60477-74-9

Upstream product

• 17356-08-0 thiourea 
• 5381-33-9 2-benzylidene-indan-1,3-dione 
• 606-23-5 1H-indene-1,3(2H)-dione 
• 100-52-7 benzaldehyde 

Downstream Products

• 121258-66-0 5-phenylindeno[1,2-d]thiazolo[3,2-a]pyrimidine-3,6(2H,5H)-dione 
• 1454275-23-0 (E)-2-(4-methylbezylidene)-5-phenylindeno[1,2-d]thiazolo[3,2-a]pyrimidine-3,6(2H,5H)-dione 
• 1454275-24-1 (E)-2-(4-chlorobenzylidene)-5-phenylindeno[1,2-d]thiazolo[3,2-a]pyrimidine-3,6(2H,5H)-dione 
• 121258-78-4 2-benzylidene-5-phenylindeno[1,2-d]thiazolo[3,2-a]pyrimidine-3,6(2H,5H)-dione 
• 1454275-21-8 5-phenyl-2,3-dihydroindeno[1,2-d]thiazolo[3,2-a]pyrimidin-6-(5H)-one 
• 120340-58-1 2-Methylsulfanyl-4-phenyl-indeno[1,2-d]pyrimidin-5-one 
• 120340-56-9 2-methylthio-4-phenyl-5-oxo-3H-4,5-dihydroindeno<1,2-d>pyrimidine 
• 120340-57-0 2-methylthio-3-methyl-4-phenyl-5-oxo-4,5-dihydroindeno<1,2-d>pyrimidine 
• 122631-70-3 1-indanone-(2,3c)-2-benzoylthiopyrimidine 

Relevant academic research and scientific papers

Design, synthesis and bioevaluation of tricyclic fused ring system as dual binding site acetylcholinesterase inhibitors

Due to recently discovered non-classical acetylcholinesterase (AChE) function, dual binding-site AChE inhibitors have acquired a paramount attention of drug designing researchers. The unique structural arrangements of AChE peripheral anionic site (PAS) and catalytic site (CAS) joined by a narrow gorge, prompted us to design the inhibitors that can interact with dual binding sites of AChE. Eighteen homo- and heterodimers of desloratadine and carbazole (already available tricyclic building blocks) were synthesized and tested for their inhibition potential against electric eel acetylcholinesterase (eeAChE) and equine serum butyrylcholinesterase (eqBChE). We identified a six-carbon tether heterodimer of desloratadine and indanedione based tricyclic dihydropyrimidine (4c) as potent and selective inhibitor of eeAChE with IC50 value of 0.09 ± 0.003 μM and 1.04 ± 0.08 μM (for eqBChE) with selectivity index of 11.1. Binding pose analysis of potent inhibitors suggest that tricyclic ring is well accommodated into the AChE active site through hydrophobic interactions with Trp84 and Trp279. The indanone ring of most active heterodimer 4b is stabilized into the bottom of the gorge and forms hydrogen bonding interactions with the important catalytic triad residue Ser200.

3-Aryl/Heteryl-5-Phenylindeno[1,2-d]thiazolo[3,2-a]pyrimidin-6(5H)-ones: Synthesis, Characterization, and Antimicrobial Investigation

Abstract: Discovery towards the potent antimicrobial agents is indispensable for the treatment of infections caused by resistant microbes. Thus, we prepared a novel series of 3-substituted 5-phenylindeno-thiazolopyrimidinone derivatives following conventional method. All the molecules were investigated for their in vitro antimicrobial potency against different bacteria and fungi, and the results were compared with streptomycin and clotrimazole standard drugs, respectively. Among the twelve analogs, 4-methoxyphenyl-5-phenylindeno[1,2-d]thiazolo[3,2-a]pyrimidin-6(5H)-one showed equipotent activity against a bacterium, Staphylococcus aureus (minimum inhibitory concentration 25 μg/mL and zone of inhibition 22 mm), and a fungus, Aspergillus niger (zone of inhibition 20 mm). The rest of the thiazolo[3,2-a]pyrimidin-6(5H)-one derivatives exhibited week to reasonable activities against the tested bacterial and fungal strains.

Synthesis, spectroscopic characterization and DFT studies on the novel indeno-thiazolopyrimidine heterocyclic system

4-Phenyl-2-thioxo-3,4-dihydro-1H-indeno[1,2-d]pyrimidin-5(2H)-one 2, obtained by stirring a mixture of indane-1,3-dione, benzaldehyde and thiourea in acetic acid at room temperature for 12 h, on reaction with chloroacetic acid and 1,2-dibromoethane furnish compounds 3 (or 6) and 4 (or 7), respectively. The regiochemistry of the cyclized products and their structure is established by an elemental analysis, 1H NMR, 13C NMR, IR and mass spectral data. Density functional theory calculations have been carried out for compounds 3 and 4 and their isomers 6 and 7 with Jaguar version 6.5112 using the B3LYP density functional method and LACVP* basis set. 1H and 13C NMR of compounds 3, 4, 6 and 7 have been calculated. 2-Arylidene derivatives of 3 were obtained by two routes and their structure was established by spectral data.

An efficient and modified biginelli-type synthesis of 3,4-dihydro-1H-indeno[1,2-d]pyrimidine-2,5-dione using phosphorous pentoxide

A simple, clean and convenient one-pot method has been developed for the synthesis of 4-phenyl-3,4-dihydro-1H-indeno[1,2-d]pyrimidine-2,5-dione and 4-phenyl-2-thioxo-1,2,3,4-tetrahydro-5H-indeno[1,2-d]pyrimidine-5-one by multicomponent condensation of 1,3-indanedione, aromatic aldehydes and urea/thiourea using phosphorus pentoxide in ethanol under reflux conditions. The simple workup procedure and moderate to good yields within short time are some important features of this protocol. The synthesized compounds have been interpreted on the basis of their spectroscopic data.

Efficient ionic liquid-catalysed synthesis and antimicrobial studies of 4,6-diaryl- and 4,5-fused pyrimidine-2-thiones

One-pot three-component condensation of aromatic ketones (1-tetralones, acetophenones, indane-1,3-dione), substituted aromatic aldehydes and thiourea in the presence of N-methylpyridinium tosylate under solvent free conditions at 100-110 °C for 2-4 h afforded tetrahydrobenzo[h]quinazoline-2-thiones, pyridimidine-2-thiones and indeno-pyrimidine-2-thiones in excellent yields. All synthesised thiones were screened for their antimicrobial activities.

Design, synthesis, characterization, and antimicrobial activity of biginelli products of indandione

A simple and efficient method has been developed for the synthesis of 4-(substituted phenyl)-3,4-dihydro-1H-indeno [1,2-d] pyrimidine-2,5-dione (5) and 4-(substituted phenyl)-2-thioxo-1,2,3,4-tetrahydroindeno [1,2-d] pyrimidine-5-one (6), by a one-pot three component cyclocondensation reaction of 1,3 dicarbonyl compound (Indandione) (1), aromatic aldehyde (2), and urea/thiourea (3/4) using catalytic amount of conc. HCl in refluxing ethanol. Representative samples were screened for their antimicrobial activity against gram-negative bacteria, E coli and Paeruginosa and gram-positive bacteria, S aureus, and C diphtheriae using disc diffusion method. The structures of the products were confirmed by IR, 1H, 13C NMR, and elemental analysis.

SYNTHESIS AND PROPERTIES OF SOME DERIVATIVES OF 2-THIONOINDENO-PYRIMIDINE AND INDENOTHIAZINE

Derivatives of 2-thiono-5-oxo-2,3,4,5-tetrahydroindenopyrimidine and 5-oxo-1,2,4,5-tetrahydroindenothiazine are formed in the cyclocondensation of 2-arylideneindan-1,3-diones with thiourea and N-monomethylthiourea, while only derivative

SYNTHESIS AND REACTIONS OF 2,3-DIHYDRO-5-ARYL-5H,6H-THIAZOLO-2,4-DIAZAFLUORENE-3,6-DIONES OF POTENTIAL BIOLOGICAL ACTIVITIES

1,2,3,4-Tetrahydro-1-aryl-3,9-dioxo-2,4-diazafluorenes (2) and 1,2,3,4-tetrahydro-1-aryl-9-oxo-3-thioxo-2,4-diazafluorenes (3) were newly synthesized.Compounds 3 reacted with chloroacetic acid, α-bromopropanoic acid, or Β-bromopropanoic acid in the presen