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),

Applications Controlled substance (depressant). Anxiolytic. Labelled Bromazepam.
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 2-(2-Acetylhydrazino)-7-chloro-5-phenyl-3H-1,4-benzodiazepine is an impurity of Alprazolam (A575650.
References Hester, J.B., et al.: J. Org. Chem., 44, 2688, (1979); Anjaneyulu, Y., et al.: Asian. J. Chem., 19, 3375 (2007);

Impurity Clonazepam EP Impurity A
Applications 2-Amino-5-nitro-2'-chlorobenzophenone (Clonazepam EP Impurity A) is an impurity of Clonazepam (C587080).

Applications Flunitrazepam is used as an hypnotic. This is a controlled substance (depressant).
References Sternbach, L.H., et al.: J. Med. Chem., 6, 261 (1963), Eidelberg, E., et al.: Neurology, 5, 223 (1965), Caplan, Y., et al.: J. Anal. Toxicol., 25, 396 (2001), Wood, M., et al.: Forensic Sci. Int., 150, 227 (2005),

Impurity Clonazepam EP Impurity B
Applications 3-Amino-4-(2-chlorophenyl)-6-nitro-2(1H)-quinolinone (Clonazepam EP Impurity B) is an impurity of Clonazepam (C587080), antiepileptic agent with anxiolytic and antimanic properties.
References Mayer, W., et al.: Pharmazie, 29, 700 (1974), Blum, et al.: Arzneim.-Forsch., 23, 377 (1973), Winslow, W.C., et al.: Anal. Profiles Drug Subs., 6, 61 (1977)

Applications The major metabolite of Clonazepam (C587080).
References Clark, D., et al.: Drugs, 29, 342 (1985), Colmenero, J., et al.: Antimicrob. Agents Chemother., 38, 2798 (1994), Grant, D., et al.: Pharmacology, 61, 204 (2000), Negrusz, A., et al.: Anal. Bioanal. Chem., 376, 1198 (2003),

Applications A metabolite of Diazepam; but has a much weaker anticonvulsant effect.
References Hara, T., et al.: J. Med. Chem., 21, 263 (1978),

Applications Controlled substance (depressant). Anxiolytic.
References Sethy, V.H., et al.: Arch. Pharmacol., 301, 157 (1978), Fawcett, J.A., et al.: Pharmacotherapy, 2, 242 (1982),

Applications Controlled substance (depressant). 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 Intermediate in the preparation of Alprazolam impurities.
References Hanawa, T., et al.: Drug Dev. Ind. Pharm., 26, 1199 (2000), Cheng, P., et al.: Bioorg. Med. Chem. Lett., 18, 3787 (2008),

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)

Applications Flumazenil carboxylic acid is 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)

Applications Benzodiazepine psychotherapeutic agent. Clobazam (CLB) has proven efficacy against multiple seizure types. An anxiolytic; anticonvulsant. 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)

Applications An impurity of Alprazolam (A575650).
References Nudelman, N., et al.: J. Pharm. Sci., 91, 1274 (2002), Marin, A., et al.: Anal. Chem., 77, 471 (2005),

Applications Controlled substance (depressant). Anxiolytic.
References Sethy, V.H., et al.: Arch. Pharmacol., 301, 157 (1978), Fawcett, J.A., et al.: Pharmacotherapy, 2, 242 (1982),

Applications Flumazenil-D5 is a labelled analogue 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)

Applications An impurity of Alprazolam (A575650).
References Cho, M., et al.: J. Med. Chem., 29, 1346 (1986), Hall, M., et al.: J. Anal. Toxicol., 19, 511 (1995), Nudelman, N., et al.: J. Pharm. Sci., 84, 998 (1995), Yuan, R., et al.: J. Clin. Pharmacol., 39, 1109 (1999),

Applications Clonazepam-13C2 ,15N, is the labeled analogue of Clonazepam (C587080), an antiepileptic agent with anxiolytic and antimanic properties.
References Blum, et al.: Arzneim.-Forsch., 23, 377 (1973), Winslow, W.C., et al.: Anal. Profiles Drug Subs., 6, 61 (1977)

Applications A metabolite of Flunitrazepam (F500700).
References Asai, H., et al.: J. Pharmacol. Exp. Ther., 277, 1004 (1996), Kilicarslan, T., et al.: Drug Metab. Dispos., 29, 460 (2001), Tanaka, E., et al.: J. Toxicol. Clin. Toxicol., 40, 69 (2002),

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)

Applications Major metabolite of labelled Bromazepam (B678502)
References Musshoff, F., et al.: Clin. Chem. Lab. Med., 36, 803 (1998), El-Haj, B., et al.: J. Anal. Toxicol., 25, 316 (2001), Darzy, K., et al.: Clin. Endocrinol., 70, 287 (2009),

Applications Labelled Clonazepam (C587080). Antiepileptic agent with anxiolytic and antimanic properties. Anticonvulsant.This is a controlled substance (depressant).
References Blum, et al.: Arzneim.-Forsch., 23, 377 (1973), Winslow, W.C., et al.: Anal. Profiles Drug Subs., 6, 61 (1977)