- Clobetasol
- Clobetasol propionate
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Cas Database |
| Name |
Clobetasol propionate |
EINECS | 246-634-3 |
| CAS No. | 25122-46-7 | Density | 1.28 g/cm3 |
| PSA | 80.67000 | LogP | 4.10310 |
| Solubility | N/A | 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 | N/A | Appearance | White crystalline powder |
| Safety | 26-36 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| 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)-; |
Article Data | 8 |
Clobetasol propionate Synthetic route
- 25122-46-7
clobetasol-17-propionate
| Conditions | Yield |
|---|---|
| With hydrogen fluoride; potassium hydroxide In water; acetone at -40 - -30℃; for 6h; Temperature; | 95% |
- 25122-46-7
clobetasol-17-propionate
| Conditions | Yield |
|---|---|
| With hydrogen fluoride In tetrahydrofuran; water at -5 - 0℃; Solvent; | 94.3% |
| With hydrogen fluoride In chloroform; water at -40℃; | 84% |
- 1062-09-5
Betamethasone 17α,21-ethyl orthopropanoate
- 25122-46-7
clobetasol-17-propionate
| Conditions | Yield |
|---|---|
| With chloro-trimethyl-silane In N,N-dimethyl-formamide |
- 25122-46-7
clobetasol-17-propionate
| Conditions | Yield |
|---|---|
| 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 |
- 25122-46-7
clobetasol-17-propionate
| Conditions | Yield |
|---|---|
| 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 |
- 25122-46-7
clobetasol-17-propionate
| Conditions | Yield |
|---|---|
| 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 |
- 25122-46-7
clobetasol-17-propionate
| Conditions | Yield |
|---|---|
| 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 |
- 116846-77-6
21-Chloro-17α-hydroxy-16β-methylpregna-1,4,9(11)-triene-3,20-dione
- 25122-46-7
clobetasol-17-propionate
| Conditions | Yield |
|---|---|
| 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 |
- 25122-46-7
clobetasol-17-propionate
- 80042-35-9
21-chloro-9α-fluoro-16β-methyl-11β,17α-dihydroxy-5β-pregnane-3,20-dione 17-propionate
| Conditions | Yield |
|---|---|
| palladium In 4,4-dichlorobutan-2-one; ethyl acetate | |
| palladium In 4,4-dichlorobutan-2-one; ethyl acetate |
Clobetasol propionate Chemical Properties
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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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