Flumazenil

• CAT Number: A000422
• CAS Number: 78755-81-4
• Molecular Formula: C15H14FN3O3
• Molecular Weight: 303.3
• Purity: ≥95%
• Synonyms: 78755-81-4; Anexate; Flumazepil; Romazicon; Lanexat
• Target: GABA Receptor
• Solubility: Limited solubility
• Storage: -20°C
• IUPAC Name: ethyl 8-fluoro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
• 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
• InChIKey: OFBIFZUFASYYRE-UHFFFAOYSA-N
• SMILES: CCOC(=O)C1=C2CN(C(=O)C3=C(N2C=N1)C=CC(=C3)F)C

Flumazenil (CAS 78755-81-4) is a specific benzodiazepine receptor antagonist primarily administered by injection. It is the only benzodiazepine receptor antagonist on the market today. Flumazenil is of benefit in patients who become excessively drowsy after benzodiazepines are used for either diagnostic or therapeutic procedures and it has been used as an antidote in the treatment of benzodiazepine overdoses.

Overview of Clinical Research

Flumazenil is a GABA-A receptor antagonist used as antidote for benzodiazepine overdoses. Coeruleus has patents pending for flumazenil in world including Japan in 2020.

Reference

1: Bernik M, Ramos RT, Hetem LAB, Graeff F. Effect of single doses of pindolol and d-fenfluramine on flumazenil-induced anxiety in panic disorder patients. Behav Brain Res. 2017 Nov 4. pii: S0166-4328(17)30453-9. doi: 10.1016/j.bbr.2017.11.002. [Epub ahead of print] PubMed PMID: 29113874.
2: Goh ET, Andersen ML, Morgan MY, Gluud LL. Flumazenil versus placebo or no intervention for people with cirrhosis and hepatic encephalopathy. Cochrane Database Syst Rev. 2017 Aug 10;8:CD002798. doi: 10.1002/14651858.CD002798.pub4. Review. PubMed PMID: 28796283.
3: Goh ET, Andersen ML, Morgan MY, Gluud LL. Flumazenil versus placebo or no intervention for people with cirrhosis and hepatic encephalopathy. Cochrane Database Syst Rev. 2017 Jul 26;7:CD002798. doi: 10.1002/14651858.CD002798.pub3. Review. Update in: Cochrane Database Syst Rev. 2017 Aug 10;8:CD002798. PubMed PMID: 28745801.
4: Parthvi R, Mehra S. Flumazenil for Mixed Drug Overdose. Am J Ther. 2017 Jul 6. doi: 10.1097/MJT.0000000000000620. [Epub ahead of print] PubMed PMID: 28708699.
5: Lopes Alves I, Vállez García DV, Parente A, Doorduin J, da Silva AMM, Koole M, Dierckx R, Willemsen A, Boellaard R. Parametric Imaging of [(11)C]Flumazenil Binding in the Rat Brain. Mol Imaging Biol. 2017 Jun 19. doi: 10.1007/s11307-017-1098-2. [Epub ahead of print] PubMed PMID: 28631142.
6: Tamburin S, Faccini M, Casari R, Federico A, Morbioli L, Franchini E, Bongiovanni LG, Lugoboni F. Low risk of seizures with slow flumazenil infusion and routine anticonvulsant prophylaxis for high-dose benzodiazepine dependence. J Psychopharmacol. 2017 Oct;31(10):1369-1373. doi: 10.1177/0269881117714050. Epub 2017 Jun 14. PubMed PMID: 28613124.
7: Ishibashi K, Miura Y, Matsumura K, Kanemasa Y, Nakamichi K, Saijo M, Toyohara J, Ishii K. PET Imaging of (18)F-FDG, (11)C-methionine, (11)C-flumazenil, and (11)C-4DST in Progressive Multifocal Leukoencephalopathy. Intern Med. 2017;56(10):1219-1223. doi: 10.2169/internalmedicine.56.8080. Epub 2017 May 15. PubMed PMID: 28502940; PubMed Central PMCID: PMC5491820.
8: Cimolai N. Zopiclone overdose and flumazenil rescue. CMAJ. 2017 Apr 24;189(16):E613. doi: 10.1503/cmaj.732933. PubMed PMID: 28438958; PubMed Central PMCID: PMC5403648.
9: Wallace IR, Campbell EC, Trimble M. Use of a flumazenil infusion to treat chlordiazepoxide toxicity. Acute Med. 2017;16(1):30-34. PubMed PMID: 28424803.
10: Parente A, Vállez García D, Shoji A, Lopes Alves I, Maas B, Zijlma R, Dierckx RA, Buchpiguel CA, de Vries EF, Doorduin J. Contribution of neuroinflammation to changes in [(11)C]flumazenil binding in the rat brain: Evaluation of the inflamed pons as reference tissue. Nucl Med Biol. 2017 Jun;49:50-56. doi: 10.1016/j.nucmedbio.2017.03.001. Epub 2017 Mar 18. PubMed PMID: 28364664.