Structural Determinants for AMPA Agonist Activity of Aryl or Heteroaryl Substituted AMPA Analogues. Synthesis and Pharmacology

Morita–Baylis–Hillman adducts as building blocks of heterocycles: a simple approach to 4-substituted pyrazolones, and mechanism investigation via ESI–MS(/MS)

“…Here, we prepared the 2-methylated b-ketoesters observing no issues regarding dialkylation. Our protocol avoids the use of strong bases and acylating reagents and leads to both, yields and scope, comparable or even better than those reported in literature [27,29,32,33,[55][56][57][58][59][60]. This was clearly shown for compound 3b, where different methodologies and their respective yields are presented (Scheme 6) [27,29,33,[55][56][57].…”

“…The Reformatsky reaction would be another alternative to obtain b-ketoesters; however, one more step would be necessary, consisting in the oxidation of the hydroxyl group primarily obtained. Another modern synthesis of 1,3-ketoesters employs alkyl diazoacetates, but it has a limited scope in varying substituents in the a position (Scheme 2) [27][28][29][30][31][32][33][34][35][36][37].…”

Synthesis and Acetylcholinesterase and Butyrylcholinesterase Inhibitory Activities of 7‐Alkoxyl Substituted Indolizinoquinoline‐5,12‐dione Derivatives

“…The starting material 1 was synthesized according to our previously reported method 10. Catalyzed with mineral NaH, the reaction of substrate 1 with excess of 1,2‐dibromoethane or 1,3‐dibromopropane gave the intermediate 2a or 2b , respectively 11. And then, the reactions of intermediate 2a or 2b with excess amines gave the target products 3a–12a or 3b–12b (the structures of 7‐substituted groups shown as Table 1), respectively.…”

“…The 7‐hydroxyl group alkylation of substrate 1 was performed according to a reported method 11. Substrate 1 (0.10 g, 0.3 mmol) was dissolved in dry dimethylformamide (20 mL), then added dropwise to a solution of NaH (60% in mineral oil, 9.6 mg, 0.4 mmol) in dry dimethylformamide (20 mL) at 0°C.…”

Catalytic Asymmetric Synthesis of Glutamate Analogues

“…Structure−activity relationship studies of AMPA analogues show a distinct enantioselectivity of action. C-5 lipophilic aryl and alkyl analogues of AMPA bearing the ( S )-amino acid configuration are agonists at AMPA receptors whereas their enantiomers are antagonists or are inactive …”