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    1,9-Dihydroxyoctahydrophenanthrenes
    1.
    发明授权
    1,9-Dihydroxyoctahydrophenanthrenes 失效
    1,9-二羟基焦氢氯苯

    公开(公告)号：US4237133A

    公开(公告)日：1980-12-02

    申请号：US78473

    申请日：1979-09-24

    申请人： Thomas H. Althuis ,  Charles A. Harbert ,  Michael R. Johnson ,  Lawrence S. Melvin, Jr.

    发明人： Thomas H. Althuis ,  Charles A. Harbert ,  Michael R. Johnson ,  Lawrence S. Melvin, Jr.

    IPC分类号： C07C41/22 ,  C07C41/26 ,  C07C43/225 ,  C07C43/23 ,  C07C45/45 ,  C07C45/46 ,  C07C45/54 ,  C07C45/61 ,  C07C45/67 ,  C07C45/68 ,  C07C45/71 ,  C07C45/72 ,  C07C45/73 ,  C07C49/747 ,  C07C49/755 ,  C07C49/757 ,  C07C49/83 ,  C07D211/32 ,  C07D213/30 ,  C07D213/50 ,  C07D317/22 ,  C07D317/72 ,  C07D295/14 ,  A61K31/22 ,  A61K31/535 ,  C07C101/19

    CPC分类号： C07D213/30 ,  C07C41/01 ,  C07C41/22 ,  C07C41/26 ,  C07C45/45 ,  C07C45/46 ,  C07C45/54 ,  C07C45/61 ,  C07C45/67 ,  C07C45/68 ,  C07C45/71 ,  C07C45/72 ,  C07C45/73 ,  C07C49/747 ,  C07C49/755 ,  C07C49/757 ,  C07C49/83 ,  C07D211/32 ,  C07D213/50 ,  C07D317/22 ,  C07D317/72 ,  C07C2101/14 ,  C07C2103/26

    摘要： Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) --(alk.sub.1).sub.m --X--(alk.sub.2).sub.n -- wherein each of (alk.sub.1) and (alk.sub.2)is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.2) is not greater than 9;m and n are each 0 or 1;X is selected from O, S, SO and SO.sub.2 ; andW is selected from hydrogen, methyl, pyridyl, piperidyl, phenyl, monochlorophenyl, monofluorophenyl and ##STR2## wherein W.sub.1 is selected from hydrogen, phenyl, monochlorophenyl and monofluorophenyl; a is an integer from 1 to 5 and b is 0 or an integer from 1 to 4, with the proviso that the sum of a and b is not greater than 5.Compounds I and II are useful as analgesics. Compound III is useful as an intermediate for the preparation of Compounds I and II. Intermediates for the preparation of I, II and III are disclosed. A process for the use of compounds I and II to produce analgesia is also described.

    摘要翻译： 其中R1是氢，苄基，苯甲酰基，1至5个碳原子的烷酰基或-CO-（CH2）p-NR'R“，其中p是0或 1到4的整数; 当单独使用时，R'和R“各自为氢或1至4个碳原子的烷基; 当与它们所连接的氮一起取代时，R'和R“与烷基中具有1至4个碳原子的5-或6-元杂环选自哌啶子基，吡咯烷基，吡咯烷子基，吗啉代和N-烷基哌嗪基 组; R 2选自氢，1至6个碳原子的烷酰基和苯甲酰基; R3选自氢，甲基和乙基; R4选自氢，1至6个碳原子的烷基和苄基; Z选自：（a）具有1至9个碳原子的亚烷基; （b） - （alk1）mX-（alk2）n-其中（alk1）和（alk2）各自为具有1至9个碳原子的亚烷基，条件是（alk1）加（alk2） ）不大于9; m和n分别为0或1; X选自O，S，SO和SO2; W选自氢，甲基，吡啶基，哌啶基，苯基，一氯苯基，一氟苯基和其中W1选自氢，苯基，一氯苯基和单氟苯基; a为1至5的整数，b为0或1至4的整数，条件是a和b之和不大于5.化合物I和II可用作止痛剂。 化合物III可用作制备化合物I和II的中间体。 公开了制备I，II和III的中间体。 还描述了使用化合物I和II产生止痛的方法。

    Intermediates to 1,9-dihydroxyoctahydrophenanthrenes
    4.
    发明授权
    Intermediates to 1,9-dihydroxyoctahydrophenanthrenes 失效
    中间体至1,9-二羟基焦合氢离子

    公开(公告)号：US4310529A

    公开(公告)日：1982-01-12

    申请号：US218712

    申请日：1980-12-22

    申请人： Thomas H. Althuis ,  Charles A. Harbert ,  Michael R. Johnson ,  Lawrence S. Melvin, Jr.

    发明人： Thomas H. Althuis ,  Charles A. Harbert ,  Michael R. Johnson ,  Lawrence S. Melvin, Jr.

    IPC分类号： C07C41/22 ,  C07C41/26 ,  C07C43/225 ,  C07C43/23 ,  C07C45/45 ,  C07C45/54 ,  C07C45/61 ,  C07C45/67 ,  C07C45/68 ,  C07C45/71 ,  C07C45/73 ,  C07C49/747 ,  C07C49/755 ,  C07D211/32 ,  C07D213/30 ,  C07D213/50 ,  C07D317/22 ,  C07D317/72 ,  A61K31/44 ,  A61K31/445 ,  C07D213/55

    CPC分类号： C07D213/30 ,  C07C41/01 ,  C07C41/22 ,  C07C41/26 ,  C07C45/45 ,  C07C45/54 ,  C07C45/61 ,  C07C45/67 ,  C07C45/68 ,  C07C45/71 ,  C07C45/73 ,  C07C49/747 ,  C07C49/755 ,  C07D211/32 ,  C07D213/50 ,  C07D317/22 ,  C07D317/72 ,  C07C2101/14

    摘要： Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrrolo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) --(alk.sub.1).sub.m --X--(alk.sub.2).sub.n --wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.2) is not greater than 9;m and n are each 0 or 1;X is selected from O, S, SO and SO.sub.2 ; andW is selected from hydrogen, methyl, pyridyl, piperidyl, phenyl, monochlorophenyl, monofluorophenyl and ##STR2## wherein W.sub.1 is selected from hydrogen, phenyl, monochlorophenyl and monofluorophenyl; a is an integer from 1 to 5 and b is 0 or an integer from 1 to 4, with the proviso that the sum of a and b is not greater than 5.Compounds I and II are useful as analgesics. Compound III is useful as an intermediate for the preparation of Compounds I and II. Intermediates for the preparation of I, II and III are disclosed. A process for the use of compounds I and II to produce analgesia is also described.

    摘要翻译： 其中R 1为氢，苄基，苯甲酰基，1至5个碳原子的烷酰基或-CO-（CH 2）p -NR'R“，其中p为0 或1到4的整数; 当单独使用时，R'和R“各自为氢或1至4个碳原子的烷基; 当与它们所连接的氮一起取代时，R'和R“与烷基中具有1至4个碳原子的5-或6-元杂环选自哌啶子基，吡咯烷基，吡咯烷子基，吗啉代和N-烷基哌嗪基 组; R 2选自氢，1至6个碳原子的烷酰基和苯甲酰基; R3选自氢，甲基和乙基; R4选自氢，1至6个碳原子的烷基和苄基; Z选自：（a）具有1至9个碳原子的亚烷基; （b） - （alk1）mX-（alk2）n - 其中（alk1）和（alk2）各自为具有1至9个碳原子的亚烷基，条件是（alk1）加（alk2） ）不大于9; m和n分别为0或1; X选自O，S，SO和SO2; W选自氢，甲基，吡啶基，哌啶基，苯基，一氯苯基，一氟苯基和其中W1选自氢，苯基，一氯苯基和单氟苯基; a为1至5的整数，b为0或1至4的整数，条件是a和b之和不大于5.化合物I和II可用作止痛剂。 化合物III可用作制备化合物I和II的中间体。 公开了制备I，II和III的中间体。 还描述了使用化合物I和II产生止痛的方法。

    1,9-Dihydroxyoctahydrophenanthrenes and intermediates therefor
    5.
    发明授权
    1,9-Dihydroxyoctahydrophenanthrenes and intermediates therefor 失效
    1,9-二羟基八氢菲和其中间体

    公开(公告)号：US4268523A

    公开(公告)日：1981-05-19

    申请号：US78476

    申请日：1979-09-24

    申请人： Thomas H. Althuis ,  Charles A. Harbert ,  Michael R. Johnson ,  Lawrence S. Melvin, Jr.

    发明人： Thomas H. Althuis ,  Charles A. Harbert ,  Michael R. Johnson ,  Lawrence S. Melvin, Jr.

    IPC分类号： C07C41/22 ,  C07C41/26 ,  C07C43/225 ,  C07C43/23 ,  C07C45/45 ,  C07C45/46 ,  C07C45/54 ,  C07C45/61 ,  C07C45/67 ,  C07C45/68 ,  C07C45/71 ,  C07C45/73 ,  C07C49/747 ,  C07C49/755 ,  C07C49/83 ,  C07D211/32 ,  C07D213/30 ,  C07D213/50 ,  C07D317/22 ,  C07D317/72 ,  A01N35/00 ,  C07C49/788

    CPC分类号： C07D213/30 ,  C07C41/01 ,  C07C41/22 ,  C07C41/26 ,  C07C45/45 ,  C07C45/46 ,  C07C45/54 ,  C07C45/61 ,  C07C45/67 ,  C07C45/68 ,  C07C45/71 ,  C07C45/73 ,  C07C49/747 ,  C07C49/755 ,  C07C49/83 ,  C07D211/32 ,  C07D213/50 ,  C07D317/22 ,  C07D317/72 ,  C07C2101/14 ,  C07C2103/26

    摘要： Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) -(alk.sub.1).sub.m -X-(alk.sub.2).sub.n - wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.2) is not greater than 9;m and n are each 0 or 1;X is selected from O, S, SO and SO.sub.2 ; andW is selected from hydrogen, methyl, pyridyl, piperidyl, phenyl, monochlorophenyl, monofluorophenyl and ##STR2## wherein W.sub.1 is selected from hydrogen, phenyl, monochlorophenyl and monofluorophenyl; a is an integer from 1 to 5 and b is 0 or an integer from 1 to 4, with the proviso that the sum of a and b is not greater than 5.Compounds I and II are useful as analgesics. Compound III is useful as an intermediate for the preparation of Compounds I and II. Intermediates for the preparation of I, II and III are disclosed. A process for the use of compounds I and II to produce analgesia is also described.

    摘要翻译： 其中R1是氢，苄基，苯甲酰基，1至5个碳原子的烷酰基或-CO-（CH2）p-NR'R“，其中p是0或 1到4的整数; 当单独使用时，R'和R“各自为氢或1至4个碳原子的烷基; 当与它们所连接的氮一起取代时，R'和R“与烷基中具有1至4个碳原子的5-或6-元杂环选自哌啶子基，吡咯烷基，吡咯烷子基，吗啉代和N-烷基哌嗪基 组; R 2选自氢，1至6个碳原子的烷酰基和苯甲酰基; R3选自氢，甲基和乙基; R4选自氢，1至6个碳原子的烷基和苄基; Z选自：（a）具有1至9个碳原子的亚烷基; （b） - （alk1）mX-（alk2）n-其中（alk1）和（alk2）各自为具有1至9个碳原子的亚烷基，条件是（alk1）加（alk2） ）不大于9; m和n分别为0或1; X选自O，S，SO和SO2; W选自氢，甲基，吡啶基，哌啶基，苯基，一氯苯基，一氟苯基和其中W1选自氢，苯基，一氯苯基和单氟苯基; a为1至5的整数，b为0或1至4的整数，条件是a和b之和不大于5.化合物I和II可用作止痛剂。 化合物III可用作制备化合物I和II的中间体。 公开了制备I，II和III的中间体。 还描述了使用化合物I和II产生止痛的方法。

    Intermediates to 1,9-dihydroxyoctahydrophenanthrenes
    8.
    发明授权
    Intermediates to 1,9-dihydroxyoctahydrophenanthrenes 失效
    中间体至1,9-二羟基焦合氢离子

    公开(公告)号：US4310669A

    公开(公告)日：1982-01-12

    申请号：US219319

    申请日：1980-12-22

    申请人： Thomas H. Althuis ,  Charles A. Harbert ,  Michael R. Johnson ,  Lawrence S. Melvin, Jr.

    发明人： Thomas H. Althuis ,  Charles A. Harbert ,  Michael R. Johnson ,  Lawrence S. Melvin, Jr.

    IPC分类号： C07C41/22 ,  C07C41/26 ,  C07C43/225 ,  C07C43/23 ,  C07C45/45 ,  C07C45/54 ,  C07C45/61 ,  C07C45/67 ,  C07C45/68 ,  C07C45/71 ,  C07C45/73 ,  C07C49/747 ,  C07C49/755 ,  C07D211/32 ,  C07D213/30 ,  C07D213/50 ,  C07D317/22 ,  C07D317/72 ,  C07D213/55 ,  C07D211/34

    CPC分类号： C07D213/30 ,  C07C41/01 ,  C07C41/22 ,  C07C41/26 ,  C07C45/45 ,  C07C45/54 ,  C07C45/61 ,  C07C45/67 ,  C07C45/68 ,  C07C45/71 ,  C07C45/73 ,  C07C49/747 ,  C07C49/755 ,  C07D211/32 ,  C07D213/50 ,  C07D317/22 ,  C07D317/72 ,  C07C2101/14

    摘要： Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrrolo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) -(alk.sub.1).sub.m -X-(alk.sub.2).sub.n - wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.2) is not greater than 9;m and n are each 0 or 1;X is selected from O, S, SO and SO.sub.2 ; andW is selected from hydrogen, methyl, pyridyl, piperidyl, phenyl, monochlorophenyl, monofluorophenyl and ##STR2## from hydrogen, phenyl, monochlorophenyl and monofluorophenyl; a is an integer from 1 to 5 and b is 0 or an integer from 1 to 4, with the proviso that the sum of a and b is not greater than 5.Compounds I and II are useful as analgesics. Compound III is useful as an intermediate for the preparation of Compounds I and II. Intermediates for the preparation of I, II and III are disclosed. A process for the use of Compounds I and II to produce analgesia is also described.

    摘要翻译： 其中R 1为氢，苄基，苯甲酰基，1至5个碳原子的烷酰基或-CO-（CH 2）p -NR'R“，其中p为0或1至 4; 当单独使用时，R'和R“各自为氢或1至4个碳原子的烷基; 当与它们所连接的氮一起取代时，R'和R“与烷基中具有1至4个碳原子的5-或6-元杂环选自哌啶子基，吡咯烷基，吡咯烷子基，吗啉代和N-烷基哌嗪基 组; R 2选自氢，1至6个碳原子的烷酰基和苯甲酰基; R3选自氢，甲基和乙基; R4选自氢，1至6个碳原子的烷基和苄基; Z选自：（a）具有1至9个碳原子的亚烷基; （b） - （alk1）mX-（alk2）n-其中（alk1）和（alk2）各自为具有1至9个碳原子的亚烷基，条件是（alk1）加（alk2） ）不大于9; m和n分别为0或1; X选自O，S，SO和SO2; W选自氢，甲基，吡啶基，哌啶基，苯基，一氯苯基，一氟苯基和氢，苯基，一氯苯基和单氟苯基; a为1至5的整数，b为0或1至4的整数，条件是a和b之和不大于5.化合物I和II可用作止痛剂。 化合物III可用作制备化合物I和II的中间体。 公开了制备I，II和III的中间体。 还描述了使用化合物I和II产生镇痛的方法。

    1,9-Dihydroxyoctahydrophenanthrenes and intermediates therefor
    9.
    发明授权
    1,9-Dihydroxyoctahydrophenanthrenes and intermediates therefor 失效
    1,9-二羟基八氢菲和其中间体

    公开(公告)号：US4268692A

    公开(公告)日：1981-05-19

    申请号：US78475

    申请日：1979-09-24

    申请人： Thomas H. Althuis ,  Charles A. Harbert ,  Michael R. Johnson ,  Lawrence S. Melvin, Jr.

    发明人： Thomas H. Althuis ,  Charles A. Harbert ,  Michael R. Johnson ,  Lawrence S. Melvin, Jr.

    IPC分类号： C07C41/22 ,  C07C41/26 ,  C07C43/225 ,  C07C43/23 ,  C07C45/45 ,  C07C45/46 ,  C07C45/54 ,  C07C45/61 ,  C07C45/67 ,  C07C45/68 ,  C07C45/71 ,  C07C45/73 ,  C07C49/747 ,  C07C49/755 ,  C07C49/83 ,  C07D211/32 ,  C07D213/30 ,  C07D213/50 ,  C07D317/22 ,  C07D317/72 ,  C07C49/733 ,  C07C69/78

    CPC分类号： C07D213/30 ,  C07C41/01 ,  C07C41/22 ,  C07C41/26 ,  C07C45/45 ,  C07C45/46 ,  C07C45/54 ,  C07C45/61 ,  C07C45/67 ,  C07C45/68 ,  C07C45/71 ,  C07C45/73 ,  C07C49/747 ,  C07C49/755 ,  C07C49/83 ,  C07D211/32 ,  C07D213/50 ,  C07D317/22 ,  C07D317/72 ,  C07C2101/14 ,  C07C2103/26

    摘要： Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, benzyl, benzoyl, alkanoyl of 1 to 5 carbon atoms or --CO--(CH.sub.2).sub.p --NR'R" wherein p is 0 or an integer from 1 to 4; each of R' and R" when taken individually is hydrogen or alkyl of 1 to 4 carbon atoms; R' and R" when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrollo, pyrrolidino, morpholino and N-alkylpiperazino having from 1 to 4 carbon atoms in the alkyl group;R.sub.2 is selected from hydrogen, alkanoyl of 1 to 6 carbon atoms and benzoyl;R.sub.3 is selected from hydrogen, methyl and ethyl;R.sub.4 is selected from hydrogen, alkyl of 1 to 6 carbon atoms and benzyl;Z is selected from:(a) alkylene having from one to nine carbon atoms;(b) -(alk.sub.1).sub.m -X-(alk.sub.2).sub.n -wherein each of (alk.sub.1) and (alk.sub.2) is alkylene having from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk.sub.1) plus (alk.sub.2) is not greater than 9;m and n are each 0 or 1;X is selected from O, S, SO and SO.sub.2 ; andW is selected from hydrogen, methyl, pyridyl, piperidyl, phenyl, monochlorophenyl, monofluorophenyl and ##STR2## from hydrogen, phenyl, monochlorophenyl and monofluorophenyl; a is an integer from 1 to 5 and b is 0 or an integer from 1 to 4, with the proviso that the sum of a and b is not greater than 5.Compounds I and II are useful as analgesics. Compound III is useful as an intermediate for the preparation of Compounds I and II. Intermediates for the preparation of I, II and III are disclosed. A process for the use of compounds I and II to produce analgesia is also described.

    摘要翻译： 其中R 1为氢，苄基，苯甲酰基，1至5个碳原子的烷酰基或-CO-（CH 2）p -NR'R“，其中p为0或从 1至4; 当单独使用时，R'和R“各自为氢或1至4个碳原子的烷基; 当与它们所连接的氮一起取代时，R'和R“与烷基中具有1至4个碳原子的5-或6-元杂环选自哌啶子基，吡咯烷基，吡咯烷子基，吗啉代和N-烷基哌嗪基 组; R 2选自氢，1至6个碳原子的烷酰基和苯甲酰基; R3选自氢，甲基和乙基; R4选自氢，1至6个碳原子的烷基和苄基; Z选自：（a）具有1至9个碳原子的亚烷基; （b） - （alk1）mX-（alk2）n - 其中（alk1）和（alk2）各自为具有1至9个碳原子的亚烷基，条件是（alk1）加（alk2） ）不大于9; m和n分别为0或1; X选自O，S，SO和SO2; W选自氢，甲基，吡啶基，哌啶基，苯基，一氯苯基，一氟苯基和氢，苯基，一氯苯基和单氟苯基; a为1至5的整数，b为0或1至4的整数，条件是a和b之和不大于5.化合物I和II可用作止痛剂。 化合物III可用作制备化合物I和II的中间体。 公开了制备I，II和III的中间体。 还描述了使用化合物I和II产生止痛的方法。