149490-03-9

Upstream product

• 95-85-2 2-hydroxy-5-chloro-aniline 
• 52200-48-3 3-bromo-2-chloropyridine 
• 15226-74-1 dicobalt octacarbonyl 
• 36178-05-9 3-bromo-2-fluoropyridine 
• 201230-82-2 carbon monoxide 
• 49609-84-9 2-Chloronicotinoyl chloride 
• 153144-00-4 N-(2-hydroxy-5-chlorophenyl)-2-chloro-3-pyridinecarboxamide 

Downstream Products

• 1358939-81-7 5-((1-benzylpiperidin-4-yl)amino)-8-chloro-pyrido[2,3-b][1,5]benzoxazepine 
• 1204575-21-2 5-(4-phenylethylpiperazin-1-yl)-8-chloro-pyrido[2,3-b][1,5]benzoxazepine 
• 1358939-67-9 5-(4-benzylpiperazin-1-yl)-8-chloro-pyrido[2,3-b][1,5]benzoxazepine 
• 1358939-66-8 5-(4-phenylpiperazin-1-yl)-8-chloro-pyrido[2,3-b][1,5]benzoxazepine 

Relevant academic research and scientific papers

One-pot synthesis of substituted dibenzoxazepinones and pyridobenzoxazepinones using octacarbonyldicobalt as an effective CO source

A facile one-pot protocol for the synthesis of substituted dibenzoxazepinones and pyridobenzoxazepinones from commercially available aryl/heteroaryl halides and amino phenols using octacarbonyldicobalt (Co2(CO)8) as an effective metal carbonyl source has been demonstrated. This method proceeds via the sequential coupling of aryl/heteroaryl halides with aminophenol by amidation and intramolecular cyclization to give dibenzoxazepinones/pyridobenzoxazepinones.

Base-regulated tunable synthesis of pyridobenzoxazepinones and pyridobenzoxazines

A base-regulated one-pot protocol for the tunable synthesis of pyridobenzoxazepinones and pyridobenzoxazines has been developed. The preparation of pyridobenzoxazepinones is achieved in moderate to good yield by utilizing an aromatic nucleophilic substitution (SNAr, O-arylation)/carbonylation tandem reaction. Mechanistic studies suggest that SNAr (O-arylation) proceeds prior to the aminocarbonylation. Through the regulation of bases, pyridobenzoxazines can be obtained via successive SNAr (O-arylation and then N-arylation). Base is crucial for the regulation of the products.

Pyridobenzoxazepine and pyridobenzothiazepine derivatives as potential central nervous system agents: Synthesis and neurochemical study

In order to characterize the pharmacological profile of the different chemical classes of pyridobenzazepine derivatives, a series of N- methylpiperazinopyrido[1,4]- and -[1,5]- benzoxa- and benzothiazepine derivatives were prepared. The affinities for D2, D1, 5-HT2, and cholinergic (M) receptors were measured. In comparison to dibenzazepine reference compounds, a strong decrease of the affinities was observed, less pronounced, however, for the substituted analogues. Oxazepine and thiazepine analogues like clozapine (except 8-chloro-6-(4-methylpiperazin-1-yl)- pyrido[2,3-b][1,4]benzoxazepine (9) and 8-chloro-6-(4-methylpiperazin-1- yl)pyrido[2,3-b][1,4]-benzothiazepine (11)) were found to be inactive against apomorphine stereotypies. In the open-field test in rats, different molecules showed a high disinhibitory activity as observed with anxiolytic drugs. Moreover, 8-chloro-5-(4-methylpiperazin-1-yl)pyrido[2,3-b][1,5]benzoxazepine (14) presented a clozapine-like profile that was confirmed in the behavioral model in dogs and showed most of the behavioral characteristics described for antipsychotic drugs. Its neurochemical profile, in particular the 5-HT2/D2 ratio, was also compatible with atypical antipsychotic activity.