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Basic Information
| CAS No.: | 57-41-0 |
|---|---|
| Name: | 5,5-Diphenylhydantoin |
| Article Data: | 79 |
| Molecular Structure: | |
|
|
|
| Formula: | C15H12N2O2 |
| Molecular Weight: | 252.272 |
| 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; |
| EINECS: | 200-328-6 |
| Density: | 1.258 g/cm3 |
| Melting Point: | 293-295 °C(lit.) |
| Boiling Point: | 428.2°C at 760 mmHg |
| Flash Point: | 11°C |
| Solubility: | <0.01 g/100 mL at 19 °C in water |
| Appearance: | white crystals or powder |
| Hazard Symbols: |
 T,  Xn,  F
|
| Risk Codes: | 45-61-22-63-40-39/23/24/25-23/24/25-11-20/21/22 |
| Safety: | 53-45-36/37-16-7 |
| Transport Information: | UN 2811 |
| PSA: | 58.20000 |
| LogP: | 2.42720 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With hydrazine hydrate In ethanol Heating; | 100% |
- 21083-47-6
5,5-diphenyl-2-thioxoimidazolidin-4-one
- 57-41-0
phenythoin
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
Conditions
| Conditions | Yield |
|---|---|
| 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% |
...Expand
- 57-41-0
phenythoin
Conditions
| Conditions | Yield |
|---|---|
| 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 |
Conditions
| Conditions | Yield |
|---|---|
| With urea; sodium hydroxide In ethanol; water at 80℃; for 3h; Temperature; Large scale; | 91.4% |
Conditions
| Conditions | Yield |
|---|---|
| With trifluorormethanesulfonic acid at 100℃; for 2h; | 87% |
- 1097-57-0
ethyl 3-(5,5-diphenylhydantoin) formate
A
- 1224-08-4
3-amino-5,5-diphenylimidazolidine-2,4-dione
B
- 57-41-0
phenythoin
Conditions
| Conditions | Yield |
|---|---|
| With hydrazine hydrate at 130 - 140℃; for 4h; | A 9% B 86% |
Conditions
| Conditions | Yield |
|---|---|
| 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; |
...Expand
- 1118-02-1
trimethylsilyl isocyanate
- 93504-24-6
α,α-diphenylglycine methyl ester hydrochloride
- 57-41-0
phenythoin
Conditions
| Conditions | Yield |
|---|---|
| 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% |
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5,5-Diphenylhydantoin
Chemistry
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:
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:
Uses
DIHYDANTOIN can be used in antiepileptic and antiarrhythmic medicine.
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
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.
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
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