Synonyms:3-imino-3-<<2-(diisopropylamino)ethyl>amino>propionate
The research focuses on the synthesis and biological evaluation of certain compounds. In the first part, it details the synthesis of various cephalosporin derivatives, including benzhydryl 3-chloro-7α-(α-phenylacetamido)-3-cephem-4-carboxylate (16) and benzhydryl 7α-amino-3-chloro-3-cephem-4-carboxylate (12), using reagents such as thionyl chloride, anhydrous pyridine, and phosphorus pentachloride. These compounds were characterized by their melting points, IR spectra, and 1H NMR spectra. In the second part, the research examines the use of isotopic substitution to improve the antisecretory potency of N,N-dimethyl-N'-[2-(diisopropylamino)ethyl]-N'-(4,6-dimethyl-2-pyridyl)urea (1) by replacing the pyridine ring methyl hydrogens with deuterium or fluorine, resulting in the hexadeuterated analogue (12) and hexafluoro analogue (11). The synthesis of metabolites 10a and 10b was also developed, involving the condensation of 1,3-diketones with an appropriately N-substituted amidinoacetate. The key chemicals involved in these processes include ethyl 3-imino-3-[[2-(diisopropylamino)ethyl]amino]propionate (2), 1-(benzyloxy)-2,4-pentanedione (3), and dimethylcarbamoyl chloride, among others. The biological results showed that the deuterated analogue 12 was more potent than the protio form 1 in inhibiting gastric acid secretion, while the hexafluoro analogue 11 was less potent.
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