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    • 10. 发明申请
    • HALOGENATED 'beta'-CARBOLINE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND USE OF THESE SUBSTANCES FOR INHIBITING THE RESPIRATORY CHAIN
    • 卤化的β咔啉衍生物,方法用于生产和物质用于抑制呼吸链USE
    • WO1996011197A1
    • 1996-04-18
    • PCT/DE1995001403
    • 1995-10-10
    • BRINGMANN, GerhardREICHMANN, HeinzFEINEIS, DorisGOD, RalfJANETZKY, Bernd
    • C07D471/04
    • C07D471/04C12N9/99
    • The invention concerns a novel substance class of nonpolar halogenated beta -carbolines having the structural formula (I), wherein the C ring has one, two or three double bonds, X means -C(Hal)3, -CH(Hal)2, -CH2(Hal) or =C(Hal)2 where Hal = F, Cl, Br or I, and the substituents R , R , R and R have the following meanings: R : -H, a C1-C18 alkyl group (e.g. methyl, ethyl, propyl, n-butyl, iso-butyl, tert.butyl, etc.), -CH2-CH=CH2, CH2-C6H5, an acyl or aroyl group provided that R can also be a free electron pair if nitrogen participates in the formation of a double bond; R : -H, -COOH, -COOCH3, -COOC2H5, -COOCH2-CH=CH2, -COOCH2-C6H5, -COONH2, -CO2NR2, -CH2OAc, -CH2-OH, etc.; R : H-, HO-, CH3O-, C2H5O-, C6-H5CH2O-, CH3COO-, C2H5COO-, etc.; R : H-, HO-, CH3O-, C2H5O-, C6H5-CH2O-, CH3COO-, C2H5COO-, etc. Synthetically produced derivatives of this substance class and also derivatives with halogenated alkyl and alkylide groups in position 1 inhibit complex I and II of the mitochondrial respiratory chain even in very low concentrations.
    • 有一类新的非极性的,呈现卤化的β-咔啉,其具有结构式(I),其中一个,两个或三个双键存在于环C,X是-C(哈尔)3,-CH(哈尔)2 ,-CH 2(HAL)或= C(哈尔)2其中Hal = F,氯,溴,我有,和取代基R <1>,R <2>,R <3>和R <4>其中下面的含义 有,R <1>:-H,一个C1-C18烷基(例如甲基,乙基,丙基,正丁基,异丁基,叔丁基等),-CH2-CH = CH2,CH2-C6H5 ,酰基或芳酰基,条件是R <1>也可以是自由电子对当氮参与双键,R的形成<2>:-H,-COOH,-COOCH 3,-COOC 2 H 5 ,-COOCH 2 CH = CH 2,-COOCH 2 C 6 H 5,-COONH 2,-CO2NR2,-CH2OAc,-CH 2 OH,等; [R <3>:H-,HO-,CH 3 O-,C2H5O-,C6-H5CH2O-,CH3COO-,C2H5COO-等; [R <4>:H-,HO-,CH 3 O-,C2H5O-,C6H5-CH 2 O-,CH 3 COO - ,C2H5COO-衍生物等合成产生的这类物质,以及与卤代烷基和亚烷基衍生物在1- 位置时,使得所述复合物I或线粒体呼吸链的II的抑制在非常低的浓度。