6336-05-6

Basic information

• Product Name: 6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-1-benzopyran-4-one
• Synonyms: 6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-1-benzopyran-4-one;Einecs 228-716-0
• CAS NO: 6336-05-6
• Molecular Formula: C₁₅H₁₀Cl₂O₂
• Molecular Weight: 293.1447
• EINECS: 228-716-0
• Mol File: 6336-05-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 451.7°Cat760mmHg
• Flash Point: 188.3°C
• Appearance: /
• Density: 1.383g/cm³
• Refractive Index: 1.707
• CAS DataBase Reference: 6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-1-benzopyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-1-benzopyran-4-one(6336-05-6)
• EPA Substance Registry System: 6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-1-benzopyran-4-one(6336-05-6)

Safety Data

• Hazardous Substances Data: 6336-05-6(Hazardous Substances Data)

Usage

General Description

6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-1-benzopyran-4-one is a chemical compound that belongs to the class of 1-benzopyran-4-one derivatives. It is a synthetic compound with a molecular formula of C15H10Cl2O2 and a molecular weight of 303.14 g/mol. 6-chloro-2-(4-chlorophenyl)-2,3-dihydro-4H-1-benzopyran-4-one is notable for its pharmacological properties, including its potential role in the treatment of various diseases such as cancer and inflammatory disorders. It has been studied for its anti-inflammatory and anti-tumor activities, and may have potential therapeutic applications. Its chemical structure and properties make it a subject of interest in medicinal chemistry and drug development.

InChI:InChI=1/C12H13N3OS2/c1-8-10(18-12(17)15(8)2)14-11(16)13-9-6-4-3-5-7-9/h3-7H,1-2H3,(H2,13,14,16)

Upstream product

• 36768-48-6 (E)-1-(5-Chloro-2-hydroxy-phenyl)-3-(4-chloro-phenyl)-propenone 
• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 104-88-1 4-chlorobenzaldehyde 
• 123743-12-4 6-Chloro-2-(4-chloro-phenyl)-chroman-4-one oxime 

Downstream Products

• 36768-56-6 6-chloro-2-(4-chlorophenyl)-4H-chromen-4-one 
• 145013-56-5 6-chloro-3-(4-chlorophenyl)-4H-chromen-4-one 

Relevant articles and documents

Halogenated flavanones as potential apoptosis-inducing agents: Synthesis and biological activity evaluation

A series of halogenated flavanones were synthesized from 2-hydroxychalcones and tested for their cytotoxicity against a panel of human cancer cell lines. Among the synthesized compounds, 3′,7-dichloroflavanone (2d) showed the highest activity against MCF-7, LNCaP, PC3, Hep-G2, KB and SK-N-MC cells. However, 3′,6-dichloroflavanone (2g) with IC50 value of 2.9 ± 0.9 μM was the most potent compound against MDA-MB-231 cells, being approximately 12 times more active than etoposide as reference drug. According to the flow-cytometric analysis, compound 2g can induce apoptosis by 66.19 and 21.37% in PC3 and MDA-MB-231 cells, respectively. The results of acridine orange/ethidium bromide staining and TUNEL assay suggested that the cytotoxic activity of this compound in PC3 and MDA-MB-231 cells occurs via apoptosis.

Synthesis of flavanones by use of anhydrous potassium carbonate as an inexpensive, safe, and efficient basic catalyst

Anhydrous potassium carbonate has been utilized as an inexpensive, safe, and efficient basic catalyst for the synthesis of flavanones starting either from 2′-hydroxychalcones or from 2′-hydroxyacetophenones. In both the cases the favored reaction condition was either refluxing in a solvent with added catalyst or microwave irradiation on the catalyst.

Oxidative Cleavage of 4-Oximinoflavans Using Iodobenzene Diacetate

Oxidation of 4-oximinoflavans (Ia-g) using iodobenzene diacetate leads to cleavage with the formation of corresponding flavanones (IIa-g) under neutral conditions in 60-80percent yields.