公开(公告)号：US4409390A

公开(公告)日：1983-10-11

申请号：US404935

申请日：1982-08-03

申请人： Rodney I. Fryer ,  Eugene J. Trybulski ,  Armin Walser

发明人： Rodney I. Fryer ,  Eugene J. Trybulski ,  Armin Walser

IPC分类号： C07C29/147 ,  C07C45/30 ,  C07C63/72 ,  C07D207/32 ,  C07D207/335 ,  C07D207/34 ,  C07D487/04 ,  C07D207/333

CPC分类号： C07D207/335 ,  C07C255/00 ,  C07C29/147 ,  C07C45/305 ,  C07C63/72 ,  C07D207/34 ,  C07D487/04

摘要： The present invention relates to compounds of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, hydroxymethyl, the group ##STR2## wherein R.sub.11 is hydrogen, hydroxy, alkoxy, amino and mono- or di-lower alkylamino; and R.sub.3 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, hydroxymethyl, the group ##STR3## wherein R.sub.11 is hydrogen, hydroxy, trihalomethyl, alkoxy, amino and mono- or di-lower alkylamino; R.sub.2 is selected from the group consisting of hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or alkynyl, the group ##STR4## C.sub.2 to C.sub.7 carboxylic acids and the esters and amides thereof, hydroxy C.sub.2 to C.sub.7 alkyl and amino or mono- or di-lower alkyl amino C.sub.2 to C.sub.7 alkyl; R.sub.4 is selected from the group consisting of hydrogen, acyloxy, straight chain lower alkoxy and hydroxy; R.sub.5 is halogen or hydrogen; R.sub.6 is halogen with the proviso that if one of R.sub.1 or R.sub.3 is hydroxymethyl or the group ##STR5## wherein R.sub.11 is as above then the remaining substituent is selected from the group consisting of hydrogen, lower alkyl and C.sub.3 to C.sub.7 alkenyl or alkynyl, and R.sub.2 is hydrogen and the further proviso that (A) when R.sub.4 is acyloxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and R.sub.2 is the group ##STR6## (B) when R.sub.4 is hydroxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and R.sub.2 is hydrogen or (C) when R.sub.4 is alkoxy then R.sub.1 and R.sub.3 are hydrogen, lower alkyl, C.sub.3 to C.sub.7 alkenyl or C.sub.3 to C.sub.7 alkynyl, and the pharmaceutically acceptable salts thereof.Also disclosed are certain 5,6 dihydro derivatives, N-oxides and quarternary iminium salts of the pyrrolobenzazepines.

摘要翻译： 本发明涉及式IMA的化合物，其中R 1选自氢，低级烷基，C 3至C 7链烯基或炔基，羟甲基，其中R 11为氢，羟基，烷氧基，氨基 和单 - 或二 - 低级烷基氨基; R 3选自氢，低级烷基，C 3至C 7烯基或炔基，羟甲基，其中R 11为氢，羟基，三卤甲基，烷氧基，氨基和一或二低级烷基氨基; R2选自氢，低级烷基，C3至C7烯基或炔基，基团C2至C7羧酸及其酯和酰胺，羟基C2至C7烷基和氨基或单 - 或二 - 低级烷基氨基C2至C7烷基; R4选自氢，酰氧基，直链低级烷氧基和羟基; R5是卤素或氢; R6是卤素，条件是如果R 1或R 3中的一个是羟甲基或其中R 11如上所述的基团，则剩余的取代基选自氢，低级烷基和C 3至C 7烯基或炔基，以及 R2为氢，另外条件是（A）当R 4为酰氧基时，R 1和R 3为氢，低级烷基，C 3至C 7链烯基或C 3至C 7炔基，R 2为当R 4为羟基时的基团 那么R 1和R 3为氢，低级烷基，C 3至C 7链烯基或C 3至C 7炔基，R 2为氢或（C）当R 4为烷氧基时，R 1和R 3为氢，低级烷基，C 3至C 7链烯基或C 3至C 7 炔基及其药学上可接受的盐。 还公开了吡咯并氮杂吖庚因的某些5,6二氢衍生物，N-氧化物和季铵盐。

公开(公告)号：US4368159A

公开(公告)日：1983-01-11

申请号：US243409

申请日：1981-03-13

申请人： Armin Walser ,  Rodney I. Fryer

发明人： Armin Walser ,  Rodney I. Fryer

IPC分类号： C07D243/16 ,  C07D243/20 ,  C07D487/04 ,  C07D487/14 ,  C07D495/04 ,  C07D495/14 ,  C07F9/6561 ,  C07D401/04

CPC分类号： C07D487/04 ,  C07D243/16 ,  C07D243/20 ,  C07D487/14 ,  C07D495/04 ,  C07D495/14 ,  C07F9/6561

摘要： Novel imidazobenzodiazepines and their analogs are useful as anticonvulsants, muscle relaxant, anxiolytic and sedative agents. Preferred compounds of this class belong to the imidazo[1,5-a][1,4]diazepine series which may have a very wide variety of organic substituents. As especially preferred genus included within the purview of the invention encompasses a compound of the formula ##STR1## wherein R.sub.1 is hydrogen and lower alkyl, preferably methyl; R.sub.3 and R.sub.5 are hydrogen; R.sub.4 is hydrogen, nitro and halogen, most preferably chlorine, and in a most preferred embodiment when positioned on the fused benzo portion of the imidazobenzodiazepine is in the 8-position thereof. R.sub.6 is phenyl or halo, nitro, or lower alkyl-substituted phenyl, preferably halo, with fluorine being the preferred halogen, the substituted fluoro being positioned in the 2-position of the phenyl moiety and R.sub.2 is hydrogen and lower alkyl.

公开(公告)号：US4368158A

公开(公告)日：1983-01-11

申请号：US242947

申请日：1981-03-12

申请人： Armin Walser ,  Rodney I. Fryer

发明人： Armin Walser ,  Rodney I. Fryer

IPC分类号： C07D243/16 ,  C07D243/20 ,  C07D487/04 ,  C07D487/14 ,  C07D495/04 ,  C07D495/14 ,  C07F9/6561 ,  C07D401/04

CPC分类号： C07D487/04 ,  C07D243/16 ,  C07D243/20 ,  C07D487/14 ,  C07D495/04 ,  C07D495/14 ,  C07F9/6561

摘要： Novel imidazobenzodiazepines and their analogs are useful as anticonvulsants, muscle relaxant, anxiolytic and sedative agents. Preferred compounds of this class belong to the imidazo[1,5-a][1,4]diazepine series which may have a very wide variety of organic substituents. As especially preferred genus included within the purview of the invention encompasses a compound of the formula ##STR1## wherein R.sub.1 is hydrogen and lower alkyl, preferably methyl; R.sub.3 and R.sub.5 are hydrogen; R.sub.4 is hydrogen, nitro and halogen, most preferably chlorine, and in a most preferred embodiment when positioned on the fused benzo portion of the imidazobenzodiazepine is in the 8-position thereof. R.sub.6 is phenyl or halo, nitro, or lower alkyl-substituted phenyl, preferably halo, with fluorine being the preferred halogen, the substituted fluoro being positioned in the 2-position of the phenyl moiety and R.sub.2 is hydrogen and lower alkyl.

摘要翻译： 新型咪唑并二氮杂类及其类似物可用作抗惊厥药，肌肉松弛剂，抗焦虑药和镇静剂。 该类的优选化合物属于可能具有非常多种有机取代基的咪唑并[1,5-a] [1,4]二氮杂类。 由于包括在本发明的范围内的特别优选的类包括式IMA的化合物，其中R 1是氢和低级烷基，优选甲基; R3和R5是氢; R4是氢，硝基和卤素，最优选氯，而在最优选的实施方案中，当位于咪唑并二氮杂的稠合苯并部分时，其位于其8-位。 R6是苯基或卤素，硝基或低级烷基取代的苯基，优选卤素，氟是优选的卤素，取代的氟位于苯基部分的2-位，并且R 2是氢和低级烷基。

公开(公告)号：US4368157A

公开(公告)日：1983-01-11

申请号：US242944

申请日：1981-03-12

申请人： Armin Walser ,  Rodney I. Fryer

发明人： Armin Walser ,  Rodney I. Fryer

IPC分类号： C07D243/16 ,  C07D243/20 ,  C07D487/04 ,  C07D487/14 ,  C07D495/04 ,  C07D495/14 ,  C07F9/6561 ,  C07D401/04

CPC分类号： C07D487/04 ,  C07D243/16 ,  C07D243/20 ,  C07D487/14 ,  C07D495/04 ,  C07D495/14 ,  C07F9/6561

摘要： Novel imidazobenzodiazepines and their analogs are useful as anticonvulsants, muscle relaxant, anxiolytic and sedative agents. Preferred compounds of this class belong to the imidazo[1,5-a][1,4]diazepine series which may have a very wide variety of organic substituents. As especially preferred genus included within the purview of the invention encompasses a compound of the formula ##STR1## wherein R.sub.1 is hydrogen and lower alkyl, preferably methyl; R.sub.3 and R.sub.5 are hydrogen; R.sub.4 is hydrogen, nitro and halogen, most preferably chlorine, and in a most preferred embodiment when positioned on the fused benzo portion of the imidazobenzodiazepine is in the 8-position thereof. R.sub.6 is phenyl or halo, nitro, or lower alkyl-substituted phenyl, preferably halo, with fluorine being the preferred halogen, the substituted fluoro being positioned in the 2-position of the phenyl moiety and R.sub.2 is hydrogen and lower alkyl.

公开(公告)号：US4259503A

公开(公告)日：1981-03-31

申请号：US173583

申请日：1980-07-30

申请人： Rodney I. Fryer ,  Eugene J. Trybulski ,  Armin Walser

发明人： Rodney I. Fryer ,  Eugene J. Trybulski ,  Armin Walser

IPC分类号： A61K31/55 ,  C07C45/63 ,  C07C45/68 ,  C07D209/48 ,  C07D249/06 ,  C07D487/04 ,  C07D403/06

CPC分类号： C07D209/48 ,  A61K31/55 ,  C07C45/63 ,  C07C45/68 ,  C07D249/06 ,  C07D487/04

摘要： There is presented triazolobenzazepines of the formula ##STR1## wherein R.sub.1 is hydrogen or lower alkyl and X and Y are hydrogen or halogenand the pharmaceutically acceptable salts thereof.Also disclosed are novel processes and intermediates leading to the triazolobenzazepines.The triazolobenzazepines are useful compounds having anxiolytic, sedative, muscle relaxant and anticonvulsant activity.

摘要翻译： 呈现式为“IMAGE”的三唑并苯并吖庚因，其中R 1是氢或低级烷基，X和Y是氢或卤素及其药物上可接受的盐。 还公开了导致三唑并苯并吖嗪的新方法和中间体。 三唑并苯并吖嗪是具有抗焦虑，镇静，肌肉松弛和抗惊厥活性的有用化合物。

公开(公告)号：US4226771A

公开(公告)日：1980-10-07

申请号：US60258

申请日：1979-07-25

申请人： Armin Walser

发明人： Armin Walser

IPC分类号： A61K31/55 ,  A61K31/551 ,  A61P25/04 ,  A61P25/08 ,  A61P25/20 ,  C07D243/16 ,  C07D487/04 ,  C07D498/04

CPC分类号： C07D487/04 ,  C07D243/16

摘要： A multistep process is presented for the preparation of imidazobenzodiazepines of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, halogen, nitro and trifluoromethyl,Y is selected from the group consisting of hydrogen, halogen and trifluoromethyl andR.sub.1 is selected from the group consisting of hydrogen, lower alkyl and arylAlso presented are novel intermediates utilized in the process.The end products are useful as sedatives, anxiolytics, muscle relaxants and anticonvulsants.The end products are especially useful in intravenous compositions for use in preoperative anesthesia.

摘要翻译： 提出了一种多步骤方法，用于制备下式的咪唑并二氮杂其中X选自氢，卤素，硝基和三氟甲基，Y选自氢，卤素和三氟甲基，R 1选自 由氢，低级烷基和芳基组成的组还介绍了在该过程中使用的新型中间体。 最终产品可用作镇静剂，抗焦虑药，肌肉松弛剂和抗惊厥药。 最终产品在用于术前麻醉的静脉内组合物中特别有用。

公开(公告)号：US4226768A

公开(公告)日：1980-10-07

申请号：US43417

申请日：1979-05-29

申请人： Armin Walser

发明人： Armin Walser

IPC分类号： A61K31/55 ,  A61K31/551 ,  A61P21/02 ,  A61P25/20 ,  C07D243/16 ,  C07D487/04

CPC分类号： C07D487/04 ,  C07D243/16

摘要： A multistep process is presented for the preparation of imidazobenzodiazepines of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, halogen, nitro and trifluoromethyl; Y is selected from the group consisting of hydrogen, halogen or trifluoromethyl; R.sub.1 is hydrogen or lower alkyl and R.sub.2 is a disubstituted amine.Also presented are novel intermediates utilized in the process.The end products and intermediates are useful as sedatives, anxiolytics, muscle relaxants and anticonvulsants.The end products are especially useful in intravenous compositions for use in preoperative anesthesia.

摘要翻译： 提出了一种用于制备下式的咪唑并二氮杂的多步骤方法，其中X选自氢，卤素，硝基和三氟甲基; Y选自氢，卤素或三氟甲基; R1是氢或低级烷基，R2是二取代的胺。 还提出了在该方法中使用的新型中间体。 终产物和中间体可用作镇静剂，抗焦虑药，肌肉松弛剂和抗惊厥药。 最终产品在用于术前麻醉的静脉内组合物中特别有用。

公开(公告)号：US4147875A

公开(公告)日：1979-04-03

申请号：US928765

申请日：1978-07-27

申请人： Armin Walser ,  Rodney I. Fryer ,  Louis Benjamin

发明人： Armin Walser ,  Rodney I. Fryer ,  Louis Benjamin

IPC分类号： A61K31/55 ,  A61P21/02 ,  A61P25/20 ,  A61P25/26 ,  C07D243/16 ,  C07D487/04

CPC分类号： C07D487/04 ,  C07D243/16

摘要： Compounds are disclosed of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen or trifluoromethyl; R.sub.2 is selected from the group consisting of lower alkylthio together with the sulfoxide and sulfone thereof, halo, lower alkylamino or lowe alkoxy; Y is oxo or thio; R.sub.3 is selected from the group consisting of hydrogen, --COOR.sub.4 wherein R.sub.4 is hydrogen or lower alkyl, --CONR.sub.6 R.sub.5 wherein R.sub.5 and R.sub.6 are hydrogen or lower alkyl; X is hydrogen or halogen; and R.sub.7 is lower alkyl or hydrogenAnd the pharmaceutically acceptable salts and N-oxides thereof.Also presented are processes to produce the above compounds and intermediates therefor and derivatives thereof.

摘要翻译： 公开了下式的化合物：其中R 1是氢，卤素或三氟甲基; R2选自低级烷硫基及其亚砜和砜，卤素，低级烷基氨基或低级烷氧基; Y是氧代或硫代; R 3选自氢，-COOR 4，其中R 4是氢或低级烷基，-CONR 6 R 5，其中R 5和R 6是氢或低级烷基; X是氢或卤素; 并且R 7是低级烷基或氢，并且其药学上可接受的盐和N-氧化物。

公开(公告)号：US4032535A

公开(公告)日：1977-06-28

申请号：US715606

申请日：1976-08-18

申请人： Rodney Ian Fryer ,  Armin Walser

发明人： Rodney Ian Fryer ,  Armin Walser

IPC分类号： C07D487/04 ,  C07D487/14

CPC分类号： C07D487/04 ,  Y10S514/906 ,  Y10S514/96 ,  Y10S514/962

摘要： 6-Phenyl-S-triazolo[4,3-a][1,4]benzodiazepines bearing in the 8-position a hydroxyamino or azoxy substituent are disclosed together with processes for preparing these compounds and intermediates used in these processes. These triazolobenzodiazepines are useful as muscle relaxant, anti-convulsant and sedative agents.

公开(公告)号：US3974181A

公开(公告)日：1976-08-10

申请号：US538621

申请日：1975-01-06

申请人： Joseph Donald Surmatis ,  Armin Walser

发明人： Joseph Donald Surmatis ,  Armin Walser

IPC分类号： C07D317/72 ,  C07D317/10

CPC分类号： C07D317/72

摘要： The compound 7,9,9-trimethyl-1,4-dioxoaspiro [4,5] dec-7-en-8-methanol an intermediate in the preparation of Zeaxanthin and Xanthophyll, known coloring agents for foodstuffs.

摘要翻译： 化合物7,9,9-三甲基-1,4-二氧杂螺[4,5]癸-7-烯-8-甲醇是制备玉米黄质和叶黄素的中间体，已知着色剂用于食品。