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Fludrocortisone acetate

Fludrocortisone acetate structure

CAS No:
514-36-3
Formula:
C23H31FO6
Chemical Name:
Fludrocortisone acetate
Synonyms:
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;Corticosterone,9-fluoro-17-hydroxy-,21-acetate;(11β)-21-(Acetyloxy)-9-fluoro-11,17-dihydroxypregn-4-ene-3,20-dione;Alflorone acetate;Fludrocortisone 21-acetate;9α-Fluorohydrocortisone 21-acetate;9α-Fluoro-11β,17α,21-trihydroxypregn-4-ene-3,20-dione 21-acetate;U 4845;9α-Fluorocortisol acetate;9α-Fluorohydrocortisone acetate;Fluorocortisol acetate;Fludrocortisone acetate;Cortineff;Scherofluron;9-Fluorohydrocortisone acetate;Fluorohydrocortisone acetate;9α-Fluorocortisol 21-acetate;NSC 15186;Fluorhydrocortisone acetate;25331-48-0;56857-33-1
Categories:
Active Pharmaceutical Ingredients > Hormones and the Endocrine System

Description

Fludrocortisone Acetate is a synthetic mineralocorticoid, used to control the amount of sodium and fluids in your body. It is used to treat Addison's disease by decreasing the amount of sodium that is lost (excreted) in your urine，also used to increase blood pressure.

Fludrocortisone acetate is 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 actions 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. It is an 11beta-hydroxy steroid, a 3-oxo-Delta(4) steroid, a 17alpha-hydroxy steroid, an acetate ester, a mineralocorticoid, a 20-oxo steroid, a fluorinated steroid and a tertiary alpha-hydroxy ketone. It derives from a fludrocortisone.|Fludrocortisone Acetate is the acetate salt of a synthetic fluorinated corticosteroid with antiinflammatory and antiallergic activities. As a glucocorticoid-receptor agonist, fludrocortisone binds to cytoplasmic receptors, translocates to the nucleus, and subsequently initiates the transcription of glucocorticoid-responsive genes such as lipocortins to inhibit phospholipase A2 (PLA2). Inhibition of PLA2 activity prevents the release of arachidonic acid, a precursor of eicosanoids such as prostaglandins and leukotrienes; eicosanoids are important mediators in the pro-inflammatory response mechanism. As a mineralocorticoid-receptor agonist, this agent stimulates Na+ reabsorption and water retention and K+ and H+ secretion in the distal tubules and collecting ducts of the kidney.

Fludrocortisone acetate Basic Attributes

Molecular Weight：

422.49

Exact Mass：

422.49

EC Number：

208-180-4

UNII：

V47IF0PVH4

NSC Number：

15186

DSSTox ID：

DTXSID2023062

NCI Thesaurus Code：

C1103

HScode：

2937229000

Characteristics

PSA：

100.90000

XLogP3：

2.32

Appearance：

Crystalline solid

Density：

1.3±0.1 g/cm3

Melting Point：

233-234 °C

Boiling Point：

575.1±50.0 °C at 760 mmHg

Flash Point：

301.6±30.1 °C

Refractive Index：

1.564

Water Solubility：

54mg/L(25 ºC)

Storage Conditions：

-20°C Freezer

Toxicity：

LD50 oral in rat: > 1gm/kg

Specific rotation：

D23 +123° (c = 0.64 in chloroform)

Collision Cross Section：

189.7 Å² [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

safety instructions：

22-26-36

RTECS Number：

TU5050000

Marks：

Precautionary statement(s)：

P280-P301 + P312 + P330

Hazard Statements：

H302-H361

Drug Information

MeSH Entry Terms：

9 alpha-fluorocortisol acetate

Fludrocortisone acetate Use and Manufacturing

Uses

A mineralocorticoid

Use Classification：

Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients|Lipids -> Sterol Lipids [ST] -> Steroids [ST02] -> C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

Computed Properties

Molecular Weight:422.5
XLogP3:1.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:4
Exact Mass:422.21046687
Monoisotopic Mass:422.21046687
Topological Polar Surface Area:101
Heavy Atom Count:30
Complexity:838
Defined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product is an adrenal cortical hormone drug, belonging to the medium-acting corticosteroid. It has anti-inflammatory and anti-allergic effects, can inhibit the proliferation of connective tissue, reduce the permeability of capillaries and cell membranes, reduce inflammatory exudation, and inhibit the formation and release of histamine and other inflammatory mediators.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Fludrocortisone acetate cream
Ingredients	The main ingredients of this product and its chemical name: The main ingredient of this product is fludrocortisone acetate. Its chemical name is: 11beta;,17alpha;,21-trihydroxy-9alpha;-fluoropregnant-4-ene-3,20-dione 21-acetate. Its structural formula is: Molecular formula: C23H31FO6 Molecular weight: 422.49.
Specifications	10g:2.5mg
Manufacturer	Beijing Shuangji Pharmaceutical Co., Ltd.

Fludrocortisone acetate cream
Ingredients	The main ingredient of this product is fludrocortisone acetate. Its chemical name is: 11β,17α,21-trihydroxy-9α-fluoropregnane-4-ene-3,20-dione 21-acetate.
Indication	If you are using other medicines, you should consult your physician or pharmacist before using this product.
Specifications	10 g: 2.5 mg
Manufacturer	Yunnan Phyto Pharmaceutical Co., Ltd.

Registered Holders

NOVITIUM PHARMA LLC

United States
Active
CURIA SPAIN SAU

United States
Active
FARMABIOS S.P.A.

Italy
Active

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Recommended Suppliers of Fludrocortisone acetate

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Fludrocortisone acetate

CAS No.: 514-36-3

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