108664-70-6

Basic information

• Product Name: 3-[2-(biphenyl-4-yl)-2-oxoethyl]quinazolin-4(3H)-one
• CAS NO: 108664-70-6
• Molecular Formula: C₂₂H₁₆N₂O₂
• Molecular Weight: 340.3746
• Mol File: 108664-70-6.mol

Chemical Properties

• Boiling Point: 565.3°C at 760 mmHg
• Flash Point: 295.7°C
• Density: 1.2g/cm³
• Vapor Pressure: 8.43E-13mmHg at 25°C
• Refractive Index: 1.644
• CAS DataBase Reference: 3-[2-(biphenyl-4-yl)-2-oxoethyl]quinazolin-4(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[2-(biphenyl-4-yl)-2-oxoethyl]quinazolin-4(3H)-one(108664-70-6)
• EPA Substance Registry System: 3-[2-(biphenyl-4-yl)-2-oxoethyl]quinazolin-4(3H)-one(108664-70-6)

Safety Data

• Hazardous Substances Data: 108664-70-6(Hazardous Substances Data)

Upstream product

• 491-36-1 4-Hydroxyquinazoline 
• 135-73-9 2-Bromo-4'-phenylacetophenone 
• 491-36-1 4-quinazolinol 
• 92-91-1 biphenyl-4-acetaldehyde 

Downstream Products

• 108664-31-9 3-[1-(Biphenyl-4-carbonyl)-vinyl]-3H-quinazolin-4-one 

Relevant articles and documents

Synthesis and antiproliferative evaluation of oxime, methyloxime, and amide-containing quinazolinones

Certain oxime, methyloxime, and amide-containing quinazolinone derivatives were synthesized and evaluated in vitro for their antiproliferative activities against a panel of human cancer cell lines including nasopharyngeal carcinoma (NPC-TW01), lung carcinoma (NCI-H226), and leukemia (Jurkat). Quinazolinone 2 was inactive against all three cell lines tested, while quinazolinone 4 was weakly active against both Jurkat and H226 cancer cells with IC50 values of 6.55 and 12.27 μM, respectively, indicating that the oxime derivative 4 is more favorable than its ketone precursor 2. Our results have also indicated that quinazolinone 8g and its biphenyl counterpart 8f exhibited more potent antiproliferative activities than the positive control methotrexate against all three cancer cell lines tested. Among these quinazolinone derivatives, 8g was the most active against NPC-TW01 with an IC50 value of 4.78 μM. Further study on NPC-TW01 cell cycle distribution indicated that the compound 8g induced cell arrest at the G1/G0 phase in a time- and concentration-dependent manner. Moreover, a characteristic hypo-diploid DNA content peak (sub-G1) was found to increase from 1 to 4% in NPC-TW01 cells treated with 8g for 72 hr. These results indicate that 8g can induce cells arrest in the G1/G0 phase and cause cell death. Further structural optimization of 8g and detailed study of its antiproliferative mechanism are going on.

NMR studies of 3-substituted quinazolin-4(3H)-ones

3-Phenacyl-, 3-methylnaphthoyl-, 3-methylphenacyl- and 3-benzylquinazolin-4(3H)-one derivatives were synthesized and their 1H-NMR, 13C-NMR spectra were recorded. The chemical shifts and the coupling constants are reported.

SYNTHESIS AND ANALGETIC EFFICIENCY OF SOME OXY AND OXO DERIVATIVES OF 4(3H)-QUINAZOLINONE

A series of 3-substituted 4(3H)-quinazolinone derivatives have been prepared by alkylation of 4(3H)-quinazolinone with halogenoethers, halogenoketones, and Mannich bases, and the products have been tested for analgetic effects.The most interesting represe

Synthesis and Antifungal Activity of a Series of Novel 1,2-Disubstituted Propenones

To find an antifungal agent other than those of the imidazole and triazole series, a new class of 1,2-disubstituted propenones I and II was prepared and tested for antifungal activity.Comparison of the structure-activity relationships showed that the conjugated structure of carbonyl and exomethylene groups in I and II plays an important role in potent antifungal acivity.However, it is noteworthy that compounds 53, 54, and 56, which have a hydroxymethyl or methoxymethyl group instead of an exo-methylene group in I, also showed potent activity.Although many compounds exhibited strong antifungal activity in vitro, none showed activity in vivo of oral efficacy against subacute systemic candidiasis in mice. '