|
|
| | S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate) Basic information |
| Product Name: | S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate) | | Synonyms: | S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate);Tixocortolpivalate;TIXOCORTOL17PIVALATE;TIXOCORTOL-21PIVALATE;21-[(2,2-Dimethyl-1-oxopropyl)thio]-11β,17-dihydroxypregn-4-ene-3,20-dione;JO-1016;Pregn-4-ene-3,20-dione, 21-[(2,2-dimethyl-1-oxopropyl)thio]-11,17-dihydroxy-, (11β)-;Tixocortol pivalate Solution, 100μg/mL | | CAS: | 55560-96-8 | | MF: | C26H38O5S | | MW: | 462.64 | | EINECS: | 2597064 | | Product Categories: | Intermediates & Fine Chemicals;Pharmaceuticals;Steroids;Sulfur & Selenium Compounds | | Mol File: | 55560-96-8.mol | ![S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate) Structure](CAS/GIF/55560-96-8.gif) |
| | S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate) Chemical Properties |
| Melting point | 195-200° | | alpha | D20 +145° (c = 1 in dioxane) | | Boiling point | 607.002±55.00 °C(Press: 760.00 Torr)(predicted) | | density | 1.231±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | | storage temp. | Refrigerator | | solubility | Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | | form | Solid | | pka | 12.423±0.70(predicted) | | color | White to Pale Yellow |
| | S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate) Usage And Synthesis |
| Chemical Properties | Pale Yellow Solid | | Originator | Pivalone,Jouveinal,France,1978 | | Uses | Free thiol in chemoaffinity labeling. | | 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. | | 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 | | 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). |
| | S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate) Preparation Products And Raw materials |
|