1028-38-2

Basic information

• Product Name: 3-(3-CHLORO-PHENYL)-2-MERCAPTO-3H-QUINAZOLIN-4-ONE
• Synonyms: Quinazolin-4(3H)-one, 3-(3-chlorophenyl)-2-mercapto-;3-(3-Chlorophenyl)-2-sulfanyl-4(3H)-quinazolinone;3-(3-chlorophenyl)-2-sulfanylidene-1H-quinazolin-4-one;3-(3-chlorophenyl)-2-thioxo-1H-quinazolin-4-one
• CAS NO: 1028-38-2
• Molecular Formula: C₁₄H₉ClN₂OS
• Molecular Weight: 288.76
• Mol File: 1028-38-2.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 457.5 °C at 760 mmHg
• Flash Point: 230.5 °C
• Appearance: /
• Density: 1.5 g/cm³
• Vapor Pressure: 1.49E-08mmHg at 25°C
• Refractive Index: 1.753
• CAS DataBase Reference: 3-(3-CHLORO-PHENYL)-2-MERCAPTO-3H-QUINAZOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-CHLORO-PHENYL)-2-MERCAPTO-3H-QUINAZOLIN-4-ONE(1028-38-2)
• EPA Substance Registry System: 3-(3-CHLORO-PHENYL)-2-MERCAPTO-3H-QUINAZOLIN-4-ONE(1028-38-2)

Safety Data

• Hazardous Substances Data: 1028-38-2(Hazardous Substances Data)

Usage

General Description

3-(3-chloro-phenyl)-2-mercapto-3H-quinazolin-4-one is a chemical compound with the molecular formula C14H9ClN2OS. It is a quinazolinone derivative with a chlorine atom substituent on the phenyl ring. 3-(3-CHLORO-PHENYL)-2-MERCAPTO-3H-QUINAZOLIN-4-ONE has potential applications in the pharmaceutical industry, particularly in the development of novel drugs. Its structure suggests that it could potentially have biological activity, making it a promising candidate for further research and development. However, further studies are needed to fully understand its properties and potential uses in various fields.

InChI:InChI=1/C14H9ClN2OS/c15-9-4-3-5-10(8-9)17-13(18)11-6-1-2-7-12(11)16-14(17)19/h1-8H,(H,16,19)

Upstream product

• 4968-46-1 N-(3-chlorophenyl)cyanothioformanilide 
• 118-92-3 anthranilic acid 
• 2392-68-9 3-chlorophenyl-isothiocyanate 
• 108-42-9 3-chloro-aniline 
• 53662-48-9 m-chlorophenyldithiocarbamic acid triethylamine salt 
• 877-81-6 (3-Chloro-phenyl)-dithiocarbamic acid methyl ester 
• 75-15-0 carbon disulfide 
• 118-48-9 isatoic anhydride 

Downstream Products

• 193826-31-2 [3-(3-chloro-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-ylsulfanyl]-acetic acid methyl ester 
• 1146625-09-3 C₂₂H₁₅ClN₂O₃S 
• 1146625-08-2 C₁₉H₁₇ClN₂O₃S 
• 1146625-10-6 C₂₀H₁₉ClN₂O₃S 
• 1146625-07-1 C₂₀H₁₉ClN₂O₃S 
• 66679-73-0 2-hydrazino-3-(3-chlorophenyl)quinazoline-4(3H)-one 
• 67811-53-4 4-(3-chlorophenyl)-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one 
• 193826-39-0 [3-(3-chloro-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-ylsulfanyl]-acetic acid hydrazide 
• 1012124-64-9 2-[3-(3-chloro-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-ylsulfanyl]-propionic acid methyl ester 
• 105362-96-7 3-Amino-2-(3-chloro-phenylamino)-3H-quinazolin-4-one 
• 108534-39-0 3-(3-Chloro-phenyl)-2-(2-diisopropylamino-ethylsulfanyl)-3H-quinazolin-4-one 
• 108534-25-4 2-(3-Amino-propylsulfanyl)-3-(3-chloro-phenyl)-3H-quinazolin-4-one 
• 108534-16-3 2-(2-Amino-ethylsulfanyl)-3-(3-chloro-phenyl)-3H-quinazolin-4-one 

Relevant articles and documents

A convenient and efficient synthesis of 2-thioxoquinazolinone derivatives via microwave irradiation

The synthesis of 2-thioxoquinazolinone derivatives was achieved by condensation of isatoic anhydride, primary amine, and carbon disulfide under microwave irradiation. This convenient and efficient method affords the desired products with good to excellent yields. Satisfactory infrared spectroscopy, 1H NMR, and high-resolution mass spectrometry (electrospray ionization) spectra were obtained for all compounds described.

Synthesis, in vitro, and in silico studies of newly functionalized quinazolinone analogs for the identification of potent α-glucosidase inhibitors

Functionalized quinazolinone derivatives 1–30 were synthesized by two-step reaction. First, anthranilic acid was treated with substituted phenyl isothiocyanate to synthesize 3-aryl-2-thioxo-2,3-dihydroquinazolinone derivatives 1–8 which in turn reacted with different bromoacetophenone derivatives to obtain fully functionalized quinazolinone derivatives 9–30. Both reactions were catalyzed by triethylamine. All the products were characterized by EI-, HREI-MS, 1H-, and 13CNMR spectroscopic techniques. All compounds were subjected to their in vitro α-glucosidase inhibitory activity. Results showed that except compound 1–3, 5, 7, and 22, all compounds were found potent and showed many folds increased α-glucosidase enzyme inhibition as compared to standard acarbose (IC50 = 750.0 ± 10.0?μM). Compound 13 (IC50 = 85.0 ± 0.5?μM) was recognized as the most potent analog of the whole series, with ninefold enhanced inhibitory potential than the standard acarbose. Compounds 1–9, 11, 12, 22, and 26 were structurally known compounds, while remaining all are new. Kinetic study on compound 13 showed that the compound is following a competitive-type inhibition mechanism. Furthermore, in silico studies have also been performed to better rationalize the interactions between synthetic compound and active site of the enzyme. Graphic abstract: [Figure not available: see fulltext.]

Synthesis and Anticonvulsant Activity Evaluation of 4-Phenyl-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one and Its Derivatives

A series of 4-(substituted-phenyl)-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-ones (6a-x) with triazole and other heterocyclic substituents (7-14) were synthesized and the compounds were evaluated for their anticonvulsant activity and neurotoxicity by maximal electroshock (MES) and rotarod neurotoxicity tests. Among the compounds studied, 6o and 6q showed wide margins of safety with protective indices (PIs) that were much higher than those of currently used drugs (PI6o > 25.5, PI6q > 26.0). Compounds 6o and 6q showed significant oral activity against MES-induced seizures in mice, with ED50 values of 88.02 and 94.6 mg/kg, respectively. The two compounds were also found to have potent activity against seizures that were induced by pentylenetetrazole and bicuculline. A series of 4-(substituted-phenyl)-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-ones with triazole and other heterocyclic substituents were synthesized and the compounds were evaluated for their anticonvulsant activity and neurotoxicity using maximal electroshock and rotarod neurotoxicity tests.