Benzodiazepine Derivatives

Applications 3-Methyl Clobazam is a metabolite of Clobazam (C582500), a benzodiazepine psychotherapeutic agent that has proven efficacy against multiple seizure types. An anxiolytic; anticonvulsant.
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)

Stability Air Sensitive
Applications 3-Amino-6-bromo-4-(2-pyridinyl)-2(1H)-quinolinone is an impurity of Bromazepam (B678500); a controlled substance (depressant) and anxiolytic.
References Schwartz, M.A., et al.: J. Pharm. Sci., 62, 1776 (1973); Chalmers, P., et al.: Anesthesia, 39, 370 (1984); Hassan, M.M., et al.: Anal. Profiles Drug Subs., 16, 1 (1987)

Applications A metabolite of Alprazolam (A575650).
References Schwartz, M.A., et al.: J. Pharmacol. Exp. Ther., 149, 423 (1965), Childress, S.J., et al.: J. Pharm. Sci., 53, 577 (1964), Gall, M., et al.: J. Med. Chem., 21, 1290 (1978)

Impurity Flumazenil EP Impurity E
Applications Ethyl 5-Methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate (Flumazenil EP Impurity E) is used in the biological studies and preparation of imidazobenzodiazepines as probes for diazepaminsensitive receptor pharmacophore.
References Zhang, P., et al.: J. Med. Chem., 38, 1679 (1995)

Applications A hypnotic and a sedative, also used in veterinary medicine as an appetite stimulant
References Sato, T., et al.: J. Med. Chem., 51, 7705 (2008), Nishino, T., et al.: J. Pharmacol. Sci., 107, 349 (2008), Yamashiro, T., et al.: J. Clin. Pharm, Ther., 33, 273 (2008), Ma, C., et al.: J. Pharm. Biomed. Anal., 47, 677 (2008),

Impurity Flumazenil EP Impurity F
Applications 8-Chloro-5,6-dihydro-5-methyl-6-oxo-4H-Imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic Acid Ethyl Ester is an impurity of Flumazenil (F500450), an imidazodiazepine which selectively blocks the central effects of classic benzodiazepines.
References Hunkeler, W., et al.: Nature, 290, 514 (1981), Pole, P., et al.: Arch. Pharmacol., 316, 317 (1981), Timm, U., et al.: Arzneim.-Forsch., 33, 358 (1983),

Applications Shows sedative and anxiolytic properties. Impairment of psychomotor performance reported. Activity blocked by flumazenil.
References Doumont, A., et al.: Psychopharmacology, 87, 130 (1985), Psychopharmacology, 94(4), 501 (1988)

Applications 7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepine-2-thione (cas# 4547-02-8) is a positive allosteric modulator for the muscarinic M1 receptor, which could be a potential treament for the Alzheimer's disease or Schizophrenia.
References Flohr, A., et al.: Bioorg. Med. Chem. Lett., 27, 5415 (2017)

Applications 5-Chloro-2-(3-chloromethyl-4H-1,2,4-triazol-4-yl)-benzophenone is an impurity in the synthesis of Estazolam (E668380), a benzodiazepine derivative possessing anxiolytic, anticonvulsant, and muscle relaxant properties. It is commonly prescribed to treat short-term insomnia.
References Barroso, M., et al.: Anal. Bioanal. Chem., 396, 3059 (2010), Rodgers, A., et al.: Chem. Res., Toxicol., 23, 724 (2010), Dresen, S., et al.: Anal. Bioanal. Chem., 396, 2425 (2010),

Applications An impurity from the synthesis of clonazepam (C587080)

Applications The major labelled metabolite of Clobazam (C582500). Controlled substance (depressant).
References Bardy, A., et al.: Brain Develop., 13, 174 (1991), Patsalos, P., et al.: Epilepsia, 43, 365 (2002), Venisse, N., et al.: J. Anal. Toxicol., 27, 7 (2003),