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5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidindion Produkt Beschreibung

(S)-MEPHENYTOIN Struktur
50-12-4
CAS-Nr.
50-12-4
Bezeichnung:
5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidindion
Englisch Name:
(S)-MEPHENYTOIN
Synonyma:
Epilan;Epiazin;Methoin;Metydan;Sacerno;Insulton;Fenantoin;Mesantoin;Mesontoin;NSC-34652
CBNumber:
CB0225135
Summenformel:
C12H14N2O2
Molgewicht:
218.25
MOL-Datei:
50-12-4.mol

5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidindion Eigenschaften

Schmelzpunkt:
135-138 °C
Siedepunkt:
358.94°C (rough estimate)
Dichte
1.154±0.06 g/cm3 (20 ºC 760 Torr)
Brechungsindex
1.6660 (estimate)
storage temp. 
2-8°C
Aggregatzustand
solid
pka
pKa 8.1 (Uncertain)
Farbe
off-white
CAS Datenbank
50-12-4(CAS DataBase Reference)
EPA chemische Informationen
Mephenytoin (50-12-4)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn
R-Sätze: 22-36/37/38
S-Sätze: 26-36
WGK Germany  2
HS Code  2933210000
Giftige Stoffe Daten 50-12-4(Hazardous Substances Data)
Toxizität LD50 i.p. in mice: 300 mg/kg (Dzhagatspanyan)
Bildanzeige (GHS)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung
Sicherheit
P261 Einatmen von Staub vermeiden.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidindion Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Beschreibung

Mephenytoin is N-methylated at position 3 with an ethyl group replacing one of the phenyl substituents at position 5. It is indicated for focal and jacksonian seizures in patients refractory to less toxic AEDs. Mephenytoin produces more sedation than phenytoin and should be used only when safer drugs have failed, because it is associated with an increased incidence of serious toxicities, such as severe rash, agranulocytosis, and hepatitis. Its N-desmethyl metabolite, 5-phenyl- 5-ethylhydantoin, contributes to both efficacy and toxicity for mephenytoin. The drug is no longer commercially available inside but is still available outside the United States.

Originator

Mesantoin,Sandoz

Verwenden

rac-Mephenytoin is an anticonvulsant agent.

Verwenden

Anticonvulsant.

Manufacturing Process

23 parts sodium was dissolved in 300 parts of ethanol and added to 160 parts of 5-phenylcyanacetamide in 750 parts of ethanol. A mixture was cooled straight away and a sodium salt of amide precipitated as a white powder. 200 parts of ethyl iodide was added to this mixture and heated for 1.5 hours. The ethanol was distilled off, water was added to the residue and rapidly hardened oil precipitated. After recrystallization from ethanol, 5-ethyl-5- phenylacetamide afforded; MP: 116°C.
100 parts of sodium hydroxide was solved in 500 parts of water and added to 83 parts of bromine by cooling. 5-Ethyl-5-phenylacetamide was added to above prepared mixture. It dissolved quickly, whereupon all mass was heated some time, cooled and stood at room temperature some hours. Then a solution of sodium bisulfite was added before the formed precipitate dissolved. The reaction mixture was filtered, the filtrate was acidified to give rapidly hardened oil. After recrystallization from ethanol 5-ethyl-3-methyl-5-phenylhydantoin was yielded as the bright needles; MP: 201°-202°C.

Trademarks

Mesantoin (Novartis).

Therapeutic Function

Anticonvulsant, Antiepileptic

Biologische Aktivität

CYP2C19 substrate. Anticonvulsant.

Sicherheitsprofil

Poison by ingestion and intraperitoneal routes. Human systemic effects by ingestion: somnolence, hemorrhage, changes in teeth and supporting structures. Human mutation data reported. An experimental teratogen. An FDA proprietary drug used as an anticonvulsant. When heated to decomposition it emits toxic fumes of NOx.

5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidindion Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidindion Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 88)Lieferanten
Firmenname Telefon Fax E-Mail Land Produktkatalog Edge Rate
BOC Sciences
1-631-485-4226
1-631-614-7828 inquiry@bocsci.com United States 19752 58
Zhuozhou Wenxi import and Export Co., Ltd
+8613111626072 (WhatsApp)
Wechat: +8613111626072 Wickr me: waynehu zzwenxi@126.com CHINA 13187 58
Dideu Industries Group Limited
029-88380327
Service@dideu.com CHINA 30014 58
InvivoChem
+1-708-310-1919
708-557-7486 sales@invivochem.com United States 6398 58
Mainchem Co., Ltd. +86-0592-6210733
+86-0592-6210733 sale@mainchem.com CHINA 32439 55
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 821-50328103-801
86-21-50328109 3bsc@sina.com China 15877 69
WUHAN SUN-SHINE BIO-TECHNOLOGY Co., Ltd. 027-65522453-
sales@sun-shinechem.com China 300 64
China DongFan Chemical Co.,LTD 86-0571-85151182
86-0571-85151182 sales@dongfan-chem.com China 5702 66
Sinopharm Chemical Reagent Co,Ltd. 86-21-63210123
86-21-63290778 86-21-63218885 sj_scrc@sinopharm.com China 9844 79
BOC Sciences 16314854226
info@bocsci.com United States 21113 65

50-12-4(5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidindion)Verwandte Suche:


  • (S)-(+)-5-ETHYL-3-METHYL-5-PHENYL-2,4-IMIDAZOLIDINEDIONE
  • (S)-(+)-5-ETHYL-3-METHYL-5-PHENYLHYDANTOIN
  • (S)-5-ETHYL-3-METHYL-5-PHENYLHYDANTOIN
  • (S)-(+)-MEPHENYTOIN
  • (+/-)-5-ETHYL-3-METHYL-5-PHENYL-2,4-IMIDAZOLIDINEDIONE
  • (+/-)-5-ETHYL-3-METHYL-5-PHENYLHYDANTOIN
  • (+/-)-MEPHENYTOIN
  • MEPHENYTOIN
  • Epiazin
  • Epilan
  • Fenantoin
  • Gerot-epilan
  • Hydantoin, 5-ethyl-3-methyl-5-phenyl-
  • Insulton
  • mephenetoinum
  • Mephentoin
  • Mesantoin
  • Mesdontoin
  • Mesontoin
  • Methoin
  • Methyl hydantoin
  • Methylphenetoin
  • Metydan
  • NSC-34652
  • Phenantoin
  • Phenylethylmethylhydantoin
  • Sacerno
  • Sedantional
  • Sedantoin
  • Sedantoinal
  • Triantoin
  • 2,4-Imidazolidinedione, 5-ethyl-3-methyl-5-phenyl-
  • 3-Ethylnirvanol
  • 3-Methyl-5,5-ethylphenylhydantoin
  • 3-Methyl-5,5-phenylethylhydantoin
  • 3-Methyl-5-ethyl-5-phenylhydantoin
  • 5-Ethyl-3-methyl-5-phenyl-2,4(3H,5H)-imidazoledione
  • 5-ethyl-3-methyl-5-phenyl-4-imidazolidinedione
  • 5-ethyl-3-methyl-5-phenyl-hydantoi
  • 5-Ethyl-3-methyl-5-phenylimidazolidin-2,4-dione
  • 5-Ethyl-5-fenyl-3-methylhydantoin
  • (±)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione, (±)-5-Ethyl-3-methyl-5-phenylhydantoin
  • DL-Mephenytoin
  • (5R)-5-Ethyl-3-methyl-5-phenyl-2,4-imidazolidinedione
  • (5R)-5-Ethyl-3-methyl-5-phenylhydantoin
  • (5R)-5α-Ethyl-3-methyl-5-phenylhydantoin
  • 5-ethyl-3-methyl-5-phenyl-imidazolidine-2,4-dione
  • 5-Ethyl-3-methyl-5-phenethylhydantoin
  • MEPHENYTOIN; METHOIN; MESANTOIN; PHENANTOIN; METHYLPHENETOIN; INSULTON.
  • 5-ethyl-3-methyl-5-phenylimidazolidine-2,4-dione
  • Mephenytoin (250 mg)
  • Mephenytoin-d3
  • (S)-MEPHENYTOIN USP/EP/BP
  • 50-12-4
  • 1950-12-4
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