7248-25-1

Basic information

• Product Name: 5-(2-fluorophenyl)-5-methylimidazolidine-2,4-dione
• CAS NO: 7248-25-1
• Molecular Formula: C₁₀H₉FN₂O₂
• Molecular Weight: 208.1891
• Mol File: 7248-25-1.mol
• Article Data: 5

Chemical Properties

• Density: 1.296g/cm³
• Refractive Index: 1.533
• CAS DataBase Reference: 5-(2-fluorophenyl)-5-methylimidazolidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2-fluorophenyl)-5-methylimidazolidine-2,4-dione(7248-25-1)
• EPA Substance Registry System: 5-(2-fluorophenyl)-5-methylimidazolidine-2,4-dione(7248-25-1)

Safety Data

• Hazardous Substances Data: 7248-25-1(Hazardous Substances Data)

Upstream product

• 445-27-2 2'-Fluoroacetophenone 
• 506-87-6 ammonium carbonate 
• 151-50-8 potassium cyanide 

Relevant articles and documents

Computer-aided insights into receptor-ligand interaction for novel 5-arylhydantoin derivatives as serotonin 5-HT7 receptor agents with antidepressant activity

This paper presents a computer-aided insight into the receptor-ligand interaction for novel analogs of the lead structure 5-(4-fluorophenyl)-3-(2-hydroxy-3-(4-(2-methoxyphenyl)piperazin-1-yl)propyl)-5-methylimidazolidine-2,4-dione (1, MF-8), as part of the search for potent and selective serotonin 5-HT7 receptor (5-HT7R) agents. New hydantoin derivatives (4-19) were designed and synthesized. For 5-phenyl-3-(2-hydroxy-3-(4-(2-ethoxyphenyl)piperazin-1-yl)propyl)-5-methylimidazolidine-2,4-dione (4), its crystal structure was determined experimentally. Molecular modeling studies were performed, including both pharmacophore and structure-based approaches. New compounds were investigated in radioligand binding assays (RBA) for their affinity toward 5-HT7R and selectivity over 5-HT1AR, dopamine D2R and α1-, α2-and β-adrenoceptors. Selected compounds (5-8) were assessed for their antidepressant and anxiolytic effects in vivo in mice. Most of the tested compounds displayed potent affinity and selectivity for 5-HT7R in RBA, in particular seven compounds (4, 5, 7, 8 and 10-12, Ki ≤ 10 nM). Antidepressant-like activity in vivo for all tested compounds (5-8) was confirmed. SAR analysis based on both crystallography-supported molecular modeling and RBA results indicated that mono-phenyl substituents at both hydantoin and piperazine are more favorable for 5-HT7R affinity than the di-phenyl ones.

5-ARYL-1-IMINO-1-OXO-[1,2,4]THIADIAZINES

The present invention provides a compound of formula I' having BACE1 inhibitory activity, their manufacture, pharmaceutical compositions containing them and their use as therapeutically active substances. The active compounds of the present invention are

Water soluble phosphines: Part XIII. Chiral phosphine ligands with amino acid moieties

Nucleophilic phosphination of the potassium or sodium salt of the fluorophenylalanines (1a, 2a) or -glycines (3a, 4a) with potassium phosphides Ph(R)PK (R=Me, Ph) yields chiral phosphine ligands (1-7) with amino acid moieties. The X-ray structure of 3·2H2O (space group Pbca) has been determined showing a betaine type structure for the amino acid moiety. The α-methyl derivatives of the phosphinophenylglycines (10, 11) were obtained in an analogous manner as 1-7. ortho- and para-Fluoroacetophenones have been employed as starting material for the syntheses of α-[4-fluorophenyl]-α-methylglycine (9c) and its ortho-isomer (8c), the X-ray structure of its monohydrate has been determined (space group P1?). The N-acetyl (3b, 8e) and ester derivatives (3d, 8d) of 3 and 8c are accessible using standard procedures. Resolution of the diastereomeric salt 12 obtained from (S)-(+)-2-hydroxymethylpyrrolidine and racem-8e by fractionated crystallization yielded the (S,R)-isomer. The absolute configuration of (S,R)-12 was determined by X-ray structural analysis (space group P212121). Cleavage of (S,R)-12 with hydrochloric acid gave enantiopure (R)-8e [α]D20=-30.9° (c=1, CH3OH).