公开(公告)号：US4020163A

公开(公告)日：1977-04-26

申请号：US594713

申请日：1975-07-10

申请人： Louis Selig Harris ,  Harry George Pars ,  Raj Kumar Razdan ,  John Clark Sheehan ,  Barbara Zitko Terris

发明人： Louis Selig Harris ,  Harry George Pars ,  Raj Kumar Razdan ,  John Clark Sheehan ,  Barbara Zitko Terris

IPC分类号： A61K31/44 ,  A61K31/445 ,  A61K31/535 ,  A61K31/54

CPC分类号： A61K31/44

摘要： Heterocyclic esters of 1,4-ethano-1,2,3,4-tetrahydro-5H-[1]benzopyrano[3,4-b]pyridines and 1,4-ethano-1,2,3,4,13,14-hexahydro-5H-[1]benzopyrano[3,4-b]pyridines. The esters have the formulas ##STR1## wherein R.sub.2 is lower alkyl, R.sub.3 is an alkyl having one to twenty carbon atoms, a cycloalkyl-lower alkyl or a phenyl-lower alkyl, Y is a straight or branched chain alkylene having one to eight carbon atoms, and R.sub.4 is a group of the formula ##STR2## wherein a is an integer from 1 to 4, b is an integer from 1 to 4 and X is CH.sub.2, O, S or N--R.sub.5 with R.sub.5 being hydrogen or lower alkyl, and R.sub.6 is hydrogen or a lower alkyl group bonded to a carbon in the ring.The compounds have pharmacological activity, including analgesic, anti-convulsive and tranquilizing activity in animals. The compounds can be administered in pharmaceutical composition form.

摘要翻译： 1,4-亚磺酰-1,2,3,4-四氢-5H- [1]苯并吡喃并[3,4-b]吡啶和1,4-亚磺酰基-1,2,3,4,13， 14-六氢-5H- [1]苯并吡喃并[3,4-b]吡啶。 酯具有下式：其中R 2是低级烷基，R 3是具有1-20个碳原子的烷基，环烷基 - 低级烷基或苯基 - 低级烷基，Y是直链 或具有1-8个碳原子的支链亚烷基，R4是下式的基团：其中a是1至4的整数，b是1至4的整数，X是CH 2，O，S或N -R5，其中R5是氢或低级烷基，R6是氢或与环中的碳键合的低级烷基。

公开(公告)号：US3991194A

公开(公告)日：1976-11-09

申请号：US311953

申请日：1972-12-04

申请人： Louis Selig Harris ,  Harry George Pars ,  John Clark Sheehan ,  Raj Kumar Razdan

发明人： Louis Selig Harris ,  Harry George Pars ,  John Clark Sheehan ,  Raj Kumar Razdan

IPC分类号： C07D295/15 ,  C07D491/04 ,  C07D491/052

CPC分类号： C07D295/15 ,  C07D491/04

摘要： Novel heterocyclic esters of benzopyranopyridines represented by the formula ##SPC1##Wherein R.sub.1 is hydrogen, lower alkyl, lower alkanoyl, cycloalkyl-lower alkyl, cycloalkyl-lower alkanoyl, lower alkenyl, lower alkynyl, halo-loweralkenyl, phenyl-lower alkyl, phenyl-lower alkenyl or phenyl-lower alkynyl; R.sub.2 is lower alkyl; R.sub.3 is an alkyl having one to twenty carbon atoms or a cycloalkyl-lower alkyl, Y is a straight or branched chain alkylene having one to eight carbon atoms, and R.sub.4 is a group of the formula ##EQU1## a is an integer from 1 to 4, b is an integer from 1 to 4 and X is CH.sub.2, O, S or N--R.sub.5 with R.sub.5 being hydrogen or lower alkyl, with the limitation that when X is O, S or N--R.sub.5, a and b each must be 2 and R.sub.6 is hydrogen or a lower alkyl group bonded to a carbon in the ring; and the acid addition salts thereof.

摘要翻译： 由式WHEREIN R 1表示的苯并吡喃并吡啶的新型杂环酯是低级烷基，低级烷酰基，环烷基 - 低级烷基，环烷基 - 低级烷酰基，低级烯基，低级炔基，卤代低级烯基，苯基 - 低级烷基，苯基 - 低级烯基或 苯基 - 低级炔基; R2是低级烷基; R3是具有1-20个碳原子的烷基或环烷基 - 低级烷基，Y是具有1-8个碳原子的直链或支链亚烷基，并且R 4是式（CH 2）a -N ANGLE ANGLE X的基团。 （CH 2）b R 6 a是1至4的整数，b是1至4的整数，X是CH 2，O，S或N-R 5，其中R 5是氢或低级烷基，限制在X是 O，S或N-R5，a和b各自为2，R6为氢或与环中的碳键合的低级烷基; 及其酸加成盐。

公开(公告)号：US4042694A

公开(公告)日：1977-08-16

申请号：US664907

申请日：1976-03-08

申请人： Louis Selig Harris ,  Harry George Pars ,  John Clark Sheehan ,  Raj Kumar Razdan

发明人： Louis Selig Harris ,  Harry George Pars ,  John Clark Sheehan ,  Raj Kumar Razdan

IPC分类号： C07D211/14 ,  C07D491/052 ,  C07D491/04

CPC分类号： C07D211/14

摘要： Novel heterocyclic esters of benzopyranopyridines represented by the formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, lower alkanoyl, cycloalkyl-lower alkyl, cycloalkyl-lower alkanoyl, lower alkenyl, lower alkynyl, halo-loweralkenyl, phenyl-lower alkyl, phenyl-lower alkenyl or phenyl-lower alkynyl; R.sub.2 is lower alkyl; R.sub.3 is an alkyl having one to twenty carbon atoms or a cycloalkyl-lower alkyl, Y is a straight or branched chain alkylene having one to eight carbon atoms, and R.sub.4 is a group of the formula ##STR2## a is an integer from 1 to 4, b is an integer from 1 to 4 and X is CH.sub.2, O, S or N--R.sub.5 with R.sub.5 being hydrogen or lower alkyl, with the limitation that when X is O, S or N--R.sub.5, a and b each must be 2 and R.sub.6 is hydrogen or a lower alkyl group bonded to a carbon in the ring; and the acid addition salts thereof.

摘要翻译： 其中R 1为氢，低级烷基，低级烷酰基，环烷基 - 低级烷基，环烷基 - 低级烷酰基，低级烯基，低级炔基，卤代低级烯基，苯基 - 低级烷基，苯基 - 低级烷基， 低级烯基或苯基 - 低级炔基; R2是低级烷基; R3是具有1-20个碳原子的烷基或环烷基 - 低级烷基，Y是具有1-8个碳原子的直链或支链亚烷基，R4是下式的基团：a是从1到 4，b为1〜4的整数，X为CH 2，O，S或N-R 5，其中R 5为氢或低级烷基，限制在X为O，S或N-R 5时，a和b各自为 是2，R6是氢或与环中的碳键合的低级烷基; 及其酸加成盐。

公开(公告)号：US3972880A

公开(公告)日：1976-08-03

申请号：US558640

申请日：1975-03-17

申请人： Louis Selig Harris ,  Harry George Pars ,  Raj Kumar Razdan ,  John Clark Sheehan

发明人： Louis Selig Harris ,  Harry George Pars ,  Raj Kumar Razdan ,  John Clark Sheehan

IPC分类号： C07D495/04

CPC分类号： C07D495/04

摘要： Novel thienobenzopyran and thiopyranobenzopyran esters represented by the formula ##SPC1##Wherein n is 0 to 3 and m is 0 to 3 and m + n = 2 or 3, R.sub.1 is lower alkyl, R.sub.2 is alkyl or cycloalkyl-lower alkyl, R.sub.4 is hydrogen or lower alkyl, R.sub.5 is hydrogen or lower alkyl, and R.sub.3 is ##EQU1## wherein Y is a straight or branched chain C.sub.1 to C.sub.8 alkylene, R.sub.6 is hydrogen or a lower alkyl, a is an integer from 1 to 4, b is an integer from 1 to 4, X is CH.sub.2, O, S or NR.sub.7 wherein R.sub.7 is hydrogen or lower alkyl, with the limitation that when X is O, S or NR.sub.7, a and b each must be 2; and the acid addition salts thereof.

摘要翻译： 新型的噻吩并苯并吡喃和噻喃并吡喃并吡喃酮，由下式表示：其中N为0至3且M为0至3，M + N = 2或3，R1为低级烷基，R2为烷基或环烷基 - 低级烷基，R4为氢或低级烷基 R 5是氢或低级烷基，R 3是O（CH 2）a并环-CYN角度X（CH 2）b R 6其中Y是直链或支链C1至C8亚烷基，R6是氢或低级烷基， 是1至4的整数，b是1至4的整数，X是CH 2，O，S或NR 7，其中R 7是氢或低级烷基，但是当X是O，S或NR 7时，a和b 每个必须是2; 及其酸加成盐。

公开(公告)号：US3960871A

公开(公告)日：1976-06-01

申请号：US448401

申请日：1974-03-05

申请人： Louis Selig Harris ,  Harry George Pars ,  Raj Kumar Razdan ,  John Clark Sheehan

发明人： Louis Selig Harris ,  Harry George Pars ,  Raj Kumar Razdan ,  John Clark Sheehan

IPC分类号： C07D333/38 ,  C07D495/04 ,  C07D333/50 ,  C07D335/04 ,  C07D495/08

CPC分类号： C07D495/04 ,  C07D333/38

摘要： Novel thienobenzopyran and thiopyranobenzopyran esters represented by the formula ##SPC1##Wherein n is 0 to 3 and m is 0 to 3 and m + n = 2 or 3, R.sub.1 is lower alkyl, R.sub.2 is alkyl or cycloalkyl-lower alkyl, R.sub.4 is hydrogen or lower alkyl, R.sub.5 is hydrogen or lower alkyl, and R.sub.3 is ##EQU1## wherein Y is a straight or branched chain C.sub.1 to C.sub.8 alkylene, R.sub.6 is hydrogen or a lower alkyl, a is an integer from 1 to 4, b is an integer from 1 to 4, X is CH.sub.2, O, S or NR.sub.7 wherein R.sub.7 is hydrogen or lower alkyl, with the limitation that when X is O, S or NR.sub.7, a and b each must be 2; and the acid addition salts thereof.

摘要翻译： 新型的噻吩并苯并吡喃和噻喃并吡喃并吡喃酮，由下式表示：其中N为0至3且M为0至3，M + N = 2或3，R1为低级烷基，R2为烷基或环烷基 - 低级烷基，R4为氢或低级烷基 ，R 5为氢或低级烷基，R 3为O（CH 2）a平行-CYN角度X（CH 2）b | R 6，其中Y为直链或支链C1至C8亚烷基，R6为氢或低级烷基， 是1至4的整数，b是1至4的整数，X是CH 2，O，S或NR 7，其中R 7是氢或低级烷基，但是当X是O，S或NR 7时，a和b 每个必须是2; 及其酸加成盐。

公开(公告)号：US3941782A

公开(公告)日：1976-03-02

申请号：US361897

申请日：1973-05-21

申请人： Louis Selig Harris ,  Harry George Pars ,  Raj Kumar Razdan ,  John Clark Sheehan

发明人： Louis Selig Harris ,  Harry George Pars ,  Raj Kumar Razdan ,  John Clark Sheehan

IPC分类号： C07D295/15 ,  C07D311/80 ,  C07D311/94 ,  C07D311/78

CPC分类号： C07D295/15 ,  C07D311/80 ,  C07D311/94

摘要： This invention relates to novel esters of benzopyrans represented by the formulae ##SPC1##Wherein R and R' are hydrogen or C.sub.1 -C.sub.6 alkyl and when alkyl are on the same or different carbons; R.sub.1 is C.sub.1 -C.sub.6 alkyl; R.sub.2 is C.sub.1 -C.sub.20 alkyl, lowercycloalkyloweralkyl or lowercycloalkyl; n is an integer from 3 to 7, and particularly 3 to 5; Y is a straight or branched chain C.sub.1 -C.sub.8 alkylene; and R.sub.3 is ##EQU1## WHEREIN A IS AN INTEGER FROM 1 TO 4, B IS AN INTEGER FROM 1 TO 4, X is O,S, CH.sub.2 or NR.sub.4 and R.sub.4 is hydrogen C.sub.1 -C.sub.6 alkyl, and R.sub.5 is hydrogen or C.sub.1 -C.sub.6 alkyl; and the acid addition salts thereof. The compounds exhibit analgesic and central nervous system activity.

摘要翻译： 本发明涉及由式WHEREIN R和R'表示的苯并吡喃的新型酯是氢或C 1 -C 6烷基，当烷基在相同或不同的碳上时; R1是C1-C6烷基; R2是C1-C20烷基，低级环烷基低级烷基或低级环烷基; n为3〜7的整数，特别是3〜5的整数。 Y是直链或支链C1-C8亚烷基; 并且R 3是（CH 2）a R 5 | -N角度X（CH 2）b，其中A是从1到4的整数，B是从1到4的整数，X是O，S，CH 2或NR 4，并且R 4是氢C1 -C6烷基，R5为氢或C1-C6烷基; 及其酸加成盐。 该化合物显示镇痛和中枢神经系统活性。

公开(公告)号：US4066667A

公开(公告)日：1978-01-03

申请号：US593352

申请日：1975-07-07

申请人： Cheuk Man Lee ,  Raymond John Michaels ,  Louis Selig Harris

发明人： Cheuk Man Lee ,  Raymond John Michaels ,  Louis Selig Harris

IPC分类号： A61K31/35 ,  A61K31/352 ,  A61P25/04 ,  A61P25/20 ,  C07D311/16 ,  C07D311/80 ,  C07D311/78 ,  A61K31/335

CPC分类号： C07D311/80 ,  C07D311/16

摘要： Compounds of the formula ##STR1## wherein R.sub.1 is methyl or R.sub.1 R.sub.1 is oxygen; R.sub.2 is alkyl or halogen substituted phenyl alkyl; and R.sub.3 is hydrogen, loweralkyl, loweralkenyl or loweralkynyl.The compounds of this invention are useful as analgesics and tranquilizers.

摘要翻译： 其中R 1是甲基或R 1 R 1是氧的式IMAMA的化合物; R2是烷基或卤素取代的苯基烷基; 并且R 3是氢，低级烷基，低级烯基或低级炔基。