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| CAS No.: | 5593-20-4 |
|---|---|
| Name: | Betamethasone 17,21-dipropionate |
| Article Data: | 5 |
| Molecular Structure: | |
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|
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| Formula: | C28H37FO7 |
| Molecular Weight: | 504.596 |
| Synonyms: | Pregna-1,4-diene-3,20-dione,9-fluoro-11b,17,21-trihydroxy-16b-methyl-, 17,21-dipropionate (7CI,8CI);Diproderm;Diprolene;Diprosis;Diprosone;Maxivate;Psorion;Rinderon DP;S3440;Sch 11460;b-Methasone 17,21-dipropionate;Halometasone Monohydrate;Pregna-1,4-diene-3,20-dione,9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11b,16b)-; |
| EINECS: | 227-005-2 |
| Density: | 1.24 g/cm3 |
| Melting Point: | 178 °C |
| Boiling Point: | 603.2 °C at 760 mmHg |
| Flash Point: | 318.6 °C |
| Appearance: | Powder |
| Safety: | 22-24/25 |
| PSA: | 106.97000 |
| LogP: | 3.81750 |
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| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: toluene-4-sulfonic acid / tetrahydrofuran / 2 h / 15 - 20 °C / Inert atmosphere 2: aluminum (III) chloride / 16.5 h / 10 - 30 °C 3: tetrahydrofuran; water / 8 h / 50 - 80 °C / 450.05 Torr View Scheme |
| Conditions | Yield |
|---|---|
| In tetrahydrofuran; water at 50 - 80℃; under 450.045 Torr; for 8h; |
- 5593-20-4
betamethasone dipropionate
- 65669-64-9
17α,21-dihydroxy-9α-fluoro-16β-methylpregna-1,4,11(12)-triene-3,20-dione 17,21-dipropionate
| Conditions | Yield |
|---|---|
| With (diethylamido)sulfur trifluoride In dichloromethane for 16h; Ambient temperature; | 93% |
- 5593-20-4
betamethasone dipropionate
| Conditions | Yield |
|---|---|
| In toluene | 60% |
- 5593-20-4
betamethasone dipropionate
- 72559-81-0
9α-fluoro-6β,11β,17α,21-tetrahydroxy-16β-methyl-1,4-pregnadiene-3,20-dione 17,21-dipropionate
| Conditions | Yield |
|---|---|
| With selenious acid In 1,4-dioxane at 100℃; for 72h; | 44.2% |
| With selenium(IV) oxide In 1,4-dioxane at 110℃; for 2.5h; | 25% |
| Multi-step reaction with 2 steps 1: pyridine / 18 h / 60 °C 2: oxygen / CHCl3 / 3 h View Scheme |
- 5593-20-4
betamethasone dipropionate
A
- 378-44-9
betamethasone
B
- 5534-13-4
Betamethasone propionate
C
- 24703-00-2
6β-hydroxybetamethasone
D
- 78144-00-0
6β-hydroxybetamethasone 17-propionate
| Conditions | Yield |
|---|---|
| With phosphate buffer; air; plasma of 20 d pregnant Sprague-Dawley rat at 37℃; for 1h; Product distribution; metabolism with tissues (plasma, liver, brain, placenta) from mothers and fetuses of Sprague-Dawley rats sacrificed on day 20 of pregnancy and mice on day 17 of pregnancy, further in vivo; | A 14.8 % Chromat. B 67.8 % Chromat. C 1.4 % Chromat. D 2.3 % Chromat. |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In ethanol for 6h; Ambient temperature; |
- 5593-20-4
betamethasone dipropionate
- 98-88-4
benzoyl chloride
- 82926-64-5
9α-fluoro-3,11β,17α,21-tetrahydroxy-16β-methyl-1,3,5-pregnatriene-20-one 3-benzoate 17,21-dipropionate
| Conditions | Yield |
|---|---|
| In pyridine at 60℃; for 18h; |
| Conditions | Yield |
|---|---|
| With sulfuric acid In acetonitrile at 20℃; for 20h; Product distribution; Further Variations:; Temperatures; |
- 5593-20-4
betamethasone dipropionate
| Conditions | Yield |
|---|---|
| With sodium hydroxide In acetonitrile at 20℃; for 0.333333h; Mattox rearrangement; | A 30 % Chromat. B 10 % Chromat. |
| With sodium hydroxide In water; acetonitrile at 20℃; for 0.333333h; Mattox rearrangement; |
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Chemistry
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IUPAC Name: [2-[(8S,9R,10S,11S,13S,14S,16S,17R)-9-Fluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-17-propanoyloxy-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate
Molecular Weight: 504.587583 [g/mol]
Molecular Formula: C28H37FO7
XLogP3: 3.6
H-Bond Donor: 1
H-Bond Acceptor: 8
EINECS: 227-005-2
Product Categories: Biochemistry; Hydroxyketosteroids; Steroids
refractive index: 69 °(C=1, Dioxane)
Water Solubility: 0.724 mg/L at 25 °C
Index of Refraction: 1.549
Molar Refractivity: 128.66 cm3
Molar Volume: 403.9 cm3
Surface Tension: 49.1 dyne/cm
Density: 1.24 g/cm3
Flash Point: 318.6 °C
Enthalpy of Vaporization: 102.93 kJ/mol
Boiling Point: 603.2 °C at 760 mmHg
Vapour Pressure: 4.58E-17 mmHg at 25 °C
Melting Point: 178 °C
Classification Code of Betamethasone dipropionate (CAS NO.5593-20-4): Anti-Inflammatory Agents; Drug / Therapeutic Agent; Glucocorticoid; Hormone; Reproductive Effect
Uses
Betamethasone dipropionate (CAS NO.5593-20-4) is applied as a topical cream, ointment, lotion or gel (Diprolene) to treat itching and other minor skin conditions such as eczema.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 103mg/kg (103mg/kg) | Drugs in Japan Vol. 6, Pg. 753, 1982. | |
| mouse | LD50 | oral | > 5gm/kg (5000mg/kg) | BEHAVIORAL: ANTIPSYCHOTIC SKIN AND APPENDAGES (SKIN): HAIR: OTHER | Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973. |
| mouse | LD50 | subcutaneous | 78100ug/kg (78.1mg/kg) | Drugs in Japan Vol. 6, Pg. 753, 1982. | |
| rat | LD50 | intraperitoneal | > 4gm/kg (4000mg/kg) | Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973. | |
| rat | LD50 | oral | > 4gm/kg (4000mg/kg) | Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973. | |
| rat | LD50 | subcutaneous | > 4gm/kg (4000mg/kg) | Shikoku Igaku Zasshi. Shikoku Medical Journal. Vol. 29, Pg. 153, 1973. |
Safety Profile
Safety Statements: 22-24/25
22:Do not breathe dust
24/25:Avoid contact with skin and eyes
WGK Germany: 2
RTECS: TU4058000
Poison by subcutaneous and intraperitoneal routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of F−.
Specification
Betamethasone dipropionate (CAS NO.5593-20-4), its Synonyms are 9-Fluoro-11beta,17,21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione 17,21-dipropionate ; Alphatrex ; Betamethasone 17,21-dipropionate ; Diproderm ; Diprolene ; Diprolene AF ; Diprosis ; Diprosone ; Maxivate ; Psorion ; Rinderon DP ; beta-Methasone 17,21-dipropionate ; Pregna-1,4-diene-3,20-dione, 9-fluoro-11-beta,17,21-trihydroxy-16-beta-methyl-, 17,21-dipropionate ; Pregna-1,4-diene-3,20-dione, 9-fluoro-11-hydroxy-16-methyl-17,21-bis(1-oxopropoxy)-, (11beta,16beta) .