Product Name

  • Name

    5,5-Diphenylhydantoin

  • EINECS 200-328-6
  • CAS No. 57-41-0
  • Article Data79
  • CAS DataBase
  • Density 1.258 g/cm3
  • Solubility <0.01 g/100 mL at 19 °C in water
  • Melting Point 293-295 °C(lit.)
  • Formula C15H12N2O2
  • Boiling Point 428.2°C at 760 mmHg
  • Molecular Weight 252.272
  • Flash Point 11°C
  • Transport Information UN 2811
  • Appearance white crystals or powder
  • Safety 53-45-36/37-16-7
  • Risk Codes 45-61-22-63-40-39/23/24/25-23/24/25-11-20/21/22
  • Molecular Structure Molecular Structure of 57-41-0 (5,5-Diphenylhydantoin)
  • Hazard Symbols ToxicT, HarmfulXn, FlammableF
  • Synonyms Hydantoin,5,5-diphenyl- (8CI);5,5-Diphenyl-1H-imidazolidine-2,4-dione;5,5-Diphenyl-2,4-imidazolidinedione;Aleviatin;DPH;Di-Lan;Dilabid;Dintoina;Diphantoin;Diphedan;Diphenat;Diphenylan;Ekko;Hidantal;Hydantol;Lehydan;NSC 8722;Phenytoin;Phenytoine;Sodanton;Zentropil;
  • PSA 58.20000
  • LogP 2.42720

Synthetic route

ethyl 3-(5,5-diphenylhydantoin) formate
1097-57-0

ethyl 3-(5,5-diphenylhydantoin) formate

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;100%
5,5-diphenyl-2-thioxoimidazolidin-4-one
21083-47-6

5,5-diphenyl-2-thioxoimidazolidin-4-one

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With dihydrogen peroxide; sodium hydrogencarbonate at 24℃; for 0.5h;100%
With tetrabromoglycoluril In ethanol at 40℃; for 0.166667h; Reagent/catalyst; Green chemistry;99%
With dihydrogen peroxide; acetic acid In water; N,N-dimethyl-formamide at 20℃; for 24h;92%
benzil
134-81-6

benzil

urea
57-13-6

urea

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water at 20℃; for 0.05h; Sonication;98%
With chitosan decorated Fe3O4 magnetic nanoparticles In ethanol; water at 60℃; for 0.133333h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Green chemistry;98%
With dmap; potassium hydroxide In water; butan-1-ol at 119℃; for 0.666667h; Temperature;98.2%
benzil
134-81-6

benzil

urea
57-13-6

urea

A

3a,6a-diphenylglycoluril
5157-15-3

3a,6a-diphenylglycoluril

B

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With sodium hydroxide for 0.0333333h; Microwave irradiation; neat (no solvent);A 1.6%
B 98%
With potassium hydroxide In ethanol at 40℃; for 2h; Ultrasound irradiation;A 75%
B 14%
With potassium hydroxide In methanol at 64.84℃; for 24h;A n/a
B 61%
1-(Aminoacetyl)-5,5-diphenylimidazolidine-2,4-dione hydrochloride

1-(Aminoacetyl)-5,5-diphenylimidazolidine-2,4-dione hydrochloride

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With hydrogenchloride for 2h; Heating;93%
Multi-step reaction with 3 steps
1: 55 percent / 4 h / Heating
2: 71 percent / conc. aq. NH3 / ethanol / 24 h / Ambient temperature
3: 63 percent / 2percent aq. HCl / ethanol / 50 h / Heating
View Scheme
benzil
134-81-6

benzil

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With urea; sodium hydroxide In ethanol; water at 80℃; for 3h; Temperature; Large scale;91.4%
parabanic acid
120-89-8

parabanic acid

benzene
71-43-2

benzene

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 100℃; for 2h;87%
ethyl 3-(5,5-diphenylhydantoin) formate
1097-57-0

ethyl 3-(5,5-diphenylhydantoin) formate

A

3-amino-5,5-diphenylimidazolidine-2,4-dione
1224-08-4

3-amino-5,5-diphenylimidazolidine-2,4-dione

B

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With hydrazine hydrate at 130 - 140℃; for 4h;A 9%
B 86%
potassium cyanide

potassium cyanide

benzophenone
119-61-9

benzophenone

ammonium carbonate
506-87-6

ammonium carbonate

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
In ethanol; water Heating;85%
With iron(III) oxide In neat (no solvent) at 70℃; for 0.9h; Bucherer-Bergs Reaction;85%
In ethanol; water for 0.166667h; Time; Bucherer-Bergs Reaction; Microwave irradiation;84%
In ethanol at 60℃; for 15h;
trimethylsilyl isocyanate
1118-02-1

trimethylsilyl isocyanate

α,α-diphenylglycine methyl ester hydrochloride
93504-24-6

α,α-diphenylglycine methyl ester hydrochloride

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
Stage #1: trimethylsilyl isocyanate; α,α-diphenylglycine methyl ester hydrochloride In water for 8h; Milling; Green chemistry;
Stage #2: With caesium carbonate In water Milling; Green chemistry;
84%
benzil
134-81-6

benzil

urea
57-13-6

urea

A

3a,6a-diphenylglycoluril
101241-21-8

3a,6a-diphenylglycoluril

B

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With potassium hydroxide In water; dimethyl sulfoxide for 0.5h; Biltz reaction; microwave irradiation;A n/a
B 80%
With sodium hydroxide In water; dimethyl sulfoxide at 70℃; for 2h;A 3.76%
B 61.75%
With potassium hydroxide
With potassium hydroxide
3-(tert-butyl)-1-(4-methoxybenzyl)-5,5-diphenylimidazolidine-2,4-dione

3-(tert-butyl)-1-(4-methoxybenzyl)-5,5-diphenylimidazolidine-2,4-dione

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With methanesulfonic acid In dichloromethane at 60℃; for 24h; Sealed tube;72%
2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

urea
57-13-6

urea

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 100℃; for 1h; Temperature;70%
With potassium bromate; sodium hydroxide
With sodium hydroxide; potassium chlorate
benzil
134-81-6

benzil

urea
57-13-6

urea

A

4,5-Dihydroxy-4,5-diphenylimidazolidin-2-on
5157-13-1

4,5-Dihydroxy-4,5-diphenylimidazolidin-2-on

B

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 50 - 60℃; for 2h;A n/a
B 66%
ethyl 2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2-ylthio)acetate

ethyl 2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2-ylthio)acetate

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 2h; Heating;65%
2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2-ylthio)acetic acid
122180-35-2

2-(4,5-dihydro-5-oxo-4,4-diphenyl-1H-imidazol-2-ylthio)acetic acid

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 2h; Heating;65%
carbon monoxide
201230-82-2

carbon monoxide

α-amino-α,α-diphenylacetamide
15427-81-3

α-amino-α,α-diphenylacetamide

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With tungsten hexacarbonyl; iodine; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 35℃; under 60804.1 Torr; for 24h; Inert atmosphere;64%
carbon monoxide
201230-82-2

carbon monoxide

2,2-diphenylglycine
3060-50-2

2,2-diphenylglycine

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With tungsten hexacarbonyl; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 45℃; for 36h;64%
1-(Acetamidoacetyl)-5,5-diphenylimidazolidine-2,4-dione
170700-20-6

1-(Acetamidoacetyl)-5,5-diphenylimidazolidine-2,4-dione

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 50h; Heating;63%
4-(2-AMINOETHYL)MORPHOLINE
2038-03-1

4-(2-AMINOETHYL)MORPHOLINE

ethyl 3-(5,5-diphenylhydantoin) formate
1097-57-0

ethyl 3-(5,5-diphenylhydantoin) formate

A

3-N-(2-morpholinoethyl)-5,5-diphenylhydantoin
20000-16-2

3-N-(2-morpholinoethyl)-5,5-diphenylhydantoin

B

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
for 4h; Heating;A 33%
B 26%
2-methyl-5,5-diphenyl-3,5-dihydro-imidazol-4-one
24133-90-2

2-methyl-5,5-diphenyl-3,5-dihydro-imidazol-4-one

chromium(lll) acetate
1066-30-4

chromium(lll) acetate

phenythoin
57-41-0

phenythoin

4-methylsulfanyl-5,5-diphenyl-1,5-dihydro-imidazol-2-one
2032-16-8

4-methylsulfanyl-5,5-diphenyl-1,5-dihydro-imidazol-2-one

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With hydrogenchloride
2,5-bis-methylsulfanyl-4,4-diphenyl-4H-imidazole
2032-17-9

2,5-bis-methylsulfanyl-4,4-diphenyl-4H-imidazole

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With hydrogenchloride
Multi-step reaction with 2 steps
1: aqueous acetic acid
2: aq.-ethanolic HCl
View Scheme
ethanol
64-17-5

ethanol

1,3-dichloro-5,5-diphenylhydantoin
100965-46-6

1,3-dichloro-5,5-diphenylhydantoin

phenythoin
57-41-0

phenythoin

Benzilic acid
76-93-7

Benzilic acid

urea
57-13-6

urea

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
at 230 - 240℃;
bromo-diphenyl-acetic acid
7494-95-3

bromo-diphenyl-acetic acid

urea
57-13-6

urea

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
at 150 - 170℃;
2.2-Diphenylhydantoinsaeure
6802-95-5

2.2-Diphenylhydantoinsaeure

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With hydrogenchloride In methanol at 50℃; Rate constant;
3-(hydroxymethyl)-5,5-diphenylhydantoin N,N-dimethylglycine ester, monomethanesulfonate salt
71919-15-8

3-(hydroxymethyl)-5,5-diphenylhydantoin N,N-dimethylglycine ester, monomethanesulfonate salt

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With acetate buffer In water at 25℃; Rate constant; Mechanism; pH dependence;
C57H56N4O4(2+)*2Br(1-)
80381-85-7

C57H56N4O4(2+)*2Br(1-)

A

formaldehyd
50-00-0

formaldehyd

B

1,1-diphenyl-4-(pyrrolidin-1-yl)but-2-yn-1-ol
968-63-8

1,1-diphenyl-4-(pyrrolidin-1-yl)but-2-yn-1-ol

C

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With buffer; pH 8.74 In water at 37℃; Rate constant; other pH;
Fosphenytoin

Fosphenytoin

phenythoin
57-41-0

phenythoin

Conditions
ConditionsYield
With acetate buffer In methanol; water at 70℃; Rate constant; Mechanism; pH dependence;
With 6-O-(sulfobutyl)-β-cyclodextrin sodium salt In various solvent(s) at 25℃; pH=7.4; Equilibrium constant; Activation energy; Kinetics; Further Variations:; pH-values; Reagents; Elimination;
methyl 9-bromononanoate
67878-15-3

methyl 9-bromononanoate

phenythoin
57-41-0

phenythoin

methyl 2,5-dioxo-4,4-diphenylimidazolidine-1-nonanoate
143547-58-4

methyl 2,5-dioxo-4,4-diphenylimidazolidine-1-nonanoate

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 110℃; for 0.25h;100%
phenythoin
57-41-0

phenythoin

[(2)H10]phenytoin
65854-97-9

[(2)H10]phenytoin

Conditions
ConditionsYield
With platinum on carbon; hydrogen; water-d2 at 180℃; for 24h;100%
formaldehyd
50-00-0

formaldehyd

phenythoin
57-41-0

phenythoin

3-hydroxymethyl-5,5-diphenyl-imidazolidine-2,4-dione
21616-46-6

3-hydroxymethyl-5,5-diphenyl-imidazolidine-2,4-dione

Conditions
ConditionsYield
With potassium carbonate In water at 20℃; for 24h;98%
With potassium carbonate In water for 24h; Ambient temperature;92%
With potassium carbonate In water for 24h; Ambient temperature;
iodobenzene
591-50-4

iodobenzene

phenythoin
57-41-0

phenythoin

3,5,5-triphenylimidazolidine-2,4-dione
52461-02-6

3,5,5-triphenylimidazolidine-2,4-dione

Conditions
ConditionsYield
With copper(I) oxide In N,N-dimethyl-formamide at 150℃; for 14h; Inert atmosphere; regioselective reaction;98%
phenythoin
57-41-0

phenythoin

sodium phenytoin
630-93-3, 64915-84-0

sodium phenytoin

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 42℃; for 0.25h; Temperature;97%
With sodium hydroxide In water at 45℃; pH=12; Temperature; Large scale;96.3%
With sodium hydroxide; sodium chloride In water at 5 - 30℃; for 1h; Product distribution / selectivity;85%
With sodium hydroxide In water at 5 - 30℃; for 1h; Product distribution / selectivity;66.2%
phenythoin
57-41-0

phenythoin

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl 2-(2,4-dioxo-5,5-diphenylimidazolidin-1-yl)acetate
99702-70-2

ethyl 2-(2,4-dioxo-5,5-diphenylimidazolidin-1-yl)acetate

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 24h;97%
With potassium carbonate In acetonitrile Heating;
phenythoin
57-41-0

phenythoin

ethyl bromoacetate
105-36-2

ethyl bromoacetate

A

ethyl 2-(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)acetate
976-85-2

ethyl 2-(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)acetate

B

sodium ethanolate
141-52-6

sodium ethanolate

Conditions
ConditionsYield
In ethanolA 96%
B n/a
phenythoin
57-41-0

phenythoin

2-Chloro-4'-fluoroacetophenone
456-04-2

2-Chloro-4'-fluoroacetophenone

3-(2-(4-fluorophenyl)-2-oxoethyl)-5,5-diphenylimidazolidine-2,4-dione

3-(2-(4-fluorophenyl)-2-oxoethyl)-5,5-diphenylimidazolidine-2,4-dione

Conditions
ConditionsYield
Stage #1: phenythoin With potassium carbonate In acetone at 20℃; for 0.333333h;
Stage #2: 2-Chloro-4'-fluoroacetophenone In acetone at 20℃; for 24.33h;
96%
Stage #1: phenythoin With potassium carbonate In acetone at 20℃; for 0.5h;
Stage #2: 2-Chloro-4'-fluoroacetophenone In acetone at 20℃; for 24h;
45%
With potassium carbonate In acetone at 20℃; for 24h;
phenythoin
57-41-0

phenythoin

p-toluidine
106-49-0

p-toluidine

dimedone
126-81-8

dimedone

(p-tolyl)spiro[acridine-9,20-imidazolidine]-trione

(p-tolyl)spiro[acridine-9,20-imidazolidine]-trione

Conditions
ConditionsYield
With TiO2 blended Fe3O4 coated with phosphotungstic acid at 70℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Sonication; Green chemistry;96%
phenythoin
57-41-0

phenythoin

1,3-dichloro-5,5-diphenylhydantoin
100965-46-6

1,3-dichloro-5,5-diphenylhydantoin

Conditions
ConditionsYield
With trichloroisocyanuric acid In acetonitrile at 20℃; for 0.5h;95%
With sodium hypochlorite Ambient temperature;31%
With sodium hypochlorite for 3h;25%
With hydrogenchloride; sodium hypochlorite for 4h; Ambient temperature;4.7%
With sodium hypochlorite
phenythoin
57-41-0

phenythoin

propargyl bromide
106-96-7

propargyl bromide

5,5-diphenyl-3-(prop-2-yn-1-yl)imidazolidine-2,4-dione
2718-07-2

5,5-diphenyl-3-(prop-2-yn-1-yl)imidazolidine-2,4-dione

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 36h;95%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h;87%
With potassium hydroxide In ethanol for 4h; Heating;76%
phenythoin
57-41-0

phenythoin

p-chlorophenacyl chloride
937-20-2

p-chlorophenacyl chloride

3-(2-(4-chlorophenyl)-2-oxoethyl)-5,5-diphenylimidazolidine-2,4-dione

3-(2-(4-chlorophenyl)-2-oxoethyl)-5,5-diphenylimidazolidine-2,4-dione

Conditions
ConditionsYield
Stage #1: phenythoin With potassium carbonate In acetone at 20℃; for 0.333333h;
Stage #2: p-chlorophenacyl chloride In acetone at 20℃; for 24.33h;
95%
Stage #1: phenythoin With potassium carbonate In acetone at 20℃; for 0.5h;
Stage #2: p-chlorophenacyl chloride In acetone at 20℃; for 24h;
43%
phenythoin
57-41-0

phenythoin

dimedone
126-81-8

dimedone

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

(4-aminophenyl)spiro[acridine-9,20-imidazolidine]-trione

(4-aminophenyl)spiro[acridine-9,20-imidazolidine]-trione

Conditions
ConditionsYield
With TiO2 blended Fe3O4 coated with phosphotungstic acid at 70℃; for 0.2h; Sonication; Green chemistry;94%
phenythoin
57-41-0

phenythoin

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

5,5-diphenyl-3-methylthiomethylhydantoin
66503-15-9

5,5-diphenyl-3-methylthiomethylhydantoin

Conditions
ConditionsYield
for 16h; Heating;93.7%
phenythoin
57-41-0

phenythoin

trityl chloride
76-83-5

trityl chloride

5,5-diphenyl-3-tritylimidazolidine-2,4-dione
1272010-17-9

5,5-diphenyl-3-tritylimidazolidine-2,4-dione

Conditions
ConditionsYield
Stage #1: phenythoin With triethylamine In dichloromethane at 20℃; for 0.25h;
Stage #2: trityl chloride In dichloromethane
93%
With triethylamine In dichloromethane at 20℃; for 30h;58%
phenythoin
57-41-0

phenythoin

4-amino-phenol
123-30-8

4-amino-phenol

dimedone
126-81-8

dimedone

(4-hydroxyphenyl)spiro[acridine-9,20-imidazolidine]-trione

(4-hydroxyphenyl)spiro[acridine-9,20-imidazolidine]-trione

Conditions
ConditionsYield
With TiO2 blended Fe3O4 coated with phosphotungstic acid at 70℃; for 0.166667h; Sonication; Green chemistry;93%
phenythoin
57-41-0

phenythoin

3-hydroxymethyl-5,5-diphenyl-imidazolidine-2,4-dione
21616-46-6

3-hydroxymethyl-5,5-diphenyl-imidazolidine-2,4-dione

Conditions
ConditionsYield
With formaldehyd; potassium carbonate; phosphorus pentaoxide In water92%
phenythoin
57-41-0

phenythoin

3-chloro-N-(4-fluorophenyl)propionamide

3-chloro-N-(4-fluorophenyl)propionamide

3-(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)-N-(4-fluorophenyl)propanamide

3-(2,5-dioxo-4,4-diphenylimidazolidin-1-yl)-N-(4-fluorophenyl)propanamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h;92%
fluoroiodomethane
373-53-5

fluoroiodomethane

phenythoin
57-41-0

phenythoin

1,3-bis(fluoromethyl)-5,5-diphenyl-2,4-imidazolidinone

1,3-bis(fluoromethyl)-5,5-diphenyl-2,4-imidazolidinone

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 20℃; for 6h; chemoselective reaction;92%
ethyl bromofluoroacetate
401-55-8

ethyl bromofluoroacetate

phenythoin
57-41-0

phenythoin

(2,5-dioxo-4,4-diphenyl-imidazolidin-1-yl)-fluoro-acetic acid ethyl ester

(2,5-dioxo-4,4-diphenyl-imidazolidin-1-yl)-fluoro-acetic acid ethyl ester

Conditions
ConditionsYield
Stage #1: phenythoin With tetrabutylammomium bromide; sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Metallation;
Stage #2: ethyl bromofluoroacetate In tetrahydrofuran at 20℃; for 12h; Substitution; Gabriel reaction;
91%
phenythoin
57-41-0

phenythoin

potassium carbonate
584-08-7

potassium carbonate

3-hydroxymethyl-5,5-diphenyl-imidazolidine-2,4-dione
21616-46-6

3-hydroxymethyl-5,5-diphenyl-imidazolidine-2,4-dione

Conditions
ConditionsYield
With formaldehyd In water91%
With formaldehyd In water91%
With formaldehyd In water91%
With formaldehyd In water
phenythoin
57-41-0

phenythoin

1-chloroacetophenone
532-27-4

1-chloroacetophenone

3-(2-oxo-2-phenylethyl)-5,5-diphenylimidazolidine-2,4-dione

3-(2-oxo-2-phenylethyl)-5,5-diphenylimidazolidine-2,4-dione

Conditions
ConditionsYield
Stage #1: phenythoin With potassium carbonate In acetone at 20℃; for 0.333333h;
Stage #2: 1-chloroacetophenone In acetone at 20℃; for 24.33h;
91%
With potassium carbonate In acetone at 20℃; for 24h;
phenythoin
57-41-0

phenythoin

acetic anhydride
108-24-7

acetic anhydride

1-Acetyl-5,5-diphenylhydantoin
4635-21-6

1-Acetyl-5,5-diphenylhydantoin

Conditions
ConditionsYield
With pyridine for 4h; Heating;90%
2-(2-bromoethyl)isoindoline-1,3-dione
574-98-1

2-(2-bromoethyl)isoindoline-1,3-dione

phenythoin
57-41-0

phenythoin

3-(2'-phthalimidoethyl)-5,5-diphenylhydantoin
20000-09-3

3-(2'-phthalimidoethyl)-5,5-diphenylhydantoin

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 2h; Heating;90%
With potassium carbonate In N,N-dimethyl-formamide

5,5-Diphenylhydantoin Chemical Properties

MF: C15H12N2O2
MW: 252.27
EINECS: 200-328-6
DIHYDANTOIN,it's melting point is about  293-295 °C(lit.);Water Solubility  :less than 0.01 g/100 mL at 19 oC.
Following is the of DIHYDANTOIN:

5,5-Diphenylhydantoin Uses

DIHYDANTOIN can be used in antiepileptic and antiarrhythmic medicine.

5,5-Diphenylhydantoin Toxicity Data With Reference

1.   

dnd-esc 50 µmol/L

   MUREAV    Mutation Research. 89 (1981),95.
2.   

dni-hmn:lym 360 µmol/L

   TXAPA9    Toxicology and Applied Pharmacology. 33 (1975),38.
3.   

mnt-mus-ivn 500 µg/kg

   MUREAV    Mutation Research. 141 (1984),183.
4.   

orl-wmn TDLo:1620 mg/kg (female 1-39W post):CAR,TER

   JAMAAP    JAMA, Journal of the American Medical Association. 244 (1980),1464.
5.   

orl-wmn TDLo:730 mg/kg/1Y-C:CAR,BLD

   NKGZAE    Nippon Ketsueki Gakkai Zasshi. Journal of Japan Haematological Society. 46 (1983),1.
6.   

unr-wmn TDLo:1620 mg/kg (female 1-39W post):CAR,TER

   JAMAAP    JAMA, Journal of the American Medical Association. 244 (1980),1464.
7.   

unr-wmn TDLo:1620 mg/kg (female 1-39W post):CAR,TER

   LANCAO    Lancet. 2 (1980),481.
8.   

orl-wmn TD:730 mg/kg/1Y-C:CAR,BLD

   NKGZAE    Nippon Ketsueki Gakkai Zasshi. Journal of Japan Haematological Society. 43 (1980),711.
9.   

orl-chd TD:6023 mg/kg/1Y-C:NEO,BLD,SKN

   AJDEBP    Australasian Journal of Dermatology. 22 (1981),28.
10.   

orl-chd TDLo:3 mg/kg/3W:SKN

   CLPTAT &n

RTECS : MU1050000

5,5-Diphenylhydantoin Consensus Reports

NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 319.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 13 , 1977,p. 201.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 13 , 1977,p. 201.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program.

5,5-Diphenylhydantoin Safety Profile

Confirmed carcinogen producing lymphoma, Hodgkin's disease, tumors of the skin and appendages. Experimental carcinogenic and tumorigenic data. A human poison by ingestion. Poison experimentally by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Moderately toxic by an unspecified route. Experimental teratogenic and reproductive effects. Human systemic effects by ingestion: dermatitis, change in motor activity (specific assay), ataxia (loss of muscle coordination), degenerative brain changes, encephalitis, hallucinations, distorted perceptions, irritability, and jaundice. Human teratogenic effects by ingestion: developmental abnormalities of the central nervous system, cardiovascular (circulatory) system, musculoskeletal system, craniofacial area, skin and skin appendages, eye, ear, other developmental abnormalities. Effects on newborn include abnormal growth statistics (e.g., reduced weight gain), physical abnormalities, other postnatal measures or effects, and delayed effects. Human mutation data reported. A drug for the treatment of grand mal and psychomotor seizures. When heated to decomposition it emits toxic fumes of NOx.

Hazard Codes  T,Xn,F
Risk Statements  45-61-63-40-39/23/24/25-11-20/21/22
Safety Statements  53-45-36/37-16-7
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