Quinazolines and 1,4-Benzodiazepines. IV.<sup>1,2</sup> Transformations of 7-Chloro-2-methylamino-5-phenyl-3H-1,4-benzodiazepine 4-Oxide<sup>3</sup>

Sternbach, L. H.; Reeder, E.

doi:10.1021/jo01070a038

Cited by 124 publications

(42 citation statements)

References 2 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The first (a 1-methyl derivative with intense muscle relaxant properties) was synthesized by the Sternbach group in 1959, after they had studied the activity of the main metabolite of chlordiazepoxide, demoxepam (Sternbach & Reeder, 1961b). This was diazepam (Valium ® ) (Fig.…”

Section: The Expansion Of the Benzodiazepine Sagamentioning

confidence: 99%

The discovery of chlordiazepoxide and the clinical introduction of benzodiazepines: Half a century of anxiolytic drugs

López-Muñoz

Álamo

García-García

2011

Journal of Anxiety Disorders

View full text Add to dashboard Cite

Section: The Expansion Of the Benzodiazepine Sagamentioning

confidence: 99%

The discovery of chlordiazepoxide and the clinical introduction of benzodiazepines: Half a century of anxiolytic drugs

López-Muñoz

Álamo

García-García

2011

Journal of Anxiety Disorders

View full text Add to dashboard Cite

“…Confirmation of structure and an estimate of the fecal excretion of 111 were obtained by two-dimensional TLC. Cochromatography of an aliquot of the directly extractable radioactivity with authentic 111, a known compound (7,8), revealed that a consistent amount of 14C was recoverable as 111. With System 3-46, 17.9% of the radioactivity migrated as 111; with System 1-46, 16.0 and 18.6% migrated as 111 in two separate experiments.…”

Section: Resultsmentioning

confidence: 99%

Metabolism of Demoxepam, a Chlordiazepoxide Metabolite, in the Dog

Schwartz

Postma

Kolis

1971

Journal of Pharmaceutical Sciences

View full text Add to dashboard Cite

“…All chemicals, apart from those synthesized in our labs (diazepam (Sternbach and Reeder 1961), N-desmethyl-diazepam (Sternbach et al 1962), clobazam (Rossi et al 1969), and RL 214 (Grossi et al 1993)) were purchased from Sigma Chemicals Co., St Louis, MO, USA.…”

Section: Whole-cell Patch-clamp Studiesmentioning

confidence: 99%

Study of the Interaction of 1,4- and 1,5-Benzodiazepines with GABAA Receptors of Rat Cerebellum Granule Cells in Culture

et al. 2015

View full text Add to dashboard Cite

The effects of a classical 1,4-benzodiazepine agonist, such as diazepam, its catabolite N-desmethyl-diazepam (nordiazepam), and 1,5-benzodiazepines such as clobazam and RL 214 (a triazolobenzodiazepine previously synthesized in our labs) were evaluated on native GABAA receptors of cerebellar granule cells in culture. The parameter studied was the increase of GABA-activated chloride currents caused by these substances. The contributions of α6 β2/3 γ2 and α1 α6 β2/3 γ2 receptor subtypes to the increase of GABA-activated chloride current were investigated by comparing the effects of such substances in the presence vs. the absence of furosemide. Furosemide is in fact able to block such receptors. It was found that the percent enhancement of peak GABA-activated current doubled for diazepam, clobazam, and RL 214. However, it did not change for N-desmethyl-diazepam. These results indicate that diazepam, clobazam, and RL 214 interact exclusively with α1 β2/3 γ2 receptors, while N-desmethyl-diazepam seems to interact with not only α1- but also α6-containing receptors.

show abstract

Quinazolines and 1,4-Benzodiazepines. IV.^1,2 Transformations of 7-Chloro-2-methylamino-5-phenyl-3H-1,4-benzodiazepine 4-Oxide³

Cited by 124 publications

References 2 publications

The discovery of chlordiazepoxide and the clinical introduction of benzodiazepines: Half a century of anxiolytic drugs

The discovery of chlordiazepoxide and the clinical introduction of benzodiazepines: Half a century of anxiolytic drugs

Metabolism of Demoxepam, a Chlordiazepoxide Metabolite, in the Dog

Study of the Interaction of 1,4- and 1,5-Benzodiazepines with GABAA Receptors of Rat Cerebellum Granule Cells in Culture

Contact Info

Product

Resources

About

Quinazolines and 1,4-Benzodiazepines. IV.1,2 Transformations of 7-Chloro-2-methylamino-5-phenyl-3H-1,4-benzodiazepine 4-Oxide3

Cited by 124 publications

References 2 publications

The discovery of chlordiazepoxide and the clinical introduction of benzodiazepines: Half a century of anxiolytic drugs

The discovery of chlordiazepoxide and the clinical introduction of benzodiazepines: Half a century of anxiolytic drugs

Metabolism of Demoxepam, a Chlordiazepoxide Metabolite, in the Dog

Study of the Interaction of 1,4- and 1,5-Benzodiazepines with GABAA Receptors of Rat Cerebellum Granule Cells in Culture

Contact Info

Product

Resources

About

Quinazolines and 1,4-Benzodiazepines. IV.^1,2 Transformations of 7-Chloro-2-methylamino-5-phenyl-3H-1,4-benzodiazepine 4-Oxide³