GB1464977A - 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
- GB1464977A GB1464977A GB1401874A GB1401874A GB1464977A GB 1464977 A GB1464977 A GB 1464977A GB 1401874 A GB1401874 A GB 1401874A GB 1401874 A GB1401874 A GB 1401874A GB 1464977 A GB1464977 A GB 1464977A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- compounds
- reacting
- vii
- piperazinyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
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.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2654176A GB1464979A (en) | 1973-03-30 | 1974-03-29 | 1-10,11-dihydro-dibenzo b,f-thiepin-10-yl- piperazine derivatives |
GB2654076A GB1464978A (en) | 1973-03-30 | 1974-03-29 | 10,11-dihydro dibenzo b,f thiepin derivatives |
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 (1)
Publication Number | Publication Date |
---|---|
GB1464977A true GB1464977A (en) | 1977-02-16 |
Family
ID=25684603
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1401874A Expired GB1464977A (en) | 1973-03-30 | 1974-03-29 | 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) |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006005909A1 (en) * | 2004-07-08 | 2006-01-19 | Astrazeneca Ab | Substituted acids for the treatment of respiratory diseases |
US7737135B2 (en) | 2004-08-24 | 2010-06-15 | Astrazeneca Ab | Biphenyloxyacetic acid derivatives for the treatment of respiratory disease |
US8003703B2 (en) | 2003-08-21 | 2011-08-23 | Astrazeneca Ab | Phenoxiacetic acid derivatives |
US8008350B2 (en) | 2005-10-06 | 2011-08-30 | Astrazeneca Ab | Biphenyloxyacetic acid derivatives for the treatment of respiratory disease |
US8148572B2 (en) | 2005-10-06 | 2012-04-03 | Astrazeneca Ab | Compounds |
US8158820B2 (en) | 2003-04-07 | 2012-04-17 | Astrazeneca Ab | Compounds |
US8507544B2 (en) | 2007-07-05 | 2013-08-13 | Astrazeneca Ab | Bi-aryl amide compounds as CRTh2 receptor modulators |
US8524715B2 (en) | 2004-11-23 | 2013-09-03 | Astrazeneca Ab | Phenoxyacetic acid derivatives useful for treating respiratory diseases |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH611898A5 (en) * | 1975-06-06 | 1979-06-29 | 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 |
US5935958A (en) * | 1996-07-01 | 1999-08-10 | Schering Corporation | Muscarinic antagonists |
NZ333322A (en) * | 1996-07-01 | 2000-06-23 | Schering Corp | Di-N-substituted piperazines and 1,4-di-substituted piperidines as muscarinic antagonists |
-
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 PH PH15666A patent/PH12737A/en unknown
- 1974-03-28 JP JP49034054A patent/JPS49135982A/ja active Pending
- 1974-03-28 LU LU69734*A patent/LU69734A1/xx unknown
- 1974-03-29 PL PL1974182109A patent/PL96534B1/en unknown
- 1974-03-29 ES ES424751A patent/ES424751A1/en not_active Expired
- 1974-03-29 AT AT260074A patent/AT344177B/en not_active IP Right Cessation
- 1974-03-29 CA CA196,354A patent/CA1024516A/en not_active Expired
- 1974-03-29 NL NL7404312A patent/NL7404312A/xx unknown
- 1974-03-29 HU HUHO1661A patent/HU168402B/hu unknown
- 1974-03-29 GB GB1401874A patent/GB1464977A/en not_active Expired
- 1974-11-05 AR AR256397A patent/AR218600A1/en active
-
1976
- 1976-04-17 ES ES447120A patent/ES447120A1/en not_active Expired
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8158820B2 (en) | 2003-04-07 | 2012-04-17 | Astrazeneca Ab | Compounds |
US8394986B2 (en) | 2003-08-21 | 2013-03-12 | Astrazeneca Ab | Phenoxiacetic acid derivatives |
US8003703B2 (en) | 2003-08-21 | 2011-08-23 | Astrazeneca Ab | Phenoxiacetic acid derivatives |
US8022248B2 (en) | 2004-07-08 | 2011-09-20 | Astrazeneca Ab | Substituted acids for the treatment of respiratory diseases |
WO2006005909A1 (en) * | 2004-07-08 | 2006-01-19 | Astrazeneca Ab | Substituted acids for the treatment of respiratory diseases |
US7737135B2 (en) | 2004-08-24 | 2010-06-15 | Astrazeneca Ab | Biphenyloxyacetic acid derivatives for the treatment of respiratory disease |
US8163727B2 (en) | 2004-08-24 | 2012-04-24 | Astrazeneca Ab | Biphenyloxyacetic acid derivatives for the treatment of respiratory disease |
US8722741B2 (en) | 2004-08-24 | 2014-05-13 | Astrazeneca Ab | Biphenyloxyacetic acid derivatives for the treatment of respiratory disease |
US8524715B2 (en) | 2004-11-23 | 2013-09-03 | Astrazeneca Ab | Phenoxyacetic acid derivatives useful for treating respiratory diseases |
US8008350B2 (en) | 2005-10-06 | 2011-08-30 | Astrazeneca Ab | Biphenyloxyacetic acid derivatives for the treatment of respiratory disease |
US8148572B2 (en) | 2005-10-06 | 2012-04-03 | Astrazeneca Ab | Compounds |
US8349897B2 (en) | 2005-10-06 | 2013-01-08 | Astrazeneca Ab | Biphenyloxyacetic acid derivatives for the treatment of respiratory disease |
US8415394B2 (en) | 2005-10-06 | 2013-04-09 | Astrazeneca Ab | Biphenyloxyacetic acid derivatives for the treatment of respiratory disease |
US8507544B2 (en) | 2007-07-05 | 2013-08-13 | Astrazeneca Ab | Bi-aryl amide compounds as CRTh2 receptor modulators |
Also Published As
Publication number | Publication date |
---|---|
JPS49135982A (en) | 1974-12-27 |
FR2223027A1 (en) | 1974-10-25 |
DD113545A5 (en) | 1975-06-12 |
IE39099B1 (en) | 1978-08-02 |
AR218600A1 (en) | 1980-06-30 |
DE2412522A1 (en) | 1974-10-10 |
ATA260074A (en) | 1977-11-15 |
IL44427A (en) | 1978-06-15 |
NL7404312A (en) | 1974-10-02 |
LU69734A1 (en) | 1976-02-04 |
ES447120A1 (en) | 1977-09-16 |
PL96534B1 (en) | 1977-12-31 |
AT344177B (en) | 1978-07-10 |
HU168402B (en) | 1976-04-28 |
CA1024516A (en) | 1978-01-17 |
PH12737A (en) | 1979-08-09 |
AU6582774A (en) | 1975-08-21 |
IE39099L (en) | 1974-09-30 |
FR2223027B1 (en) | 1977-05-06 |
IL44427A0 (en) | 1974-06-30 |
ES424751A1 (en) | 1977-01-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
746 | Register noted 'licences of right' (sect. 46/1977) | ||
PCNP | Patent ceased through non-payment of renewal fee |