Tìm theo
Oxcarbazepine
Các tên gọi khác (6 ) :
  • 10,11-Dihydro-10-oxo-5H-dibenz(b,F)azepine-5-carboxamide
  • OCBZ
  • Oxcarbamazepine
  • Oxcarbazepina
  • Oxcarbazepine
  • Oxcarbazepinum
Thuốc chống co giật, chống động kinh
Thuốc Gốc
Small Molecule
CAS: 28721-07-5
ATC: N03AF02
ĐG : Amerisource Health Services Corp. , http://www.amerisourcebergen.com
CTHH: C15H12N2O2
PTK: 252.268
Oxcarbazepine is structurally a derivative of carbamazepine, adding an extra oxygen atom to the benzylcarboxamide group. This difference helps reduce the impact on the liver of metabolizing the drug, and also prevents the serious forms of anemia occasionally associated with carbamazepine. Aside from this reduction in side effects, it is thought to have the same mechanism as carbamazepine - sodium channel inhibition - and is generally used to treat partial seizures in epileptic children and adults.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C15H12N2O2
Phân tử khối
252.268
Monoisotopic mass
252.089877638
InChI
InChI=1S/C15H12N2O2/c16-15(19)17-12-7-3-1-5-10(12)9-14(18)11-6-2-4-8-13(11)17/h1-8H,9H2,(H2,16,19)
InChI Key
InChIKey=CTRLABGOLIVAIY-UHFFFAOYSA-N
IUPAC Name
9-oxo-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carboxamide
Traditional IUPAC Name
9-oxo-2-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaene-2-carboxamide
SMILES
NC(=O)N1C2=CC=CC=C2CC(=O)C2=CC=CC=C12
Độ tan chảy
215.5 °C
Độ hòa tan
308 mg/L at 25 °C (SRC PhysProp estimated -- MEYLAN,WM et al. (1996))
logP
1.5
logS
-3.2
pKa (strongest acidic)
12.92
pKa (Strongest Basic)
-4.3
PSA
63.4 Å2
Refractivity
71.56 m3·mol-1
Polarizability
25.72 Å3
Rotatable Bond Count
0
H Bond Acceptor Count
2
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
3
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Oxcarbazepine is structurally a derivative of carbamazepine, adding an extra oxygen atom to the benzylcarboxamide group. This difference helps reduce the impact on the liver of metabolizing the drug, and also prevents the serious forms of anemia occasionally associated with carbamazepine. Aside from this reduction in side effects, it is thought to have the same mechanism as carbamazepine - sodium channel inhibition - and is generally used to treat the same conditions.
Cơ Chế Tác Dụng : Oxcarbazepine is structurally a derivative of carbamazepine, adding an extra oxygen atom to the benzylcarboxamide group. This difference helps reduce the impact on the liver of metabolizing the drug, and also prevents the serious forms of anemia occasionally associated with carbamazepine. Aside from this reduction in side effects, it is thought to have the same mechanism as carbamazepine - sodium channel inhibition - and is generally used to treat partial seizures in epileptic children and adults. The exact mechanism by which oxcarbazepine exerts its anticonvulsant effect is unknown. It is known that the pharmacological activity of oxcarbazepine occurs primarily through its 10-monohydroxy metabolite (MHD). In vitro studies indicate an MHD-induced blockade of voltage-sensitive sodium channels, resulting in stabilization of hyperexcited neuronal membranes, inhibition of repetitive neuronal discharges, and diminution of propagation of synaptic impulses.
Dược Động Học :
▧ Absorption :
Completely absorbed following oral administration. Food has no effect on the rate and extent of absorption of oxcarbazepine. After single-dose administration of Trileptal tablets to healthy male volunteers under fasted conditions, the median tmax was 4.5 (range 3 to 13) hours. After single-dose administration of Trileptal oral suspension to healthy male volunteers under fasted conditions, the median tmax was six hours. Steady-state plasma concentrations of MHD are reached within 2-3 days in patients when Trileptal is given twice a day.
▧ Volume of Distribution :
* 49 L
▧ Protein binding :
Approximately 40% of the active 10-monohydroxy metabolite (MHD) is bound to serum proteins, predominantly to albumin. Neither oxcarbazepine nor its MHD binds with alpha-1-acid glycoprotein.
▧ Metabolism :
Oxcarbazepine is completely absorbed and extensively metabolized to its pharmacologically active 10-monohydroxy metabolite (MHD) by cytosolic enzymes. MHD is metabolized further by conjugation with glucuronic acid.
▧ Route of Elimination :
Oxcarbazepine is cleared from the body mostly in the form of metabolites which are predominantly excreted by the kidneys. Fecal excretion accounts for less than 4% of the administered dose.
▧ Half Life :
The half-life of the parent is about 2 hours, while the half-life of MHD is about 9 hours, so that MHD is responsible for most anti-epileptic activity.
Độc Tính : Isolated cases of overdose with oxcarbazepine have been reported. The maximum dose taken was approximately 24,000 mg. All patients recovered with symptomatic treatment.
Chỉ Định : For use as monotherapy or adjunctive therapy in the treatment of partial seizures in adults with epilepsy and as adjunctive therapy in the treatment of partial seizures in children ages 4-16 with epilepsy.
Tương Tác Thuốc :
  • Cyclosporine Oxcarbazepine decreases the effect of cyclosporine
  • Ethinyl Estradiol Oxcarbazepine may decrease the contraceptive effect of ethinyl estradiol. Hormonal contraception should not be solely relied upon during concomitant therapy with oxcarbazepine.
  • Ethotoin Oxcarbazepine increases the effect of hydantoin
  • Felodipine Oxcarbazepine decreases the levels of felodipine
  • Fosphenytoin Oxcarbazepine increases the effect of hydantoin
  • Mephenytoin Oxcarbazepine increases the effect of hydantoin
  • Mestranol Oxcarbazepine decreases the effect of the contraceptive
  • Phenytoin Oxcarbazepine increases the effect of hydantoin
  • Rilpivirine Strong inducers of CYP3A4 decrease the exposure of rilpivirine thus decreasing efficacy.
  • Roflumilast Affects CYP3A4 metabolism, decreases level or effect of roflumilast.
  • Telithromycin Oxcarbazepine may decrease the plasma concentration of Telithromycin. Consider alternate therapy.
  • Temsirolimus Oxcarbamazepine may increase the metabolism of Temsirolimus decreasing its efficacy. Concomitant therapy should be avoided.
  • Tramadol Oxcarbazepine may decrease the effect of Tramadol by increasing Tramadol metabolism and clearance.
  • Trazodone The CYP3A4 inducer, Oxcarbazepine, may decrease Trazodone efficacy by increasing Trazodone metabolism and clearance. Monitor for changes in Trazodone efficacy/toxicity if Oxcarbazepine is initiated, discontinued or dose changed.
  • Ulipristal Concomitant therapy with strong CYP3A4 inducers may decrease plasma concentrations of ulipristal and ultimately its effectiveness. Avoid combination therapy.
Liều Lượng & Cách Dùng : Suspension - Oral - 300 mg/5 mL
Tablet - Oral - 150 mg, 300 mg, 600 mg
Tablet, extended release - Oral - 150 mg, 300 mg, 600 mg
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Actinium
  • Công ty :
    Sản phẩm biệt dược : Barzepin
  • Công ty :
    Sản phẩm biệt dược : Carbox
  • Công ty :
    Sản phẩm biệt dược : Deprectal
  • Công ty :
    Sản phẩm biệt dược : Lonazet
  • Công ty :
    Sản phẩm biệt dược : Oxalepsy
  • Công ty :
    Sản phẩm biệt dược : Oxetol
  • Công ty :
    Sản phẩm biệt dược : Oxpin
  • Công ty :
    Sản phẩm biệt dược : Oxrate
  • Sản phẩm biệt dược : Oxtellar XR
  • Công ty :
    Sản phẩm biệt dược : Oxypine
  • Công ty :
    Sản phẩm biệt dược : Pharozepine
  • Công ty :
    Sản phẩm biệt dược : Prolepsi
  • Công ty :
    Sản phẩm biệt dược : Timox
  • Công ty :
    Sản phẩm biệt dược : Trexapin
  • Công ty : Novartis
    Sản phẩm biệt dược : Trileptal
  • Công ty :
    Sản phẩm biệt dược : Trileptin
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00776
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=34312
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507580
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07492
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00533
ChemSpider
http://www.chemspider.com/Chemical-Structure.31608.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=34179
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0078-0456-05
PharmGKB
http://www.pharmgkb.org/drug/PA450732
Wikipedia
http://en.wikipedia.org/wiki/Oxcarbazepine
RxList
http://www.rxlist.com/cgi/generic3/oxcarbazepine.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/tri1563.shtml
Drugs.com
http://www.drugs.com/cdi/oxcarbazepine.html
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