公开(公告)号：US4737505A

公开(公告)日：1988-04-12

申请号：US757515

申请日：1985-07-19

申请人： Jacques Guillaume ,  Francois Clemence ,  Lucien Nedelec ,  Francoise DeLevallee

发明人： Jacques Guillaume ,  Francois Clemence ,  Lucien Nedelec ,  Francoise DeLevallee

IPC分类号： A61K31/44 ,  A61K31/4427 ,  A61K31/445 ,  A61P25/04 ,  C07D401/04

CPC分类号： C07D401/04

摘要： Novel indole of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, Z is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl of 2 to 8 carbon atoms, cyanoalkyl of 3 to 8 carbon atoms, hydroxyalkyl of 2 to 8 carbon atoms, --(CH.sub.2).sub.n --O--B, ##STR2## aralkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of alkyl and alkoxy of 1 to 5 carbon atoms, halogen, --OH, CF.sub.3 --, CF.sub.3 O--, --NH.sub.2 and --NO.sub.2 and cycloalkyl alkyl of 4 to 12 carbon atoms, n is one integer from 2 to 8, B is selected from the group consisting of aryl and heteroaryl, both optionally substituted with at least one member of the group consisting of alkyl and alkoxy of 1 to 5 carbon atoms, halogen, --OH, hydroxyalkyl of 1 to 5 carbon atoms, nitro, amino, CF.sub.3 --, alkenyl and alkenyloxy of 2 to 5 carbon atoms and alkynyl and alkynyloxy of 2 to 5 carbon atoms, a and b are both hydrogen or a is hydrogen and b is --OH or alkoxy of 1 to 8 carbon atoms or a and b together form a carbon-carbon bond and the 2-oxo with dotted lines indicates its possible presence with the double bond in the indole ring missing and its non-toxic, pharmaceutically acceptable acid addition salts having analgesic activity of the morphine type.

摘要翻译： 其中R选自氢，1至8个碳原子的烷基和7至12个碳原子的芳烷基的式VI的新型吲哚，Z选自氢，1至 具有2至8个碳原子的烯基，3至8个碳原子的氰基烷基，2至8个碳原子的羟烷基， - （CH 2）n OB，7-12个碳原子的芳基，其任选被至少一个 由1至5个碳原子的烷基和烷氧基组成的组，卤素，-OH，CF 3 - ，CF 3 O-，-NH 2和-NO 2以及4至12个碳原子的环烷基烷基，n是2至8的一个整数 B选自芳基和杂芳基，两者任选被至少一个由1至5个碳原子的烷基和烷氧基组成的组中的一个取代，卤素，-OH，1-5个碳原子的羟基烷基，硝基 ，2至5个碳原子的氨基，CF 3 - ，链烯基和烯氧基以及2至5个碳原子的炔基和炔氧基，a和ba 氢或a是氢并且b是-OH或1-8个碳原子的烷氧基或a和b一起形成碳 - 碳键，并且具有虚线的2-氧代表示其在吲哚中可能存在双键 戒指及其无毒，药学上可接受的具有吗啡类止痛活性的酸加成盐。

公开(公告)号：US4435408A

公开(公告)日：1984-03-06

申请号：US398576

申请日：1982-07-15

申请人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

发明人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

IPC分类号： A61K31/44 ,  A61K31/4427 ,  A61K31/445 ,  A61P25/00 ,  C07D401/04

CPC分类号： C07D401/04 ,  Y10S514/878

摘要： Novel 2H-indole-2-ones of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, a and b are both hydrogen or together form a carbon-carbon bond, Z is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, hydroxyalkyl of 2 to 8 carbon atoms, aryloxyalkyl of 7 to 12 carbon atoms, cycloalkylalkyl of 4 to 12 carbon atoms, alkenyl and alkynyl of 3 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, --OH, --CF.sub.3, --OCF.sub.3, --NO.sub.2 and --NH.sub.2 and their nontoxic, pharmaceutically acceptable acid addition salts having remarkable dopaminergic stimulating and antianoxic properties and their preparation.

摘要翻译： 式中，R为选自氢，碳原子数为1〜8的烷基，碳原子数为7〜12的芳烷基的新的2-吲哚-2-酮，a和b均为氢或一起 形成碳 - 碳键，Z选自氢，1至8个碳原子的烷基，2至8个碳原子的羟烷基，7至12个碳原子的芳氧基烷基，4至12个碳原子的环烷基烷基，烯基 3至8个碳原子的炔基和7至12个碳原子的芳烷基，任选被至少一个由1-4个碳原子的烷氧基，卤素，1-4个碳原子的烷基，-OH， - CF3，-OCF3，-NO2和-NH2及其无毒的药学上可接受的酸加成盐，具有显着的多巴胺能刺激和抗氧化性质及其制备。

公开(公告)号：US4332808A

公开(公告)日：1982-06-01

申请号：US221927

申请日：1980-12-31

申请人： Jacques Guillaume ,  Lucien Nedelec ,  Claude Dumont ,  Robert Fournex

发明人： Jacques Guillaume ,  Lucien Nedelec ,  Claude Dumont ,  Robert Fournex

IPC分类号： C07D401/04 ,  A61K31/44 ,  A61K31/445 ,  C07D401/02

CPC分类号： C07D401/04

摘要： Novel indoles of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms and aralkyl of 7 to 12 carbon atoms, X is selected from the group consisting of hydrogen and alkyl of 1 to 18 carbon atoms, Y is selected from the group consisting of hydrogen and halogen, Z is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, hydroxy alkyl of 1 to 8 carbon atoms, aryloxyalkyl of 7 to 12 carbon atoms, arylalkyl of 7 to 12 carbon atoms optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, alkyl of 1 to 4 carbon atoms, --OH, --CF.sub.3, --OCF.sub.3, --NO.sub.2 and NH.sub.2, cycloalkylalkyl of 4 to 12 carbon atoms, alkenyl of 3 to 8 carbon atoms and alkynyl of 3 to 8 carbon atoms, and a and b may each be hydrogen or form a double bond or a is hydrogen and b is selected from the group consisting of --OH and alkoxy of 1 to 8 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having dopaminergic stimulating properties optionally accompanied with adrenergic and serotoninergic activity and their preparation and novel intermediates.

摘要翻译： 其中R选自氢，1至8个碳原子的烷基和7至12个碳原子的芳烷基的新颖的吲哚，其中R选自氢和1至18的烷基 Y选自氢和卤素，Z选自氢，1至8个碳原子的烷基，1至8个碳原子的羟基烷基，7至12个碳原子的芳氧基烷基， 任选被至少一个卤素，1-4个碳原子的烷氧基，1-4个碳原子的烷基，-OH，-CF 3，-OCF 3，-NO 2和NH 2取代的7-12个碳原子的芳基烷基 4至12个碳原子的环烷基烷基，3至8个碳原子的链烯基和3至8个碳原子的炔基，a和b可各自为氢或形成双键，或a为氢，b选自 的-OH和1至8个碳原子的烷氧基，并且它们是无毒的，药学上可接受的 具有任选伴随肾上腺素能和5-羟色胺能活性的多巴胺能刺激性质的酸加成盐及其制备和新型中间体。

公开(公告)号：US4046901A

公开(公告)日：1977-09-06

申请号：US686076

申请日：1976-05-13

申请人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

发明人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

IPC分类号： C07D211/22 ,  C07D211/42 ,  C07D211/72 ,  C07F3/02 ,  A61K31/445

CPC分类号： C07F3/02 ,  C07D211/22 ,  C07D211/42 ,  C07D211/72

摘要： Novel compounds selected from the group consisting of phenylpiperidines of the formula ##STR1## wherein X is selected from the group consisting of hydrogen and an acyl of aliphatic carboxylic acid of 2 to 6 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts possessing dopaminergic properties and some of which possess hypotensive properties and their preparation.

摘要翻译： 选自式I的苯基哌啶的新型化合物，其中X选自氢和2至6个碳原子的脂族羧酸的酰基及其无毒的药学上可接受的酸加成盐 具有多巴胺能力，其中一些具有降血压特性及其制备。

公开(公告)号：US4382942A

公开(公告)日：1983-05-10

申请号：US328930

申请日：1981-12-09

申请人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

发明人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

IPC分类号： A61K31/445 ,  A61K31/451 ,  A61P1/08 ,  A61P25/00 ,  C07D211/42 ,  C07D211/70 ,  A61K31/44

CPC分类号： C07D211/42 ,  C07D211/70

摘要： Novel 3-(1,2,5,6-tetrahydropyridin-3-yl)-phenols of the formula ##STR1## wherein X is selected from the group consisting of hydrogen and an acyl of an organic carboxylic acid of 2 to 7 carbon atoms, Y is selected from the group consisting of hydrogen and --OX, R is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms optionally substituted with --OH, cycloalkylalkyl of 4 to 7 carbon atoms, alkenyl and alkynyl of 3 to 5 carbon atoms and aralkyl of 7 to 12 carbon atoms optionally substituted on the alkyl with --OH with the proviso that when R is hydrogen, X is hydrogen and their non-toxic, pharmaceutically acceptable acid addition salts having dopaminergic agonist and/or antagonist properties and their preparation.

摘要翻译： 具有式I的新型3-（1,2,5,6-四氢吡啶-3-基） - 酚其中X选自氢和2-7碳的有机羧酸的酰基 原子，Y选自氢和-OX，R选自氢，任选被-OH取代的1至5个碳原子的烷基，4至7个碳原子的环烷基烷基，烯基和炔基 7至5个碳原子和7至12个碳原子的芳烷基，任选在烷基上被-OH取代，条件是当R为氢时，X为氢，并且其无毒的药学上可接受的酸加成盐具有多巴胺能激动剂和/或 拮抗剂的性质及其制备。

公开(公告)号：US4278677A

公开(公告)日：1981-07-14

申请号：US2453

申请日：1979-01-10

申请人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

发明人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

IPC分类号： A61K31/404 ,  A61K31/44 ,  A61K31/4427 ,  A61K31/4439 ,  A61K31/445 ,  A61P1/08 ,  A61P25/00 ,  A61P25/18 ,  A61P25/24 ,  A61P25/26 ,  C07D401/04

CPC分类号： C07D401/04

摘要： Novel tetrahydropyridinyl indoles of the formula ##STR1## wherein R' is selected from the group consisting of hydrogen, halogen and alkoxy of 1 to 3 carbon atoms, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms and X' is selected from the group consisting of alkyl of 1 to 6 carbon atoms, cycloalkyl of 4 to 7 carbon atoms, alkenyl and alkynyl of 2 to 5 carbon atoms and aralkyl of 7 to 12 carbon atoms with the proviso that when X' is methyl, at least one of R', R.sub.1 and R.sub.2 contain more than one carbon atom and when X' is benzyl, at least one of R', R.sub.1 and R.sub.2 must not be hydrogen and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressive and neuroleptic properties as well as antiemetic properties.

摘要翻译： 式（I）所示的新的四氢吡啶基吲哚，其中R'选自氢，卤素和1至3个碳原子的烷氧基，R1和R2分别选自氢和1至 3个碳原子，X'选自1至6个碳原子的烷基，4至7个碳原子的环烷基，2至5个碳原子的烯基和炔基以及7至12个碳原子的芳烷基，条件是 当X'是甲基时，R'，R 1和R 2中的至少一个含有多于一个碳原子，当X'是苄基时，R'，R 1和R 2中的至少一个不能是氢，它们是无毒的 具有抗抑郁和抗精神病药性的可接受的酸加成盐以及止吐性质。

公开(公告)号：US4218375A

公开(公告)日：1980-08-19

申请号：US701152

申请日：1976-06-30

申请人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

发明人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

IPC分类号： A61K31/55 ,  A61P25/20 ,  A61P43/00 ,  C07D495/04 ,  C07D513/02

CPC分类号： C07D495/04

摘要： Novel 4H-thieno-[3,2-b][1]-benzazepines of the formula ##STR1## wherein R, R.sub.1 and R.sub.2 are individually selected from the group consisting of hydrogen and halogen, X and Y are hydrogen or together form a carbon-carbon double bond, p is 2 or 3 and A is selected from the group consisting of alkyl of 1 to 5 carbon atoms and hydroxyalkyl of 2 to 5 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having neuro sedative and antihistaminic properties and their preparation and intermediates therefor.

摘要翻译： 式其中R，R 1和R 2分别选自氢和卤素的新的4H-噻吩并[3,2-b] [1] - 苯并氮杂，其中X和Y是氢或一起形成 碳 - 碳双键，p为2或3，A选自1至5个碳原子的烷基和2至5个碳原子的羟烷基及其无毒的药学上可接受的具有神经镇静剂的酸加成盐 和抗组胺性质及其制备及其中间体。

公开(公告)号：US4232031A

公开(公告)日：1980-11-04

申请号：US100909

申请日：1979-12-06

申请人： Claude Dumont ,  Jacques Guillaume ,  Lucien Nedelec

发明人： Claude Dumont ,  Jacques Guillaume ,  Lucien Nedelec

IPC分类号： C07D401/04 ,  A61K20060101 ,  A61K31/40 ,  A61K31/435 ,  A61K31/44 ,  A61K31/445 ,  A61K31/475 ,  A61P1/08 ,  A61P25/00 ,  A61P25/18 ,  A61P25/20 ,  B01J23/04 ,  C07D20060101 ,  C07D209/04 ,  C07D211/68 ,  C07D211/70 ,  C07D401/02

CPC分类号： C07D401/04

摘要： A novel process for the preparation of piperidylindoles of the formula ##STR1## wherein R is selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms and X is selected from the group consisting of hydrogen, nitro, fluorine, bromine, chlorine and alkoxy of 1 to 3 carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts thereof by reacting an indole of the formula ##STR2## with 4-piperidone hydrochloride in an alkaline medium to obtain the compound of formula I which is optionally salified and the novel product, 5-nitro-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole and its non-toxic, pharmaceutically acceptable acid addition salts.

摘要翻译： 一种制备式Ia的哌啶子基吲哚的新方法，其中R选自氢和1至3个碳原子的烷基，X选自氢，硝基，氟，溴， 氯和具有1至3个碳原子的烷氧基以及它们的无毒的药学上可接受的酸加成盐，其通过使式II的吲哚与4-哌啶酮盐酸盐在碱性介质中反应，得到式I化合物，其为 任选地盐化，并且新产物5-硝基-3-（1,2,3,6-四氢吡啶-4-基）-1H-吲哚及其无毒的药学上可接受的酸加成盐。

公开(公告)号：US4213989A

公开(公告)日：1980-07-22

申请号：US9234

申请日：1979-02-02

申请人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

发明人： Lucien Nedelec ,  Jacques Guillaume ,  Claude Dumont

IPC分类号： A61K31/445 ,  A61K31/451 ,  A61P3/04 ,  A61P25/24 ,  A61P25/26 ,  C07D211/42 ,  C07D211/70 ,  C07F3/02 ,  A61K31/44

CPC分类号： C07F3/02 ,  C07D211/42 ,  C07D211/70

摘要： Novel 3-phenyl-tetrahydropyridines of the formula ##STR1## wherein X is selected from the group consisting of hydrogen and chlorine and R is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, alkenyl and alkynyl of 3 to 5 carbon atoms and phenyl alkyl of 1 to 3 alkyl carbon atoms with the proviso that X is not hydrogen when R is benzyl and their non-toxic, pharmaceutically acceptable acid addition salts having remarkable anorexigenic properties and inhibition of serontine collection both in vivo and in vitro and their preparation and novel intermediates.

摘要翻译： 新的具有式I的3-苯基 - 四氢吡啶，其中X选自氢和氯，R选自氢，1至5个碳原子的烷基，烯基和炔基3至 5个碳原子和1至3个烷基碳原子的苯基烷基，条件是当R是苄基时，X不是氢，它们的无毒，药学上可接受的酸加成盐具有显着的厌食性质和抑制体内和 体外及其制备及新型中间体。

公开(公告)号：US4196209A

公开(公告)日：1980-04-01

申请号：US820835

申请日：1977-08-01

申请人： Claude Dumont ,  Jacques Guillaume ,  Lucien Nedelec

发明人： Claude Dumont ,  Jacques Guillaume ,  Lucien Nedelec

IPC分类号： A61K31/44 ,  A61K31/4427 ,  A61K31/445 ,  A61P1/08 ,  A61P25/00 ,  A61P25/18 ,  C07C55/10 ,  C07D401/04

CPC分类号： C07C55/10

摘要： Novel piperidyl-indoles of the formula ##STR1## wherein X is selected from the group consisting of fluorine, chlorine and bromine when Y and Z are hydrogen or together form a double bond and X is selected from the group consisting of hydrogen and alkoxy of 1 to 3 carbon atoms when Y and Z form a double bond and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressant, antiemetic and antiparkinsonian activity and their preparations and novel intermediates therefore.

摘要翻译： 当Y和Z为氢或一起形成双键时，X为选自氟，氯和溴的式的新型哌啶基 - 吲哚，其中X选自氢和烷氧基， 当Y和Z形成双键时，其碳原子数为1至3，它们的无毒，药学上可接受的酸加成盐具有抗抑郁，止吐和抗帕金森病活性及其制备方法和新型中间体。