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UC178

Sigma-Aldrich

(±)-Nirvanol

Sinônimo(s):

(±)-5-Ethyl-5-phenyl-2,4-imidazolidinedione, (±)-5-Ethyl-5-phenylhydantoin

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About This Item

Fórmula empírica (Notação de Hill):
C11H12N2O2
Número CAS:
631-07-2
Peso molecular:
204.23
Número MDL:
MFCD00022401
Código UNSPSC:
12161501
ID de substância PubChem:
329827654

forma

solid

Nível de qualidade

200

cor

off-white

solubilidade

acetone: soluble
ethanol: soluble
methanol: soluble

temperatura de armazenamento

2-8°C

cadeia de caracteres SMILES

CCC1(NC(=O)NC1=O)c2ccccc2

InChI

1S/C11H12N2O2/c1-2-11(8-6-4-3-5-7-8)9(14)12-10(15)13-11/h3-7H,2H2,1H3,(H2,12,13,14,15)

chave InChI

UDTWZFJEMMUFLC-UHFFFAOYSA-N

Ações bioquímicas/fisiológicas

CYP2B6 N-demethyl metabolite of (±)-mephenytoin; anticonvulsive; hypnotic

Embalagem

Bottomless glass bottle. Contents are inside inserted fused cone.

Nota de preparo

(±)-Nirvanol is soluble in methanol, acetone and ethanol.

Pictogramas

Exclamation mark
GHS07

Palavra indicadora

Warning

Frases de perigo

H302,H315,H319,H335

Classificações de perigo

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análise (COA)

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B F Bourgeois et al.
Epilepsia, 27(4), 412-418 (1986-07-01)
Stereoselective metabolism has been demonstrated for mephenytoin (MHT), R-MHT being demethylated to the pharmacologically active metabolite 5-phenyl-5-ethylhydantoin (PEH; nirvanol), and S-MHT undergoing aromatic hydroxylation to 4-OH-MHT, with formation of an intermediate arene oxide metabolite. PEH is responsible for the therapeutic
A Pezeshk et al.
Journal of inorganic biochemistry, 42(4), 267-272 (1991-06-01)
The preparation and spectral properties of copper(II) complexes of two hydantoins are reported. Complexes of the general formula Cu(hyd)2(py)2, where hyd = phenytoin or nirvanol; and py = pyridine were prepared and characterized by infrared and ESR. Spectral data show
H Fujioka et al.
Journal of pharmacobio-dynamics, 9(3), 303-314 (1986-03-01)
Disposition of 1-benzenesulfonyl-5,5-diphenylhydantoin (II) having a potent anti-inflammatory activity was compared with that of 5,5-diphenylhydantoin (I), an antiepileptic drug, in order to elucidate whether the pharmacodynamic difference between them can be explained by their physicochemical and pharmacokinetic properties. After oral
W Kalow
Xenobiotica; the fate of foreign compounds in biological systems, 16(5), 379-389 (1986-05-01)
The antiepileptic drug mephenytoin is a racemate. Mephenytoin hydroxylation is a stereospecific reaction and is confined to the S-enantiomer, which is normally eliminated within hours, allowing the R-enantiomer to accumulate since it can be eliminated only within days or weeks.
W H Theodore et al.
Neurology, 34(8), 1100-1102 (1984-08-01)
We investigated the conversion of mephenytoin to nirvanol in five patients with uncontrolled complex partial seizures. After a 50-mg single oral dose, mean peak mephenytoin level was 0.48 microgram/ml and nirvanol 0.37 microgram/ml. After 400 mg, peak mephenytoin level was
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