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Fluoromethalone
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Name

Fluoromethalone

 EINECS 207-041-5
CAS No. 426-13-1 Density 1.25 g/cm3
PSA 74.60000 LogP 2.92330
Solubility 30mg/L(25 oC) Melting Point 292 - 303oC
Formula C22H29FO4 Boiling Point 527.1 °C at 760 mmHg
Molecular Weight 376.468 Flash Point 272.6 °C
Transport Information N/A Appearance N/A
Safety 36 Risk Codes 20/21/22
Molecular Structure Molecular Structure of 426-13-1 (Fluorometholone) Hazard Symbols HarmfulXn
Synonyms

Pregna-1,4-diene-3,20-dione,9-fluoro-11b,17-dihydroxy-6a-methyl- (6CI,7CI,8CI);21-Desoxy-9a-fluoro-6-methylprednisolone;6a-Methyl-9a-fluoro-11b,17a-dihydroxypregna-1,4-diene-3,20-dione;6a-Methyl-9a-fluoro-21-desoxyprednisolone;9a-Fluoro-11b,17a-dihydroxy-6a-methylpregna-1,4-diene-3,20-dione;Cortilet;Delmeson;Efflumidex;FML;FML Forte;FML Liquifilm;FML SOP;Fluaton;FluatonPVA;Flumetholon;Flumetholone;Fluor-Op;Fluormetholon;Loticort;Oxylone;U 8614;Ursnon;

Article Data 12

Fluoromethalone Synthetic route

fluorometholone acetate

426-13-1

fluorometholone

Conditions
ConditionsYield
With methanol; sodium hydroxide at 0 - 5℃; for 5h; Reagent/catalyst; Temperature;96.3%
83873-16-9

6α-methyl-9,11β-epoxy-17α-hydroxy-pregna-1,4-diene-3,20-dione

426-13-1

fluorometholone

Conditions
ConditionsYield
With triethylamine tris(hydrogen fluoride) at 25℃;90%
With hydrogen fluoride; water at -35℃; for 4h;80%
382-52-5

9-fluoro-11β,17,21-trihydroxy-6α-methyl-pregna-1,4-diene-3,20-dione

426-13-1

fluorometholone

Conditions
ConditionsYield
ueber mehrere Stufen;
110664-42-1

6α-methyl-17α-hydroxy-pregna-1,4,9(11)-triene-3,20-dione

426-13-1

fluorometholone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide; dihydrogen peroxide / methanol / 9 h / 35 - 45 °C / Inert atmosphere
2.1: hydrogen fluoride / N,N-dimethyl-formamide / 3 h / -4 - 0 °C
2.2: 3 h / pH 7
View Scheme

C22H28O4

426-13-1

fluorometholone

Conditions
ConditionsYield
Stage #1: C22H28O4 With hydrogen fluoride In N,N-dimethyl-formamide at -4 - 0℃; for 3h;
Stage #2: With ammonium hydroxide In N,N-dimethyl-formamide for 3h; pH=7; Temperature; pH-value;

C24H30O4

426-13-1

fluorometholone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: perchloric acid; 5,5-dibromohydantoin / water; acetone / 4 h / 0 - 5 °C
1.2: 3 h / 0 - 5 °C
2.1: hydrogen fluoride / water / 4 h / -25 - -20 °C
3.1: sodium hydroxide; methanol / 5 h / 0 - 5 °C
View Scheme
426-13-1

fluorometholone

C22H29FO4

Conditions
ConditionsYield
With acetic acid In acetone at 50 - 80℃; for 4h; pH=4 - 5; Reagent/catalyst; pH-value; Temperature;

Fluoromethalone Chemical Properties

Molecular Structure:

Molecular Formula: C22H29FO4
Molecular Weight: 376.4617
IUPAC Name: (6S,8S,9R,10S,11S,13S,14S,17R)-17-Acetyl-9-fluoro-11,17-dihydroxy-6,10,13-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a] phenanthren-3-one
Synonyms of Pregna-1,4-diene-3,20-dione,9-fluoro-11,17-dihydroxy-6-methyl-, (6a,11b)- (CAS NO.426-13-1): Fluorometholone [INN:BAN:JAN] ; FML-S Liquifilm ; Neo-Oxylone ; 9-Fluoro-11-beta,17-dihydroxy-6-alpha-methylpregna-1,4-diene-3,20-dione ; 9-Fluoro-11beta,17-dihydroxy-6alpha-methylpregna-1,4-diene-3,20-dione ; AI3-52813 ; Cortilet ; Delmeson ; EINECS 207-041-5 ; FML Forte ; FML Liquifilm ; FML S.O.P. ; Flumetholon ; Fluor-Op ; Fluormetholone ; Fluormetholonum ; Fluorometholone ; Fluorometholonum ; Fluorometholonum [INN-Latin] ; Fluorometolona ; Fluorometolona [INN-Spanish] ; Fluorometolone ; Fluorometolone [DCIT] ; Fml ; Oxylone ; Pregna-1,4-diene-3,20-dione, 9-fluoro-11-beta,17-dihydroxy-6-alpha-methyl- ; Trilcin ; U 8614 ; UNII-SV0CSG527L ; Pregna-1,4-diene-3,20-dione, 9-fluoro-11beta,17-dihydroxy-6alpha-methyl- (8CI)
CAS NO: 426-13-1
Classification Code: Adrenal Cortex Hormones ; Anti-Inflammatory Agents ; Anti-allergic agents ; Drug / Therapeutic Agent ; Glucocorticoid ; Glucocorticoids ; Hormones ; Hormones, Hormone Substitutes, and Hormone Antagonists 
Index of Refraction: 1.574
Molar Refractivity: 98.7 cm3
Molar Volume: 298.9 cm3
Surface Tension: 50.1 dyne/cm
Density: 1.25 g/cm3
Flash Point: 272.6 °C
Enthalpy of Vaporization: 92.22 kJ/mol
Boiling Point: 527.1 °C at 760 mmHg
Vapour Pressure of Pregna-1,4-diene-3,20-dione,9-fluoro-11,17-dihydroxy-6-methyl-, (6a,11b)- (CAS NO.426-13-1): 2.59E-13 mmHg at 25 °C

Fluoromethalone Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD oral > 2gm/kg (2000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 8, Pg. 2349, 1974.
rat LD subcutaneous > 2gm/kg (2000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 8, Pg. 2349, 1974.
rat LD50 intraperitoneal 443mg/kg (443mg/kg)   Drugs in Japan Vol. -, Pg. 981, 1990.

Fluoromethalone Safety Profile

Hazard Codes  of Pregna-1,4-diene-3,20-dione,9-fluoro-11,17-dihydroxy-6-methyl-, (6a,11b)- (CAS NO.426-13-1): HarmfulXn
Risk Statements:20/21/22 
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements:36 
S36: Wear suitable protective clothing.
WGK Germany:3
RTECS:TU3834100

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