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Mometasone furoate

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Name

Mometasone furoate

EINECS 617-501-0
CAS No. 83919-23-7 Density 1.37 g/cm3
PSA 113.02000 LogP 6.32690
Solubility N/A Melting Point 218-220°C
Formula C27H30Cl2O6 Boiling Point 655.5 °C at 760 mmHg
Molecular Weight 521.438 Flash Point 350.2 °C
Transport Information N/A Appearance Powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 83919-23-7 (Mometasone furoate) Hazard Symbols N/A
Synonyms

Elocon (TN);Rimelon;Ecural;9,21-Dichloro-11beta,17-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 17-(2-furoate);Nosorex;Sch 32088;[(9R,10S,11S,13S,14S,16R,17R)-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] furan-2-carboxylate;Elocone;Mometasone furoate [USAN:JAN];Pregna-1,4-diene-3,20-dione,9,21-dichloro- 17-[(2-furanylcarbonyl)oxy]-11-hydroxy-16- methyl-,(11a,16R)-;Danitin;Elocon;Mometasone furoate (JAN/USP);Flumeta;Nasonex;

Article Data 15

Mometasone furoate Synthetic route

C27H31ClO7

83919-23-7

Mometasone furoate

Conditions
ConditionsYield
With N-chloro-succinimide; sulfur dioxide In dichloromethane at 10℃; for 0.5h;98.2%

C28H31ClO6

83919-23-7

Mometasone furoate

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In dichloromethane; water at 20 - 25℃; for 5h;96%

9,11-epoxide mometasone furoate

83919-23-7

Mometasone furoate

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water at 5 - 25℃; for 9h; Temperature;93.8%
With hydrogenchloride; acetic acid In water at -2 - 6℃; for 5h; Temperature;23.22 g

C34H36O9S

83919-23-7

Mometasone furoate

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In dichloromethane at -5 - 40℃; for 13h; Concentration;93%
83881-09-8

9,11-Epoxidemometasone furoate

83919-23-7

Mometasone furoate

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water at -5 - 5℃; for 3h;86%
With hydrogenchloride In acetic acid for 3h; Ambient temperature;83%
With hydrogenchloride; acetic acid In water at 0 - 5℃;68.1 g
83880-65-3

21-chloro-16α-methyl-17α-hydroxy-1,4,9(11)-pregnatriene-3,20-dione 17-(2'-furoate)

A

83919-23-7

Mometasone furoate

B

83880-66-4

17α-hydroxy-16α-methyl-9α,11β,21-trichloro-1,4-pregnadiene-3,20-dione 17-(2'-furoate)

Conditions
ConditionsYield
With perchloric acid; 1,3-dichloro-5,5-dimethylhydantoin In tetrahydrofuran for 4h; Ambient temperature;A 65%
B 9%
527-69-5

2-furancarbonyl chloride

83881-08-7

21-chloro-17α-hydroxy-9β,11β-oxido-16α-methylpregna-1,4-diene-3,20-dione

A

83919-23-7

Mometasone furoate

B

(Z)-9α,21-dichloro-20-<(2'-furanylcarbonyl)oxyl>-11β-hydroxy-16α,17β-dimethyl-18-norpregna-1,4,13,20-tetraen-3-one

Conditions
ConditionsYield
With hydrogenchloride; acetic acid Multistep reaction;
83881-09-8

9,11-Epoxidemometasone furoate

A

83919-23-7

Mometasone furoate

B

Furan-2-carboxylic acid (1R,2R,4S,6R,7aS)-6-chloro-1-(2-chloro-acetyl)-4-[2-(5-hydroxy-2-methyl-phenyl)-ethyl]-2,7a-dimethyl-5-oxo-octahydro-inden-1-yl ester

C

Furan-2-carboxylic acid (E)-2-chloro-1-((8S,9R,10S,11S,16R,17R)-9-chloro-11-hydroxy-10,16,17-trimethyl-3-oxo-6,7,8,9,10,11,12,15,16,17-decahydro-3H-cyclopenta[a]phenanthren-17-yl)-vinyl ester

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane for 1.5h; Ambient temperature;
With hydrogenchloride In dichloromethane for 1.5h; Mechanism; Ambient temperature;
527-69-5

2-furancarbonyl chloride

83919-23-7

Mometasone furoate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 3.44 g / Et3N, 4-DMAP / CH2Cl2 / 6 h / Ambient temperature
2: 83 percent / conc. HCl / acetic acid / 3 h / Ambient temperature
View Scheme
24916-90-3

17α,21-dihydroxy-9β,11β-oxido-16α-methylpregna-1,4-diene-3,20-dione

83919-23-7

Mometasone furoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 69 percent / 4-DMAP, CH3SO2Cl / CH2Cl2 / 4 h / Heating
2: 3.44 g / Et3N, 4-DMAP / CH2Cl2 / 6 h / Ambient temperature
3: 83 percent / conc. HCl / acetic acid / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 3 steps
1: 69 percent / 4-DMAP / CH2Cl2 / 4 h / Heating
2: 3.44 g / Et3N, 4-DMAP / CH2Cl2 / 6 h / Ambient temperature
3: 83 percent / conc. HCl / acetic acid / 3 h / Ambient temperature
View Scheme

Mometasone furoate Chemical Properties

The Molecular Structure of Mometasone furoate (CAS NO.83919-23-7):

Empirical Formula: C27H30Cl2O6
Molecular Weight: 521.4295
Nominal Mass: 520 Da
Average Mass: 521.4295 Da
Monoisotopic Mass: 520.141944 Da 
Index of Refraction: 1.603
Molar Refractivity: 130.4 cm3
Molar Volume: 379.2 cm3
Surface Tension: 56.9 dyne/cm
Density: 1.37 g/cm3
Flash Point: 350.2 °C
Enthalpy of Vaporization: 101.43 kJ/mol
Boiling Point: 655.5 °C at 760 mmHg
Vapour Pressure: 4.47E-18 mmHg at 25°C 
Classification Code: Anti-Inflammatory Agents;Anti-allergic agents;Drug / Therapeutic Agent;Reproductive Effect;Steroid [topical] 
 Mometasone furoate (CAS NO.83919-23-7)(also referred to as mometasone) is a glucocorticoid steroid.
IUPAC Name: [(8S,9R,10S,11S,13S,14S,16R,17R)-9-chloro-17-(2-chloroacetyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] furan-2-carboxylate
Synonyms: Mometasone furoate ; Mometasone furoate [USAN:JAN] ; 9,21-Dichloro-11beta,17-dihydroxy-16alpha-methylpregna-1,4-diene-3,20-dione 17-(2-furoate) ; Asmanex ; Asmanex Twisthaler ; BRN 4340538 ; Danitin ; Ecural ; Elocon ; Elocone ; Elomet ; Flumeta ; Mometasone furoate ; Nasonex ; UNII-04201GDN4R ; Pregna-1,4-diene-3,20-dione, 9,21-dichloro-17-((2-furanylcarbonyl)oxy)-11-hydroxy-16-methyl-, (11beta,16alpha)-    

Mometasone furoate Uses

 Mometasone furoate (CAS NO.83919-23-7) is used in the treatment of inflammatory skin disorders (such as eczema and psoriasis), allergic rhinitis (such as hay fever), and asthma for patients unresponsive to less potent corticosteroids.

Mometasone furoate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo subcutaneous 1gm/kg (1000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 4203, 1990.
rat LD50 subcutaneous 300mg/kg (300mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION Kiso to Rinsho. Clinical Report. Vol. 24, Pg. 4203, 1990.

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