone Acetate ≥98% 514-36-3 250mg $32 2024-03-01 Buy
Cayman Chemical 24032 Fludrocortisone Acetate ≥98% 514-36-3 500mg $57 2024-03-01 Buy
Sigma-Aldrich F6127 Fludrocortisone acetate ≥98% 514-36-3 5g $380 2024-03-01 Buy
Product number Packaging Price Buy
F6127 1g $95.3 Buy
1273003 200mg $436 Buy
24032 250mg $32 Buy
24032 500mg $57 Buy
F6127 5g $380 Buy

Fludrocortisone acetate Chemical Properties,Uses,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

4383-30-6
514-36-3
Synthesis of Fludrocortisone acetate from 9,11-Epoxypregn-4-ene-17,21-diol-3,20-dione 21-acetate

Fludrocortisone acetate Preparation Products And Raw materials

Global( 224)Suppliers
Supplier Tel Email Country ProdList Advantage
Nanjing Shizhou Biotechnology Co., Ltd
+86-15850508050 +86-15850508050 sean.lv@synzest.com China 323 58
Hangzhou ICH Biofarm Co., Ltd
+86-0571-28186870; +undefined8613073685410 sales@ichemie.com China 998 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29881 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
Hubei xin bonus chemical co. LTD
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Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578 sales@hbmojin.com China 12839 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
Longyan Tianhua Biological Technology Co., Ltd
0086 18039857276 18039857276 CHINA 2783 58

View Lastest Price from Fludrocortisone acetate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fludrocortisone acetate pictures 2024-11-20 Fludrocortisone acetate
514-36-3
US $29.00 / mg 98.03% 10g TargetMol Chemicals Inc.
Fludrocortisone acetate pictures 2023-11-01 Fludrocortisone acetate
514-36-3
US $0.00-0.00 / g 1g 99% 100kg Hangzhou ICH Biofarm Co., Ltd
Fludrocortisone Acetate pictures 2023-01-31 Fludrocortisone Acetate
514-36-3
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd

Fludrocortisone acetate Spectrum

17-dihydroxy-20-dion(11-beta)-pregn-4-ene-21-(acetyloxy)-9-fluoro-11 20-dione,9-fluoro-11-beta,17,21-trihydroxy-pregn-4-ene-21-acetate 9-alpha-fluorohydrocortisone-21-acetate 9-alpha-fluorohydrocortisoneacetate 9-fluoro-11-beta,17,21-trihydroxypregn-4-ene-3,20-dione21-acetate 9-fluoro-17-hydroxy-corticosteron21-acetate FLUDROCORTISONEACETATE,MICRONIZED,USP 9α-Fluoro-11β,17α,21-trihydroxypregn-4-ene-3,20-dione 21-acetate 9α-Fluorocortisol 21-acetate 9α-Fluorohydrocortisone 21-acetate Corticosterone, 9-fluoro-17-hydroxy-, 21-acetate (6CI) Fluorocortisol acetate Fluorohydrocortisone acetate NSC 15186 Pregn-4-ene-3,20-dione, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-, (11β)- Pregn-4-ene-3,20-dione, 9-fluoro-11β,17,21-trihydroxy-, 21-acetate (7CI, 8CI) U 4845 (11)-21-(Acetyloxy)-9-fluoro-11,17-dihydroxypregn-4-ene-3,20-dione 9a-Fluorocortisol 21-acetate Fludrocortisone acetate Solution, 100ppm Fludrocortisone Acetate (200 mg) Fludrocortisone 21- acetate solution,100ppm 21-(Acetyloxy)-9-fluoro-11β,17-dihydroxypregn-4-ene-3,20-dione Fludrocortisone Acetate (250 mg) Fludrocortisone Acetate, Micronized 9-Fluorocortisol acetate, 9-Fluorohydrocortisone acetate, 9α-Fluoro-11β,17α,21-trihydroxy-4-pregnene-3,20-dione acetate Fludrocortisone Acetate Solution alfloroneacetate cortineff fludrocortisone21-acetate scherofluron FLUDROCORTISONE ACETATE 9-FLUOROCORTISOL ACETATE 9-FLUOROHYDROCORTISONE ACETATE 9ALPHA-FLUORO-11BETA,17ALPHA,21-TRIHYDROXY-4-PREGNENE-3,20-DIONE ACETATE 4-PREGNENE-9ALPHA-FLUORO-11BETA,17ALPHA,21-TRIOL-3,20-DIONE ACETATE 4-PREGNEN-9-ALPHA-FLUORO-11-BETA, 17,21-TRIOL-3,20-DIONE ACETATE [2-[(9s)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl]-2-oxo-ethyl] acetate FLUDROCORTISONE ACETATE ASSAY STANDARD BP(CRM STANDARD) 9α-fluoro-11β,17α,21-trihydroxy-4-pregnene-3,20-dione acetate Fludrocortisone acetate CRS Fludrocortisone Acetate RS 9α-Fludrocortisone acetate 9α-Fluorcortisol acetate Fludrocortison-21-acetat 2-((8S,9R,10S,11S,13S,14S,17R)-9-fluoro-11,17-dihydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2-oxoethyl acetate Pregn-4-ene-3,20-dione, 21-(acetyloxy)-9-fluoro-11,17-dihydroxy-,(11b)- Fludrocortisone acetate USP/EP/BP 9α-Fludrocortisone acetate 9α-Fluorcortisol acetate 9α-fluorocortisol acetate Fludrocortisone Acetate (1273003) 4-PREGNEN-9α-FLUORO-11β, 17, 21-TRIOL-3, 20-DIONE-21-ACETATE Fludrocortisone acetate(9α-Fluorocortisone acetate) 9α-Fluorocortisone acetate C13707000 FludrocortisonEacetate 514-36-3