公开(公告)号：US3856910A

公开(公告)日：1974-12-24

申请号：US40914473

申请日：1973-10-24

Applicant: ROUSSEL UCLAF

Inventor： NEDELEC L ,  GUILLAUME J ,  ALLAIS A

IPC: C07D495/04 ,  C07D495/20 ,  A61K27/00

CPC classification number: C07D495/04

Abstract: Novel 4-(alkylaminoalkyl)-(4H)-thieno-(3,2-b)(f)-benzazepines of the formula
WHEREIN R1 and R2 are selected from the group consisting of hydrogen, halogen, -CF3, lower alkoxy optionally substituted, lower alkylthio, lower alkyl, optionally substituted sulfonamido, diloweralkylamino and acylamino wherein the acyl is derived from an organic carboxylic acid of one to 18 carbon atoms, R is selected from the group consisting of hydrogen and lower alkyl, A is alkylene of two to five carbon atoms, optionally substituted by lower alkyl, B is selected from the group consisting of hydrogen, lower alkyl and arloweralkyl, C is selected from the group consisting of lower alkyl and arloweralkyl and B and C taken together are alkylene of two to six carbon atoms optionally interrupted with one or two heteroatoms, Y is selected from the group consisting of hydrogen, hydroxy, lower alkoxy and lower alkanoyloxy, X is hydrogen and taken together with Y forms a carbon-carbon double bond, Z'' is selected from the group consisting of hydrogen and lower alkyl and Z is selected from the group consisting of hydrogen, lower alkyl and lower alkoxy and taken with Y forms a member of the group consisting of 0, lower alkylenedioxy, loweralkylenedithio and thioloweralkyleneoxy and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressant activity with a large therapeutic index and their preparation and novel intermediates.

Abstract translation: 式WHEREIN R1和R2的新型4-（烷基氨基烷基） - [4H] - 噻吩并 - [3,2-b] [f] - 苯并氮杂选自氢，卤素，-CF 3，任选取代的低级烷氧基 ，低级烷硫基，低级烷基，任选取代的磺酰氨基，二低级烷基氨基和酰基氨基，其中酰基衍生自1至18个碳原子的有机羧酸，R选自氢和低级烷基，A是两个至 五个碳原子，任选被低级烷基取代，B选自氢，低级烷基和芳基烷基，C选自低级烷基和低级烷基，B和C一起为二至六碳的亚烷基 任选地被一个或两个杂原子中断的原子，Y选自氢，羟基，低级烷氧基和低级烷酰氧基，X是氢并与Y一起形成碳 - 碳双键，Z'选自 由氢和低级烷基组成的组，Z选自氢，低级烷基和低级烷氧基，Y取代为= 0，低级亚烷基二氧基，低级亚烷基二硫和硫代低级亚烷基氧基团的成员， 具有大的治疗指数的抗抑郁活性的有毒的药学上可接受的酸加成盐及其制备方法和新的中间体。

公开(公告)号：US3767676A

公开(公告)日：1973-10-23

申请号：US3767676D

申请日：1972-02-28

Applicant: ROUSSEL UCLAF

Inventor： NEDELEC L ,  GUILLAUME J ,  ALLAIS A

IPC: C07D223/16 ,  C07C205/56 ,  C07D333/28 ,  C07D333/50 ,  C07D333/80 ,  C07D495/00 ,  C07D495/04 ,  C07D495/20 ,  A61K27/00 ,  C07D63/18

CPC classification number: C07D495/04 ,  C07C205/56 ,  C07D333/28

Abstract: NOVEL 9,10-DIHYDRO-(4H)-THIENO-(3,2-B) (F)-BENZAZEPINES OF THE FORMULA

10-A,10-A'',R,R1,R2-9,10-DIHYDRO-4H-THIENO(3,2-B)(F)-

BENZAZEPINE

WHEREIN A AND A'' ARE INDIVIDUALLY SELECTED FROM THE GROUP CONSISTING OF LOWER ALKOXY AND LOWR ALKYLTHIO AND TAKEN TOGETHER ARE SELECTED FROM THE GROUP CONSISTING OF LOWER ALKYLENEDIOXY, LOWWE ALKYLENEDITHIO AND THIOLOWERALKYLENEOXY, R IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND LOWER ALKYL AND R1 AND R2 ARE INDIVIDUALLY SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, HALOGEN, -CF3, OPTIONALLY SUBSTITUTED LOWER ALKOXY, LOWER ALKYLTHIO, OPTIONALLY SUBSTITUTED SULFONAMIDO, DILOWERALKYL AMINO, AND ACYLAMINO WHERE THE ACYL IS DERIVED FROM AN ORGANIC CARBOXYLIC ACID OF 1 TO 18 CARBON ATOMS WHICH ARE INTERMEDIATES FOR 4-(ALKYLAMINOALKYL)-(4H)-THIENO(3,2-B) (F)-BENZAZEPINES HAVING ANTIDEPRESSANT ACTIVITY AND THE PROCESS FOR THE THEIR PREPARATION AND NOVEL INTERMEDIATES.

公开(公告)号：US3787445A

公开(公告)日：1974-01-22

申请号：US3787445D

申请日：1972-02-28

Applicant: ROUSSEL UCLAF

Inventor： NEDELEC L ,  GUILLAUME J ,  ALLAIS A

IPC: C07D223/16 ,  A61K31/55 ,  C07D333/50 ,  C07D495/04 ,  C07D495/20 ,  A61K27/00 ,  C07D63/18

CPC classification number: C07D495/04

Abstract: NOVEL 4-(ALKYAMINOALKYL)-(4H)-THIENO-(3,2-B)(F)BENZAZEPINES OF THE FORMULA

4-(B-N(-C)-A-),9-X,9-Z'',10-Y,10-Z,R,R1,R2-9,10-DIHYDRO-

4H-THIENO(3,2-B)-4-BENZAZEPINE

WHEREIN R1 AND R2 ARE SELECTED FROM THE GROUP CONSISTING OF HYDROGE, HALOGEN, -CF3, LOWER ALOXY OPTIONALLY SUBSTITUTED, LOWER ALKYLTHIO, LOWER ALKYL, OPTIONALLY SUBSTITUTED SULFONAMIDE, DILOWERALKYLAMINO AND ACYLAMINO WHEREIN THE ACYL IS DERIVED FROM AN ORGANIC CARBOXYLIC ACID OF 1 TO 18 CARBON ATOMS, R IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND LOWER ALKYL, A IS ALKYLENE OF 2 TO 5 CARBON ATOMS, OPTIONALLY SUBSTITUTED BY LOWER ALKYL, B IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, LOWER ALKYL AND ARLOWERALKYL, C IS SELECTED FROM THE GROUP CONSISTING OF LOWER ALKYL AND ARLOWERALKYL AND B AND C TAKEN TOGETHER ARE ALKYLENE OR 2 TO 6 CARBON TOMS OPTIONALLY INTERRUPTED WITH 1 OR 2 HETEROATOMS, Y IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, HYDROXY, LOWER ALKOXY AND LOWER ALKANOYLOXY, X IS HYDROGEN AND TAKEN TOGETHER WITH Y FORMS A CARBON-CARBON DOUBLE BOND, Z'' IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN AND LOWER ALKYL AND Z IS SELECTED FROM THE GROUP CONSISTING OF HYDROGN, LOWER ALKYL AND LOWER ALKOXY AND TAKEN WITH Y FORMS A MEMBER OF THE GROUP CONSISTING OF =O, LOWER ALKYLENEDIOXY, LOWER ALKYLENEDITHIO AND THIOLOWERALKYLENEOXY AND THEIR NON-TOXIC, PHARMACEUTICALY ACCEPTABLE ACID ADDITION SALTS HAVING ANTIDEPRESSANT ACTIVITY WITH A LARGE THERAPEUTIC INDEX AND THEIR PREPARATION AND NOVEL INTERMEDIATES.