6392-77-4

Usage

InChI:InChI=1/C9H11NS2/c1-12-9(11)10-7-8-5-3-2-4-6-8/h2-6H,7H2,1H3,(H,10,11)

Upstream product

• 622-78-6 Benzyl isothiocyanate 
• 5188-07-8 sodium thiomethoxide 
• 74734-11-5 1H-imidazole-1-carbodithioic acid methyl ester 
• 100-46-9 benzylamine 
• 80-48-8 methyl p-toluene sulfonate 
• 75-15-0 carbon disulfide 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 2314-48-9 (S,S)-dimethyl trithiocarbonate 
• 5115-14-0 monobenzyldithiocarbamate sodium 

Downstream Products

• 33898-72-5 1-benzyl-1H-tetrazole-5(4H)-thione 
• 13906-05-3 3-benzyl-2-thioxo-1,2-dihydro-4(3H)-quinazolinone 
• 77437-24-2 C₂₃H₂₁N₅OS 
• 74395-78-1 3-benzyl-2-hydrazino-3H-quinazolin-4-one 
• 1688-81-9 3-benzyl-2-(methylsulphanyl)-3H-quinazolin-4-one 
• 77437-22-0 C₂₂H₁₉N₅OS 
• 13431-41-9 4-benzylthiosemicarbazide 

Relevant academic research and scientific papers

Macahydantoins A and B, two new thiohydantoin derivatives from Maca (Lepidium meyenii): Structural elucidation and concise synthesis of macahydantoin A

Macahydantoins A (1) and B (2), two new thiohydantoin derivatives with an unprecedented skeleton, were isolated from maca (Lepidium meyenii). Their structures and absolute configurations were fully established by extensive spectroscopic and computational methods. The totally chemical synthesis of macahydantoin A was achieved via benzylamine and methyl piperidine-3-carboxylate hydrochloride through nucleophilic addition and intramolecular dehydration condensation.

Synthesis, crystal structure, molecular docking studies and bio-evaluation of some N4-benzyl-substituted isatin-3-thiosemicarbazones as urease and glycation inhibitors

Fifteen N4-benzyl-substituted isatin-3-thiosemicarbazones 5a-o were synthesized and evaluated for their urease and glycation inhibitory potential. Lemna aequinocitalis growth and Artemia salina assays were also done to determine their phytotoxi

Synthesis and in vitro bio-activity evaluation of N4-benzyl substituted 5-chloroisatin- 3-thiosemicarbazones as urease and glycation inhibitors

A series of fifteen N4-benzyl substituted 5-chloroisatin-3-thiosemicarbazones 5a-o were synthesized and screened mainly for their antiurease and antiglycation effects. Lemna aequinocitalis growth and Artemia salina assays were carried out to de

Synthesis, X-ray molecular structure, biological evaluation and molecular docking studies of some N4-benzyl substituted 5-nitroisatin-3-thiosemicarbazones

A series of fifteen N4-benzyl substituted 5-nitroisatin-3-thiosemicarbazones 5a–o was synthesized and evaluated for urease inhibitory, phytotoxic and cytotoxic influences. All the compounds proved to be highly potent inhibitors of the enzyme, s

SURFUR-CONTAINING ALKALOIDS WITH ANTI-INFLAMMATORY ACTIVITY AND METHOD OF SYNTHESIS

The extract from Bretschneidera sinensis, surfur-containing alkaloids disclosed in the present aspects have characterized by presented pharmaceutics, cosmetics and foods having functions to improve anti-inflammatory activity.

Antimicrobial activities of some synthesized 1-(3-(2-methylphenyl)-4-Oxo-3H-quinazolin-2-yl-4-(substituted)thiosemicarbazide derivatives

The substituted thiosemicarbazide moiety was placed at the C-2 position and 2-methylphenyl group at N-3 position of quinazoline ring and obtained compounds were tested for their antitubercular activities and antibacterial activities against selected gram-positive and gram-negative bacteria. The target compounds 1-(3-(2-methylphenyl)-4-oxo-3H-quinazolin-2-yl)-4-(substituted) thiosemicarbazides were obtained by the reaction of 2-hydrazino-3-(2-methylphenyl) quinazolin-4(3H)-one with different dithiocarbamic acid methyl ester derivatives. All synthesized compounds were also screened for their antimicrobial activity against selective gram-positive and gram-negative bacteria by agar dilution method. Among the series, 1-[3-(2-methylphenyl)-4-oxo-3H-quinazolin-2-yl]-4-[4-chlorophenyl]-thiosemicarbazide exhibited the most potent activity against S. typhi, E. coli, and B. subtilis, while 1-[3-(2-methylphenyl)-4-oxo-3H-quinazolin-2-yl]-4-[4-nitrophenyl]-thiosemicarbazide was the most potent against E. coli, B. subtilis, P. aeruginosa, S. typhi, and S. flexneri. These two compounds exhibited the antitubercular activity at the minimum concentration (3 μg/mL) that offered potential for further optimization and development of new antitubercular agents. The obtained results demonstrated promising antimicrobial and antitubercular activities of the synthesized quinazoline compounds which could be used as new scaffolds for improving their antimicrobial activity.

Design, synthesis and antimicrobial activities of 1-(4-oxo-3-(4-fluorophenyl)-3H-quinazolin-2-yl)-4-(substituted) thiosemicarbazide derivatives

A new series of 1-(4-oxo-3-(4-fluorophenyl)-3H-quinazolin-2-yl)-4-(substituted) thiosemicarbazides (AR1-AR10) were obtained by the reaction of 2-hydrazino-3-(4-fluorophenyl) quinazolin-4(3H)-one (6) with different dithiocarbamic acid methyl ester derivatives. The key intermediate 3-(4-fluorophenyl)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one (4) was obtained by reacting 4-fluoroaniline (1) with carbon disulphide and sodium hydroxide in dimethyl sulphoxide to give sodium dithiocarbamate, which was methylated with dimethyl sulfate to yield the dithiocarbamic acid methyl ester (2) and condensed with methyl anthranilate (3) in ethanol yielded the desired compound (4) via the thiourea intermediate. The SH group of compound (4) was methylated for the favorable nucleophilic displacement reaction with hydrazine hydrate, which afford 2-hydrazino-3-(4-fluorophenyl)-3H-quinazolin-4-one (6). All synthesized compounds (AR1-AR10) were also screened for their antimicrobial activity against selective gram positive and gram negative by agar dilution method. In the present study compounds AR8 and AR9 were emerged as the most active compounds of the series.

Syntheses and antimicrobial activities of 1-(3-benzyl-4-oxo-3,4-dihydroquinazolin-2-yl)-4-(substituted) thiosemicarbazide derivatives

A series of 1-(3-benzyl-4-oxo-3,4-dihydroquinazolin-2-yl)-4- (substituted) thiosemicarbazides (AS1-AS10) were obtained by the reaction of 3-benzyl-2-hydrazino-3H-quinazolin-4-one (6) with different dithiocarbamic acid methyl ester derivatives. The key intermediate, 3-benzyl-2-thioxo-2,3- dihydro-1H-quinazolin-4-one (4), was obtained by the reaction of benzyl amine (1) with carbon disulphide and sodium hydroxide in dimethyl sulphoxide to give sodium dithiocarbamate, which was methylated with dimethyl sulphate to yield the dithiocarbamic acid methyl ester 2 and condensation with methyl anthranilate (3) in ethanol yielded the desired compound (4) via the thiourea intermediate. The SH group of compound (4) was methylated in the favourable nucleophilic displacement reaction with hydrazine hydrate, which afforded 3-benzyl-2-hydrazino-3H-quinazolin-4-one (6). The IR, and 1H- and 13C-NMR spectra of these compounds showed the presence of peaks due to thiosemicarbazides, carbonyl (C=O), NH and aryl groups. The molecular ion peaks of the quinazolin-4-one moiety (m/z 144) were observed in all the mass spectra of the compounds AS1-AS10. Elemental (C, H, N) analysis satisfactorily confirmed purity and elemental composition of the synthesized compounds. All the synthesized compounds were screened for their antimicrobial activity against selective gram positive and gram negative bacteria by agar dilution method. In the present study, compounds AS8 and AS9 emerged as the most active compounds of the series.

An efficient one-pot multicomponent synthesis of 2,3-dihydro-3-alkyl/aryl- 2-thioxoquinazolin-4(1 H)-ones under solvent-free conditions

A series of 2,3-dihydro-3-alkyl/aryl-2-thioxoquinazolin-4(1H)-one is prepared by one-pot multicomponent reaction of anthranilic acid, S,S-dimethyl trithiocarbonate and aliphatic/aromatic amine under solvent-free conditions. Georg Thieme Verlag Stuttgart New York.

An efficient use of microwave-superoxide combination for the synthesis of organic carbamates and dithiocarbamates

The present report demonstrates an efficient use of microwave- tetraethylammonium superoxide combination under non-aqueous conditions to bring about a mild and safe carbamation/thiocarbamation of amines, using carbon dioxide/carbon disulfide and methyl iodide.