CAS 30685-43-9

Metildigoxin

Description:

Metildigoxin is a cardiac glycoside, a class of compounds known for their ability to increase the force of heart contractions and regulate heart rhythm. It is derived from digoxin, which is obtained from the foxglove plant (Digitalis purpurea). Metildigoxin exhibits a similar mechanism of action to other cardiac glycosides, primarily by inhibiting the Na+/K+ ATPase enzyme, leading to increased intracellular calcium levels and enhanced cardiac contractility. This compound is often used in the treatment of heart failure and certain arrhythmias. In terms of its chemical structure, Metildigoxin features a steroid nucleus with specific sugar moieties that contribute to its pharmacological properties. The compound is typically administered in a controlled manner due to its narrow therapeutic index, meaning that the difference between an effective dose and a toxic dose is small. As with other cardiac glycosides, monitoring of serum levels and patient response is crucial to ensure safety and efficacy during treatment.

Formula: C₄₂H₆₆O₁₄

InChI: InChI=1/C42H66O14/c1-20-37(49-6)28(43)17-35(50-20)55-39-22(3)52-36(19-30(39)45)56-38-21(2)51-34(18-29(38)44)53-24-11-13-40(4)23(15-24)7-8-25-27(40)16-32(46)41(5)26(12-14-42(25,41)48)31-9-10-33(47)54-31/h9,20-30,32,34-39,43-46,48H,7-8,10-19H2,1-6H3/t20?,21?,22?,23-,24+,25-,26-,27+,28?,29?,30?,32-,34?,35?,36?,37?,38?,39?,40+,41+,42+/m1/s1

InChI key: InChIKey=IYJMSDVSVHDVGT-PEQKVOOWSA-N

SMILES: O[C@@]12[C@@](C)([C@H](CC1)C3=CC(=O)OC3)[C@H](O)C[C@]4([C@]2(CC[C@]5([C@]4(C)CC[C@H](O[C@H]6C[C@H](O)[C@H](O[C@H]7C[C@H](O)[C@H](O[C@H]8C[C@H](O)[C@H](OC)[C@@H](C)O8)[C@@H](C)O7)[C@@H](C)O6)C5)[H])[H])[H]

Synonyms:

• (3beta,5beta,12beta,17xi)-3-{[2,6-dideoxy-4-O-methyl-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl-(1->4)-2,6-dideoxy-beta-D-ribo-hexopyranosyl]oxy}-12,14-dihydroxycard-20(22)-enolide
• (3β,5β,12β)-3-[(O-2,6-Dideoxy-4-O-methyl-β-<span class="text-smallcaps">D</smallcap>-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-<smallcap>D</span>-ribo-hexopyranosyl)oxy]-12,14-dihydroxycard-20(22)-enolide
• 4′′′-Methyldigoxin
• 4′′′-O-Methyldigoxin
• 4′′′-β-Methyldigoxin
• Card-20(22)-enolide, 3-[(O-2,6-dideoxy-4-O-methyl-β-<span class="text-smallcaps">D</smallcap>-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-<smallcap>D</smallcap>-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-<smallcap>D</span>-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-, (3β,5β,12β)-
• Digoxin, 4′′′-O-methyl-
• Lanirapid
• Lanitop
• Medigoxin
• Methyldigoxin
• beta-Methyldigoxin
• β-Methyldigoxin
• (3β,5β,12β)-3-[(O-2,6-Dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxycard-20(22)-enolide
• Card-20(22)-enolide, 3-[(O-2,6-dideoxy-4-O-methyl-β-D-ribo-hexopyranosyl-(1→4)-O-2,6-dideoxy-β-D-ribo-hexopyranosyl-(1→4)-2,6-dideoxy-β-D-ribo-hexopyranosyl)oxy]-12,14-dihydroxy-, (3β,5β,12β)-
• β-Methyl Digoxin
• -β-Methyl Digoxin
• Metildigoxin RS
• Digoxin, 4'''-O-methyl- (8CI)
• Metildigoxin
• Metildigoxin USP/EP/BP
• 3β-[[4-O-[4-O-(4-O-Methyl-2,6-dideoxy-β-D-ribo-hexopyranosyl)-2,6-dideoxy-β-D-ribo-hexopyranosyl]-2,6-dideoxy-β-D-ribo-hexopyranosyl]oxy]-12β,14-dihydroxy-5β,14β-card-20(22)-enolide

Metildigoxin

CAS: 30685-43-9

Formula: C₄₂H₆₆O₁₄

Color and Shape: White To Off-White Solid

Molecular weight: 794.98

Ref: 4Z-M-721

Metildigoxin RS

CAS: 30685-43-9

Color and Shape: White To Light Yellowish White Solid Crystalline Powder

Ref: 2K-1162000021

β-Methyl Digoxin

CAS: 30685-43-9

Applications Cardiotonic. Obtained by the O-methylation of Digoxin.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Hunter, J., et al.: J. Biol. Chem., 268, 14991 (1993), Greiner, B., et al.: J. Clin. Invest., 104, 147 (1999), Jun, A., et al.: J. Pharm.Pharm. Sci., 4, 263 (2001), Sugiyama, D., et al.: Drug Metab. Dispos., 30, 220 (2002),

Formula: C₄₂H₆₆O₁₄

Color and Shape: Neat

Molecular weight: 794.97

Ref: TR-M301850

β-Methyldigoxin

CAS: 30685-43-9

B-methyldigoxin is a drug that can be used to study the role of P-gp in drug transport. It has been shown to inhibit P-gp function and thus increase the amount of digoxin transported into the cells. This drug also inhibits cyclooxygenase, which is responsible for the production of prostaglandins, leading to anti-inflammatory effects. B-methyldigoxin has been shown to lower systolic pressure in rats with bowel disease and has been found to have cardiac effects in rats with congestive heart failure. The clinical relevance of this drug is not known, but it may be useful for treating geriatric patients or those with autoimmune diseases, as well as those who have had a cardiac event or are at risk for congestive heart failure.

Formula: C₄₂H₆₆O₁₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 794.97 g/mol

Ref: 3D-FM09709

β-Methyl Digoxin

CAS: 30685-43-9

Formula: C₄₂H₆₆O₁₄

Molecular weight: 794.97

Ref: ST-EA-CP-D1200012