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55560-96-8

55560-96-8 Structure

55560-96-8 Structure
IdentificationBack 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 PropertiesBack 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 InformationBack 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
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H413-H317
[Precautionary statements ]

P261-P272-P280-P302+P352-P333+P313-P321-P363-P501
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