4005-05-4

Basic information

• Product Name: 4-(2-METHYL-4-OXO-4 H-QUINAZOLIN-3-YL)-BENZOIC ACID
• Synonyms: 4-(2-METHYL-4-OXO-4 H-QUINAZOLIN-3-YL)-BENZOIC ACID;4-(2-METHYL-4-OXOQUINAZOLIN-3(4H)-YL)BENZOIC ACID;Benzoic acid,4-(2-Methyl-4-oxo-3(4H)-quinazolinyl)-
• CAS NO: 4005-05-4
• Molecular Formula: C₁₆H₁₂N₂O₃
• Molecular Weight: 280.28
• Mol File: 4005-05-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 259 °C
• Boiling Point: 517.7°Cat760mmHg
• Flash Point: 266.9°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 1.52E-11mmHg at 25°C
• PKA: 4.29±0.10(Predicted)
• CAS DataBase Reference: 4-(2-METHYL-4-OXO-4 H-QUINAZOLIN-3-YL)-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-METHYL-4-OXO-4 H-QUINAZOLIN-3-YL)-BENZOIC ACID(4005-05-4)
• EPA Substance Registry System: 4-(2-METHYL-4-OXO-4 H-QUINAZOLIN-3-YL)-BENZOIC ACID(4005-05-4)

Safety Data

• Hazardous Substances Data: 4005-05-4(Hazardous Substances Data)

Usage

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

Upstream product

• 35218-84-9 2-methyl-3-(4-carbomethoxyphenyl)-4(3H)-quinazolinone 
• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 150-13-0 4-amino-benzoic acid 
• 89-52-1 o-acetylamino-benzoic acid 
• 1445-45-0 Trimethyl orthoacetate 
• 610-14-0 2-nitrobenzyl chloride 
• 62-23-7 4-nitro-benzoic acid 
• 118-92-3 anthranilic acid 
• 619-45-4 4-methoxycarbonyl aniline 

Downstream Products

• 863988-62-9 4-(2-methyl-4-oxo-4H-quinazolin-3-yl)-benzoyl chloride 
• 4005-02-1 ethyl 4-(2-methyl-4-oxoquinazolin-3(4H)-yl)benzoate 
• 10073-94-6 4-(2-methyl-4-oxoquinazoline-3-yl)benzoic acid hydrazide 
• 1237743-73-5 (E)-4-(2-(3-nitrostyryl)-4-oxoquinazolin-3(4H)-yl)benzoic acid 
• 1386858-33-8 2-methyl-3-(4-(3-phenyl-5-p-tolyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl)quinazolin-4(3H)-one 
• 1386858-34-9 2-methyl-3-(4-(5-(3-nitrophenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl)quinazolin-4(3H)-one 
• 1386858-35-0 3-(4-(5-(4-methoxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl)-2-methylquinazolin-4(3H)-one 
• 1386858-36-1 3-(4-(5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl)-2-methylquinazolin-4(3H)-one 
• 1386858-37-2 3-(4-(5-(4-hydroxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl)-2-methylquinazolin-4(3H)-one 
• 1386858-38-3 3-(4-(5-(4-(dimethylamino)phenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl)-2-methylquinazolin-4(3H)-one 

Relevant articles and documents

Synthesis and anticonvulsant activity of novel quinazolin-4(3H)-one derived pyrazole analogs

Eighteen novel 6,8-(dibromo/unsubstituted)-2-(methyl/phenyl)-3-(4-(5- (substitutedphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl) -quinazolin-4(3H)-ones 4a-4r were designed and synthesized in good yield. Antiepileptic screening of the title compounds was performed using MES and scPTZ seizures tests while the neurotoxicity was determined by rotorod test. In the preliminary screening, compounds 4d, 4e, 4p, 4q, and 4r were found active in MES model, while 4a, 4d, 4f, 4m, and 4p showed significant antiepileptic activity in scPTZ model. Further, all these eight compounds were administered to rats and compounds 4e, 4p, and 4q showed better activity than Phenytoin in oral route. Among these compounds 4p revealed protection in MES after i.p. administration at a dose of 30 mg/kg (0.5 h) and 100 mg/kg (4 h). The compound 4p also provided protection in the scPTZ at a dose of 100 mg/kg (0.5 h) and 300 mg/kg (4 h).

Efficient solid phase synthesis of diverse quinazolinones

Various quinazolinones were synthesized by cyclocondensation of anthranilamides with a variety of orthoformates on solid supports. Alkyl, aryl and alkoxy groups can substitute at 2 position of quinazolines with this method. The reactions proceeded smoothly under mild acidic conditions and the products exhibited excellent purity. Unlike previously reported solid phase quinazolinone syntheses, this synthetic strategy does not require an oxidation step. The approach is applicable to the synthesis of a wide range of quinazolinones, including molecules that are susceptible to oxidation.

Synthesis of thiadiazolo derivatives of 4-(3h)-quinazolinone as potential antimicrobial agents

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