60477-74-9

Basic information

• Product Name: 2-Thiono-4-phenyl-5-oxotetrahydroindeno<1,2-d>pyrimidine
• Synonyms: 2-Thiono-4-phenyl-5-oxotetrahydroindeno<1,2-d>pyrimidine
• CAS NO: 60477-74-9
• Molecular Weight: 292.361
• Mol File: 60477-74-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-Thiono-4-phenyl-5-oxotetrahydroindeno<1,2-d>pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiono-4-phenyl-5-oxotetrahydroindeno<1,2-d>pyrimidine(60477-74-9)
• EPA Substance Registry System: 2-Thiono-4-phenyl-5-oxotetrahydroindeno<1,2-d>pyrimidine(60477-74-9)

Safety Data

• Hazardous Substances Data: 60477-74-9(Hazardous Substances Data)

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

• 1454275-23-0 (E)-2-(4-methylbezylidene)-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 
• 1454275-24-1 (E)-2-(4-chlorobenzylidene)-5-phenylindeno[1,2-d]thiazolo[3,2-a]pyrimidine-3,6(2H,5H)-dione 
• 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 
• 121258-66-0 5-phenylindeno[1,2-d]thiazolo[3,2-a]pyrimidine-3,6(2H,5H)-dione 
• 122631-70-3 1-indanone-(2,3c)-2-benzoylthiopyrimidine 

Relevant articles and documents

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.

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.

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.