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CAS No.: | 2152-44-5 |
---|---|
Name: | Betamethasone 17-valerate |
Article Data: | 13 |
Molecular Structure: | |
Formula: | C27H37FO6 |
Molecular Weight: | 476.586 |
Synonyms: | Pregna-1,4-diene-3,20-dione,9-fluoro-11b,17,21-trihydroxy-16b-methyl-, 17-valerate (7CI,8CI);9a-Fluoro-16b-methylprednisolone 17-valerate;Beta-Val;Betamethasone valerate;Betnesol V;Betnovate;Betoid;Bextasol;Celestan V;Celestoderm;Celeston valerate;Dermovaleas;Fuciderm;Rinderon V;Tokuderm;b-Methasone 17-valerate; |
EINECS: | 218-439-3 |
Density: | 1.24 g/cm3 |
Melting Point: | 183-184oC |
Boiling Point: | 598.9 °C at 760 mmHg |
Flash Point: | 316 °C |
Solubility: | 9.29 mg/L at 25 °C in water |
Appearance: | White powder |
Hazard Symbols: | Xn |
Risk Codes: | 48 |
Safety: | 22-24/25 |
Transport Information: | UN 2811 6.1/PG 3 |
PSA: | 100.90000 |
LogP: | 3.63680 |
betamethasone-valerate
Conditions | Yield |
---|---|
In methanol |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In N,N-dimethyl-formamide; benzene for 1.25h; Ambient temperature; |
9α-fluoro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione 17-valerate 21-acetate
betamethasone-valerate
Conditions | Yield |
---|---|
In methanol |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 4h; Heating; | 83% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 4h; Heating; | 72% |
Conditions | Yield |
---|---|
Stage #1: succinic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.5h; Inert atmosphere; Stage #2: betamethasone-valerate In dichloromethane at 20℃; Inert atmosphere; | 53% |
betamethasone-valerate
methanesulfonyl chloride
Pentanoic acid (8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro-11-hydroxy-17-(2-methanesulfonyloxy-acetyl)-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[a]phenanthren-17-yl ester
Conditions | Yield |
---|---|
In pyridine at 0 - 5℃; for 1.5h; |
betamethasone-valerate
(17R)-5'-butyl-4'-ethylthio-9α-fluoro-11β-hydroxy-16β-methyl-spiro-3,3'-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / 1.5 h / 0 - 5 °C 2: 78 percent / acetone / 7 h / Ambient temperature View Scheme |
betamethasone-valerate
9α-fluoro-11β-hydroxy-16β-methyl-21-methylthio-17α-valeryloxy-1,4-pregnadiene-3,20-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / 1.5 h / 0 - 5 °C 2: 91 percent / acetone / 1 h / Ambient temperature View Scheme |
betamethasone-valerate
21-ethylthio-9α-fluoro-11β-hydroxy-16β-methyl-17α-valeryloxy-1,4-pregnadiene-3,20-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / 1.5 h / 0 - 5 °C 2: 53 percent / NaOMe / acetone / 0.83 h / Ambient temperature View Scheme |
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IUPAC Name: [(8S,9R,10S,11S,13S,14S,16S,17R)-9-Fluoro-11-hydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] pentanoate
Molecular Weight: 476.577483 [g/mol]
Molecular Formula: C27H37FO6
XLogP3: 3.6
H-Bond Donor: 2
H-Bond Acceptor: 7
EINECS: 218-439-3
storage temp.: 2-8 °C
Index of Refraction: 1.56
Molar Refractivity: 123.71 cm3
Molar Volume: 382.3 cm3
Surface Tension: 50.8 dyne/cm
Density: 1.24 g/cm3
Flash Point: 316 °C
Enthalpy of Vaporization: 102.31 kJ/mol
Boiling Point: 598.9 °C at 760 mmHg
Vapour Pressure: 7.72E-17 mmHg at 25 °C
Water Solubility: 9.29 mg/L at 25 °C
Melting Point: 183-184 °C
Classification Code of Betamethasone 17-valerate (CAS NO.2152-44-5): Adrenal Cortex Hormones; Anti-Inflammatory Agents; Drug / Therapeutic Agent; Glucocorticoid; Glucocorticoids; Hormones; Hormones, Hormone Substitutes, and Hormone Antagonists; Reproductive Effect
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 632mg/kg (632mg/kg) | Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973. | |
mouse | LD50 | oral | 4067mg/kg (4067mg/kg) | Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973. | |
mouse | LD50 | subcutaneous | 496mg/kg (496mg/kg) | Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973. | |
rabbit | LD50 | subcutaneous | 61200ug/kg (61.2mg/kg) | SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Oyo Yakuri. Pharmacometrics. Vol. 28, Pg. 687, 1984. |
rat | LD50 | intraperitoneal | > 4500mg/kg (4500mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Oyo Yakuri. Pharmacometrics. Vol. 28, Pg. 687, 1984. |
rat | LD50 | oral | > 3gm/kg (3000mg/kg) | SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Oyo Yakuri. Pharmacometrics. Vol. 28, Pg. 687, 1984. |
rat | LDLo | subcutaneous | 2gm/kg (2000mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 27, Pg. 2102, 1977. |
Poison by subcutaneous route. Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of F−.
Hazard Codes: Xn
Risk Statements: 48
R48:Danger of serious damage to health by prolonged exposure.
Safety Statements: 22-24/25
S24/25:Avoid contact with skin and eyes.
S22:Do not breathe dust.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 2
RTECS: TU3835000
Betamethasone 17-valerate (CAS NO.2152-44-5), its Synonyms are Betamethasone valerate ; 9-Fluoro-11-beta,17,21-trihydroxy-16-beta-methylpregna-1,4-diene-3,20-dione-17-valerate ; 9-Fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17-valerate ; Betaderm ; Betamethason-17-valerate ; Betatrex ; Betnovate ; Betnovateat ; Celestoderm ; Dermabet ; Luxiq ; Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16-methyl-17-((1-oxopentyl)oxy)-, (11beta,16beta)- ; Valisone ; Valnac ; beta-Methasone 17-valerate ; beta-Val .