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Tytuł oryginału: Amlodypina, nowoczesny antagonista wapnia - metody syntezy.
Tytuł angielski: Amlodypine, modern calcium antagonist - methods of synthesis.
Autorzy: Hajmowicz Halina, Jańczewski Dominik, Synoradzki Ludwik
Źródło: Wiad. Chem. 2002: 56 (5/6) s.469-481, il., tab., bibliogr. 17 poz., sum.
Sygnatura GBL: 310,575

Hasła klasyfikacyjne GBL:
  • farmacja

    Typ dokumentu:
  • tytuł obcojęzyczny

    Streszczenie angielskie: The paper is a review of the methods of synthesis of amlodypine (1), 3-ethyl-5-methyl-2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-pyridino-3,5-dicarboxylate, a modern drug belonging to the calcium antagonists group. The synthesis of amlodypine is a multistep process. A Williamson reaction with the formation of a compound with an ether bond (5) is usually the first step. This reaction is follwed by a Hantzsch reaction with the formation of a correspondingly substituted dihydropyridine ring. Two routes of the realization of this step, which limits the overall process yield, are described. Chlorobenzoic aldehyde (8) and 4-(2-Rn-ethoxy) ethyl acetylacetate (5) are substrates in both routes. Nitrogen in the dihydropyridine ring originates either from methyl aminocrotonate (7) (route I) or from ammonium acetate (11) (by amination of 5) (route II). mlodypine (1) is formed in the third step after deprotecting the amino group or introducing the amino group into the molecule. The formation of amlodypine benzenosulfonate (2) can follow or it can be combined with the third step. There are two valid patents in Poland concerning the preparatation of amlodypine benzenosulfonate (2) of Pfizer and of Lek Polska. A patent application of Adamed is under consideration of the Patent Office.

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