Product Name

  • Name

    Clobetasol propionate

  • EINECS 246-634-3
  • CAS No. 25122-46-7
  • Article Data8
  • CAS DataBase
  • Density 1.28 g/cm3
  • Solubility
  • Melting Point 195.5-197 °C
  • Formula C25H32ClFO5
  • Boiling Point 569 °C at 760 mmHg
  • Molecular Weight 466.977
  • Flash Point 297.9 °C
  • Transport Information
  • Appearance White crystalline powder
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 25122-46-7 (Clobetasol propionate)
  • Hazard Symbols IrritantXi
  • Synonyms Pregna-1,4-diene-3,20-dione,21-chloro-9-fluoro-11b,17-dihydroxy-16b-methyl-,17-propionate (8CI);21-Chloro-21-deoxybetamethasone 17-propionate;CCl 4725;CGP 9555;Clobederm;Clobesol;Clobetasol 17-propionate;Clobex;Dermoval;Dermovate;Dermoxinale;GR 2/925;Karison;Olux;Skin Cap;Temovate;Pregna-1,4-diene-3,20-dione,21-chloro-9-fluoro-11-hydroxy-16-methyl-17-(1-oxopropoxy)-, (11b,16b)-;
  • PSA 80.67000
  • LogP 4.10310

Synthetic route

C25H31ClO5

C25H31ClO5

clobetasol-17-propionate
25122-46-7

clobetasol-17-propionate

Conditions
ConditionsYield
With hydrogen fluoride; potassium hydroxide In water; acetone at -40 - -30℃; for 6h; Temperature;95%
C25H31ClO5

C25H31ClO5

clobetasol-17-propionate
25122-46-7

clobetasol-17-propionate

Conditions
ConditionsYield
With hydrogen fluoride In tetrahydrofuran; water at -5 - 0℃; Solvent;94.3%
With hydrogen fluoride In chloroform; water at -40℃;84%
Betamethasone 17α,21-ethyl orthopropanoate
1062-09-5

Betamethasone 17α,21-ethyl orthopropanoate

clobetasol-17-propionate
25122-46-7

clobetasol-17-propionate

Conditions
ConditionsYield
With chloro-trimethyl-silane In N,N-dimethyl-formamide
C22H26O2

C22H26O2

clobetasol-17-propionate
25122-46-7

clobetasol-17-propionate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium hydroxide / -5 - 5 °C
1.2: 20 °C / Darkness
1.3: 20 °C
2.1: toluene-4-sulfonic acid / dichloromethane / 20 °C
3.1: tert.-butylhydroperoxide; N-benzyl-trimethylammonium hydroxide / tetrahydrofuran / 20 °C
4.1: hydrogen bromide / dichloromethane / 20 °C
4.2: Raney nickel / 20 °C
5.1: triethylamine; dmap / chloroform / 50 °C
6.1: 5,5-dibromohydantoin; perchloric acid / acetone / -5 - 5 °C
7.1: hydrogen fluoride / chloroform; water / -40 °C
View Scheme
C24H31ClO3

C24H31ClO3

clobetasol-17-propionate
25122-46-7

clobetasol-17-propionate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: toluene-4-sulfonic acid / dichloromethane / 20 °C
2.1: tert.-butylhydroperoxide; N-benzyl-trimethylammonium hydroxide / tetrahydrofuran / 20 °C
3.1: hydrogen bromide / dichloromethane / 20 °C
3.2: Raney nickel / 20 °C
4.1: triethylamine; dmap / chloroform / 50 °C
5.1: 5,5-dibromohydantoin; perchloric acid / acetone / -5 - 5 °C
6.1: hydrogen fluoride / chloroform; water / -40 °C
View Scheme
C22H25ClO2

C22H25ClO2

clobetasol-17-propionate
25122-46-7

clobetasol-17-propionate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: tert.-butylhydroperoxide; N-benzyl-trimethylammonium hydroxide / tetrahydrofuran / 20 °C
2.1: hydrogen bromide / dichloromethane / 20 °C
2.2: Raney nickel / 20 °C
3.1: triethylamine; dmap / chloroform / 50 °C
4.1: 5,5-dibromohydantoin; perchloric acid / acetone / -5 - 5 °C
5.1: hydrogen fluoride / chloroform; water / -40 °C
View Scheme
C22H25ClO3

C22H25ClO3

clobetasol-17-propionate
25122-46-7

clobetasol-17-propionate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrogen bromide / dichloromethane / 20 °C
1.2: Raney nickel / 20 °C
2.1: triethylamine; dmap / chloroform / 50 °C
3.1: 5,5-dibromohydantoin; perchloric acid / acetone / -5 - 5 °C
4.1: hydrogen fluoride / chloroform; water / -40 °C
View Scheme
21-Chloro-17α-hydroxy-16β-methylpregna-1,4,9(11)-triene-3,20-dione
116846-77-6

21-Chloro-17α-hydroxy-16β-methylpregna-1,4,9(11)-triene-3,20-dione

clobetasol-17-propionate
25122-46-7

clobetasol-17-propionate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: triethylamine; dmap / chloroform / 50 °C
2: 5,5-dibromohydantoin; perchloric acid / acetone / -5 - 5 °C
3: hydrogen fluoride / chloroform; water / -40 °C
View Scheme
clobetasol-17-propionate
25122-46-7

clobetasol-17-propionate

21-chloro-9α-fluoro-16β-methyl-11β,17α-dihydroxy-5β-pregnane-3,20-dione 17-propionate
80042-35-9

21-chloro-9α-fluoro-16β-methyl-11β,17α-dihydroxy-5β-pregnane-3,20-dione 17-propionate

Conditions
ConditionsYield
palladium In 4,4-dichlorobutan-2-one; ethyl acetate
palladium In 4,4-dichlorobutan-2-one; ethyl acetate

Clobetasol propionate Chemical Properties


IUPAC Name: [(8S,9R,10S,11S,13S,14S,16S,17R)-17-(2-Chloroacetyl)-9-fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
Molecular Weight: 466.969983 [g/mol]
Molecular Formula: C25H32ClFO5
XLogP3: 3.8
H-Bond Donor: 1
H-Bond Acceptor: 6 
EINECS: 246-634-3
Product Categories: Organics; Intermediates & Fine Chemicals; Pharmaceuticals 
Index of Refraction: 1.56
Molar Refractivity: 117.75 cm3
Molar Volume: 364.1 cm3
Surface Tension: 48.9 dyne/cm
Density: 1.28 g/cm3
Flash Point: 297.9 °C
Enthalpy of Vaporization: 98.07 kJ/mol
Boiling Point: 569 °C at 760 mmHg
Vapour Pressure: 2.58E-15 mmHg at 25 °C
Water Solubility: 3.860 mg/L at 25 °C
Appearance: White Crystalline Powder
Melting Point: 195.5-197 °C
Classification Code of Clobetasol propionate (CAS NO.25122-46-7): Anti-inflammatory; Drug / Therapeutic Agent; Hormone; Reproductive Effect

Clobetasol propionate Uses

 Clobetasol propionate (CAS NO.25122-46-7) is used for the treatment of various skin disorders including eczema, psoriasis, and lichen sclerosus. It is also used to treat several auto-immune diseases including alopecia areata, vitiligo and lichen planus (auto immune skin nodules).

Clobetasol propionate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 118mg/kg (118mg/kg)   Drugs in Japan Vol. 6, Pg. 241, 1982.
mouse LD50 oral > 3gm/kg (3000mg/kg)   Drugs in Japan Vol. 6, Pg. 241, 1982.
mouse LD50 subcutaneous 81700ug/kg (81.7mg/kg)   Drugs in Japan Vol. 6, Pg. 241, 1982.
rat LD50 intraperitoneal 351mg/kg (351mg/kg)   Drugs in Japan Vol. 6, Pg. 241, 1982.
rat LD50 oral > 3gm/kg (3000mg/kg)   Drugs in Japan Vol. 6, Pg. 241, 1982.
rat LD50 subcutaneous 366mg/kg (366mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 1066, 1978.

Clobetasol propionate Safety Profile

Hazard Codes:Xi
Risk Statements:36/37/38
36/37/38:Irritating to eyes, respiratory system and skin  
Safety Statements:26-36
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:Wear suitable protective clothing
Poison by subcutaneous and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of F and Cl.

Clobetasol propionate Specification

  Clobetasol propionate (CAS NO.25122-46-7), its Synonyms are 21-Chloro-9-fluoro-11-hydroxy-16-methyl-17-(1-oxopropoxy)pregna-1,4-diene-3,20-dione (11beta,16beta)- ; 21-Chloro-9-fluoro-11beta,17-dihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-propionate ; Butavate ; Clobesol ; Clobetasol 17-propionate ; Clobex ; Cormax ; Dermoval ; Dermovate ; Dermoxinale ; Embeline ; Embeline E ; Olux-E ; Temovate ; Temovate E ; Pregna-1,4-diene-3,20-dione, 21-chloro-9-fluoro-11-beta,17-dihydroxy-16-beta-methyl-, 17-propionate ; Pregna-1,4-diene-3,20-dione, 21-chloro-9-fluoro-11-hydroxy-16-methyl-17-(1-oxopropoxy)-, (11beta,16beta)- .

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