CAS 78755-81-4

Flumazenil

Description:

Flumazenil is a benzodiazepine derivative primarily known for its role as a competitive antagonist of the benzodiazepine receptor. It is commonly used in clinical settings to reverse the effects of benzodiazepine overdose or sedation. The substance is characterized by its ability to displace benzodiazepines from their binding sites on the GABA-A receptor, thereby counteracting their sedative effects. Flumazenil is typically administered intravenously and has a relatively short half-life, which necessitates careful monitoring and potential repeated dosing in cases of overdose. Its chemical structure includes a 1,3-benzodiazepine core, contributing to its pharmacological properties. While it is effective in reversing sedation, flumazenil can precipitate withdrawal symptoms in individuals dependent on benzodiazepines and may not be effective against all types of sedative overdoses. Additionally, it is contraindicated in patients with a history of seizures or those who have taken certain medications, such as tricyclic antidepressants. Overall, flumazenil is a critical tool in emergency medicine for managing benzodiazepine-related complications.

Formula: C₁₅H₁₄FN₃O₃

InChI: InChI=1S/C15H14FN3O3/c1-3-22-15(21)13-12-7-18(2)14(20)10-6-9(16)4-5-11(10)19(12)8-17-13/h4-6,8H,3,7H2,1-2H3

InChI key: InChIKey=OFBIFZUFASYYRE-UHFFFAOYSA-N

SMILES: C(OCC)(=O)C1=C2N(C=3C(C(=O)N(C)C2)=CC(F)=CC3)C=N1

Synonyms:

• 4H-Imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid, 8-fluoro-5,6-dihydro-5-methyl-6-oxo-, ethyl ester
• 8-Fluoro-5,6-dihydro-5-methyl-6-oxo-4H-
• Anexate
• FMZ
• Flumazepil
• Flumenazil
• Imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic
• Lanexat
• Mazicon
• Ro 15-1788
• Ro 15-1788/000
• Ro 151788
• Ro 1722
• Ro 41-8157
• Romazicon
• acid ethyl ester
• ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
• 8-Fluoro-5,6-dihydro-5-methyl-6-oxo-4H-
• Imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic
• acid ethyl ester

Flumazenil-D3

Controlled Product

CAS: 78755-81-4

Applications Flumazenil-D3 is an intermediate in the synthesis of Flumazenil Carboxylic Acid-D3 (F500457), which is an isotope labelled form of Flumazenil Carboxylic Acid (F500455); a derivative of Flumazenil (F500450), a benzodiazepine antagonist that can prevent or abolish (at the receptor level) the effects of a benzodiazepine.
References Brogden, R. & Goa, K.: Drugs, 35, 448 (1988); Klotz, U. & Kanto, J.: Clin. Pharmacokinet., 14, 1 (1988)

Formula: C₁₅D₃H₁₁FN₃O₃

Color and Shape: Neat

Molecular weight: 306.307

Ref: TR-F500451