2221-13-8

Basic information

• Product Name: 3-PHENYLIMIDAZOLIDINE-2,4-DIONE
• Synonyms: 3-PHENYLIMIDAZOLIDINE-2,4-DIONE;AKOS B029051;SALOR-INT L158313-1EA;N-phenyl-2,5-imidazolinedione;3-Phenylimidazolidine-2,4-dion;NSC20118;3-phenyl-2,4-imidazolidinedione(SALTDATA: FREE);3-Phenylhydantoin, 95%
• CAS NO: 2221-13-8
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.17
• Mol File: 2221-13-8.mol
• Article Data: 24

Chemical Properties

• Melting Point: 194-195 °C (decomp)
• Boiling Point: 326.3°Cat760mmHg
• Flash Point: 151.1°C
• Appearance: White/Solid
• Density: 1.324g/cm³
• Vapor Pressure: 8.88E-05mmHg at 25°C
• Refractive Index: 1.599
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.07±0.70(Predicted)
• CAS DataBase Reference: 3-PHENYLIMIDAZOLIDINE-2,4-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYLIMIDAZOLIDINE-2,4-DIONE(2221-13-8)
• EPA Substance Registry System: 3-PHENYLIMIDAZOLIDINE-2,4-DIONE(2221-13-8)

Safety Data

• Hazardous Substances Data: 2221-13-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthetic Communications, 19, p. 2947, 1989 DOI: 10.1080/00397918908052688

InChI:InChI=1/C9H8N2O2/c12-8-6-10-9(13)11(8)7-4-2-1-3-5-7/h1-5H,6H2,(H,10,13)

Upstream product

• 54001-50-2 2-(3-phenylureido)malonic acid diethyl ester 
• 854893-40-6 N-ethoxycarbonyl-glycine anilide 
• 64-10-8 phenyl carbamate 
• 56-40-6 glycine 
• 3016-39-5 2-(3-phenylureido)acetic acid 
• 14438-90-5 N-phenylpropanediamide 
• 104892-36-6 5-phenyl-hydantoic acid methyl ester 
• 103-71-9 phenyl isocyanate 
• 590-28-3 potassium cyanate 
• 587-65-5 N-chloroacetyl-aniline 
• 7647-01-0 hydrogenchloride 
• 80909-81-5 N-(N-phenylcarbamoyl-glycyl)-leucine 
• 62-53-3 aniline 
• 461-72-3 2,4-imidazolidinedione 

Downstream Products

• 76368-90-6 (2,4-Dioxo-3-phenyl-imidazolidine-1-carbonyl)-phosphoramidic acid dibutyl ester 
• 76368-89-3 (2,4-Dioxo-3-phenyl-imidazolidine-1-carbonyl)-phosphoramidic acid dipropyl ester 
• 76368-88-2 1-<(diethoxyphosphinyl)carbamoyl>-3-phenylhydantoin 
• 73377-67-0 3-Phenyl-5-<1'-13C,1'-D2>ethylhydantoin 
• 76368-91-7 1-<(diethoxyphosphinothioyl)carbamoyl>-3-phenylhydantoin 
• 2221-10-5 1,5-dimethyl-3-phenyl-2,4-imidazolidinedione 
• 64469-32-5 N-methyl-N'-phenyl-1,2-ethanediamine 
• 85369-84-2 5-hydroxy-1-phenylimidazolidin-2-one 
• 33557-83-4 1-nitroso-3-phenyl-imidazolidine-2,4-dione 
• 3016-39-5 2-(3-phenylureido)acetic acid 
• 153710-29-3 1-(3-Nitropyridyl)-3-phenyl-imidazoline-2,4(1H,3H)-dione 
• 1174133-45-9 1-[2-(4-chlorophenoxy)propanoyl]-3-phenylimidazolidine-2,4-dione 
• 1174133-42-6 1-[2-(2,4-dichlorophenoxy)propanoyl]-3-phenylimidazolidine-2,4-dione 
• 1174133-48-2 1-[2-(4-fluorophenoxy)propanoyl]-3-phenylimidazolidine-2,4-dione 

Relevant articles and documents

STUDIES ON HYDANTOIN. PART 2. SUBSTITUENT EFFECTS IN 3-ARYLHYDANTOINS ON THE FORMATION OF ARYL ISOCYANATE IONS USING THE MASS-ANALYSED ION KINETIC ENERGY-DIRECT ANALYSIS OF DAUGHTER IONS

The unimolecular reaction of seven 3-arylhydantoins, relatively slow fragmentation in the free drift region, has been investigated by analysis of the mass-analysed ion kinetic energy (m.i.k.e.) spectrum using direct analysis of daughter ions (d.a.d.i.).Ar

Synthesis of Chiral Hydantoins and Thiazolidinediones via Iridium-Catalyzed Asymmetric Hydrogenation

Herein, we report an iridium-catalyzed asymmetric hydrogenation of hydantoin and thiazolidinedione derived exocyclic alkenes using our developed BiphPHOX as a ligand. The transformation shows good functional group tolerance, and gives the hydrogenated pro

Design, synthesis and biological evaluation of imidazolidine-2,4-dione and 2-thioxothiazolidin-4-one derivatives as lymphoid-specific tyrosine phosphatase inhibitors

Lymphoid-specific tyrosine phosphatase (LYP), which exclusively exists in immune cells and down-regulates T cell receptor signaling (TCR), has becoming a potent target for various autoimmune diseases. Herein, we designed and synthesized imidazolidine-2,4-dione and 2-thioxothiazolidin-4-one derivatives as new LYP inhibitors. Among them, the cinnamic acids-based inhibitors (9p and 9r) displayed good LYP inhibitory activities (IC50 = 2.85–6.95 μM). Especially, the most potent inhibitor 9r was identified as competitive inhibitor (Ki = 1.09 μM) and bind LYP reversibly. Meanwhile, 9r exhibited better selectivity over other phosphatases than known LYP inhibitor A15. Furthermore, compound 9r could regulate TCR associated signaling pathway in Jurkat T cell.

Synthesis and herbicidal activity of 3-aryl-1-[2-(aryloxy)propanoyl] imidazolidine-2,4-diones

(Chemical Equation Presented) A series of novel 3-aryl-1-[2-(aryloxy) propanoyl]imidazolidine-2,4-diones were synthesized by the condensation of 3-aryl-imidazolidine-2,4-diones with 2-(aryloxy)propanoyl chlorides under mild conditions. Their structures we