Chapter 10. Agents for the Treatment of Peptic Ulcer Disease

Inhibitors of gastric acid secretion

“…An alternative route which resulted in predominantly the 3E,SZ-isomer (140) involved a palladium-catalysed coupling reaction of the acetylene (142) with the iodide (143). The resultant enyne was then deprotected and selectively hydrogenated to provide the desired compound.…”

“…The resultant enyne was then deprotected and selectively hydrogenated to provide the desired compound. The intermediate silyl ethers (139) and (142) used in these syntheses were prepared by the usual conjugate addition method but the enolate was trapped by the addition of a silylchloride.…”

Dibenzo[b,e]azepin-6-ones and Seven-Membered Sultam Derivatives: Convenient Synthesis via Palladium-Catalyzed Regioselective Intra­molecular Heck Reaction and Application towards Drug-Like Small Molecules

“…Being the privileged core and identified in many alkaloids and pharmaceutically relevant organic molecules, dibenzoazepinones have attracted much significance in organic synthesis. 1 Amongst this class of compounds, dibenzo [b,e]azepin-6-one ring systems in particular, has been the subject of considerable research mainly due to their wide range of pharmacological properties such as antiulcer agent darenzepine (A), 2 anticonvulsant drug (B), 3  v  3 antagonist (C), 4 and liver X receptor (LXR)-mediated transrepressional and transactivational activities (D), 5 etc. (Figure 1).…”

Multiple Aryne Insertions into Oxindoles: Synthesis of Bioactive 3,3-Diarylated Oxindoles and Dibenzo[b,e]azepin-6-ones

“…Diversely substituted 3,3-diaryloxindole and dibenzo­[ b , e ]­azepin-6-one scaffolds are potentially useful pharmacophoric constructs that display a broad range of interesting biological activities (Figure ). , For example, 3,3-diarylated-2-oxindole derivatives are known to exhibit anticancer, antioxidant, Ca 2+ -depleting translation initiation inhibitory, and mineralocorticoid receptor antagonist activities among others . On the other hand, dibenzo­[ b , e ]­azepin-6-one derivatives possess antiulcer, central nervous system (CNS), and anticonvulsant activities .…”

“… , For example, 3,3-diarylated-2-oxindole derivatives are known to exhibit anticancer, antioxidant, Ca 2+ -depleting translation initiation inhibitory, and mineralocorticoid receptor antagonist activities among others . On the other hand, dibenzo­[ b , e ]­azepin-6-one derivatives possess antiulcer, central nervous system (CNS), and anticonvulsant activities . These potentially useful bioactivity attributes harbored by 3,3-diaryloxindole and dibenzo­[ b , e ]­azepin-6-one bearing structural motifs have drawn the attention of organic and drug discovery communities to develop practical synthetic methodologies for the construction of these scaffolds.…”