146574-43-8

Basic information

• Product Name: SB 211475
• Synonyms: SB 211475;3-Hydroxy Carvedilol;4-[2-Hydroxy-3-[[2-(2-Methoxyphenoxy)ethyl]aMino]propoxy]-
• CAS NO: 146574-43-8
• Molecular Formula: C24H25N2O5
• Molecular Weight: 421.4657
• Product Categories: Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Amines, Aromatics, Heterocycles, Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 146574-43-8.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 702°C at 760 mmHg
• Flash Point: 378.3°C
• Appearance: /
• Density: 1.305g/cm³
• Vapor Pressure: 1.1E-20mmHg at 25°C
• Refractive Index: 1.674
• CAS DataBase Reference: SB 211475(CAS DataBase Reference)
• NIST Chemistry Reference: SB 211475(146574-43-8)
• EPA Substance Registry System: SB 211475(146574-43-8)

Safety Data

• Hazardous Substances Data: 146574-43-8(Hazardous Substances Data)

Usage

Chemical Properties

Light Tan Solid

Uses

A vascularly inactive metabolite of Carvedilol (C184625). A novel antihypertensive agent, is a potent antioxidant.

InChI:InChI=1/C24H26N2O5/c1-29-21-8-4-5-9-22(21)30-13-12-25-14-16(27)15-31-24-20(28)11-10-19-23(24)17-6-2-3-7-18(17)26-19/h2-11,16,25-28H,12-15H2,1H3

Upstream product

• 1836-62-0 2-(2-methoxy-phenoxy)-ethylamine 
• 51997-51-4 4-(2,3-epoxypropoxy)carbazole 
• 52602-39-8 9H-carbazol-4-ol 

Relevant articles and documents

Suppression of store overload-induced calcium release by hydroxylated metabolites of carvedilol

Carvedilol is a drug widely used in the treatment of heart failure and associated cardiac arrhythmias. A unique action of carvedilol is its suppression of store overload-induced calcium release (SOICR) through the cardiac ryanodine receptor (RyR2), which can trigger ventricular arrhythmias. Since the effects of carvedilol metabolites on SOICR have not yet been investigated, three carvedilol metabolites hydroxylated at the 3-, 4′ and 5′-positions were synthesized and assayed for SOICR inhibition in mutant HEK 293 cells expressing the RyR2 mutant R4496C. This cell line is especially prone to SOICR and calcium release through the defective RyR2 channel was measured with a calcium-sensitive fluorescent dye. These results revealed that the 3- and 4′-hydroxy derivatives are slightly more effective than carvedilol in suppressing SOICR, while the 5′-analog proved slightly less active. Metabolic deactivation of carvedilol via these hydroxylation pathways is therefore insignificant.