53-10-1

Basic information

• Product Name: HYDROXYDIONESODIUM
• Synonyms: HYDROXYDIONESODIUM;HYDROXYDION;Presuren;Succinic acid 1-(sodium)4-(3,20-dioxo-5β-pregnan-21-yl) ester salt;Succinic acid 1-sodium 4-(3,20-dioxo-5β-pregnane-21-yl);Viadril;21-(3-Carboxy-1-oxopropoxy)-5-beta-pregnane-3,20-dione sodium salt;21-Hydroxy-5beta-pregnane-3,20-dione 21-(sodium succinate)
• CAS NO: 53-10-1
• Molecular Formula: C25H35NaO6
• Molecular Weight: 454.54
• Mol File: 53-10-1.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 594.1°Cat760mmHg
• Flash Point: 197.4°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 1.19E-15mmHg at 25°C
• CAS DataBase Reference: HYDROXYDIONESODIUM(CAS DataBase Reference)
• NIST Chemistry Reference: HYDROXYDIONESODIUM(53-10-1)
• EPA Substance Registry System: HYDROXYDIONESODIUM(53-10-1)

Safety Data

• Hazardous Substances Data: 53-10-1(Hazardous Substances Data)

Usage

Originator

Viadril,Pfizer,US,1957

Manufacturing Process

A solution of 20 g of desoxycorticosterone in 190 ml of absolute ethanol was stirred in an atmosphere of hydrogen in the presence of 1.68 g of 25% palladium on calcium carbonate catalyst. After 20 hours, approximately 1 molar equivalent of hydrogen had been absorbed and hydrogen uptake had ceased. The catalyst was removed by filtration and the filtrate evaporated in vacuo to yield 20 g of nearly pure product, MP 135°C to 140°C. The crude product was demonstrated to be free of starting material by paper chromatography. A highly purified product was obtained by recrystallization from acetone-water with cooling in an ice bath, yield 14.5 g, MP 152°C to 154°C. The product was characterized by analysis and by absence of ultraviolet absorption. A solution of 14 g of 21-hydroxypregnane-3,20-dione and of 14 g of recrystallized succinic anhydride in 140 ml of dry pyridine was allowed to stand at room temperature for 18 hours, then cooled in an ice bath and poured in a fine stream into 1.5 liters of ice water. Excess pyridine was neutralized with 3N hydrochloric acid and the solution further diluted with 2 liters of ice water. The precipitated product was filtered, washed with water and dried in vacuo at 50°C affording 18 g of solid MP 192°C to 195°C. Recrystallization of a small sample afforded analytically pure material, MP 200°C.

Therapeutic Function

Anesthetic

InChI:InChI=1/C25H36O6.Na/c1-24-11-9-16(26)13-15(24)3-4-17-18-5-6-20(25(18,2)12-10-19(17)24)21(27)14-31-23(30)8-7-22(28)29;/h15,17-20H,3-14H2,1-2H3,(H,28,29);/q;+1/p-1/t15-,17+,18+,19+,20-,24+,25+;/m1./s1