| Identification | Back Directory | [Name]
S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate) | [CAS]
55560-96-8 | [Synonyms]
JO-1016 Tixocortolpivalate TIXOCORTOL17PIVALATE TIXOCORTOL-21PIVALATE S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate) 21-[(2,2-Dimethyl-1-oxopropyl)thio]-11β,17-dihydroxypregn-4-ene-3,20-dione | [EINECS(EC#)]
259-706-4 | [Molecular Formula]
C26H38O5S | [MDL Number]
MFCD00866017 | [MOL File]
55560-96-8.mol | [Molecular Weight]
462.642 |
| Chemical Properties | Back Directory | [Melting point ]
195-200° | [alpha ]
D20 +145° (c = 1 in dioxane) | [storage temp. ]
Refrigerator | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Pale Yellow | [Contact allergens]
Tixocortol 21-pivalate is a 21-ester of tixocortol, widely
used in topical treatments. It can induce severe allergic
contact dermatitis. This corticosteroid is a marker of the
allergenic A group that includes molecules without
major substitution on the D cycle (no C 16 methylation,
no C 17 side chain). A short-chain C 21 ester is possible.
Molecules are cloprednol, cortisone, fludrocortisone,
fluorometholone, hydrocortisone, methylprednisolone,
methylprednisone, prednisolone, prednisone, tixocor-
tol, and their C 21 esters (acetate, caproate or hexanoate,
phosphate, pivalate or trimethylacetate, succinate or
hemisuccinate, m-sulfobenzoate). |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Solid | [Uses]
Anti-inflammatory. Used in fluorescent chemoaffinity labeling. | [Uses]
Tixocortol 21-Pivalate is an anti-inflammatory agent. Tixocortol 21-Pivalate is used in fluorescent chemoaffinity labeling. | [Definition]
ChEBI: The pivalate thioester of tixocortol. | [Uses]
Free thiol in chemoaffinity labeling. | [Originator]
Pivalone,Jouveinal,France,1978 | [Manufacturing Process]
In a reactor of 50 liters, sodium S-thiopivalate is prepared from 100 g of S_x0002_thiopivalic acid (0.844 mol), 214 cc of solution of sodium methylate, 3.95 M
(0.844 mol) in 25 liters of anhydrous acetone.
There are then added 285 g (0.603 mol) of dihydroxy-11β,17α-iodo-21-dioxo-
3,20-pregnene-4 and the mixture is brought up to the acetone reflux for two
hours. The solvent is eliminated by distillation under vacuum until there is
obtained a syrupy residue which is poured into 10 liters of iced water. The
insoluble part is filtered and dried under vacuum.
The crude product is purified by recrystallization from ethanol; weight: 250 g;
yield: 89.5%. | [Therapeutic Function]
Antiinflammatory |
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| Company Name: |
Energy Chemical
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021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
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