78298-69-8

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-methylphenyl)-
• CAS NO: 78298-69-8
• Molecular Formula: C16H12O3
• Molecular Weight: 252.269
• Mol File: 78298-69-8.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-methylphenyl)-(78298-69-8)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-methylphenyl)-(78298-69-8)

Safety Data

• Hazardous Substances Data: 78298-69-8(Hazardous Substances Data)

Upstream product

• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 99-94-5 p-Toluic acid 
• 108-46-3 recorcinol 
• 25015-92-3 2-chloro-1-(2,4-dihydroxyphenyl)ethanone 
• 104-87-0 4-methyl-benzaldehyde 
• 137109-37-6 (E)-1-(2-hydroxy-4-methoxyphenyl)-3-p-tolylprop-2-en-1-one 
• 108980-49-0 4'-Methyl-7-Methoxyflavone 
• 874-60-2 4-methyl-benzoyl chloride 

Downstream Products

• 1489103-07-2 7-(3-(4-(3-((1,2,3,4-tetrahydroacridin-9-yl)amino)propyl)piperazin-1-yl)propoxy)-2-(p-tolyl)-4H-chromen-4-one 
• 191936-15-9 7-(3-bromopropoxy)-2-(p-tolyl)-4H-chromen-4-one 

Relevant articles and documents

Steroid Sulfatase Inhibitors Based on Phosphate and Thiophosphate Flavone Analogs

Preclinical Research A series of phosphate and thiophosphate flavone derivatives were synthesized and biologically evaluated in vitro for inhibition of steroid sulfatase (STS) activity. The described synthesis includes the straightforward preparation of 7-hydroxy-2-phenyl-4H-chromen-4-one 3a, 2-(4-fluorophenyl)-7-hydroxy-4H-chromen-4-one 3b, 7-hydroxy-2-(4-(trifluoromethyl)phenyl)-4H-chromen-4-one 3c, 7-hydroxy-2-(p-tolyl)-4H-chromen-4-one 3d modified with different phosphate or thiophosphate moieties. The inhibitory properties of the synthesized compounds were tested against human placenta STS. Some of the novel STS inhibitors had good activities against STS. In particular, the bis-(4-oxo-2-(p-tolyl)-4H-chromen-7-yl) hydrogenthiophosphate, 6i had the most potent inhibitory effect with an IC50 value of 3.25 μM as compared to an IC50 value of 8.50 μM for the 2-(4-trifluoromethylphenyl)-chromen-4-one-7-O-sulfamate used as a reference. Drug Dev Res 76: 450-462, 2015.

Flavonoid analogues as urease inhibitors: Synthesis, biological evaluation, molecular docking studies and in-silico ADME evaluation

A series of novel flavonoid analogues were designed and synthesized. The aimed compounds for urease inhibitory activities were clearly superior to the control drug thiourea (more than 10 times). Among these compounds, L2 (IC50 = 1.343 μM) and L12 (IC50 = 1.207 μM) exhibited the most excellent urease inhibitory activity in vitro. The molecular dockings of L2, L12 and L22 into urease were performed to explore the binding modes and their structure-activity relationship. Furthermore, these aimed compounds showed good druggable properties.

Synthesis and antiproliferative activity of some dihydro-1 H-furo[2,3-c]pyrazole-Flavone hybrids

A new series of dihydro-1 H-furo[2,3-c]pyrazole-flavone hybrids were synthesized from one-pot four-component reaction of β-keto ester (1), hydrazine (2),7-hydroxy 8-formyl flavones (3), pyridiniumylide (4) in presence of NEt3 as catalyst under ethanol reflux conditions and their antiproliferative properties were evaluated against human cancer cell lines, namely, laryngeal carcinoma (Hep2), lung adenocarcinoma (A549) and cervical cancer (HeLa). The best among them, furo[2,3-c]pyrazole-flavone with C4′-methoxy substitution was selected for further structure activity relationship (SAR) studies. Among the derivatives, (4S,5S)-ethyl 4-(7-hydroxy-5-methoxy-4-oxo-2-(2,4,6-trimethoxyphenyl)-4H-chromen-8-yl)-3-methyl-4,5-dihydro-1 H-furo[2,3-c]pyrazole-5-carboxylate (8r) showed most potent cytotoxic activity against all three cancer cell lines. Toxicity studies revealed that the dihydro-1H-furo[2,3-c]pyrazole-flavones are specifically target the cancer cell lines.