860787-36-6

Basic information

• Product Name: 3-(4-FLUOROBENZYL)-5,5-DIMETHYL-1H-IMIDAZOLE-2,4(3H,5H)-DIONE
• Synonyms: 3-(4-FLUOROBENZYL)-5,5-DIMETHYL-1H-IMIDAZOLE-2,4(3H,5H)-DIONE
• CAS NO: 860787-36-6
• Molecular Formula: C₁₂H₁₃FN₂O₂
• Molecular Weight: 236.24
• Mol File: 860787-36-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 94-95°
• Appearance: /
• CAS DataBase Reference: 3-(4-FLUOROBENZYL)-5,5-DIMETHYL-1H-IMIDAZOLE-2,4(3H,5H)-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-FLUOROBENZYL)-5,5-DIMETHYL-1H-IMIDAZOLE-2,4(3H,5H)-DIONE(860787-36-6)
• EPA Substance Registry System: 3-(4-FLUOROBENZYL)-5,5-DIMETHYL-1H-IMIDAZOLE-2,4(3H,5H)-DIONE(860787-36-6)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• HazardClass: IRRITANT
• Hazardous Substances Data: 860787-36-6(Hazardous Substances Data)

Upstream product

• 77-71-4 5,5-dimethyl-imidazolidine-2,4-dione 
• 352-11-4 1-chloromethyl-4-fluorobenzene 
• 352-32-9 p-fluorotoluene 
• 77-48-5 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione 

Downstream Products

• 1608154-26-2 3-(4-fluorobenzyl)-1-(5-(4-(2,4-difluorophenyl)piperazin-1-yl)pentyl)-5,5-dimethylimidazolidine-2,4-dione hydrochloride 
• 1608154-27-3 3-(4-fluorobenzyl)-1-(5-(4-(4-fluorophenyl)piperazin-1-yl)pentyl)-5,5-dimethylimidazolidine-2,4-dione hydrochloride 
• 1394037-82-1 3-(4-fluorobenzyl)-1-(5-(4-(2,4-difluorophenyl)piperazin-1-yl)pentyl)-5,5-dimethylimidazolidine-2,4-dione 
• 1394037-83-2 3-(4-fluorobenzyl)-1-(5-(4-(4-fluorophenyl)piperazin-1-yl)pentyl)-5,5-dimethylimidazolidine-2,4-dione 
• 1608154-35-3 1-(5-bromopentyl)-3-(4-fluorobenzyl)-5,5-dimethylimidazolidine-2,4-dione 

Relevant articles and documents

Preparation method of N-(aryl/heteroaryl) alkyl-diamide

The invention relates to a preparation method of N-(aryl/heteroaryl)alkyl- diamide, which comprises the following steps: under the protection of nitrogen, sequentially adding transition metal, phosphine or nitrogen ligand, cocatalyst, alkali, solvent, Nhalogenated cyclodiamide, alkyl aromatic ring or alkyl heteroaromatic ring compound into a reaction container, carrying out oxidative amination reaction at 80-140 DEG C, and till the reaction concludes after 6-48 hours, evaporating and drying a solvent and carrying out column chromatography separation to obtain an N (aryl/heteroaryl) alkyl diamide compound. The invention is simple in synthesis process, mild in reaction condition, high in yield and easy to industrialize.

SAR-studies on the importance of aromatic ring topologies in search for selective 5-HT7 receptor ligands among phenylpiperazine hydantoin derivatives

The current study is focused on newly developed phenylpiperazine derivatives of aromatic methylhydantoin differing in mutual positions of methyl and phenyl moieties. The new compounds were synthesized using Bucherer-Bergs reaction, two-phase alkylation, Mitsunobu reaction and/or an alkylation under microwave irradiation. The compounds developed were assessed on their affinity for serotoninergic receptors 5-HT1A, 5-HT6, 5-HT 7 and α1-ARs in radioligand binding assays. Selected compounds were tested on their inhibitory effect at human 5-HT3A expressed in Xenopus Oocytes as well as on their activity at α1-adrenoceptor subtypes in functional and electrophysiological bioassays, respectively. Most of investigated compounds exhibited affinities for α1-ARs, 5-HT1A, 5-HT7 (Ki ～ 0.8-353 nM) significantly higher than those for 5-HT6 receptors. Very weak inhibitory effect at 5-HT3A accompanied with high activity at α1D-AR subtypes were observed for selected representative compounds. Among the current series, particularly 5-(4-fluorophenyl)-3-(2-hydroxy-3-(4-(2-methoxyphenyl)piperazin-1-yl)propyl) -5-methylimidazolidine-2,4-dione hydrochloride (25a) displayed the highest 5-HT7 affinity with Ki = 3 nM and selectivity with 40-3600 fold towards 5-HT1A, 5-HT6, and α1-ARs.