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    • 4. 发明授权
    • Substituted 5H-pyrimido[5,4-b]indoles
    • 取代的5H-嘧啶并[5,4-b]吲哚
    • US4564610A
    • 1986-01-14
    • US562248
    • 1983-12-16
    • Dieter RahtzAndreas HuthRalph SchmiechenDieter SeidelmannWolfgang KehrHerbert H. SchneiderClaus T. Braestrup
    • Dieter RahtzAndreas HuthRalph SchmiechenDieter SeidelmannWolfgang KehrHerbert H. SchneiderClaus T. Braestrup
    • A61K31/505A61P25/00C07D209/42C07D487/04C07F9/6561
    • C07D487/04C07D209/42C07F9/6561
    • Substituted 5H-pyrimido[5,4-b]indoles of Formula I ##STR1## wherein R.sup.2 is halogen; the oxadiazolyl group ##STR2## wherein R" is lower alkyl with up to 3 carbon atoms; C.sub.1-5 -alkyl, cycloalkyl, aralkyl, or aryl; OR.sup.I, SO.sub.n R.sup.I with n being 0, 1, or 2, or ##STR3## wherein R.sup.I is hydrogen, C.sub.1-5 -alkyl, cycloalkyl, aralkyl, or aryl; ##STR4## wherein R.sup.II and R.sup.III are hydrogen, C.sub.1-5 -alkyl, C.sub.3-5 -alkenyl, cycloalkyl, aralkyl, aryl, or, with the connecting N-atom, a 5- or 6-membered heterocyclic ring; andR.sup.A is hydrogen; the oxadiazolyl group ##STR5## wherein R" is lower alkyl with up to 3 carbon atoms; halogen, nitro, OR.sup.I, SO.sub.n R.sup.I with n being 0, 1, or 2, ##STR6## wherein R.sup.I is hydrogen, C.sub.1-5 -alkyl, cycloalkyl, aralkyl, or aryl; ##STR7## wherein R.sup.II and R.sup.III are hydrogen, C.sub.1-5 -alkyl, cycloalkyl, C.sub.3-5 -alkenyl, aralkyl, aryl, or, with the connecting N-atom, a 5- or 6-membered heterocyclic ring; orPO(OR).sub.2 wherein R is C.sub.1-5 -alkyl, exhibit strong affinity for binding to benzodiazepine receptors.The novel compounds are suitable for use in psychopharmaceutical preparations.
    • 取代的式I的5H-嘧啶并[5,4-b]吲哚其中R 2是卤素; 恶二唑基其中R“是具有至多3个碳原子的低级烷基; C 1-5 - 烷基,环烷基,芳烷基或芳基; ORI,nn为0,1或2,或其中R 1为氢,C 1-5 - 烷基,环烷基,芳烷基或芳基的SO nRI; 其中RII和RIII是氢,C1-5-烷基,C3-5-烯基,环烷基,芳烷基,芳基,或具有连接的N-原子的5-或6-元杂环; RA为氢; 恶二唑基其中R“是具有至多3个碳原子的低级烷基; 卤素,硝基,ORI,nn为0,1或2的SO nRI,其中R 1为氢,C 1-5 - 烷基,环烷基,芳烷基或芳基; 其中RII和RIII是氢,C1-5烷基,环烷基,C3-5-烯基,芳烷基,芳基,或具有连接的N-原子的5或6元杂环; 或其中R为C 1-5 - 烷基的PO(OR)2表现出对苯并二氮杂受体结合的强亲合力。 新型化合物适用于精神药物制剂。
    • 9. 发明授权
    • 2-substituted ergolines having neuroleptic and antidepressant activities
    • 具有抗精神病药和抗抑郁药活性的2-取代麦角肽
    • US4847262A
    • 1989-07-11
    • US136311
    • 1987-12-22
    • Gerhard SauerAndreas HuthHelmut WachtelHerbert H. Schneider
    • Gerhard SauerAndreas HuthHelmut WachtelHerbert H. Schneider
    • A61K31/475A61K31/48A61P25/18A61P25/24A61P25/26C07D457/02C07D457/12C07F7/08C07F7/10
    • C07D457/02C07D457/12C07F7/0812C07F7/0814C07F7/10
    • Novel ergoline derivatives, substituted in the 2-position, of the formula ##STR1## wherein C.sub.8 ---C.sub.9 and C.sub.9 ---C.sub.10 each independently is a CC-single or a C.dbd.C-double bond, but not together a cumulated double bond, and the substituent in the 8-position is in the .alpha.- or .beta.-configuration where C.sub.8 ---C.sub.9 is a CC-single bond,R.sup.2 is a CN, SR, SOR, ##STR2## wherein n is 2 or 3, ##STR3## and --CH(OR)R whereinR has the meaning of H or C.sub.1-4 -alkyl,the grouping COR' and CSR'wherein R'=OH, OC.sub.1-4 -alkyl, benzyl, NH.sub.2 or NHR",the grouping CH.dbd.CH--CO.sub.2 R" and CH.sub.2 --CH.sub.2 --CO.sub.2 R'wherein R"=C.sub.1-4 -alkyl,the grouping C.tbd.C--R'" and HC.dbd.CH--R'"wherein R'"=hydrogen, C.sub.1-4 -alkyl, phenyl, CH.sub.2 OH, CR".sub.2 OH, ##STR4## CO.sub.2 R", CH.sub.2 NR".sub.2 or SiMe.sub.2 R"; C.sub.1-3 -alkyl, or C.sub.1-3 -alkyl substituted by OH or phenyl; or ##STR5## wherein R" is C.sub.1-4 alkyl, R.sup.6 is C.sub.1-4 -alkyl andR.sup.8 is methyl, NH--CO--NEt.sub.2 or NH--CS--NEt.sub.2, and the physiologically acceptable acid addition salt thereof, possess biological efficacy in the region of the central nervous system,, e.g., as neuroleptics and antidepressants.
    • 式中,C 8 -C 9和C 9 -C 10各自独立地为C 1 -C 6双键,但未被取代的式(Ⅰ)的2-位麦角灵衍生物, 一起是累积的双键,并且8位的取代基是α-或β-构型,其中C 8 -C 9是CC-单键,R 2是CN,SR,SOR,其中n 是2或3,和-CH(OR)R,其中R具有H或C 1-4 - 烷基的意义,分组COR'和CSR',其中R'= OH,OC1-4-烷基,苄基, NH 2或NHR“,分组CH = CH-CO 2 R”和CH 2 -CH 2 -CO 2 R',其中R“= C 1-4 - 烷基,C 3 B C-R”'和HC = CH-R' “其中R”“=氢,C 1-4 - 烷基,苯基,CH 2 OH,CR''OH,CO 2 R”,CH 2 NR“2或SiMe 2 R” C 3-烷基或被OH或苯基取代的C 1-3 - 烷基; 或其中R“为C 1-4烷基,R 6为C 1-4 - 烷基且R 8为甲基,NH-CO-NEt 2或NH-CS-NEt 2及其生理学上可接受的酸加成盐具有生物功效 在中枢神经系统的区域,例如,作为神经安定药和抗抑郁药。
    • 10. 发明授权
    • 2-substituted ergolines useful as neuroleptics and antidepressants
    • 用作精神安定药和抗抑郁药的2-取代麦角蛋白
    • US4731367A
    • 1988-03-15
    • US721522
    • 1985-04-09
    • Gerhard SauerAndreas HuthHelmut WachtelHerbert H. Schneider
    • Gerhard SauerAndreas HuthHelmut WachtelHerbert H. Schneider
    • A61K31/475A61K31/48A61P25/18A61P25/24A61P25/26C07D457/02C07D457/12C07F7/08C07F7/10C07D457/04C07F7/02
    • C07D457/02C07D457/12C07F7/0812C07F7/0814C07F7/10
    • Novel ergoline derivatives, substituted in the 2-position, of the formula ##STR1## wherein C.sub.8 -C.sub.9 and C.sub.9 -C.sub.10 each independently is a CC-single or a C.dbd.C-double bond, but not together a cumulated double bond, and the substituent in the 8-position is in the .alpha.- or .beta.-configuration where C.sub.8 -C.sub.9 is a CC-single bond,R.sup.2 isCN, SR, SOR, ##STR2## wherein n is 2 or 3, ##STR3## and --CH(OH)R, wherein R has the meaning of H or C.sub.1-4 -alkyl, the grouping COR' and CSR' wherein R'.dbd.OH, OC.sub.1-4 -alkyl, benzyl, NH.sub.2 or NHR",the grouping CH.dbd.CH--CO.sub.2 R" and CH.sub.2 --CH.sub.2 --CO.sub.2 R" wherein R".dbd.C.sub.1-4 -alkyl,the grouping C.vertline.C-R'" and HC.dbd.CH--R'" wherein R'".dbd. hydrogen, C.sub.1-4 -alkyl, phenyl, CH.sub.2 OH, CR".sub.2 OH, ##STR4## CO.sub.2 R", CH.sub.2 NR".sub.2 or SiMe.sub.2 R"; C.sub.1-3 -alkyl, or C.sub.1-3 -alkyl substituted by OH or phenyl; or ##STR5## wherein R" is C.sub.1-4 alkyl, R.sup.6 is C.sub.1-4 -alkyl andR.sup.8 is methyl, NH--CO--NEt.sub.2 or NH--CS--NEt.sub.2,and the physiologically acceptable acid addition salt thereof, possess biological efficacy in the region of the central nervous system, e.g., as neuroleptics and anti-depressants.
    • 在2-位上取代的式(I)的新的麦角灵衍生物,其中C8-C9和C9-C10各自独立地是CC-单或C = C-双键,但不是一起是累积的双 并且8-位中的取代基是α-或β-构型,其中C 8 -C 9是CC-单键,R 2是CN,SR,SOR,其中n是2或3,和-CH(OH)R,其中R具有H或C 1-4 - 烷基的意义,分组COR'和CSR',其中R'= OH,OC1-4-烷基,苄基,NH2或NHR“ 分组CH = CH-CO 2 R“和CH 2 -CH 2 -CO 2 R”其中R“= C 1-4 - 烷基,分组C≡C-R”'和HC = CH-R“',其中R' “=氢,C 1-4 - 烷基,苯基,CH 2 OH,CR''OH,CO 2 R”,CH 2 NR“2或SiMe 2 R” C 3-烷基或被OH或苯基取代的C 1-3 - 烷基; 或其中R“为C 1-4烷基,R 6为C 1-4 - 烷基且R 8为甲基,NH-CO-NEt 2或NH-CS-NEt 2及其生理学上可接受的酸加成盐具有生物功效 在中枢神经系统的区域,例如,作为精神安定药和抗抑郁药。