55560-96-8

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
• CAS NO: 55560-96-8
• Molecular Formula: C₂₆H₃₈O₅S
• Molecular Weight: 462.64192
• EINECS: 259-706-4
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Steroids;Sulfur & Selenium Compounds
• Mol File: 55560-96-8.mol
• Article Data: 0

Chemical Properties

• Melting Point: 195-200°
• Boiling Point: 607°Cat760mmHg
• Flash Point: 320.9°C
• Appearance: /
• Density: 1.23g/cm³
• Vapor Pressure: 2.87E-17mmHg at 25°C
• Refractive Index: 1.581
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate)(CAS DataBase Reference)
• NIST Chemistry Reference: S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate)(55560-96-8)
• EPA Substance Registry System: S-[11beta,17-dihydroxypregn-4-ene-3,20-dione] 21-(thiopivalate)(55560-96-8)

Safety Data

• Hazardous Substances Data: 55560-96-8(Hazardous Substances Data)

Usage

Chemical Properties

Pale Yellow Solid

Originator

Pivalone,Jouveinal,France,1978

Uses

Different sources of media describe the Uses of 55560-96-8 differently. You can refer to the following data:
1. Free thiol in chemoaffinity labeling.
2. Anti-inflammatory. Used in fluorescent chemoaffinity labeling.
3. 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).

InChI:InChI=1/C26H38O5S/c1-23(2,3)22(30)32-14-20(29)26(31)11-9-18-17-7-6-15-12-16(27)8-10-24(15,4)21(17)19(28)13-25(18,26)5/h12,17-19,21,28,31H,6-11,13-14H2,1-5H3/t17-,18-,19-,21+,24-,25-,26-/m0/s1