101999-45-5

Basic information

• Product Name: CHEMBRDG-BB 7932577
• Synonyms: CHEMBRDG-BB 7932577;2-(7-HYDROXY-2-OXO-2H-CHROMEN-4-YL)ACETAMIDE;2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetamide(SALTDATA: FREE);2H-1-Benzopyran-4-acetamide, 7-hydroxy-2-oxo-
• CAS NO: 101999-45-5
• Molecular Formula: C₁₁H₉NO₄
• Molecular Weight: 219.19
• Mol File: 101999-45-5.mol

Chemical Properties

• Boiling Point: 548°C at 760 mmHg
• Flash Point: 285.2°C
• Appearance: /
• Density: 1.443g/cm³
• Vapor Pressure: 1.27E-12mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: CHEMBRDG-BB 7932577(CAS DataBase Reference)
• NIST Chemistry Reference: CHEMBRDG-BB 7932577(101999-45-5)
• EPA Substance Registry System: CHEMBRDG-BB 7932577(101999-45-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 101999-45-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H9NO4/c12-10(14)3-6-4-11(15)16-9-5-7(13)1-2-8(6)9/h1-2,4-5,13H,3H2,(H2,12,14)

Upstream product

• 6950-82-9 2-(7-hydroxy-2-oxochromen-4-yl)acetic acid 
• 108-46-3 recorcinol 
• 1042423-58-4 C₁₁H₁₀NO₇P 
• 74083-58-2 (7-hydroxy-2-oxo-2H-chromen-4-yl)-acetic acid ethyl ester 
• 542-05-2 acetonedicarboxylic acid 
• 15991-13-6 7-hydroxycoumarin-4-acetic acid methyl ester 

Downstream Products

• 911290-31-8 {7-[(3-chlorobenzyl)oxy]-2-oxo-2H-chromen-4-yl}acetonitrile 

Relevant articles and documents

Development of fluorescent peptide substrates and assays for the key autophagy-initiating cysteine protease enzyme, ATG4B

Abstract An efficient assay for monitoring the activity of the key autophagy-initiating enzyme ATG4B based on a small peptide substrate has been developed. A number of putative small fluorogenic peptide substrates were prepared and evaluated and optimized

Discovery of a novel class of potent coumarin monoamine oxidase B inhibitors: Development and biopharmacological profiling of 7-[(3-chlorobenzyl) oxy]-4-[(methylamino)methyl]-2H-chromen-2-one methanesulfonate (NW-1772) as a highly potent, selective, reversible, and orally active monoamine oxidase B inhibitor

In an effort to discover novel selective monoamine oxidase (MAO) B inhibitors with favorable physicochemical and pharmacokinetic profiles, 7-[(m-halogeno)benzyloxy]coumarins bearing properly selected polar substituents at position 4 were designed, synthesized, and evaluated as MAO inhibitors. Several compounds with MAO-B inhibitory activity in the nanomolar range and excellent MAO-B selectivity (selectivity index SI > 400) were identified. Structure-affinity relationships and docking simulations provided valuable insights into the enzyme-inhibitor binding interactions at position 4, which has been poorly explored. Furthermore, computational and experimental studies led to the identification and biopharmacological characterization of 7-[(3-chlorobenzyl)oxy]-4-[(methylamino)-methyl]-2H-chromen-2-one methanesulfonate 22b (NW-1772) as an in vitro and in vivo potent and selective MAO-B inhibitor, with rapid blood-brain barrier penetration, short-acting and reversible inhibitory activity, slight inhibition of selected cytochrome P450s, and low in vitro toxicity. On the basis of this preliminary preclinical profile, inhibitor 22b might be viewed as a promising clinical candidate for the treatment of neurodegenerative diseases.

Designing better coumarin-based fluorogenic substrates for PTP1B

As part of a program to develop better PTP1B fluorogenic substrates that more closely mimic the functionality found in the natural substrate, we have prepared and evaluated nine novel analogs of 4-methylumbelliferone phosphate (MUP) with a variety of additional groups occupying the second phosphate binding pocket.

Profiling of glycosidase activities using coumarin-conjugated glycoside cocktails

Glycosidases are a large subgroup of carbohydrate-processing enzymes that hydrolytically cleave the glycosidic bond. Glycans formed by the action of glycosidases are involved in various biological processes. Genetic abnormalities in glycosidases are associated with inherited diseases. Thus, characterization of the catalytic activities of glycosidases is of great importance. Herein, we describe a simple and rapid approach for determining glycosidase activity profiles using coumarin-conjugated glycoside cocktails.

SUBSTITUTED AMINOALKYL- AND AMIDOALKYL-BENZOPYRAN DERIVATIVES

This invention is related to novel aminoalkyl- and amidoalkyl- b enzopyran derivatives of the following general formula (I) wherein: the group (a) is a substituent in position 6 or 7 wherein: R is amono- or bi-cyclic (C6-C10) aryl or