【药物名称】ST-1420
化学结构式(Chemical Structure):
参考文献No.41262
标题:Cpds. having reversible inhibiting activity of carnitine palmitoyl-transferase
作者:Marzi, M.; Tinti, M.O.; Giannessi, F.; Minetti, P.; De Angelis, F.; Chiodi, P.; Arduini, A. (Sigma-Tau Industrie Farmaceutiche Riunite SpA)
来源:EP 1077925; US 6369073; WO 9959957
合成路线图解说明:

Pentadecanoyl chloride (I) is treated with NaN3 to form the corresponding acyl azide (II), which undergoes Curtius rearrangement to isocyanate (III) upon heating in toluene. Coupling of isocyanate (III) with aminocarnitine (IV) then produces the title urea derivative.

合成路线图解说明:

(R)-Aminocarnitine (I) was esterified with HCl in refluxing isobutanol to afford the isobutyl ester (II). Acylation of amino ester (II) with dodecanesulfonyl chloride (III) in the presence of triethylamine provided the corresponding sulfonamide (IV). The title compound was then obtained by basic hydrolysis of the isobutyl ester group of (IV).

参考文献No.624092
标题:Reversible carnitine palmitoyltransferase inhibitors with broad chemical diversity as potential antidiabetic agents
作者:Giannessi, F.; Chiodi, P.; Marzi, M.; Minetti, P.; Pessotto, P.; De Angelis, F.; Tassoni, E.; Conti, R.; Giorgi, F.; Mabilia, M.; Dell'Uomo, N.; Muck, S.; Tinti, M.O.; Carminati, P.; Arduini, A.
来源:J Med Chem 2001,44(15),2383
合成路线图解说明:

(R)-Aminocarnitine (I) was esterified with HCl in refluxing isobutanol to afford the isobutyl ester (II). Acylation of amino ester (II) with dodecanesulfonyl chloride (III) in the presence of triethylamine provided the corresponding sulfonamide (IV). The title compound was then obtained by basic hydrolysis of the isobutyl ester group of (IV).

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