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옥스카르바제핀

옥스카르바제핀
옥스카르바제핀 구조식 이미지
카스 번호:
28721-07-5
한글명:
옥스카르바제핀
동의어(한글):
옥스카르바제핀
상품명:
Oxcarbazepine
동의어(영문):
Aurene;Oxetol;Oxecarb;gp47680;TRILEPTAL;Ocarbazepine;OXCARBAZEPINE;Oxcarbapezine;OXACARBAZEPINE;OXCARBAMAZEPINE
CBNumber:
CB9238172
분자식:
C15H12N2O2
포뮬러 무게:
252.27
MOL 파일:
28721-07-5.mol

옥스카르바제핀 속성

녹는점
215-216°C
끓는 점
457.2±55.0 °C(Predicted)
밀도
1.329±0.06 g/cm3(Predicted)
인화점
230.3±31.5 °C
저장 조건
Sealed in dry,Room Temperature
용해도
DMSO: ~9 mg/mL
물리적 상태
solid
산도 계수 (pKa)
13.73±0.20(Predicted)
색상
white
수용성
Soluble in DMSO, methanol, water, ethanol and acetone.
Merck
14,6929
CAS 데이터베이스
28721-07-5(CAS DataBase Reference)
EPA
5H-Dibenz[b,f]azepine-5-carboxamide, 10,11-dihydro-10-oxo- (28721-07-5)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 Xn,F
위험 카페고리 넘버 22-36-20/21/22-11
안전지침서 16-36/37
유엔번호(UN No.) UN 1648 3 / PGII
WGK 독일 3
RTECS 번호 HN8445000
HS 번호 29339900
유해 물질 데이터 28721-07-5(Hazardous Substances Data)
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, P501
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P337+P313 눈에 대한 자극이 지속되면 의학적인 조치· 조언를 구하시오.
P403+P235 환기가 잘 되는 곳에 보관하고 저온으로 유지하시오.

옥스카르바제핀 MSDS


10,11-Dihydro-10-oxo-5H-dibenz[b,f]azepine-5-carboxamide

옥스카르바제핀 C화학적 특성, 용도, 생산

개요

Oxcarbazepine is a new antiepileptic carbamazepine derivative, reportedly better tolerated than carbamazepine. It appears to be most effective in partial epilepsy with complex seizures.

화학적 성질

Pale Yellow Powder

Originator

Ciba-Geigy (Switzerland)

용도

A metabolite of Eslicarbazepine acetate, (BIA 2-093), a novel central nervous system drug.

용도

beta-adrenergic blocker

용도

The keto derivative of Carbamazepine. Used as an anticonvulsant

용도

Oxcarbazepine is a sodium channel protein inhibitor. It is an anticonvulsant and mood-stab.

정의

ChEBI: A dibenzoazepine derivative, having a carbamoyl group at the ring nitrogen, substituted with an oxo group at C-4 of the azepeine ring which is also hydrogenated at C-4 and C-5. It is a anticholinergic anticonvulsant and mood stabilizing drug, used primaril in the treatment of epilepsy.

상표명

Trileptal (Novartis).

Biological Functions

Oxcarbazepine is chemically and pharmacologically closely related to carbamazepine, but it has much less capacity to induce drug-metabolizing enzymes. This property decreases the problems associated with drug interactions when oxcarbazepine is used in combination with other drugs. The clinical uses and adverse effect profile of oxcarbazepine appear to be similar to those of carbamazepine.

일반 설명

Oxcarbazepine, marketed under the trade name Trileptal?, is an anticonvulsant developed and prescribed for treatment of epilepsy. In recent years, Oxcarbazepine has shown efficacy in treatment of mood disorders. This certified solution standard is suitable as starting material for the preparation of calibrators and controls in oxcarbazepine testing by GC/MS or LC-MS/MS.

생물학적 활성

Anticonvulsant; protects mice and rats against generalized tonic-clonic seizures induced by electroshock. Thought to act via inhibition of sodium channel activity.

Biochem/physiol Actions

Anticonvulsant, antineuralgic. Inhibits veratrine-induced transmitter release.

Mechanism of action

Although oxcarbazepine is less potent that CBZ, its mechanism of action is similar. The majority of the pharmacological activity for oxcarbazepine is attributed to its primary metabolite, 10-monohydroxycarbazepine (MHD), the plasma levels of which may be ninefold higher than those for CBZ. Both oxcarbazepine and MHD produce a blockade of voltagedependent sodium channels, thus decreasing repetitive firing and spread of electrical activity. An additional action on calcium and potassium channels may contribute to the therapeutic effect. Like carbamazepine, oxcarbazepine may worsen juvenile myoclonic or absence seizures.

Pharmacokinetics

Oxcarbazepine is completely absorbed, and food has no effect on its absorption. Unlike CBZ, it does not cause autoinduction of its own metabolism. The metabolism of oxcarbazepine is different from that of CBZ. Oxcarbazepine is reduced by cytosolic enzymes to MHD before its O-glucuronidation. More than 95% of its oral dose is excreted as conjugated metabolites, with approximately 4% of the drug converted to inactive 10,11-dihydroxy CBZ. Unlike CBZ, no epoxide nor aromatic hydroxylation metabolites are formed. The half-life is 2 hours for oxcarbazepine and 9 hours for the active 10-monohydroxy metabolite. In patients with impaired renal function, the half-life for MHD is prolonged to 19 hours, with a doubling in its area under the plasma concentration curve. Peak plasma concentration following an oral dose occurs at approximately 4.5 hours.
Oxcarbazepine induces CYP3A4/5 and UTP, and it also inhibits CYP2C19, producing significant effects on the plasma concentration of other drugs. Therefore, oxcarbazepine decreases felodipine bioavailability and lowers plasma levels for lamotrigine, CBZ, CBZ epoxide, calcium channel blockers, and oral contraceptives. Oxcarbazepine increases plasma levels of phenobarbital and phenytoin. Unlike carbamazepine, oxcarbazepine has no effect on plasma levels of risperidone or olanzepine. The plasma levels for oxcarbazepine or MHD are decreased by CBZ, phenobarbital, phenytoin, valproate, and verapamil. Serum MHD may decrease during pregnancy but increase following delivery. Oxcarbazepine clearance is decreased in renal impairment and the elderly. In children, a higher dose/kg for oxcarbazepine than in adults is required to obtain an effective plasma concentration.

Clinical Use

Oxcarbazepine (Trileptal?) is the 10-keto analogue of carbamazepine. It is indicated as monotherapy or adjunctive therapy for partial seizures in adults with epilepsy, as monotherapy for the treatment of partial seizures in children 4 years of age or older, and as adjunct therapy in children 2 to 4 years of age.

부작용

Patients with hypersensitivity reactions to carbamazepine can be expected to show cross-sensitivity (e.g., rash) or related problems to oxcarbazepine. The improved toxicity profile for oxcarbazepine when compared to CBZ may result from absence of the epoxide or CBZ-iminoquinone metabolites. The most common side effects are headache, dizziness, nystagmus, blurred vision, somnolence, nausea, ataxia, and fatigue. The incidence of adverse effects has been related to elevated serum MHD concentrations. Adverse effects on cognitive status, hyponatremia, and serious dermatological reactions have been reported, as has hyponatremia.

옥스카르바제핀 준비 용품 및 원자재

원자재

준비 용품


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