C8414

Clobazam

• Synonym(e): 7-Chloro-1-methyl-5-phenyl-1H-1,5-benzodiazepine-2,4-(3H,5H)-dione
• Empirische Formel (Hill-System): C₁₆H₁₃ClN₂O₂
• CAS-Nummer: 22316-47-8
• Molekulargewicht: 300.74
• EG-Nummer: 244-908-7
• MDL-Nummer: MFCD00079069
• UNSPSC-Code: 12352200
• PubChem Substanz-ID: 24893060
• NACRES: NA.77

Eigenschaften

• Form: powder
• Arzneimittelkontrolle: USDEA Schedule IV; Home Office Schedule 4.1; psychotrope (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IV (Portugal)
• SMILES String: CN1C(=O)CC(=O)N(c2ccccc2)c3cc(Cl)ccc13
• InChI: 1S/C16H13ClN2O2/c1-18-13-8-7-11(17)9-14(13)19(16(21)10-15(18)20)12-5-3-2-4-6-12/h2-9H,10H2,1H3
• InChIKey: CXOXHMZGEKVPMT-UHFFFAOYSA-N
• Angaben zum Gen: human ... GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , GABRD(2563) , GABRE(2564) , GABRG1(2565) , GABRG2(2566) , GABRG3(2567) , GABRP(2568) , GABRQ(55879)

Beschreibung

Allgemeine Beschreibung

Clobazam is a benzodiazepine, comprising of B ring nitrogen placed in positions 1 and 5 contrary to 1,4-benzodiazepines. It is a ligand for γ-aminobutyric acid type A (GABAA) receptor and is metabolized by cytochrome P450 in the liver.

Anwendung

Clobazam has been used as a benzodiazepine to test its effect on the activation of the human immunodeficiency virus type 1 (HIV-1) long terminal repeat (LTR).

Biochem./physiol. Wirkung

Anxiolytisch; Ligand für die GABA _A-Rezeptor Benzodiazepin modulatorische Stelle.

Clobazam interacts at α and γ2 subunits junction of the GABAA receptor. It is less sedative and elicits anxiolytic and anticonvulsant effects. Clobazam is more selective on the α2 subunit of the GABAA receptor than the α1 subunit. It is an antiseizure drug and is associated with antiepileptic activity. Clobazam is useful in treating chronic epileptic encephalopathy disorder, Lennox‐Gastaut syndrome. It is employed in epilepsy and seizure prevention adjunctive therapy.

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302,H336,H412
• P-Sätze: P261 - P264 - P270 - P271 - P273 - P301 + P312
• Gefahreneinstufungen: Acute Tox. 4 Oral - Aquatic Chronic 3 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)