SE326453B - - Google Patents
Info
- Publication number
- SE326453B SE326453B SE10447/65A SE1044765A SE326453B SE 326453 B SE326453 B SE 326453B SE 10447/65 A SE10447/65 A SE 10447/65A SE 1044765 A SE1044765 A SE 1044765A SE 326453 B SE326453 B SE 326453B
- Authority
- SE
- Sweden
- Prior art keywords
- alkyl
- compounds
- coor5
- hydrogen
- together form
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/78—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
- C07D333/80—Seven-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention comprises compounds of the formula <FORM:1112601/C2/1> and acid addition salts thereof, in which (i) R1 is H or CH3, R2 is H, R3 is C1- 4 alkyl and R14 is C1- 4 alkyl; or (ii) R1 is H or CH3, R2 is H and R3 and R14 with the nitrogen atom form a piperidino, pyrrolidino or 4-(C1- 4 alkyl)-piperazino radical; or (iii) R1 with R3 forms a -(CH2)2- or -(CH2)3 - radical, R2 is H and R14 is H or C1- 4 alkyl; or (iv) R1 and R3 together form a -(CH2)3- or -(CH2)4-radical and R14 is H or C1- 4 alkyl; X and Y are hydrogen atoms or together form a second bond and in the case where X and Y are hydrogen R14 may also be a group -COOR5, in which R5 is a C1- 4 alkyl or C7- 10 aralkyl group; and comprises also processes for preparing these compounds by (a) for the preparation of compounds wherein X and Y are hydrogen, heating the corresponding compound wherein X and Y together form a second bond or X represents OH and Y represents H with hydrogen iodide and red phosphorus, or (b) for the preparation of compounds wherein R14 is H or COOR5, reacting a compound wherein R14 is CH3 with a chloroformic ester Cl.COOR5 and if desired, hydrolysing the resulting compound wherein R14 is COOR5. Compounds of the above formula wherein X and Y together form a second bond are made by reacting 9,10-di-hydro - 4H - benzo - [4,5] - cyclohepta - [1,2-b]-thiopen-4-one with a Grignard compound of the formula Hal-Mg-CH2.CHR1.CHR2.NR3R4 to give an intermediate product of the above formula wherein X is OH and Y is H which is then treated to split off water, e.g. with hydrogen chloride and glacial acetic acid. Pharmaceutical preparations having pharmacodynamic properties comprise the above compounds of the invention and a carrier, preferably in a form adapted to the enteral or parenteral administration of 15-300 mg. per day.
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH1046864A CH444186A (en) | 1964-08-11 | 1964-08-11 | Process for the preparation of new thiophene derivatives |
CH1046764A CH444185A (en) | 1964-08-11 | 1964-08-11 | Process for the preparation of new thiophene derivatives |
CH806265 | 1965-06-09 | ||
CH806365A CH473823A (en) | 1964-08-11 | 1965-06-09 | Process for the preparation of new 4H-Benzo (4,5) cyclohepta (1,2-b) thiophene derivatives |
CH806465A CH473139A (en) | 1965-06-09 | 1965-06-09 | Process for the preparation of new 9,10-dihydro-4H-benzo (4,5) cyclohepta (1,2-b) thiophene derivatives |
CH1519265 | 1965-11-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
SE326453B true SE326453B (en) | 1970-07-27 |
Family
ID=27543810
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE10449/65A SE326454B (en) | 1964-08-11 | 1965-08-10 | |
SE10448/65A SE326197B (en) | 1964-08-11 | 1965-08-10 | |
SE10447/65A SE326453B (en) | 1964-08-11 | 1965-08-10 |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SE10449/65A SE326454B (en) | 1964-08-11 | 1965-08-10 | |
SE10448/65A SE326197B (en) | 1964-08-11 | 1965-08-10 |
Country Status (8)
Country | Link |
---|---|
BE (1) | BE668053A (en) |
CH (1) | CH473823A (en) |
DE (1) | DE1250449B (en) |
FR (1) | FR4866M (en) |
GB (1) | GB1112601A (en) |
NL (1) | NL6510328A (en) |
NO (3) | NO115026B (en) |
SE (3) | SE326454B (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8530245D0 (en) * | 1985-12-09 | 1986-01-22 | Sandoz Ltd | Organic compounds |
-
1965
- 1965-06-09 CH CH806365A patent/CH473823A/en unknown
- 1965-08-02 GB GB32955/65A patent/GB1112601A/en not_active Expired
- 1965-08-06 DE DE1965S0098688 patent/DE1250449B/en active Pending
- 1965-08-09 NO NO16493765A patent/NO115026B/no unknown
- 1965-08-09 NO NO16493865A patent/NO115027B/no unknown
- 1965-08-09 NO NO15927765A patent/NO115025B/no unknown
- 1965-08-09 NL NL6510328A patent/NL6510328A/xx unknown
- 1965-08-09 BE BE668053D patent/BE668053A/xx unknown
- 1965-08-10 SE SE10449/65A patent/SE326454B/xx unknown
- 1965-08-10 SE SE10448/65A patent/SE326197B/xx unknown
- 1965-08-10 SE SE10447/65A patent/SE326453B/xx unknown
- 1965-11-09 FR FR37801A patent/FR4866M/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
NL6510328A (en) | 1966-02-14 |
NO115027B (en) | 1968-07-08 |
NO115026B (en) | 1968-07-08 |
BE668053A (en) | 1966-02-09 |
CH473823A (en) | 1969-06-15 |
GB1112601A (en) | 1968-05-08 |
SE326197B (en) | 1970-07-20 |
NO115025B (en) | 1968-07-08 |
SE326454B (en) | 1970-07-27 |
DE1250449B (en) | 1967-09-21 |
FR4866M (en) | 1967-02-27 |
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