1025919-20-3

Basic information

• Product Name: 6-butoxy-2-(4-cyclopentyloxy-phenyl)-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester
• Synonyms: 6-butoxy-2-(4-cyclopentyloxy-phenyl)-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester
• CAS NO: 1025919-20-3
• Molecular Weight: 570.584
• Mol File: 1025919-20-3.mol

Chemical Properties

• CAS DataBase Reference: 6-butoxy-2-(4-cyclopentyloxy-phenyl)-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 6-butoxy-2-(4-cyclopentyloxy-phenyl)-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester(1025919-20-3)
• EPA Substance Registry System: 6-butoxy-2-(4-cyclopentyloxy-phenyl)-4-trifluoromethanesulfonyloxy-2H-chromene-3-carboxylic acid methyl ester(1025919-20-3)

Safety Data

• Hazardous Substances Data: 1025919-20-3(Hazardous Substances Data)

Upstream product

• 145100-50-1 1,1,1-trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methane sulfonamide 
• 1026315-77-4 Methyl 6-butoxy-4-oxo-4H-chromen-3-carboxylate 
• 203919-46-4 6-butoxy-4-oxo-4H-chromene-3-carbaldehyde 

Relevant articles and documents

Structure-activity relationships of a novel class of endothelin-A receptor antagonists and discovery of potent and selective receptor antagonist, 2-(benzo[1,3]dioxol-5-yl)-6-isopropyloxy-4- (4-methoxyphenyl)-2H-chromene-3-carboxylic acid (S-1255). 1. Study on structure-activity relationships and basic structure crucial for ETA antagonism

A novel series of endothelin-A (ETA) selective receptor antagonists having a 2H-chromene skeleton are described. A lead compound, 2-(benzo[1,3] dioxol-5-yl)-2H-chromene-3-carboxylic acid (3), was found by modifications of our own angiotensin II antagonist. A structure-activity relationship (SAR) study of 3 reveals that the structural requirements essential for potent and selective ETA receptor binding affinity are the m,p-methylenedioxyphenyl, carboxyl, and isopropoxy groups at the 2-, 3-,and 6-positions, respectively, on the (R)-2H-chromene skeleton. The substituent at the 4-position is also important for improving the activity, and various hydrophobic functional groups of 6-9 ? such as liner, branched, and cyclic aliphatic groups, unsubstituted and substituted aryl groups, and even halogen atoms were acceptable. These results suggest that (R)-2-(benzo[1,3]dioxol-5-yl)-6-isopropoxy-2H-chromene-3-carboxylic acid, formula 108, is the crucial basic structure to be recognized by the ETA receptor. The most potent compound is (R)-48 (S-1255), which binds to the ETA receptor with an IC50 value of 0.19 nM and is 630-fold selective for the ETA receptor than for the ETB receptor. This compound has 55% oral bioavailability in rats. On the basis of the SAR, the roles of each substituent in the receptor binding are discussed.