IE38261B1 - Benzocycloheptathiophene derivatives - Google Patents
Benzocycloheptathiophene derivativesInfo
- Publication number
- IE38261B1 IE38261B1 IE1667/73A IE166773A IE38261B1 IE 38261 B1 IE38261 B1 IE 38261B1 IE 1667/73 A IE1667/73 A IE 1667/73A IE 166773 A IE166773 A IE 166773A IE 38261 B1 IE38261 B1 IE 38261B1
- Authority
- IE
- Ireland
- Prior art keywords
- general formula
- hydrogen atom
- alkyl group
- benzocycloheptathiophen
- resulting
- 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
-
- 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)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1445127 Benzocycloheptathiophenes SANDOZ Ltd 17 Sept 1973 [20 Sept 1972 (2) 27 Sept 1972] 43515/73 Heading C2C Novel benzocycloheptathiophenes of the general formula wherein R 1 is a hydrogen or chlorine atom in the 6- or 7-position, R 2 is a C 1-4 alkyl group, R 3 is a hydrogen atom or C 1-4 alkyl group, R 4 is a hydrogen atom or hydroxyl group and R 5 is a hydrogen atom or, when R 4 is a hydroxyl group, a C 1-4 alkyl group, or R 4 and R 5 together form an oxygen atom, and A is an ethylene or vinylene group, and acid addition salts thereof are prepared (a) when R 4 and R 5 together form an oxygen atom, by acylating a benzocycloheptathiophene of the general formula (b) when R 4 is a hydroxyl group and R 5 is a hydrogen atom, by reducing the product of (a); (c) when R 4 is a hydroxyl group and each of R 3 and R 5 is a C 1-4 alkyl group, by reacting the corresponding compound in which R 4 and R 5 together form an oxygen atom with a compound of the general formula wherein RI 5 is a C 1-4 alkyl group and Z is Li or -MgX (X is Cl, Br or I) and hydrolysing the reaction product; (d) when each of R 4 and R 5 is a hydrogen atom, by reducing the product of (a); and (e) when each of R 4 and R 5 is a hydrogen atom, by dehydrating a 4-hydroxybenzocycloheptathiophene of the general formula followed optionally by salification of the product. 4 - Hydroxybenzocycloheptathiophenes of the fourth general formula above are prepared by chloroalkylating a benzocycloheptathiophen-4- one of the general formula reducing the resulting 2-chloroalkyl-benzocycloheptathiophen-4-one of the general formula reacting the resulting 2-alkyl-benzocycloheptathiophen-4-one of the general formula with a Grignard reagent of the general formula and hydrolysing the resulting complex. Benzocycloheptathiophenes of the second general formula above are prepared by reacting a benzocycloheptathiophen-4-one and a Grignard reagent of the fifth and eighth general formula above, hydrolysing the resulting complex and dehydrating the resulting 4- hydroxybenzocycloheptathiophene. Pharmaceutical compositions having antidepressant, analgesic and anti-cholinergic activity comprise as active ingredient, a benzocycloheptathiophene of the first general formula above or a pharmaceutically acceptable acid addition salt thereof, in association with a pharmaceutical carrier or diluent.
[GB1445127A]
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1373972 | 1972-09-20 | ||
| CH1373872A CH571516A5 (en) | 1972-09-20 | 1972-09-20 | Benzo(4,5) cyclohepta(1,2-b)thiphophenes - neuroleptics, CNS sedatives, analgesics and anticholinergics |
| CH1409572 | 1972-09-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE38261L IE38261L (en) | 1974-03-20 |
| IE38261B1 true IE38261B1 (en) | 1978-02-01 |
Family
ID=27177046
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1667/73A IE38261B1 (en) | 1972-09-20 | 1973-09-18 | Benzocycloheptathiophene derivatives |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS4969677A (en) |
| CA (1) | CA1011739A (en) |
| DD (1) | DD107468A5 (en) |
| DE (1) | DE2346747A1 (en) |
| DK (1) | DK133677B (en) |
| ES (1) | ES418859A1 (en) |
| FR (1) | FR2199994B1 (en) |
| GB (1) | GB1445127A (en) |
| HU (1) | HU166629B (en) |
| IE (1) | IE38261B1 (en) |
| IL (1) | IL43249A (en) |
| NL (1) | NL7312684A (en) |
| PH (1) | PH9639A (en) |
| SE (1) | SE388858B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MX2010008400A (en) | 2008-01-30 | 2010-08-23 | Nippon Zoki Pharmaceutical Co | Piperidine derivative. |
| DK2319840T3 (en) | 2008-08-01 | 2016-01-25 | Nippon Zoki Pharmaceutical Co | Aminopropylidene DERIVATIVE |
| JP5083989B2 (en) * | 2008-11-20 | 2012-11-28 | 日本臓器製薬株式会社 | Medicaments containing piperidine derivatives |
| CA2768948A1 (en) * | 2009-07-28 | 2011-02-03 | Nippon Zoki Pharmaceutical Co., Ltd. | Process for producing thiabenzoazulene-propionic acid derivative |
-
1973
- 1973-09-11 SE SE7312362A patent/SE388858B/en unknown
- 1973-09-12 DK DK501473AA patent/DK133677B/en unknown
- 1973-09-14 NL NL7312684A patent/NL7312684A/xx not_active Application Discontinuation
- 1973-09-17 DE DE19732346747 patent/DE2346747A1/en active Pending
- 1973-09-17 CA CA181,183A patent/CA1011739A/en not_active Expired
- 1973-09-17 GB GB4351573A patent/GB1445127A/en not_active Expired
- 1973-09-17 JP JP48103965A patent/JPS4969677A/ja active Pending
- 1973-09-18 DD DD173667A patent/DD107468A5/xx unknown
- 1973-09-18 IE IE1667/73A patent/IE38261B1/en unknown
- 1973-09-18 ES ES418859A patent/ES418859A1/en not_active Expired
- 1973-09-18 IL IL43249A patent/IL43249A/en unknown
- 1973-09-18 HU HUSA2532A patent/HU166629B/hu unknown
- 1973-09-19 PH PH15037*UA patent/PH9639A/en unknown
- 1973-09-20 FR FR7333761A patent/FR2199994B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| IL43249A (en) | 1978-06-15 |
| ES418859A1 (en) | 1976-06-01 |
| FR2199994A1 (en) | 1974-04-19 |
| GB1445127A (en) | 1976-08-04 |
| DK133677B (en) | 1976-06-28 |
| DK133677C (en) | 1976-11-15 |
| IL43249A0 (en) | 1973-11-28 |
| DE2346747A1 (en) | 1974-04-04 |
| CA1011739A (en) | 1977-06-07 |
| DD107468A5 (en) | 1974-08-05 |
| NL7312684A (en) | 1974-03-22 |
| IE38261L (en) | 1974-03-20 |
| AU6047473A (en) | 1975-03-20 |
| JPS4969677A (en) | 1974-07-05 |
| PH9639A (en) | 1976-01-26 |
| HU166629B (en) | 1975-04-28 |
| FR2199994B1 (en) | 1977-09-09 |
| SE388858B (en) | 1976-10-18 |
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