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| Name |
Betamethasone 17-valerate |
EINECS | 218-439-3 |
| CAS No. | 2152-44-5 | Density | 1.24 g/cm3 |
| PSA | 100.90000 | LogP | 3.63680 |
| Solubility | 9.29 mg/L at 25 °C in water | Melting Point |
183-184oC |
| Formula | C27H37FO6 | Boiling Point | 598.9 °C at 760 mmHg |
| Molecular Weight | 476.586 | Flash Point | 316 °C |
| Transport Information | UN 2811 6.1/PG 3 | Appearance | White powder |
| Safety | 22-24/25 | Risk Codes | 48 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| 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; |
Article Data | 13 |
Betamethasone 17-valerate Synthetic route
- 2152-44-5
betamethasone-valerate
| Conditions | Yield |
|---|---|
| In methanol |
| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In N,N-dimethyl-formamide; benzene for 1.25h; Ambient temperature; |
- 5919-89-1
9α-fluoro-11β,17α,21-trihydroxy-16β-methylpregna-1,4-diene-3,20-dione 17-valerate 21-acetate
- 2152-44-5
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% |
- 2152-44-5
betamethasone-valerate
- 124-63-0
methanesulfonyl chloride
- 15423-82-2
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; |
- 2152-44-5
betamethasone-valerate
- 128292-26-2
(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 |
- 2152-44-5
betamethasone-valerate
- 128292-10-4
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 |
- 2152-44-5
betamethasone-valerate
- 128292-11-5
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 |
Betamethasone 17-valerate Chemical Properties
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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
Betamethasone 17-valerate Toxicity Data With Reference
| 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. |
Betamethasone 17-valerate Safety Profile
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 Specification
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 .
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