CAS 22316-55-8

Desmethylclobazam

Description:

Desmethylclobazam, with the CAS number 22316-55-8, is a chemical compound that is a derivative of clobazam, a benzodiazepine used primarily as an anxiolytic and anticonvulsant. Desmethylclobazam is characterized by its structural modification, specifically the absence of a methyl group at the nitrogen atom in the benzodiazepine ring. This alteration influences its pharmacological properties, including its potency and efficacy. The compound exhibits a high affinity for the GABA-A receptor, which is crucial for its anxiolytic and anticonvulsant effects. Desmethylclobazam is typically administered in a pharmaceutical context and is known for its relatively long half-life, contributing to its sustained therapeutic effects. Additionally, it may undergo metabolic processes in the liver, leading to the formation of active metabolites. As with other benzodiazepines, caution is advised regarding potential dependence and withdrawal symptoms with prolonged use. Overall, desmethylclobazam represents an important compound in the study of benzodiazepine pharmacology and its applications in treating various neurological disorders.

Formula: C₁₅H₁₁ClN₂O₂

InChI: InChI=1S/C15H11ClN2O2/c16-10-6-7-12-13(8-10)18(11-4-2-1-3-5-11)15(20)9-14(19)17-12/h1-8H,9H2,(H,17,19)

InChI key: InChIKey=RRTVVRIFVKKTJK-UHFFFAOYSA-N

SMILES: O=C1N(C=2C(NC(=O)C1)=CC=C(Cl)C2)C3=CC=CC=C3

Synonyms:

• 1H-1,5-Benzodiazepine-2,4(3H,5H)-dione, 8-chloro-1-phenyl-
• 7-Chloro-5-phenyl-1,2,4,5-tetrahydro-3H-1,5-benzodiazepine-2,4-dione
• 7-Chloro-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione
• Clofazin
• Demethylclobazam
• Desmethylclobazam
• N-Demethylclobazam
• N-Desmethylclobazam
• Norclobazam
• 8-Chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione
• 8-Chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione

Norclobazam

Controlled Product

CAS: 22316-55-8

Color and Shape: Neat

Ref: LP-CLB-1368-10

Norclobazam, 1mg/ml in Acetonitrile

Controlled Product

CAS: 22316-55-8

Color and Shape: Single Solution

Ref: LP-CLB-1368-1LA

N-Desmethylclobazam (Norclobazam)

Controlled Product

CAS: 22316-55-8

Color and Shape: Neat

Ref: 61-FOR0910.01

N-Desmethylclobazam (Norclobazam) 0.1 mg/ml in Acetonitrile

Controlled Product

CAS: 22316-55-8

Color and Shape: Single Solution

Ref: 61-AMP0910.01-12

CLOBAZAM IMPURITY A CRS

CAS: 22316-55-8

CLOBAZAM IMPURITY A CRS

Ref: 41-Y0000241

Clobazam Related Compound A (8-Chloro-1-phenyl-1,5-dihydro-2H-benzo[b][1,4]diazepine-2,4(3H)-dione)

CAS: 22316-55-8

Lactams, nesoi

Formula: C₁₅H₁₁ClN₂O₂

Color and Shape: White Powder

Molecular weight: 286.05091

Ref: 45-1138314

7-Chloro-5-phenyl-1,5-dihydro-3H-1,5-benzodiazepine-2,4-dione (Norclobazam)

Controlled Product

CAS: 22316-55-8

Color and Shape: Off-White

Ref: 86-MM0910.01

N-Desmethyl Clobazam

Controlled Product

CAS: 22316-55-8

Applications N-Desmethyl Clobazam is an impurity of Clobazam (C582500), which is a benzodiazepine, psychotherapeutic agent. Clobazam (CLB) has proven efficacy against multiple seizure types and is an anxiolytic, anticonvulsant and controlled substance (depressant).
References Gastaut, H., et al.: Epilepsia, 20, 437 (1979), Guberman, A., et al.: Can J. Neurol. Sci., 17, 311 (1990), Munn, R., et al.: Pediatr. Neurol. 9, 465 (1993)

Formula: C₁₅H₁₁ClN₂O₂

Color and Shape: Off-White

Molecular weight: 286.71

Ref: TR-D291540

N-Desmethyl Clobazam-13C6

Controlled Product

CAS: 22316-55-8

Applications N-Desmethyl Clobazam-13C6 is an isotope labelled metabolite of Clobazam (C582500), a benzodiazepine psychotherapeutic agent that has proven efficacy against multiple seizure types.
References Gastaut, H., et al.: Epilepsia, 20, 437 (1979); Guberman, A., et al.: Can J. Neurol. Sci., 17, 311 (1990); Munn, R., et al.: Pediatr. Neurol. 9, 465 (1993)

Formula: C₉₁₃C₆H₁₁ClN₂O₂

Color and Shape: Off-White

Molecular weight: 292.669

Ref: TR-D291543

Clobazam EP Impurity A

CAS: 22316-55-8

Formula: C₁₅H₁₁ClN₂O₂

Molecular weight: 286.71

Ref: ST-EA-CP-C28001

N-Desmethyl Clobazam-13C6 (1 mg/mL in Acetonitrile)

Controlled Product

CAS: 22316-55-8

Formula: C₉₁₃C₆H₁₁ClN₂O₂

Color and Shape: Single Solution

Molecular weight: 292.669

Ref: TR-KIT1651

N-Desmethyl Clobazam (100 µg/mL in Acetonitrile)

Controlled Product

CAS: 22316-55-8

Formula: C₁₅H₁₁ClN₂O₂

Color and Shape: Single Solution

Molecular weight: 286.71

Ref: TR-KIT1650

N-Desmethyl Clobazam-13C6 (100 µg/mL in Acetonitrile)

Controlled Product

CAS: 22316-55-8

Formula: C₉₁₃C₆H₁₁ClN₂O₂

Color and Shape: Single Solution

Molecular weight: 292.669

Ref: TR-KIT1652

N-Desmethyl Clobazam (1 mg/ml in Acetonitrile)

Controlled Product

CAS: 22316-55-8

Formula: C₁₅H₁₁ClN₂O₂

Color and Shape: Single Solution

Molecular weight: 286.71

Ref: TR-KIT4025

N-Desmethyl clobazam

Controlled Product

CAS: 22316-55-8

N-Desmethyl clobazam is a benzodiazepine that is metabolized by CYP3A4 and has the potential for drug interactions. When administered with CYP3A4 inducers, such as rifampin, carbamazepine, and phenytoin, plasma concentrations of clobazam can increase to potentially dangerous levels. In addition, N-desmethyl clobazam has been shown to interact with human serum proteins and may have significant interactions with other drugs. This drug has potent inducers at the liver’s cytochrome P450 enzyme system (CYP). These enzymes are responsible for metabolizing clobazam into a more active form. N-desmethyl clobazam also binds to benzodiazepine receptors in the brain and is used clinically for management of anxiety disorders in pediatric patients.

Formula: C₁₅H₁₁ClN₂O₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 286.71 g/mol

Ref: 3D-FD21253

7-chloro-1-5-dihydro-5-phenyl-1,5-benzodiazepine-2,4(3H)-dione

CAS: 22316-55-8

7-chloro-1-5-dihydro-5-phenyl-1,5-benzodiazepine-2,4(3H)-dione

Color and Shape: Off-White

Ref: 47-470