4005-06-5

Basic information

• Product Name: 2-(2-METHYL-4-OXO-4 H-QUINAZOLIN-3-YL)-BENZOIC ACID
• Synonyms: CHEMBRDG-BB 5877923;2-(2-METHYL-4-OXO-4 H-QUINAZOLIN-3-YL)-BENZOIC ACID;2-(2-METHYL-4-OXOQUINAZOLIN-3(4H)-YL)BENZOIC ACID;2-(2-methyl-4-oxoquinazolin-3(4H)-yl)benzoic acid(SALTDATA: FREE)
• CAS NO: 4005-06-5
• Molecular Formula: C₁₆H₁₂N₂O₃
• Molecular Weight: 280.28
• Mol File: 4005-06-5.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 495°C at 760 mmHg
• Flash Point: 253.2°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 1.29E-10mmHg at 25°C
• Refractive Index: 1.66
• CAS DataBase Reference: 2-(2-METHYL-4-OXO-4 H-QUINAZOLIN-3-YL)-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-METHYL-4-OXO-4 H-QUINAZOLIN-3-YL)-BENZOIC ACID(4005-06-5)
• EPA Substance Registry System: 2-(2-METHYL-4-OXO-4 H-QUINAZOLIN-3-YL)-BENZOIC ACID(4005-06-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 4005-06-5(Hazardous Substances Data)

Usage

Class

Quinazoline derivatives

Structural Relation

Quinazolinone

Pharmacological Properties

Potential antineoplastic agent

Cytotoxic Effects

May exhibit cytotoxic effects on cancer cells

Anti-inflammatory Properties

Suggested by research

Analgesic Properties

Suggested by research

Enzyme Inhibition Potential

Indicated by quinazoline structure

Therapeutic Agent Development

Candidate for the development of new therapeutic agents

Further Exploration

Needed to fully understand its pharmaceutical and medicinal potential

InChI:InChI=1/C16H12N2O3/c1-10-17-13-8-4-2-6-11(13)15(19)18(10)14-9-5-3-7-12(14)16(20)21/h2-9H,1H3,(H,20,21)

Upstream product

• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 118-92-3 anthranilic acid 
• 5416-80-8 2-methyl-1H-indole-3-carbaldehyde 
• 134-20-3 2-carbomethoxyaniline 
• 89-52-1 o-acetylamino-benzoic acid 
• 2006-80-6 2-(2-methyl-4-oxo-4H-quinazoline-3-yl)benzoic acid methyl ester 

Downstream Products

• 1237743-79-1 (E)-2-(2-(3-nitrostyryl)-4-oxoquinazolin-3(4H)-yl)benzoic acid 
• 1237743-77-9 (E)-2-(2-(4-nitrostyryl)-4-oxoquinazolin-3(4H)-yl)benzoic acid 
• 134793-90-1 6-[(3-Nitro-phenylamino)-methyl]-6H-7,12a-diaza-benzo[a]anthracene-5,12-dione 
• 134793-91-2 6-[(4-Methoxy-phenylamino)-methyl]-6H-7,12a-diaza-benzo[a]anthracene-5,12-dione 
• 134793-89-8 6-[(4-Chloro-phenylamino)-methyl]-6H-7,12a-diaza-benzo[a]anthracene-5,12-dione 
• 134793-92-3 6-[(3-Chloro-phenylamino)-methyl]-6H-7,12a-diaza-benzo[a]anthracene-5,12-dione 
• 134793-99-0 5-[(Z)-3-Nitro-phenylimino]-5,6-dihydro-7,12a-diaza-benzo[a]anthracen-12-one 
• 134793-93-4 6-(m-Tolylamino-methyl)-6H-7,12a-diaza-benzo[a]anthracene-5,12-dione 
• 134793-85-4 6-Phenylaminomethyl-6H-7,12a-diaza-benzo[a]anthracene-5,12-dione 
• 134794-00-6 5-[(Z)-3-Methoxy-phenylimino]-5,6-dihydro-7,12a-diaza-benzo[a]anthracen-12-one 
• 134793-98-9 5-[(Z)-4-Chloro-phenylimino]-5,6-dihydro-7,12a-diaza-benzo[a]anthracen-12-one 
• 134794-01-7 5-[(Z)-3-Chloro-phenylimino]-5,6-dihydro-7,12a-diaza-benzo[a]anthracen-12-one 
• 134794-02-8 5-[(Z)-m-Tolylimino]-5,6-dihydro-7,12a-diaza-benzo[a]anthracen-12-one 
• 134793-86-5 5-[(Z)-Phenylimino]-5,6-dihydro-7,12a-diaza-benzo[a]anthracen-12-one 

Relevant articles and documents

Semi-synthesis and structural elucidation of brevicanines A–D, four new C19-diterpenoid alkaloids with rotameric phenomenon from Aconitum brevicalcaratum

Four new C19-diterpenoid alkaloids brevicanines A–D (1–4) with rotameric phenomenon were isolated from Aconitum brevicalcaratum. They all possessed an unusual axial chiral phenyl-quinazoline side chain and their structures were elucidated by extensive spectroscopic analysis and chemical methods. Meanwhile, brevicanines A and B were semi-synthesized from their parent compound scaconine to further confirm their structures. Variable-temperature NMR spectroscopy was also used to investigate the atropisomers of brevicanine A, in which two sets of signals in 1H NMR spectra were observed at room temperature and coalesced over 140 °C. It's the first time to determine the atropisomeric preference of diterpenoid alkaloids.

Screening of natural deep eutectic solvents for green synthesis of 2-methyl-3-substituted quinazolinones and microwave-assisted synthesis of 3-aryl quinazolinones in ethanol

In this study, two fast and efficient protocols for green synthesis of 3-substituted quinazolinones were perfomed. A synthesis of 2-methyl-3-substituted quinazolinones was performed in natural deep eutectic solvents, while 3-aryl quinazolinones were obtained by using microwave assisted synthesis. Benzoxazinone, which was used as an intermediate in the synthesis of 2-methyl-3-substituted quinazolinones, was prepared conventionally from anthranilic acid and acetic anhydride. In order to find the most appropriate synthetic path, twenty natural deep eutectic solvents were applied as a solvent in these syntheses. Choline chloride:urea (1: 2) was found to be the most efficient solvent and was further used in the synthesis of 2-methyl quinazolinone derivatives (2–12). 3-Aryl quinazolinones (13–17), on the other hand, were synthesized in one-pot microwave-assisted reaction of anthranilic acid, different amines and trimethyl orthoformate. All compounds were synthesized in good to excellent yields, characterized by LC-MS/MS spectrometry and 1H- and 13C-NMR spectroscopy.

Formation of tryptanthrin compounds upon Oxone-induced dimerization of indole-3-carbaldehydes

Tryptanthrin is a natural product with numerous important pharmacological properties. Tryptanthrin and its analogs are commonly prepared by condensation of isatoic anhydride and isatin. In this Letter we investigate the formation of tryptanthrin derivatives upon Oxone-induced oxidative dimerization of indole-3-carbaldehydes.