85131-64-2

Basic information

• Product Name: 1-Propanone, 1-(5-chloro-2,4-dihydroxyphenyl)-
• CAS NO: 85131-64-2
• Molecular Formula: C9H9ClO3
• Molecular Weight: 200.622
• Mol File: 85131-64-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 1-(5-chloro-2,4-dihydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 1-(5-chloro-2,4-dihydroxyphenyl)-(85131-64-2)
• EPA Substance Registry System: 1-Propanone, 1-(5-chloro-2,4-dihydroxyphenyl)-(85131-64-2)

Safety Data

• Hazardous Substances Data: 85131-64-2(Hazardous Substances Data)

Usage

General Description

1-Propanone, 1-(5-chloro-2,4-dihydroxyphenyl)-, also known as 5-chloro-2,4-dihydroxyacetophenone, is a chemical compound with the molecular formula C9H9ClO3. It is a derivative of acetophenone, with a chlorine atom and two hydroxyl groups attached to the aromatic ring. 1-Propanone, 1-(5-chloro-2,4-dihydroxyphenyl)- is used in the synthesis of various pharmaceuticals and active ingredients for medications. It is also used as an intermediate in the production of other organic compounds. The presence of a chloro group and hydroxyl groups makes it a versatile building block for the synthesis of biologically active compounds. Due to its potential reactivity, it should be handled with care and stored properly to avoid degradation or contamination.

Upstream product

• 95-88-5 4-Chlororesorcinol 
• 79-03-8 propionyl chloride 

Downstream Products

• 18979-60-7 4-propylresorcinol 
• 6298-86-8 2-chloro-4-propyl-1,5-dihydroxybenzene 

Relevant articles and documents

Synthesis and biological evaluation of novel chromonyl enaminones as α-glucosidase inhibitors

Series of novel chromonyl enaminones 1a–e and 2a–e and 3-alkylated chromones 3a–e were synthesized and evaluated in vitro as α-glucosidase inhibitors as well as antioxidant and antifungal agents. Antifungal activity was tested on strains of Candida albicans. Compounds 2a and 2d–e showed good inhibition of the α-glucosidase enzyme (IC50 = 5.5, 0.9, and 1.5 mM, respectively), their effect being better than that of 1a–e, 3a–e, and acarbose (the standard, IC50 = 7.73 ± 0.9 mM). The structure–activity relationship suggests that the phenyl group at the C-3 position of the chromone ring system and the 4-chlorophenyl group at the enaminone moiety (derivatives 2) increased the inhibition of α-glucosidase. Compounds 2a–e exhibited a slight antioxidant effect, and compounds 3a–e a moderate antifungal activity against C. albicans (IC50 70.5–83.1 μg/mL). Docking studies revealed that compounds 2 interact with the α-glucosidase residues of the binding pocket. Therefore, these chromone derivatives may be considered as potential α-glucosidase inhibitors, as well as antifungal agents against some Candida strains of yeast.