17831-88-8

Basic information

• Product Name: 4-CHLORO-2H-CHROMEN-2-ONE
• Synonyms: AURORA KA-4413;4-CHLORO-2H-CHROMEN-2-ONE;4-chloro-2H-1-benzopyran-2-one;Einecs 241-790-9
• CAS NO: 17831-88-8
• Molecular Formula: C₉H₅ClO₂
• Molecular Weight: 180.59
• EINECS: 241-790-9
• Mol File: 17831-88-8.mol

Chemical Properties

• Melting Point: 89-91 °C
• Boiling Point: 315.8°Cat760mmHg
• Flash Point: 168°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 0.000428mmHg at 25°C
• Refractive Index: 1.618
• CAS DataBase Reference: 4-CHLORO-2H-CHROMEN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-2H-CHROMEN-2-ONE(17831-88-8)
• EPA Substance Registry System: 4-CHLORO-2H-CHROMEN-2-ONE(17831-88-8)

Safety Data

• Hazardous Substances Data: 17831-88-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-CHLORO-2H-CHROMEN-2-ONE is used as a key intermediate in the synthesis of various pharmaceuticals for its potential biological activities. Its antifungal, antibacterial, and antitumor properties make it a promising candidate for the development of new drugs targeting a wide range of diseases and conditions.
Used in Agrochemical Industry:
In the agrochemical industry, 4-CHLORO-2H-CHROMEN-2-ONE is utilized as a building block in the production of agrochemicals. Its biological activities, such as antifungal and antibacterial properties, contribute to the development of effective pesticides and other agricultural chemicals to protect crops and enhance agricultural productivity.
Used in the Synthesis of Functionalized Coumarin Derivatives:
4-CHLORO-2H-CHROMEN-2-ONE serves as a valuable intermediate in the synthesis of various functionalized coumarin derivatives. Its unique chemical structure allows for the creation of compounds with diverse biological and pharmacological properties, which can be applied in different fields, including medicine, agriculture, and other industries.

InChI:InChI=1/C9H5ClO2/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5H

Upstream product

• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 541-47-9 3-Methylbutenoic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 38518-76-2 2-amino-4H-1-benzopyran-4-one 
• 118-93-4 o-hydroxyacetophenone 
• 108-95-2 phenol 
• 22105-09-5 4‐hydroxycoumarin 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 127-19-5 N,N-dimethyl acetamide 
• 69-72-7 salicylic acid 

Downstream Products

• 35817-27-7 4-ethoxy-2H-chromen-2-one 
• 91-64-5 coumarin 
• 145982-69-0 (E)-1-chloro-1-(o-hydroxyphenyl)-3-propylhex-1-en-3-ol 
• 145982-73-6 (Z)-6-(o-hydroxyphenyl)-4-propylnon-5-en-4-ol 
• 145982-72-5 (Z)-3-ethyl-5-(o-hydroxyphenyl)hept-4-en-3-ol 
• 82381-53-1 (Z)-6-(o-hydroxyphenyl)-2,8-dimethylnon-5-en-4-ol 
• 145982-60-1 (E)-3-chloro-3-(o-hydroxyphenyl)prop-2-en-1-ol 
• 145982-74-7 (Z)-5-butyl-7-(o-hydroxyphenyl)undec-6-en-5-ol 
• 156742-63-1 4-(N-methyl-2-oxo-2-phenyl-ethylamino)-2H-1-benzopyran-2-one 
• 136538-15-3 (1S,6S)-1,6-Bis-(2-chloro-phenyl)-1,6-diphenyl-hexa-2,4-diyne-1,6-diol; compound with 4-chloro-chromen-2-one 
• 139300-90-6 (2-Oxo-2H-chromen-4-yl)-phosphonic acid diethyl ester 
• 5101-44-0 2-ethynyl-phenol 
• 42373-56-8 4‐azido‐2H‐chromen‐2‐one 
• 131575-57-0 4-(2,4-Dimethoxyphenyl)-2H-1-benzopyran-2-one 

Relevant articles and documents

Design, synthesis, and antiproliferative evaluation of novel coumarin/2-cyanoacryloyl hybrids as apoptosis inducing agents by activation of caspase-dependent pathway

A series of novel coumarin/2-cyanoacryloyl hybrids were prepared and evaluated for their in vitro anticancer activity. Among them, two analogs 5p and 5q showed promising antiproliferative activity against a panel of cancer cell lines, including A549, H157

Efficient Synthesis of Pyrido[3,2-c[coumarins via Silver Nitrate Catalyzed Cycloisomerization and Application to the First Synthesis of Polyneomarline C

Herein, we report an efficient method for the synthesis of the pyrido[3,2-c[coumarin scaffold, one of the privileged heterocycle-fused coumarin scaffolds, via a AgNO 3-catalyzed cycloisomerization of 4-(propynylamino)coumarins obtained from div

Synthesis and Antibacterial Activity Evaluation of Novel (E)-4-(4-((arylidene)amino)phenoxy)coumarin Derivatives

A series of novel (E)-4-(4-((arylidene)amino)phenoxy)coumarin derivatives were synthesized from 4-hydroxycoumarin in three step reactions, and their antibacterial activities against Xanthomonas oryzae pv. oryzae (Xoo) and Xanthomonas citri subsp. Citri (X

Inverse design and synthesis of acac-coumarin anchors for robust TiO 2 sensitization

An inverse design methodology suitable to assist the synthesis and optimization of molecular sensitizers for dye-sensitized solar cells is introduced. The method searches for molecular adsorbates with suitable photoabsorption properties through continuous

The legend of 4-aminocoumarin: Use of the Delepine reaction for synthesis of 4-iminocoumarin

Use of the Delepine reaction for synthesis of 4-aminocoumarin from 4-chlorocoumarin was not successful. The product was 4-iminocoumarin instead of 4-aminocoumarin. The 4-iminocoumarin was characterized by elemental analysis and spectral studies (FT-IR, s

Synthesis of novel coumarin substituted amide derivatives and their antibacterial activities

A series of novel coumarin substituted amide derivatives were synthesized and evaluated for their antibacterial activities. Result indicated that compounds 3f, 3g, 3h, 3i, 3j, 3k, 3l, 3m, 3n, 3o and 3q exhibited excellent antibacterial activities against

Novel curcumin analogue hybrids: Synthesis and anticancer activity

In this study, twenty curcumin analogue hybrids as potential anticancer agents through regulation protein of TrxR were designed and synthesized. Results of anticancer activity showed that 5,7-dimethoxy-3-(3-(2-((1E, 4E)-3-oxo-5-(pyridin-2-yl)penta-1,4-dien-1- yl)phenoxy)propoxy)-2-(3,4,5-trimethoxyphenyl)-4H-chromen-4-one (compound 7d) could induce gastric cancer cells apoptosis by arresting cell cycle, break mitochondria function and inhibit TrxR activity. Meanwhile, western blot revealed that this compound could dramatically up expression of Bax/Bcl-2 ratio and high expression of TrxR oxidation. These results preliminarily show that the important role of ROS mediated activation of ASK1/MAPK signaling pathways by this title compound.

Synthesis and biological evaluation of harmirins, novel harmine–coumarin hybrids as potential anticancer agents

As cancer remains one of the major health burdens worldwide, novel agents, due to the development of resistance, are needed. In this work, we designed and synthesized harmirins, which are hybrid compounds comprising harmine and coumarin scaffolds, evaluat

CHIRALITY SENSING WITH MOLECULAR CLICK CHEMISTRY PROBES

The present invention relates to an analytical method that includes providing a sample potentially containing a chiral analyte that can exist in stereoisomeric forms, and providing a probe selected from the group consisting of coumarin-derived Michael acceptors, dinitrofluoroarenes and analogs thereof, arylsulfonyl chlorides and analogs thereof, arylchlorophosphines and analogs thereof, aryl halophosphites, and halodiazaphosphites. The sample is contacted with the probe under conditions to permit covalent binding of the probe to the analyte, if present in the sample; and, based on any binding that occurs, the absolute configuration of the analyte in the sample, and/or the concentration of the analyte in the sample, and/or the enantiomeric composition of the analyte in the sample is/are determined. The probe may be a coumarin-derived Michael acceptor, a di nitrofluoroarene or analog thereof, an arylsulfonyl chloride or analog thereof, an arylchlorophosphine or analog thereof, an aryl halophosphite, or a halodiazaphosphite.

Synthesis and anti-gastric cancer activity evaluation of novel triazole nucleobase analogues containing steroidal/coumarin/quinoline moieties

A series of novel triazole nucleobase analogues containing steroidal/coumarin/quinoline moieties have been synthesized based on copper-catalyzed azide-alkyne cycloaddition (CuAAC). The anti-cancer activity of the new triazole nucleobase analogues was stud