Steroid sulfamates, method for the production and use thereof

Details Steroid sulfamates, method for the production and use thereof Steroid sulfamates, method for the production and use thereof

C - Chemistry, Metallurgy

07

J

C07J 41/00 (2006.01) A61K 31/565 (2006.01) C07J 53/00 (2006.01) C07J 63/00 (2006.01) C07J 71/00 (2006.01)

Patent

CA 2284750

The invention relates to novel estratrienes of general formula (I) containing several sulfamoyoxy groups per molecule (m = 1-5). They are produced by reacting the appropriate steroid alcohols with sulfamoy or n-alkyl or alkanoylsulfamoyl chloride in the presence of a buffer or a base. The compounds of formula (I) are characterized by a high sulfatase activity and are therefore suitable for the treatment of diseases responding to sulfatase inhibition. The high target specificity of the inventive compounds in relation to sulfatase and estrogen transcription assays enable said compounds, which are provided with a radiolabel e.g. [18F] fluorine instead of F, to be used as potential markers in tumor diagnosis. Image

L'invention concerne de nouveaux estratriènes de la formule générale I contenant plusieurs groupes sulfamoyloxy par molécule (m = 1-5). Leur production s'effectue par réaction des alcools stéroïdiques correspondants avec du chlorure de sulfamoyle, de N-alkyle ou d'alcanoylsulfamoyle en présence d'un tampon ou d'une base. Les composés de la formule I se distinguent par leur activité de sulfatase élevée et sont donc particulièrement adaptés au traitement de maladies qui réagissent à une inhibition de la sulfatase. La haute spécificité ciblée des composés de l'invention vis-à-vis de la sulfatase et les tests de transcription à l'estrogène font de ces composés, dotés d'un radiomarqueur, p.ex. [<18>F] au lieu de F, des marqueurs potentiels dans le diagnostic de tumeurs.

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