IE39099B1 - Piperazinyl-dibenzo (b-f) thiepins, methods for their preparation and compositions containing them - Google Patents
Piperazinyl-dibenzo (b-f) thiepins, methods for their preparation and compositions containing themInfo
- Publication number
- IE39099B1 IE39099B1 IE644/74A IE64474A IE39099B1 IE 39099 B1 IE39099 B1 IE 39099B1 IE 644/74 A IE644/74 A IE 644/74A IE 64474 A IE64474 A IE 64474A IE 39099 B1 IE39099 B1 IE 39099B1
- Authority
- IE
- Ireland
- Prior art keywords
- compound
- compounds
- reacting
- vii
- piperazinyl
- 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
- C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D337/00—Heterocyclic compounds containing rings of more than six members having one sulfur atom as the only ring hetero atom
- C07D337/02—Seven-membered rings
- C07D337/06—Seven-membered rings condensed with carbocyclic rings or ring systems
- C07D337/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D337/14—[b,f]-condensed
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Abstract
1464977 Piperazinyl-dibenz[b,t]thiepin derivatives F HOFFMANN-LA ROCHE & CO AG 29 March 1974 [30. March 1973 14 Jan 1974] 14018/74 Heading C2C Novel compounds I in which one of each pair R 1 and R 2 or R 3 and R 4 represents H and the other Cl, Br, Me,. MeS, Me 2 NSO 2 or CF 2 , n is 2 or 3, m is 0 or 1, X is O, S, optionally C 1-7 alkylated-imino, or CH 2 , R 5 and R 6 are hydrogen or together with the C- atoms to which they are attached form a phenyl ring and the dotted line represents an optional bond are prepared by (1) reacting a compound II in which Y is a leaving atom or group with a compound III to form a 10,11-dihydro derivative (2) reacting a compound VII with a compound III and if desired hydrogenating the compound formed (3) reacting a compound V with a compound VI to form a 10,11-dihydro compound. Compounds VII (R 1 or R 2 =Me, MeO, Cl, CF 3 and R 3 or R 4 = F, Cl, MeO) are prepared by reacting an R 1 or R 2 substituted 2-iodobenzoic acid with an R 3 or R 4 substituted thiophenol in the presence of copper converting the carboxyl group to carboxylmethyl by the standard homologation procedure and cyclizing the acid under acidic conditions. Compounds VII are reduced to the alcohol which is chlorinated to form compounds V (Y = Cl). Compounds I are CNS depressants and have neuroleptic properties and form with a carrier a pharmaceutical composition which may be administered orally or parenterally.
[GB1464977A]
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH460573A CH593970A5 (en) | 1973-03-30 | 1973-03-30 | 10-(4-Substd. piperazino) dibenzo (b,f) thiepins - CNS depressants without cataleptic side-effects |
CH44874 | 1974-01-14 |
Publications (2)
Publication Number | Publication Date |
---|---|
IE39099L IE39099L (en) | 1974-09-30 |
IE39099B1 true IE39099B1 (en) | 1978-08-02 |
Family
ID=25684603
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IE644/74A IE39099B1 (en) | 1973-03-30 | 1974-03-25 | Piperazinyl-dibenzo (b-f) thiepins, methods for their preparation and compositions containing them |
Country Status (16)
Country | Link |
---|---|
JP (1) | JPS49135982A (en) |
AR (1) | AR218600A1 (en) |
AT (1) | AT344177B (en) |
CA (1) | CA1024516A (en) |
DD (1) | DD113545A5 (en) |
DE (1) | DE2412522A1 (en) |
ES (2) | ES424751A1 (en) |
FR (1) | FR2223027B1 (en) |
GB (1) | GB1464977A (en) |
HU (1) | HU168402B (en) |
IE (1) | IE39099B1 (en) |
IL (1) | IL44427A (en) |
LU (1) | LU69734A1 (en) |
NL (1) | NL7404312A (en) |
PH (1) | PH12737A (en) |
PL (1) | PL96534B1 (en) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH613205A5 (en) * | 1975-06-06 | 1979-09-14 | Hoffmann La Roche | |
CS249455B1 (en) * | 1985-01-24 | 1987-03-12 | Miroslav Protiva | N-substituted 2-chloro-7-fluoro-10-piperazino-10,11-dihydrodibenzo(b,f)thiepines and their salts and method of their preparation |
US4792604A (en) * | 1987-03-20 | 1988-12-20 | Gaf Corporation | Manufacture of haloalkyl lactams |
EP0912534B1 (en) * | 1996-07-01 | 2002-09-25 | Schering Corporation | Muscarinic antagonists |
US5935958A (en) * | 1996-07-01 | 1999-08-10 | Schering Corporation | Muscarinic antagonists |
SE0301010D0 (en) | 2003-04-07 | 2003-04-07 | Astrazeneca Ab | Novel compounds |
SA04250253B1 (en) | 2003-08-21 | 2009-11-10 | استرازينيكا ايه بي | Substiuted phenoxacetic as pharmaceutced compunds for treating respiratory diseases such as asthma and copd |
GB0415320D0 (en) | 2004-07-08 | 2004-08-11 | Astrazeneca Ab | Novel compounds |
GB0418830D0 (en) | 2004-08-24 | 2004-09-22 | Astrazeneca Ab | Novel compounds |
ATE517085T1 (en) | 2004-11-23 | 2011-08-15 | Astrazeneca Ab | PHENOXYACETIC ACID DERIVATIVES SUITABLE FOR THE TREATMENT OF RESPIRATORY DISEASES |
EP1937632A1 (en) | 2005-10-06 | 2008-07-02 | Astra Zeneca AB | Novel compounds |
TW200745003A (en) | 2005-10-06 | 2007-12-16 | Astrazeneca Ab | Novel compounds |
UA100983C2 (en) | 2007-07-05 | 2013-02-25 | Астразенека Аб | Biphenyloxypropanoic acid as crth2 modulator and intermediates |
-
1974
- 1974-03-08 DD DD177070A patent/DD113545A5/xx unknown
- 1974-03-15 DE DE2412522A patent/DE2412522A1/en not_active Withdrawn
- 1974-03-15 IL IL44427A patent/IL44427A/en unknown
- 1974-03-25 IE IE644/74A patent/IE39099B1/en unknown
- 1974-03-27 FR FR7410498A patent/FR2223027B1/fr not_active Expired
- 1974-03-28 JP JP49034054A patent/JPS49135982A/ja active Pending
- 1974-03-28 LU LU69734*A patent/LU69734A1/xx unknown
- 1974-03-28 PH PH15666A patent/PH12737A/en unknown
- 1974-03-29 PL PL1974182109A patent/PL96534B1/en unknown
- 1974-03-29 ES ES424751A patent/ES424751A1/en not_active Expired
- 1974-03-29 GB GB1401874A patent/GB1464977A/en not_active Expired
- 1974-03-29 AT AT260074A patent/AT344177B/en not_active IP Right Cessation
- 1974-03-29 HU HUHO1661A patent/HU168402B/hu unknown
- 1974-03-29 CA CA196,354A patent/CA1024516A/en not_active Expired
- 1974-03-29 NL NL7404312A patent/NL7404312A/xx unknown
- 1974-11-05 AR AR256397A patent/AR218600A1/en active
-
1976
- 1976-04-17 ES ES447120A patent/ES447120A1/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE2412522A1 (en) | 1974-10-10 |
AT344177B (en) | 1978-07-10 |
IL44427A (en) | 1978-06-15 |
HU168402B (en) | 1976-04-28 |
ES424751A1 (en) | 1977-01-01 |
FR2223027A1 (en) | 1974-10-25 |
PL96534B1 (en) | 1977-12-31 |
JPS49135982A (en) | 1974-12-27 |
NL7404312A (en) | 1974-10-02 |
AR218600A1 (en) | 1980-06-30 |
IE39099L (en) | 1974-09-30 |
IL44427A0 (en) | 1974-06-30 |
DD113545A5 (en) | 1975-06-12 |
ES447120A1 (en) | 1977-09-16 |
LU69734A1 (en) | 1976-02-04 |
PH12737A (en) | 1979-08-09 |
CA1024516A (en) | 1978-01-17 |
AU6582774A (en) | 1975-08-21 |
ATA260074A (en) | 1977-11-15 |
FR2223027B1 (en) | 1977-05-06 |
GB1464977A (en) | 1977-02-16 |
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