42748-76-5

Upstream product

• 21083-47-6 5,5-diphenyl-2-thioxoimidazolidin-4-one 
• 109-64-8 1,3-dibromo-propane 
• 78388-23-5 5,5-diphenyl-2-thiohydantoin potassium salt 
• 52688-32-1 potassium salt of 5,5-diphenyl-2-thiohydantoin 

Relevant academic research and scientific papers

Synthesis, structural and molecular characterization of 2,2-diphenyl-2H,3H,5H,6H,7H-imidazo[2,1-b][1,3]thiazin-3-one

The thiohydantoin scaffold is of substantial importance and it is commonly used in drug discovery. Herein, a novel thiohydantoin-based compound, namely 2,2-diphenyl-2H,3H,5H,6H, 7H-imidazo[2,1-b][1,3]thiazin-3-one (PIT) was synthesized and its crystal structure was determined by single-crystal X-ray diffraction (XRD) studies. Hirshfeld surface analysis and quantum chemical calculations were performed using density functional theory (DFT) at the B3LYP/6-311++G (d,p) level. Hirshfeld surface analysis (dnorm surface and two-dimensional fingerprint plots) revealed the nature of intermolecular interactions. The most important contributions for the crystal packing are from H?H (49.4%), H?C/C?H (26.6%), H?S/S?H (9.1%) and H?O/O?H (7.1%) interactions. The optimized structural parameters calculated using DFT correlated well with those determined by the XRD method. The molecular reactivity of the synthesized compound was further explored using HOMO-LUMO, molecular electrostatic potential (MEP), Mulliken atomic charges (MAC), natural atomic charges (NAC) and condensed descriptors (Fukui functions and the dual descriptor). Natural bond orbital (NBO) analysis was carried out to elucidate the intramolecular, hybridization and delocalization of electron density within the studied molecule.

REACTION OF 5,5-DIPHENYL-2-THIOHYDANTOIN WITH 1,3-DIBROMOPROPANE UNDER PHASE TRANSFER CATALYTIC CONDITIONS. CRYSTAL AND MOLECULAR STRUCTURE OF 2,3,4,5-TETRAHYDRO-7,7-DIPHENYLIMIDAZO--THIAZINE-6(7H)-ONE

The reaction of the potassium salt of 5,5-diphenyl-2-thiohydantoin with 1,3-dibromopropane and triethylamine carried out under phase transfer catalytic conditions gave almost quantitatively two isomeric diphenylimidazothiazine 2 and 3 in a ratio ca 1:2. 2

Bicyclic imidazole-4-one derivatives: A new class of antagonists for the orphan G protein-coupled receptors GPR18 and GPR55

GPR18 and GPR55 are orphan G protein-coupled receptors (GPCRs) that interact with certain cannabinoid (CB) receptor ligands. In the present study bicyclic imidazole-4-one derivatives were discovered as new scaffolds for the development of antagonists for

REACTION OF 5,5-DIPHENYL-2-THIOHYDANTOIN WITH 1,4-DIBROMOBUTANE. THE CRYSTAL AND MOLECULAR STRUCTURE OF 2,3,4,5-TETRAHYDRO-7,7-DIPHENYLIMIDAZO--THIAZEPINE-8(7H)-ONE

The reaction of 5,5-diphenyl-2-thiohydantoin (1) (DPTH) or its potassium salt (DPTH-K) with 1,4-dibromobutane gave two isomeric bicyclic products;2,3,4,5-tetrahydro-7,7 diphenylimidazo-thiazepine-8(7H)one (6) and 2,3,4,5-tetrahydro-8,8-diphenylimid

REACTION OF 5,5-DIPHENYL-2-THIOHYDANTOIN WITH 1,3-DIBROMOPROPANE. CRYSTAL AND MOLECULAR STRUCTURE OF 2,3,4,5-TETRAHYDRO-6,6-DIPHENYLIMIDAZO-THIAZINE-7(6H)-ONE

The reaction between the potassium salt of 5,5-diphenyl-2-thiohydantoin (1) and 1,3-dibromopropane carried out in DME under anhydrous conditions has been found to give two isomeric diphenylimidazothiazines 2 and 3.When the reaction of 1 with 1,3-dibromopropane was performed in protic solvents (EtOH, HOH, NaOH) 2 and 3-(3-mercaptopropyl)-5,5-diphenylthiohydantoin (4) were formed.The latter is the product of hydrolysis of 3 taking place under the reaction conditions. 2,3,4,5-Tetrahydro-6,6-diphenylimidazo-thiazine-7(6H)-one (2) crystallises in space group P21/n with a=10.812(3), b=14.905(7), c=9.885(4) Angstroem, β=104.91(2) deg.The 5-membered ring in 2 is planar whereas the 6-membered thiazine ring adopts the sofa conformation.