Fosphenytoin

XWLUWCNOOVRFPX-UHFFFAOYSA-N · 2,4-Imidazolidinedione, 5,5-diphenyl-3-[(phosphonooxy)methyl]-

https://huagongshe.com/de/chemical/56339

Identifikatoren & physikalische Daten

CAS No.	93390-81-9
Summenformel	C16H15N2O6P
Durchschnittliche Molmasse	362,27 g/mol
Monoisotopische Masse	362,06677283 g/mol
SMILES	O=C1NC(c2ccccc2)(c2ccccc2)C(=O)N1COP(=O)(O)O
InChIKey	XWLUWCNOOVRFPX-UHFFFAOYSA-N
PubChem CID	56339
ChEMBL	CHEMBL1201336
ChEBI	CHEBI:5165
DTXSID	DTXSID9044299

Chemische & physikalische Eigenschaften

XLogP	0,6
Polarare Oberfläche (TPSA)	116
H-Brücken-Donoren	3
H-Brücken-Akzeptoren	6
Frei drehbare Bindungen	5
Schwere Atome	25
Formalladung	0
Komplexität	547
Arzneimittel	PharmaceuticalsPharmaceuticals -> AntiepilepticsPharmaceuticals -> Listed in ZINC15
Color/Form	White crystals from acetone
Löslichkeit	Mol wt: 406.24. White crystals as the dihydrate from water-ethanol-acetone, mp 220 °C (softens). pH of a saturated aqueous solution: approx 9. Solubility at 25 °C (mg/mL): 142 in water /Disodium salt/1.45e-01 g/L
Human Drugs	Breast FeedingLactationMilk, HumanAnticonvulsants
Schmelzpunkt	173-176.5 °C173-176.5°
Physical Description	Solid
Dichte	1.495±0.06 g/cm3(Predicted)
pKa (Säurekonstante)	1.74±0.10(Predicted)

Sicherheit & Vorschriften

FDA-Anforderungen	The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl fosphenytoin approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act.
Entsorgungsverfahren	SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Treatment	Treatment is nonspecific since there is no known antidote to Fosphenytoin overdosage. The adequacy of the respiratory and circulatory systems should be carefully observed, and appropriate supportive measures employed. Hemodialysis can be considered since phenytoin is not completely bound to plasma proteins. Total exchange transfusion has been used in the treatment of severe intoxication in children. (L1712)
Wechselwirkungen	Risk of hepatotoxicity from a single toxic dose or prolonged use of acetaminophen may be increased and therapeutic efficacy may be decreased in patients regularly taking other hepatic enzyme-inducing agents such as phenytoin. /Hydantoin anticonvulsants/Concurrent use of alcohol or CNS depression-producing medications with hydantoin anticonvulsants may enhance CNS depression. Chronic use of alcohol may decrease serum concentrations and effectiveness of hydantoinsconcurrent use of hydantoin anticonvulsants with acute alcohol intake may increase serum hydantoin concentrations. /Hydantoin anticonvulsants/Concurrent use of amiodarone with phenytoin and possibly with other hydantoin anticonvulsants may increase plasma concentrations of the hydantoin, resulting in increased effects and/or toxicity. /Hydantoin anticonvulsants/Concurrent use with coumarin- or indandione-derivative anticoagulants, chloramphenicol, cimetidine, disulfiram, influenza virus vaccine, isoniazid, methylphenidate, phenylbutazone, ranitidine, salicylates, or sulfonamide may increase serum concentrations of hydantoin anticonvulsants because of decreased metabolism, thereby increasing the /hydantoins'/ effects and/or toxicity. Dosage adjustments of the anticonvulsant may be necessary. In addition, the anticoagulant effect of coumarin- or indandione-derivative anticoagulants may be increased initially, but decrease with continued concurrent use. /Hydantoin anticonvulsants/For more Interactions (Complete) data for FOSPHENYTOIN (23 total), please visit the HSDB record page.

Anwendungen & Verwendung

Beschreibung

Cerebyx was launched for the treatment of status epilepticus and for neurosurgery derived seizures. Fosphenytoin is rapidly converted by phosphatases to phenytoin. This compound is readily water soluble thus overcoming an important problem associated with Dilantin.

Verwenden

Anticonvulsant.