Ethotoin

Các tên gọi khác (10 ) :

(+-)-3-Ethyl-5-phenylhydantoin
1-Ethyl-2,5-dioxo-4-phenylimidazolidine
3-Ethyl-5-phenyl-2,4-imidazolidinedione
3-Ethyl-5-phenyl-imidazolidine-2,4-dione
3-Ethyl-5-phenylhydantoin
3-Ethyl-5-phenylimidazolidin-2,4-dione
Ethotoin
Ethotoïne
Ethotoinum
Etotoina

Thuốc chống co giật, chống động kinh

Thuốc Gốc

Small Molecule

CAS: 86-35-1

ATC: N03AB01

ĐG : Abbott Laboratories Ltd. , http://www.abbott.com

CTHH: C₁₁H₁₂N₂O₂

PTK: 204.2252

Ethotoin is a hydantoin derivative and anticonvulsant. Ethotoin exerts an antiepileptic effect without causing general central nervous system depression. The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure activity rather than to abolish the primary focus of seizure discharges. Ethotoin is no longer commonly used.

Nhận Dạng Quốc Tế & Đặc Tính Hóa Học

Công thức hóa học

C₁₁H₁₂N₂O₂

Phân tử khối

204.2252

Monoisotopic mass

204.089877638

InChI

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

InChI Key

InChIKey=SZQIFWWUIBRPBZ-UHFFFAOYSA-N

IUPAC Name

3-ethyl-5-phenylimidazolidine-2,4-dione

Traditional IUPAC Name

ethotoin

SMILES

CCN1C(=O)NC(C1=O)C1=CC=CC=C1

Độ tan chảy

94 °C

Độ hòa tan

5280 mg/L

logP

1.05

logS

-1.9

pKa (strongest acidic)

11.29

pKa (Strongest Basic)

-8.4

PSA

49.41 Å²

Refractivity

55.05 m³·mol^-1

Polarizability

20.68 Å³

Rotatable Bond Count

H Bond Acceptor Count

H Bond Donor Count

Physiological Charge

Number of Rings

Bioavailability

Rule of Five

true

Ghose Filter

true

Dược Lực Học : Ethotoin is a hydantoin derivative and anticonvulsant. Ethotoin exerts an antiepileptic effect without causing general central nervous system depression. The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure activity rather than to abolish the primary focus of seizure discharges.

Cơ Chế Tác Dụng : Ethotoin is a hydantoin derivative and anticonvulsant. Ethotoin exerts an antiepileptic effect without causing general central nervous system depression. The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure activity rather than to abolish the primary focus of seizure discharges. Ethotoin is no longer commonly used. The mechanism of action is probably very similar to that of phenytoin. The latter drug appears to stabilize rather than to raise the normal seizure threshold, and to prevent the spread of seizure activity rather than to abolish the primary focus of seizure discharges. Ethotoin inhibits nerve impulses in the motor cortex by lowering sodium ion influx, limiting tetanic stimulation.

Dược Động Học :

▧ Absorption :
Fairly rapidly absorbed, however, the extent of oral absorption is not known.
▧ Metabolism :
Hepatic. The drug exhibits saturable metabolism with respect to the formation of N-deethyl and p-hydroxyl-ethotoin, the major metabolites.
▧ Half Life :
3 to 9 hours

Độc Tính : Symptoms of overdose include drowsiness, loss of or impaired muscle coordination, nausea, visual disturbance, and, at very high doses, coma.

Chỉ Định : For the control of tonic-clonic (grand mal) and complex partial (psychomotor) seizures.

Tương Tác Thuốc :

Alprazolam Ethotoin may increase the metabolism of alprazolam via CYP3A4.
Aminophylline Decreased effect of both products
Amiodarone Increases the effect of hydantoin
Aprepitant The CYP3A4 inducer, ethotoin, may decrease the effect of aprepitant.
Betamethasone The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, betamethasone.
Capecitabine Capecitabine increases the effect of hydantoin
Chloramphenicol Increases phenytoin, modifies chloramphenicol
Chlordiazepoxide Ethotoin may increase the metabolism of chlordiazepoxide via CYP3A4.
Chlorphenamine The antihistamine increases the effect of hydantoin
Cimetidine Increases the effect of hydantoin
Ciprofloxacin Decreases the hydantoin effect
Clomifene The enzyme inducer, ethotoin, decreases the effect of the hormone agent, clomifene.
Clorazepate Ethotoin may increase the metabolism of clorazepate via CYP3A4.
Clozapine Hydantoin decreases the effect of clozapine
Conjugated Estrogens The enzyme inducer, ethotoin, decreases the effect of the hormone agent, conjugated estrogens.
Cyclosporine The hydantoin decreases the effect of cyclosporine
Dexamethasone The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, dexamethasone.
Diazepam Ethotoin may increase the metabolism of diazepam via CYP3A4.
Diethylstilbestrol The enzyme inducer, ethotoin, decreases the effect of the hormone agent, diethylstilbestrol.
Disopyramide The hydantoin decreases the effect of disopyramide
Disulfiram Increases the effect of phenytoin
Doxycycline The anticonvulsant, ethotoin, decreases the effect of doxycycline.
Estradiol The enzyme inducer, ethotoin, decreases the effect of the hormone agent, estradiol.
Ethinyl Estradiol This product may cause a slight decrease of contraceptive effect
Felbamate Increased phenytoin levels and decreased felbamate levels
Felodipine The hydantoin decreases the effect of felodipine
Fluconazole Increases the effect of hydantoin
Fludrocortisone The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, fludrocortisone.
Fluorouracil Fluorouracil increases the effect of hydantoin
Fluoxetine Fluoxetine increases the effect of phenytoin
Flurazepam Ethotoin may increase the metabolism of flurazepam via CYP3A4.
Fluvoxamine Increases the effect of hydantoin
Folic Acid Folic acid decreases the levels of hydantoin
Furosemide The hydantoin decreases the effect of furosemide
Gabapentin Increases the effect of hydantoin
Gefitinib The CYP3A4 inducer, ethotoin, may decrease the serum concentration and therapeutic effects of gefitinib.
Hydrocortisone The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, hydrocortisone.
Imatinib The hydantoin decreases the levels of imatinib
Isoniazid Isoniazid increases the effect of phenytoin in 20% of patients
Itraconazole Phenytoin decreases the effect of itraconazole
Lamotrigine Phenytoin may reduce levels of lamotrigine
Levonorgestrel Phenytoin decreases the contraceptive effect
Mebendazole The hydantoin decreases the efficiency of mebendazole
Medroxyprogesterone Acetate The enzyme inducer, ethotoin, decreases the effect of the hormone agent, medroxyprogesterone.
Megestrol acetate The enzyme inducer, ethotoin, decreases the effect of the hormone agent, megestrol.
Methadone The hydantoin decreases the effect of methadone
Methotrexate The antineoplasic agent decreases the effect of hydantoin
Methoxsalen The hydantoin decreases the effect of psoralene
Mexiletine The hydantoin decreases the effect of mexiletine
Midazolam Ethotoin may increase the metabolism of midazolam via CYP3A4.
Mirtazapine The hydantoins may reduce mirtazapine plasma concentrations and pharmacological effects
Norethindrone This product may cause a slight decrease of contraceptive effect
Omeprazole Omeprazole increases the effect of hydantoin
Oxcarbazepine Oxcarbazepine increases the effect of hydantoin
Oxtriphylline Decreased effect of both products
Oxyphenbutazone The NSAID, oxyphenbutazone, may increase the hydantoin effect of ethotoin.
Phenylbutazone The NSAID, phenylbutazone, may increase the hydantoin effect of ethotoin.
Prednisolone The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, prednisolone.
Prednisone The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, prednisone.
Quetiapine Phenytoin decreases the effect of quetiapine
Rifampicin Rifampin decreases the effect of the hydantoin
Theophylline Decreased effect of both products
Ticlopidine Ticlopidine increases the effect of hydantoin
Triamcinolone The enzyme inducer, ethotoin, may decrease the effect of the corticosteroid, triamcinolone.
Triazolam Ethotoin may increase the metabolism of triazolam via CYP3A4.
Triprolidine The CNS depressants, Triprolidine and Ethotoin, may increase adverse/toxic effects due to additivity. Monitor for increased CNS depressant effects during concomitant therapy.

Liều Lượng & Cách Dùng : Tablet - Oral

Dữ Kiện Thương Mại

Giá thị trường

Biệt dược thương mại : Peganone 250 mg tablet

Giá bán buôn : USD >1.33

Đơn vị tính : tablet

Nhà Sản Xuất

Công ty : Dainippon Sumitomo

Sản phẩm biệt dược : Accenon
Công ty : Lundbeck

Sản phẩm biệt dược : Peganone
Công ty :

Sản phẩm biệt dược : Pegoanone

Đóng gói

Công ty : Abbott Laboratories Ltd.

Website : http://www.abbott.com
Công ty : Kaiser Foundation Hospital
Công ty : Lundbeck Inc.

Website : http://www.lundbeckinc.com

Tài Liệu Tham Khảo Thêm

drugbank

http://www.drugbank.ca/drugs/DB00754

PubChem Compound

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=3292

PubChem Substance

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46504521

KEGG Compound

http://www.genome.jp/dbget-bin/www_bget?cpd:C07839

KEGG Drug

http://www.genome.jp/dbget-bin/www_bget?drug:D00708

ChemSpider

http://www.chemspider.com/Chemical-Structure.3176.html

National Drug Code Directory

http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/67386-601-01

PharmGKB

http://www.pharmgkb.org/drug/PA164768735

Wikipedia

http://en.wikipedia.org/wiki/Ethotoin

RxList

http://www.rxlist.com/cgi/generic3/peganone.htm

PDRhealth

http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/peg1665.shtml

Drugs.com

http://www.drugs.com/cdi/ethotoin.html

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