5632-37-1

Basic information

• Product Name: 3-(2-OXOPROPYL)-4(3H)-QUINAZOLINONE
• Synonyms: 3-(2-OXOPROPYL)-4(3H)-QUINAZOLINONE;3-(2-oxopropyl)-4(3H)-quinazolinone(SALTDATA: FREE);3-(2-oxopropyl)quinazolin-4(3H)-one;3-(2-oxopropyl)quinazolin-4-one;3-Acetonyl-4(3H)-quinazolinone;3-acetonyl-4-quinazolinone;3-acetonylquinazolin-4-one;4(3H)-Quinazolinone, 3-acetonyl-
• CAS NO: 5632-37-1
• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.21
• Mol File: 5632-37-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 369.9°C at 760 mmHg
• Flash Point: 177.5°C
• Appearance: /
• Density: 1.24g/cm³
• Vapor Pressure: 1.15E-05mmHg at 25°C
• Refractive Index: 1.617
• CAS DataBase Reference: 3-(2-OXOPROPYL)-4(3H)-QUINAZOLINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-OXOPROPYL)-4(3H)-QUINAZOLINONE(5632-37-1)
• EPA Substance Registry System: 3-(2-OXOPROPYL)-4(3H)-QUINAZOLINONE(5632-37-1)

Safety Data

• Hazardous Substances Data: 5632-37-1(Hazardous Substances Data)

Usage

General Description

3-(2-oxopropyl)-4(3H)-quinazolinone is a chemical compound with the molecular formula C12H10N2O2. It is a quinazolinone derivative, which is a class of compounds known for their diverse pharmacological activities. This specific compound has been found to possess potential antitumor and antimicrobial properties. It has also been studied for its potential use as an anti-inflammatory and analgesic agent. The compound's structure and properties make it an interesting candidate for further research and development in the field of medicine and pharmaceuticals.

InChI:InChI=1/C11H10N2O2/c1-8(14)6-13-7-12-10-5-3-2-4-9(10)11(13)15/h2-5,7H,6H2,1H3

Upstream product

• 491-36-1 4-Hydroxyquinazoline 
• 78-95-5 chloroacetone 
• 598-31-2 1-bromoacetone 
• 491-36-1 4-quinazolinol 
• 118-92-3 anthranilic acid 
• 28144-70-9 anthranilic acid amide 

Downstream Products

• 110287-89-3 1-octadecyl-5-methylimidazole 
• 108674-61-9 anthraniloctadecylamide 
• 52726-21-3 5-methyl-1-(phenylmethyl)imidazole 
• 5471-20-5 2-amino-N-benzylbenzamide 
• 330798-23-7 (3S)-trans-O-acetyl-N-benzyloxycarbonyl-febrifugine 

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.

Synthesis and antimalarial activity of dldeoxyfebrifugine

dl-Deoxyfebrifugine (3) was synthesized from 2-piperidone (4) by two methods via the Wittig reaction of 2-hydroxypiperidine (6). The antimalarial activity of 3 was discussed.

THE CHEMICAL SIMULATION OF THE "ATP-IMIDAZOLE" CYCLE

The synthetic strategy inherent in the "ATP-Imidazole" cycle and centred around the vicinal disposition of -NH2 and -CONH2 functions, has been demonstrated with anthranilamide (2) and 1-benzyl-5-aminoimidazole-4-carboxamide (1) as regeneratable carriers involving specifically N-alkylated quinazolin-4-ones, hypoxantines and adenines, as key intermediates.The isolation and characterization of the enamine (22) coupled with other observations has made it possible to rationalize the pathways involved in these cyclic operations.The practical utility of the synthetic strategy using regeneratable carriers has beem illustrated with the synthesis of a range of 1,5-disubstituted imidazoles.Whilst pathways leading to specific N-alkylation in the Natural cycle and in simulation studies are comparable, the subsequent events take place in a reverse order, primarily because of the divergence in the hydrolitic profile of the alkylated substrates.The action of dilute alkali on 3-alkylated quinazolin-4-ones leads to 2-3 rather than 3-4 bond rupture.Endeavours to promote the latter path, by blocking the 2 position gave unexpected results. 2-Methyl-3-phenacyl quinazolin-4-one gave with dilute alkali the novel aromatic tricyclic system (32) from trans-annular cyclization.On the other hand the 2-blocked 3-benzamido quinazolin-4-ones (33) and (34) gave triazoles (35) and (36) arising from the desired 3-4 rupture followed by cyclization initiated by the resulting amidine unit. 2-Phenil-3-benzamidoquinazolin-4-one (34) with distilled water at 200 deg C gave a number of products whicc have been identified and their formation explained.