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Synthesis, pharmacological studies and molecular modeling of some tetracyclic 1,3-diazepinium chlorides

Grant, Julie-Ann A and Bonnick, Tamicka and Gossell-Williams, Maxine and Clayton, Terry and Cook, James M and Jackson, Yvette A

Bioorganic & medicinal chemistry

2010

2

18

1,3-Diazepinium Chlorides ; Diazepam ; Pharmacophore Receptor Model ; Hippocratic Screen ; 1,3-Diazepinium Chlorides ; Diazepam ; Pharmacophore Receptor Model ; Hippocratic Screen ; Medicine ; Chemistry ; Anatomy & Physiology

909–921

Some 1,3-diazepinium chlorides were examined for their effect on the central nervous system, and their activity compared to that of diazepam.

Seven new 1,3-diazepinium chlorides exhibiting some structural similarities to the 1,4-benzodiazepines were synthesized. In a Hippocratic screen using mice, three of these salts, 3-methoxy-6-oxo-7,13-dihydro-6 H-benzofuro[2,3- e]pyrido[1,2- a][1,3]diazepin-12-ium chloride ( 8a), 3-methoxy-9-methyl-6-oxo-7,13-dihydro-6 H-benzofuro[2,3- e]pyrido[1,2- a][1,3]diazepin-12-ium chloride ( 8c) and 3-methoxy-11-methyl-6-oxo-7,13-dihydro-6 H-benzofuro[2,3- e]pyrido[1,2- a][1,3]diazepin-12-ium chloride ( 8e) were examined for their effect on the central nervous system, and their activities compared to that of diazepam. On their own, salts 8a, 8c and 8e solicited no sedative effects on the behaviour of the animals. However, they elicited significant effects in combination with diazepam...

Elsevier Ltd

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