Fluorometholone

ChemicalBook > CAS DataBase List > Fluorometholone

Overview Clinical application Precautions

Product Name: Fluorometholone
CAS No.: 426-13-1
Chemical Name: Fluorometholone
Synonyms: FML;Flulon;U 8614;Ursnon;Fluoron;Fluaton;FML SOP;oxylone;trilcin;Fluor-Op
CBNumber: CB9461978
Molecular Formula: C22H29FO4
Formula Weight: 376.46
MOL File: 426-13-1.mol

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Fluorometholone Property

Melting point:: 292-303°
alpha: +52～+60°(c=1, pyridine) (D/20℃)
Boiling point:: 527.1±50.0 °C(Predicted)
Density: 1.0573 (rough estimate)
refractive index: 55 ° (C=1, Pyridine)
storage temp.: 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly), Pyridine (Slightly)
pka: 12.50±0.70(Predicted)
color: White to Off-White
Water Solubility: 30mg/L(25 ºC)
Merck: 14,4175
CAS DataBase Reference: 426-13-1(CAS DataBase Reference)
EPA Substance Registry System: Fluorometholone (426-13-1)

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Safety

Hazard Codes: Xn
Risk Statements: 20/21/22
Safety Statements: 36
WGK Germany: 3
RTECS: TU3834100
HS Code: 29189900
Toxicity: rat,LD,oral,> 2gm/kg (2000mg/kg),Kiso to Rinsho. Clinical Report. Vol. 8, Pg. 2349, 1974.

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: F9381
Product name: Fluorometholone
Purity: ≥98%
Packaging: 100mg
Price: $140
Updated: 2024/03/01

Sigma-Aldrich

Product number: PHR3405
Product name: Fluorometholone
Purity: certified reference material, pharmaceutical secondary standard
Packaging: 400MG
Price: $241
Updated: 2024/03/01

Sigma-Aldrich

Product number: BP573
Product name: Fluorometholone
Purity: British Pharmacopoeia (BP) Reference Standard
Packaging: 100MG
Price: $223
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1278007
Product name: Fluorometholone
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 200mg
Price: $436
Updated: 2024/03/01

TCI Chemical

Product number: F0414
Product name: Fluorometholone
Purity: >98.0%(HPLC)
Packaging: 1g
Price: $201
Updated: 2024/03/01

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Fluorometholone Chemical Properties,Usage,Production

Overview

Fluorometholone is the topical synthetic glucocorticoid. Its tropical anti-inflammatory effect is 40 times as much as hydrocortisone, but their effects of oral administration are almost equal. It is mainly used for local treatment of skin allergy, pruritus, rash and other diseases related to allergy. Oral administration is also used for the treatment of breast cancer, childhood leukemia, connective tissue disease, and so on.

Clinical application

It is mainly the topical medication for various skin diseases that are suitable for glucocorticoid treatment, for allergic and inflammatory eye diseases, and for breast cancer and childhood leukemia.

Precautions

The adverse reaction of this drug is similar to that of other glucocorticoid hormones, but the degree is lighter. The transocular administration of this drug can cause irritation of local burning sensation and foreign body sensation. Long-term use of this drug can cause the increase of intraocular pressure and even glaucoma. It can occasionally cause optic nerve damage, subcapsular cataract, secondary ocular tissue fungal and virus infection, perforation of eyeball and delayed wound healing,
Cross allergy: People allergic to other adrenocortical hormone drugs may also be allergic to this drug.
Contraindications: Allergic to glucocorticoid, acute superficial herpes simplex viral keratitis, varicella, cowpox and most other viral infections, ocular fungal infection and ophthalmic tuberculosis.
Cautious use: Any person who suffers the pathological changes that can make the cornea and sclera thinner or who have a history of herpes simplex viral keratitis, pregnant women and breast-feeding women.

Chemical Properties

White powder

Originator

Oxylone, Upjohn, US,1959

Uses

Fluorometholone is a glucocorticoid; anti-inflammatory.

Definition

ChEBI: A member of the class of glucocorticoids that is Delta1-progesterone substituted at positions 11beta and 17 by hydroxy groups, at position 6alpha by a methyl group and at position 9 by a fluoro group. Used for the treatment of corticosteroid-responsive inflammation of the palpebral and bulbar conjunctiva, cornea and anterior segment of the globe.

Manufacturing Process

The following description is taken from US Patent 2,867,637.
(a) Preparation of 6α-Methyl-9α-Fluoro-11β,17α,21-Trihydroxy-1,4Pregnadiene-3,20-Dione 21-Methanesulfonate: A solution was prepared containing 250 mg of 1-dehydro-6α-methyl-9α-fluorohydrocortisone [G.B. Spero et al, J. Am. Chem. Soc.79, 1515 (1957)] in 6 ml of pyridine. This solution was cooled to 0°C and treated with 0.25 ml of methanesulfonyl chloride. Thereafter the solution was allowed to stir at a temperature between 0° and 5°C for a period of 18 hours. Thereafter ice and 2 ml of water were added, followed by 30 ml of sufficient dilute (5%) hydrochloric acid to neutralize the pyridine. The mixture was then filtered, the precipitate washed with water and dried to give 197 mg of crude 6α-methyl-9α-fluoro11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione 21-methanesulfonate of MP 165° to 185°C.
(b) Preparation of 6α-Methyl-9α-Fluoro-11β,17α-Dihydroxy-21-Iodo-1,4Pregnadiene-3,20-Dione: The crude 197 mg of methanesulfonate of 6αmethyl-9α-fluoro-11β,17α,21-trihydroxy-1,4-pregnadiene-3,20-dione was dissolved in 5 ml of acetone and treated with a solution of 197 mg of sodium iodide in 5 ml of acetone. The mixture was heated under reflux with stirring for a period of 15 minutes. The heating was then discontinued and the mixture concentrated to dryness at reduced pressure to give 6α-methyl-9αfluoro-11β,17α-dihydroxy-21-iodo-1,4-pregnadiene-3,20-dione.
(c) Preparation of 6α-Methyl-9α-Fluoro-11β,17α-Dihydroxy-1,4-Pregnadiene3,20-Dione: The crude 6α-methyl-9α-fluoro-11β,17α-dihydroxy-21-iodo-1,4pregnadiene-3,20-dione was slurried with 5 ml of acetic acid and stirred for a period of 45 minutes. Thereafter was added a solution of 250 mg of sodium thiosulfate pentahydrate in 5 ml of water causing the iodine color to disappear. Additional water was added (30 ml) and the reaction mixture was filtered. The resulting solid precipitate was washed with water and dried to give 146 mg of crude 6α-methyl-9α-fluoro-11β,17α-dihydroxy-1,4pregnadiene-3,20-dione.
The crude material was then chromatographed by dissolving 120 mg of 6αmethyl-9α-fluoro-11β,17α-dihydroxy-1,4-pregnadiene-3,20-dione in 300 ml of methylene chloride and allowing the thus obtained solution to be absorbed by a chromatographic column containing 10 grams of Florisil anhydrous magnesium silicate. The column was developed taking fractions of 20 ml each as follows:Fractions 11 through 24 inclusive were combined, evaporated and twice recrystallized from acetone to give pure 6α-methyl-9α-fluoro-11β,17αdihydroxy-1,4-pregnadiene-3,20-dione of melting point 292° to 303°C.

brand name

Flarex (Alcon).

Therapeutic Function

Glucocorticoid, Antiinflammatory

General Description

Fluorometholone, 9-fluoro-11β,17-dihydroxy-6α-methylpregn-4-ene-3,20-dione(Fluor-Op, FML), lacks the typical C21 OH group of GCsand is used exclusively in ophthalmic products. The 17-acetateof fluorometholone is also used as an ophthalmic suspension(Flarex).

Biochem/physiol Actions

Clinically significant in allergic conjunctivitis and as anti-inflammatory following cataract surgery.

Fluorometholone Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Fluorometholone manufacturers

Wuhan Senwayer Century Chemical Co.,Ltd

Product: Fluorometholone 426-13-1
Price: US $1500.00/gram
Min. Order: 100gram
Purity: 99% HPLC
Supply Ability: 20 tons
Release date: 2022-10-21

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Fluorometholone 426-13-1
Price: US $0.00/g/Bag
Min. Order: 100g
Purity: 97%-103%
Supply Ability: 1000g
Release date: 2021-08-03

Weijer International Trade (Hebei) Co., Ltd

Product: fluoromethalone 426-13-1
Price: US $1.00/kg
Min. Order: 1kg
Purity: >99%
Supply Ability: 3000T
Release date: 2023-03-16

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cortilet

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trilcin

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Fluorometholone 426-13-1

uorometholone

Fluorometholone Fluorometholone

Fluorometholone&gt

Fluorometholone RS