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    • 4. 发明授权
    • (−)-Verbenone derivatives
    • ( - ) - 韦本酮衍生物
    • US06649658B1
    • 2003-11-18
    • US09958998
    • 2001-10-15
    • Paolo Corvi MoraAngelo Ranise
    • Paolo Corvi MoraAngelo Ranise
    • A61K3115
    • C07D295/155C07C45/34C07C45/74C07C49/683C07C69/738C07C225/20C07C235/62C07C251/42C07C251/60C07C275/38C07C2602/42C07D295/033C07C49/627
    • A description is given here of novel solid and stable derivatives of (−)-verbenone having formula (I) wherein, when X=O Z=H, ═CHAr, ═C(OH)COOEt, ═NOR; Y=H, NH2, NH3+X1−, NHCOAr, NHCOR, NHCONHR, NHCONHAr, X1-=pharmaceutically acceptable anion; Ar-aryl or heteroaryl, preferably phenyl, 4-chlorophenyl, 2-furyl, 2-thienyl, 2-hydroxyphenyl, 2-acetoxyphenyl; R=H, C1-C4 alkyl, C4-C6 cycloalkyl, CH2COOH, CH2COOEt, CH2COCH3, CH2CN, CH2COCH2COOEt, CH2C6H5; and, when X=dimethylamino, diethylamino, pyrrolidino, piperidino or morpholino: Y=H; Z=H, CONHAr, COHNR; Ar=aryl, preferably phenyl; R=H, C1-C4 alkyl, C4-C6 cycloakyl. A description is also given of the processes for the preparation of these derivatives and of the novel intermediates used in those processes. The novel derivatives are characterized by their solubility in water; some of them also have a high anti-inflammatory activity.
    • 这里给出了具有式(I)的( - ) - 马鞭烯酮的新型固体和稳定的衍生物,其中当X = O Z = H,= CHAr,= C(OH)COOEt = NOR时, Y = H,NH2,NH3 + X1-,NHCOAr,NHCOR,NHCONHR,NHCONHAr,X1- =药学上可接受的阴离子; 芳基或杂芳基,优选苯基,4-氯苯基,2-呋喃基,2-噻吩基,2-羟基苯基,2-乙酰氧基苯基; R = H,C 1 -C 4烷基,C 4 -C 6环烷基,CH 2 COOH,CH 2 COOEt,CH 2 COCH 3,CH 2 CN,CH 2 COCH 2 COOEt,CH 2 C 6 H 5; 当X =二甲基氨基,二乙基氨基,吡咯烷子基,哌啶子基或吗啉代时:Y = H; Z = H,CONHAr,COHNR; Ar =芳基,优选苯基; R = H,C 1 -C 4烷基,C 4 -C 6环烷基。 还给出了这些衍生物的制备方法和用于这些方法的新型中间体的方法。 新型衍生物的特征在于它们在水中的溶解度; 其中一些也具有高抗炎活性。