公开(公告)号：US5541317A

公开(公告)日：1996-07-30

申请号：US289133

申请日：1994-08-11

申请人： Koichi Hirai ,  Yuji Iwano ,  Takahide Nishi ,  Akira Yoshida ,  Kozo Oda ,  Hiroo Koyama

发明人： Koichi Hirai ,  Yuji Iwano ,  Takahide Nishi ,  Akira Yoshida ,  Kozo Oda ,  Hiroo Koyama

IPC分类号： C07D205/08 ,  C07D401/12 ,  C07D403/12 ,  C07D477/02 ,  C07D477/04 ,  C07D477/20 ,  C07D499/88 ,  C07F7/10 ,  C07F7/18 ,  C07D227/00 ,  C07D487/04 ,  C07D499/04

CPC分类号： C07D401/12 ,  C07D205/08 ,  C07D403/12 ,  C07D477/02 ,  C07D477/04 ,  C07D477/20 ,  C07D499/88 ,  C07F7/10 ,  C07F7/186 ,  C07F7/1892 ,  Y02P20/55

摘要： Compounds of formula (I): ##STR1## wherein: R.sup.1 is hydrogen or a hydroxy-protecting group; R.sup.2 is alkyl, alkoxy, halogen, optionally substituted phenyl or optionally substituted phenoxy; R.sup.3 is optionally substituted pyridyl, optionally substituted quinolyl or phenyl group which has a substituent of formula --CYNR.sup.5 R.sup.6, where Y is oxygen or sulfur, and R.sup.5 and R.sup.6 are each alkyl, aryl or aralkyl, or R.sup.5 and R.sup.6 and the nitrogen to which they are attached together form a heterocyclic group; is R.sup.4 hydrogen or an amino-protecting group; and Z is sulfur or oxygen; are valuable intermediates in the preparation of carbapenem compounds and retain a desirable configuration during conversion to such carbapenem compounds. Penem and carbapenem compounds having a group of formula --SA' are prepared from a corresponding compound having a substituted thio, sulfinyl or sulfonyl group at this position by reaction with a compound A'SH (where A' is an organic group) in the presence of a salt of a metal of Group II or III of the Periodic Table.

摘要翻译： 式（I）的化合物：其中：R1是氢或羟基保护基; R 2是烷基，烷氧基，卤素，任选取代的苯基或任选取代的苯氧基; R3是任选取代的吡啶基，任选取代的具有式-CYNR 5 R 6的取代基的喹啉基或苯基，其中Y是氧或硫，R 5和R 6各自是烷基，芳基或芳烷基，或者R 5和R 6以及它们 一起形成杂环基; 是R 4氢或氨基保护基; Z为硫或氧; 是制备碳青霉烯化合物的有价值的中间体，并且在转化成这种碳青霉烯化合物期间保留期望的构型。 在具有取代的硫代，亚磺酰基或磺酰基的相应化合物的化合物A'SH（其中A'为有机基团）的存在下，通过与化合物A'SH（其中A'为有机基团）反应，由具有取代的硫代，亚磺酰基或磺酰基的相应化合物制备具有式-SA'基团的Penem和carbapenem化合物 的元素周期表II或III族金属的盐。

公开(公告)号：US5681951A

公开(公告)日：1997-10-28

申请号：US459542

申请日：1995-06-02

申请人： Koichi Hirai ,  Yuji Iwano ,  Takahide Nishi ,  Akira Yoshida ,  Kozo Oda ,  Hiroo Koyama

发明人： Koichi Hirai ,  Yuji Iwano ,  Takahide Nishi ,  Akira Yoshida ,  Kozo Oda ,  Hiroo Koyama

IPC分类号： C07D205/08 ,  C07D401/12 ,  C07D403/12 ,  C07D477/02 ,  C07D477/04 ,  C07D477/20 ,  C07D499/88 ,  C07F7/10 ,  C07F7/18 ,  C07D499/00 ,  C07D487/04

CPC分类号： C07D401/12 ,  C07D205/08 ,  C07D403/12 ,  C07D477/02 ,  C07D477/04 ,  C07D477/20 ,  C07D499/88 ,  C07F7/10 ,  C07F7/186 ,  C07F7/1892 ,  Y02P20/55

摘要： A process for preparing a compound of formula (I'): ##STR1## comprising reacting a compound of formula (II'): ##STR2## with a compound of formula (III'): A'SH (III') wherein the reaction of the compound of formula (II') and the compound of formula (III') are carried out in the presence of a salt of a metal of Group II or III of the Periodic Table of Elements, wherein A' is an alkyl, aryl, aralkyl or heterocyclic, R.sup.1' is hydrogen or a carboxy protecting group, R.sup.2' and R.sup.3' can be hydrogen or alkyl, X' can be sulfur, k' is 1 or 2 and R.sup.4' is alkyl, alkenyl, aryl, aralkyl, cycloalkyl or heterocyclic.

摘要翻译： 制备式（I'）化合物的方法：包括使式（II'）的化合物：（II'）与式（III'）的化合物反应：A' SH（III'）其中式（II'）化合物与式（III'）化合物的反应在元素周期表第II或III族金属的盐存在下进行， 其中A'是烷基，芳基，芳烷基或杂环，R 1'是氢或羧基保护基，R 2'和R 3'可以是氢或烷基，X'可以是硫，k'是1或2，R 4' 烷基，烯基，芳基，芳烷基，环烷基或杂环基。

公开(公告)号：US5399711A

公开(公告)日：1995-03-21

申请号：US124396

申请日：1993-09-20

申请人： Shuji Takahashi ,  Hideyuki Shiozawa ,  Katsumi Fujimoto ,  Yuji Iwano ,  Koichi Hirai ,  Akio Torikata ,  Takeshi Kagasaki ,  Kaneo Ogawa ,  Yoshiharu Sakaida ,  Kentaro Kodama ,  Akira Ishii

发明人： Shuji Takahashi ,  Hideyuki Shiozawa ,  Katsumi Fujimoto ,  Yuji Iwano ,  Koichi Hirai ,  Akio Torikata ,  Takeshi Kagasaki ,  Kaneo Ogawa ,  Yoshiharu Sakaida ,  Kentaro Kodama ,  Akira Ishii

IPC分类号： A61K31/40 ,  C07D209/02 ,  C07D339/04 ,  C07D495/04 ,  C12P17/18 ,  C12R1/00

CPC分类号： C07D495/04

摘要： Two thiomarinol derivatives, which have antibacterial and anti-mycoplasmal properties, are obtainable from microorganisms of the genus Alteromonas and are named "thiomarinol B" and "thiomarinol C". Thiomarinol B can also be prepared by the oxidation of thiomarinol.

摘要翻译： 具有抗细菌和抗支原体性质的两种硫酚醇衍生物可从益生菌属的微生物获得，并被命名为“硫叶素B”和“硫酚素C”。 Thiomarinol B也可以通过噻马林醇的氧化来制备。

公开(公告)号：US5719275A

公开(公告)日：1998-02-17

申请号：US460546

申请日：1995-06-02

申请人： Koichi Hirai ,  Yuji Iwano ,  Takahide Nishi ,  Akira Yoshida ,  Kozo Oda ,  Hiroo Koyama

发明人： Koichi Hirai ,  Yuji Iwano ,  Takahide Nishi ,  Akira Yoshida ,  Kozo Oda ,  Hiroo Koyama

IPC分类号： C07D205/08 ,  C07D401/12 ,  C07D403/12 ,  C07D477/02 ,  C07D477/04 ,  C07D477/20 ,  C07D499/88 ,  C07F7/10 ,  C07F7/18 ,  C07D227/00 ,  C07D487/04 ,  C07D499/04

CPC分类号： C07D401/12 ,  C07D205/08 ,  C07D403/12 ,  C07D477/02 ,  C07D477/04 ,  C07D477/20 ,  C07D499/88 ,  C07F7/10 ,  C07F7/186 ,  C07F7/1892 ,  Y02P20/55

摘要： A method for preparing compounds of formula (I): ##STR1## wherein: R.sup.1 is hydrogen or a hydroxy-protecting group; R.sup.2 is alkyl, alkoxy, halogen, optionally substituted phenyl or optionally substituted phenoxy; R.sup.3 is optionally substituted pyridyl, optionally substituted quinolyl or phenyl group which has a substituent of formula --CYNR.sup.5 R.sup.6, where Y is oxygen or sulfur, and R.sup.5 and R.sup.6 are each alkyl, aryl or aralkyl, or R.sup.5 and R.sup.6 and the nitrogen to which they are attached together form a heterocyclic group; R.sup.4 is hydrogen or an amino-protecting group; and Z is sulfur or oxygen. The process comprises reacting a compound of formula (II): ##STR2## in which R.sup.8, R.sup.9 and R.sup.10 are the same or different and each represents an alkyl group having from 1 to 4 carbon atoms or a phenyl group, with a compound of formula (III): ##STR3## in which R.sup.11 represents an acyloxy, alkylsulfonyl, arylsulfonyl, alkylsulfinyl or arylsulfinyl group.

摘要翻译： 制备式（I）化合物的方法：其中：R1是氢或羟基保护基; R 2是烷基，烷氧基，卤素，任选取代的苯基或任选取代的苯氧基; R3是任选取代的吡啶基，任选取代的具有式-CYNR 5 R 6的取代基的喹啉基或苯基，其中Y是氧或硫，R 5和R 6各自是烷基，芳基或芳烷基，或者R 5和R 6以及它们 一起形成杂环基; R4是氢或氨基保护基; Z是硫或氧。 该方法包括使式（II）化合物：其中R 8，R 9和R 10相同或不同并且各自表示具有1至4个碳原子的烷基或苯基的式（II）化合物与 式（III）化合物：其中R 11表示酰氧基，烷基磺酰基，芳基磺酰基，烷基亚磺酰基或芳基亚磺酰基。

公开(公告)号：US5614624A

公开(公告)日：1997-03-25

申请号：US460209

申请日：1995-06-02

申请人： Koichi Hirai ,  Yuji Iwano ,  Takahide Nishi ,  Akira Yoshida ,  Kozo Oda ,  Hiroo Koyama

发明人： Koichi Hirai ,  Yuji Iwano ,  Takahide Nishi ,  Akira Yoshida ,  Kozo Oda ,  Hiroo Koyama

IPC分类号： C07D205/08 ,  C07D401/12 ,  C07D403/12 ,  C07D477/02 ,  C07D477/04 ,  C07D477/20 ,  C07D499/88 ,  C07F7/10 ,  C07F7/18 ,  C07D487/04

CPC分类号： C07D401/12 ,  C07D205/08 ,  C07D403/12 ,  C07D477/02 ,  C07D477/04 ,  C07D477/20 ,  C07D499/88 ,  C07F7/10 ,  C07F7/186 ,  C07F7/1892 ,  Y02P20/55

摘要： A compound of the formula ##STR1## in which: R.sup.1' is hydrogen or a carboxy-protecting group;R.sup.41' is hydrogen or a hydroxy-protecting group;R.sup.42' is a C.sub.1 -C.sub.6 alkyl, a C.sub.1 -C.sub.6 alkoxy, a halogen, an aryl or an aryloxy; R.sup.43' is hydrogen, a C.sub.1 -C.sub.6 alkyl, a C.sub.1 -C.sub.6 alkoxy, a hydroxy, a halogen, a cyano, a nitro or a group of the formula --NR.sup.8' R.sup.9', where R.sup.8' and R.sup.9' are independently selected from the group consisting of hydrogen, amino-protecting groups, C.sub.1 -C.sub.6 alkyl groups and phenyl groups, or R.sup.8' and R.sup.9' together represent a group --(CH.sub.2).sub.q '--O.sub.r '--(CH.sub.2).sub.s '--, where q' and s' are independently 0 or an integer of from 1 to 5 and r' is 0 or 1, provided that (q'+s') is an integer of at least 2; R.sup.45' and R.sup.46' are independently selected from the group consisting of C.sub.1 -C.sub.6 alkyl groups and aryl groups, or R.sup.45' and R.sup.46' together represent a group --(CH.sub.2).sub.q '--O.sub.r '--(CH.sub.2).sub.s '--, where q' and s' are independently 0 or an integer of from 1 to 5 and r' is 0 or 1; Y' is oxygen or sulfur; and j' is 0, 1 or 2.

摘要翻译： 式（IV'）的化合物，其中：R1'是氢或羧基保护基; R 41'是氢或羟基保护基; R 42'是C 1 -C 6烷基，C 1 -C 6烷氧基，卤素，芳基或芳氧基; R 43'是氢，C 1 -C 6烷基，C 1 -C 6烷氧基，羟基，卤素，氰基，硝基或式-NR 8'R 9'基团，其中R 8'和R 9'独立地选自 由氢，氨基保护基，C 1 -C 6烷基和苯基组成的组，或者R 8'和R 9'一起表示基团 - （CH 2）q'-Or' - （CH 2）s'，其中q' 和s'独立地为0或1至5的整数，r'为0或1，条件是（q'+ s'）为至少2的整数; R 45'和R 46'独立地选自C 1 -C 6烷基和芳基，或者R 45'和R 46'一起表示基团 - （CH 2）q'-Or' - （CH 2）s - ，其中 q'和s'独立地为0或1至5的整数，r'为0或1; Y'是氧或硫; 并且j'为0,1或2。

公开(公告)号：US5028610A

公开(公告)日：1991-07-02

申请号：US167354

申请日：1988-03-14

申请人： Koichi Hirai ,  Yuji Iwano ,  Katsumi Fujimoto ,  Yoshiki Matsui

发明人： Koichi Hirai ,  Yuji Iwano ,  Katsumi Fujimoto ,  Yoshiki Matsui

IPC分类号： C07D215/08 ,  C07D277/44 ,  C07D295/13 ,  C07D295/15

CPC分类号： C07D295/13 ,  C07D215/08 ,  C07D295/15

摘要： Compounds of formula (I):A--M--B-- (I)(in which: M represents a saturated heterocyclic group having from 5 to 7 ring atoms of which 2 are nitrogen atoms, said group being unsubstituted or being substituted at any of its carbon atoms by C.sub.1 -C.sub.6 alkyl and/or oxo substituents: A represents a halo-substituted benzhydryl substituent; and B represents certain specific substituted alkyl groups) and salts thereof are valuable for the treatment and prophylaxis of disorders arising from circulatory problems, especially those affecting the brain. They may be prepared by reacting a compound of formula A--M--H with a halo or acyloxy derivative corresponding to the alkyl substituent B which it is desired to introduce.

公开(公告)号：US4064137A

公开(公告)日：1977-12-20

申请号：US759640

申请日：1977-01-17

申请人： Koichi Hirai ,  Yuji Iwano ,  Tokio Saito ,  Tetsuo Hiraoka ,  Yukichi Kishida ,  Takuzo Nishimura

发明人： Koichi Hirai ,  Yuji Iwano ,  Tokio Saito ,  Tetsuo Hiraoka ,  Yukichi Kishida ,  Takuzo Nishimura

IPC分类号： C07D513/20 ,  A61K31/43 ,  A61K31/545 ,  A61P31/12 ,  C07D499/00 ,  C07D499/80 ,  C07D501/58 ,  C07D499/02

CPC分类号： C07D499/00 ,  Y02P20/55 ,  Y10S514/889

摘要： Novel penicillin and cephalosporin derivatives possessing interferon inducibility and represented by the formula ##STR1## wherein Y represents a hydrogen atom, a halogen atom a nitro group, an alkoxy group or an alkyl group; M represents a protective group for a hydroxyl or carboxyl group; Z represents a group ##STR2## or a group ##STR3## in which D is a hydrogen atom, an acyloxy group, a carbamoyloxy group or a substituted or unsubstituted heterocyclic thio group; A represents a cyano group, a carboalkoxy group or a nitro group; and B represents a hydrogen atom, a cyano group, a carboalkoxy group or a nitro groupAnd process for preparing the same.

摘要翻译： 新型的具有干扰素诱导性的青霉素和头孢菌素衍生物，其由Y表示氢原子，卤素原子，硝基，烷氧基或烷基的式“IMAGE”表示。 M表示羟基或羧基的保护基; Z表示其中D为氢原子，酰氧基，氨基甲酰氧基或取代或未取代的杂环硫基的基团或基团; A表示氰基，碳烷氧基或硝基; 和B表示氢原子，氰基，烷氧羰基或硝基及其制备方法。