Carbamazepin

Carbamazepine Struktur
298-46-4
CAS-Nr.
298-46-4
Bezeichnung:
Carbamazepin
Englisch Name:
Carbamazepine
Synonyma:
CARBAMAZEPIN;5H-Dibenzo[b,f]azepine-5-carboxamide;TEGRETOL;Epitol;Finlepsin;KAMAXIPING;Carbamezepine;Oxcarbazepine IMpurity A;Lexin;Biston
CBNumber:
CB1143564
Summenformel:
C15H12N2O
Molgewicht:
236.27
MOL-Datei:
298-46-4.mol

Carbamazepin Eigenschaften

Schmelzpunkt:
191-192 °C (lit.)
Siedepunkt:
378.73°C (rough estimate)
Dichte
1.1099 (rough estimate)
Brechungsindex
1.5906 (estimate)
Flammpunkt:
9℃
storage temp. 
2-8°C
Löslichkeit
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble29mg/mL
pka
13.94±0.20(Predicted)
Aggregatzustand
Crystals
Farbe
Almost white
Wasserlöslichkeit
pract. insoluble
Merck 
14,1781
BCS Class
2
LogP
2.450
CAS Datenbank
298-46-4(CAS DataBase Reference)
NIST chemische Informationen
Carbamazepine(298-46-4)
EPA chemische Informationen
5H-Dibenz[b,f]azepine-5-carboxamide (298-46-4)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,T,F
R-Sätze: 42/43-22-20/21/22-39/23/24/25-23/24/25-11
S-Sätze: 37-24-22-36/37/39-36-45-36/37-16
RIDADR  UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany  2
RTECS-Nr. HN8225000
HS Code  29339900
Giftige Stoffe Daten 298-46-4(Hazardous Substances Data)
Toxizität LD50 orally in mice, rats: 3750, 4025 mg/kg (Stenger, Roulet)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung P264, P270, P301+P312, P330, P501
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H336 Kann Schläfrigkeit und Benommenheit verursachen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Schläfrigkeit und Benommenheit) Warnung P261, P271, P304+P340, P312,P403+P233, P405, P501
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Carbamazepin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R42/43:Sensibilisierung durch Einatmen und Hautkontakt möglich.
R22:Gesundheitsschädlich beim Verschlucken.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S37:Geeignete Schutzhandschuhe tragen.
S24:Berührung mit der Haut vermeiden.
S22:Staub nicht einatmen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Beschreibung

Carbamazepine is a synthetic iminostilbene derivative structurally similar to imipramine, a tricyclic antidepressant. While unrelated structurally, carbamazepine shares a similar therapeutic action with phenytoin. Carbamazepine was first discovered in 1953 by Swiss chemist Walter Schindler. Throughout the 1960s, antimuscarinic was used and marketed for trigeminal neuralgia and as an anticonvulsant. By the 1970s, it was being used as a mood stabilizer for patients with bipolar disorder.

Chemische Eigenschaften

White or off-white crystalline powder. Soluble in ethanol, acetone, propylene glycol, insoluble in water. Odorless and tasteless.

Verwenden

Carbamazepine (CBZ) is a first generation anticonvulsant and mood stabilizing compound that has been used as a therapeutic in the context of neuropathic pain, epilepsy, and affective disorders. It exerts its effects by blocking voltage-gated sodium channels (IC50 = 640 μM), making fewer of these channels available to subsequently open, which leads to decreased high-frequency repetitive firing of action potentials. The estimated IC50 values for inhibition of Nav1.7-, Nav1.3-, and Nav1.8-type channels by CBZ following prolonged inactivation have been reported as 406, 900, and 138 μM, respectively. CBZ can also inhibit L-type Ca2+ channels (IC50 = 974 μM) and has been shown to potentiate GABAA receptors (IC50 >3 mM).

Definition

ChEBI: Carbamazepine is a dibenzoazepine that is 5H-dibenzo[b,f]azepine carrying a carbamoyl substituent at the azepine nitrogen, used as an anticonvulsant. It has a role as an anticonvulsant, an EC 3.5.1.98 (histone deacetylase) inhibitor, a mitogen, a glutamate transporter activator, an antimanic drug, an analgesic, a non-narcotic analgesic, an environmental contaminant, a xenobiotic, a drug allergen and a sodium channel blocker. It is a dibenzoazepine and a member of ureas.

Biologische Funktion

Carbamazepine has become a major drug in the treatment of seizure disorders. It has high efficacy, is well tolerated by most patients, and exhibits fewer long-term side effects than other drugs.
Oral absorption of carbamazepine is quite slow and often erratic. Its half-life is reported to vary from 12 to 60 hours in humans.The development of blood level assays has markedly improved the success of therapy with this drug, since serum concentration is only partially dose related. Carbamazepine is metabolized in the liver, and there is evidence that its continued administration leads to hepatic enzyme induction. Carbamazepine- 10,11-epoxide is a pharmacologically active metabolite with significant anticonvulsant effects of its own.

Allgemeine Beschreibung

Certified pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to pharmacopeia primary standards.
Carbamazepine is a tricyclic lipophilic compound, with mild anticholinergic activity. It is widely used as an antiepileptic drug for the treatment of simple and complex partial tonic-clonic seizures.

Mechanism of action

In animals, the profile of antiseizure properties for CBZ is similar to that of phenytoin. CBZ is effective in the maximal electroshock (MES) test (electrically induced seizure test) but is ineffective against pentylenetetrazole-induced seizures. It is not effective for absence or myoclonic seizures and, indeed, may exacerbate their onset. Like phenytoin, CBZ acts on voltage-dependent sodium channels to prevent the spread of seizures. CBZ depresses synaptic transmission in the reticular activating system, thalamus, and limbic structures. In a double-blind, crossover study in patients whose seizures were not controlled completely by combinations of AED, CBZ was equal in efficacy to phenobarbital and phenytoin in controlling seizure frequency, and side effects were minimal.

Clinical Use

Carbamazepine is an effective agent for the treatment of partial seizures and generalized tonic–clonic seizures; its use is contraindicated in absence epilepsy. Carbamazepine is also useful in the treatment of trigeminal neuralgia and is an effective agent for the treatment of bipolar disorders.

Arzneimittelwechselwirkung

Carbamazepine may be affected by other medicines, such as blood clot preventers and antibiotics. It may also interact with medications used to treat bipolar disorder. Some medications can decrease carbamazepine levels and others can increase carbamazepine levels. Valproate may increase carbamazepine-10,11-epoxide levels, while carbamazepine may decrease the levels of various medications including corticosteroids, clozapine, and lamotrigine. It is important to inform your doctor if you are taking any of these medicines to avoid potential interactions and to ensure carbamazepine works effectively.
Taking carbamazepine with other medicines and herbal supplements
What drug-drug interactions should you be vigilant for when someone is prescribed carbamazepine
https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=c13bc0b8-7900-4ef4-98ed-e1315a08d95d

Environmental Fate

Carbamazepine is both an important anticonvulsant in therapeutic doses and a powerful proconvulsant in overdose. The therapeutic anticonvulsant mechanism is primarily related to blockade of presynaptic voltage-gated sodium channels. Blockade of the sodium channels is believed to inhibit the release of synaptic glutamate and possibly other neurotransmitters. Carbamazepine is also a powerful inhibitor of the muscarinic and nicotinic acetylcholine receptors, N-methyl-Daspartate (NMDA) receptors, and the central nervous system (CNS) adenosine receptors. In addition, carbamazepine is structurally related to the cyclic antidepressant imipramine and in massive overdose, it may affect cardiac sodium channels.

Carbamazepin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Carbamazepin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 712)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
APOLLO HEALTHCARE RESOURCES
+6596580999
sales@apollo-healthcare.com.sg Singapore 400 58
Hong Kong Excellence Biotechnology Co., Ltd.
+86-86-18838029171 +8618126314766
ada@sh-teruiop.com China 892 58
Changzhou Rokechem Technology Co., Ltd.
18758118018
sales001@rokechem.com China 255 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971
deasea125996@gmail.com China 2504 58
Nantong Guangyuan Chemicl Co,Ltd
+undefined17712220823
admin@guyunchem.com China 616 58
Sigma Audley
+86-18336680971 +86-18126314766
nova@sh-teruiop.com China 524 58
Shanghai Affida new material science and technology center
+undefined15081010295
2691956269@qq.com China 350 58
Shanghai Aosiris new Material Technology Co., LTD
+8617513190836
wrjmoon2000@163.com China 278 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21700 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 - 03@
sales03@shyrchem.com CHINA 738 60

298-46-4(Carbamazepin)Verwandte Suche:


  • CarbaMazepine (D10, 98%)
  • CarbaMazepine-13C6
  • Carbamazepine solution
  • CARBAMAZEPINE
  • ANBROMINE
  • 5H-DIBENZ[B,F]AZEPINE-5-CARBOXAMIDE
  • 5-Carbamoyl-5H-dibenzo(b,f)azepine
  • 5-Carbamoyldibenzo(b,f)azepine
  • 5-Carbamyl-5H-dibenzo(b,f)azepine
  • 5-Carbamyldibenzo(b,f)azepine
  • 5-Carbomoyl-5H-dibenzo(b,f)azepine
  • 5H-Dibenz[b,f]azepin-5-carboxymide
  • 5-carbamoyl-5h-dibenz[b,f]azepine
  • Dibenz(b,f)azepine-5-carboxamide
  • Carbamazepine,99%
  • Carbamazepine,5H-Dibenz[b,f]azepine-5-carboxamide
  • Carbamazepine (100 mg)
  • Carbamazepine (100 mg) Certified Reference Material (CRM)
  • CarbaMazepine, 99% 1GR
  • CarbaMazepine, 99% 5GR
  • 5H-Dibenz[b,f]azepine-5-carboxamine
  • Biston
  • Calepsin
  • Carbamazepen
  • Carbazepine
  • Carbelan
  • G 32883
  • Geigy 32883
  • Iminostilbene-N-carboxamide
  • Karbamazepin
  • Lexin
  • Neurotol
  • Sirtal
  • Stazepin
  • Stazepine
  • Tegretal
  • Telesmin
  • CarbaMazepine (D10, 98%) 100 ug/Ml In CH3CN-D3
  • CarbaMazepine (D10, 98%) 100 ug/Ml In MeOH
  • Timonil
  • CARBAMZEPINE
  • CARBAMAZEPINE BP 2000
  • CARBAMAZEPLNE
  • CARBAMAZEPINE METHANOL SOLUTION
  • CARBAMAZEPINE, PHARMA
  • Amizepin
  • Karbelex
  • Karberol
  • NSC 169864
  • CARBAMAZEPHINE
  • CARBAMAZEPINE BROMINE FREE
  • carbamazepine,CBZ
  • Oxcarbazepine Impurity 3
  • Carbamezepin
  • carbamazepine Whatsapp
  • Carbamazepine, 97%, a sodium channel blocker
  • Oxcarbazepine-1
  • Oxcarbazepine Impurity 1(Oxcarbazepine EP Impurity A)
Copyright 2019 © ChemicalBook. All rights reserved