5352-63-6

Basic information

• Product Name: digoxigenin-mono(digitoxoside)
• Synonyms: Digoxin-like inhibitor of the sodium pump;Card-20(22)-enolide, 3-((2,6-dideoxy-beta-D-ribo-hexopyranosyl)oxy)-12,14-dihydroxy-, (3beta,5beta,12beta)-;(3β,5β,12β)-3-[(2,6-Dideoxy-β-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxycard-20(22)-enolide;Digoxigenin 3-Monodigitoxide;Digoxigenin Monodigitoxide;Digoxin IMpurity D;Digoxigenin Mono-digitoside;digoxigenin-mono(digitoxoside)
• CAS NO: 5352-63-6
• Molecular Formula: C₂₉H₄₄O₈
• Molecular Weight: 520.659
• Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids
• Mol File: 5352-63-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 228-230°C
• Boiling Point: 708.3°Cat760mmHg
• Flash Point: 230.5°C
• Appearance: /
• Density: 1.31g/cm³
• Refractive Index: 1.6
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• PKA: 13.68±0.70(Predicted)
• CAS DataBase Reference: digoxigenin-mono(digitoxoside)(CAS DataBase Reference)
• NIST Chemistry Reference: digoxigenin-mono(digitoxoside)(5352-63-6)
• EPA Substance Registry System: digoxigenin-mono(digitoxoside)(5352-63-6)

Safety Data

• Hazardous Substances Data: 5352-63-6(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Definition

ChEBI: A steroid saponin that consists of digoxigenin having a digitoxosyl residue attached at position 3.

InChI:InChI=1/C29H44O8/c1-15-26(33)22(30)13-25(36-15)37-18-6-8-27(2)17(11-18)4-5-20-21(27)12-23(31)28(3)19(7-9-29(20,28)34)16-10-24(32)35-14-16/h10,15,17-23,25-26,30-31,33-34H,4-9,11-14H2,1-3H3/t15?,17-,18+,19-,20-,21+,22-,23-,25+,26-,27+,28+,29+/m1/s1

Upstream product

• 58994-85-7 Digoxin dialdehyde 
• 161744-35-0 C₃₅H₅₂O₁₁ 
• 20830-75-5 digoxin 
• 5297-05-2 Digoxigenin bisdigitoxide 

Downstream Products

• 1672-46-4 digoxigenin 

Relevant articles and documents

Effect of cyclodextrins on the acid hydrolysis of digoxin.

The effects of three cyclodextrins (alpha-, beta-, gamma-CyD) on the acid hydrolysis of digoxin were examined. From the high performance liquid chromatographic tracing of each of the four components (digoxin, bisdigitoxoside, monodigitoxoside, digoxigenin) in reaction mixtures, the individual rate constants (K1-K6) were determined by analogue computer simulation. The hydrolysis was suppressed by CyDs in the order of beta-great than gamma-greater than alpha-greater than-CyD, where beta-CyD inhibited the appearance rates of digoxigenin (k3, K5, and K6) significantly. In the dissolution study of digoxin tablets, the increase in dissolution rate and decrease in acid hydrolysis were attained by inclusion complexation. The data are presented suggesting that CyDs are useful for improving the oral bioavailability of digoxin.

Regioselective Schiff's base mediated deglycosidation of digitalis glycosides. New efficient synthesis of digoxigenin bis-digitoxoside and digoxigenin mono-digitoxoside

Dialdehydes derived from digoxin glycosides via sodium periodate oxidation were regioselectively deglycosylated by various amino acids in anhydrous methanolic solution to afford excellent yields of digoxigenin bis-digitoxoside and digoxigenin mono-digitoxoside in a single step.