| Identification | Back Directory | [Name]
11beta,17,21-trihydroxypregn-4-ene-3,20-dione 21-(dihydrogen phosphate) | [CAS]
3863-59-0 | [Synonyms]
Corphos
NSC 529660
Cortisol phosphate
Cortisol 21-phosphate
Hydrocortisone phosphate
Cortisol 21-monophosphate
Hydrocortisone 21-phosphate
Cortisol 21-phosphoric acid
21-Hydrocortisonephosphoric acid
Hydrocortisone dihydrogen phosphate
Hydrocortisone 21-(dihydrogen phosphate)
Cortisol, 21-(dihydrogen phosphate) (7CI, 8CI)
Corticosterone, 17-hydroxy-, 21-phosphate (6CI)
11β,17-Dihydroxy-21-(phosphonooxy)pregn-4-ene-3,20-dione
11β,17α-Dihydroxy-21-(phosphonooxy)pregn-4-ene-3,20-dione
Pregn-4-ene-3,20-dione, 11,17-dihydroxy-21-(phosphonooxy)-, (11β)-
11beta,17,21-trihydroxypregn-4-ene-3,20-dione 21-(dihydrogen phosphate) | [EINECS(EC#)]
223-382-2 | [Molecular Formula]
C21H31O8P | [MOL File]
3863-59-0.mol | [Molecular Weight]
442.44 |
| Questions And Answer | Back Directory | [Description]
Hydrocortisone phosphate (Hydrocortisone 21-phosphate), a glucocorticoid, is an orally active steroidal anti-inflammatory agent (SAID). Hydrocortisone phosphate inhibits the biological activities of IL-6 and IL-3 with IC50 values of 6.7 and 21.4 μM, respectively. Hydrocortisone phosphate can be used in the study of ulcerative colitis (UC). |
| Chemical Properties | Back Directory | [Boiling point ]
669.9±65.0 °C(Predicted) | [density ]
1.42±0.1 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [pka]
1.67±0.10(Predicted) |
| Hazard Information | Back Directory | [Originator]
Corphos,Tilden Yates,US,1959 | [Uses]
Glucocorticoid. | [Definition]
ChEBI: A steroid phosphate that is the 21-O-phospho derivative of cortisol. | [Manufacturing Process]
21-iodo-11β:17α-dihydroxypregn-4-ene-3,20-dione (5.0 g) in pure acetonitrile
(125 ml) was mixed with a solution of 90% phosphoric acid (2.5 ml) and
triethylamine (7.5 ml) in acetonitrile (125 ml) and boiled under reflux for 4
hours. The solvent was removed in vacuo and the residue, dissolved in
ethanol (20 ml) and water (80 ml), was passed down a column of Zeo-Karb
225 (H+form) (60 g) made up in 20% alcohol. Elution was continued with
20% alcohol (50 ml), 50% alcohol (50 ml) and alcohol (150 ml). The eluate
was at first cloudy, but by the end of the elution it was clear and nonacid.
The eluate was titrated to pH 7 with 0.972N NaOH (63 ml). Removal of
solvent left a gum, which was boiled with methanol (400 ml) for 20 minutes.
The solid insoluble inorganic phosphate was filtered off and washed with
methanol (200 ml). The slightly cloudy filtrate was filtered again, and
evaporated to dryness in vacuo. The residual gum dissolved readily in water
(40 ml) and on addition of acetone (600 ml) to the solution a mixture of
sodium salts of hydrocortisone 21-phosphate separated as a white solid. This
was collected after 2 days, washed with acetone and dried at 100°C/0.l mm/2
hr to constant weight. Yield 4.45 g. | [Brand name]
Hydrocortone (Merck). | [Therapeutic Function]
Glucocorticoid |
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