IE39099L - Heterocycle - substituted dibenzothiepins. - Google Patents
Heterocycle - substituted dibenzothiepins.Info
- Publication number
- IE39099L IE39099L IE740644A IE64474A IE39099L IE 39099 L IE39099 L IE 39099L IE 740644 A IE740644 A IE 740644A IE 64474 A IE64474 A IE 64474A IE 39099 L IE39099 L IE 39099L
- Authority
- IE
- Ireland
- Prior art keywords
- compound
- compounds
- reacting
- vii
- substituted
- Prior art date
Links
- 150000008510 dibenzothiepins Chemical class 0.000 title 1
- 125000000623 heterocyclic group Chemical group 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 9
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical class SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 abstract 3
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 abstract 2
- HTSGKJQDMSTCGS-UHFFFAOYSA-N 1,4-bis(4-chlorophenyl)-2-(4-methylphenyl)sulfonylbutane-1,4-dione Chemical compound C1=CC(C)=CC=C1S(=O)(=O)C(C(=O)C=1C=CC(Cl)=CC=1)CC(=O)C1=CC=C(Cl)C=C1 HTSGKJQDMSTCGS-UHFFFAOYSA-N 0.000 abstract 1
- CJNZAXGUTKBIHP-UHFFFAOYSA-N 2-iodobenzoic acid Chemical class OC(=O)C1=CC=CC=C1I CJNZAXGUTKBIHP-UHFFFAOYSA-N 0.000 abstract 1
- FCSKOFQQCWLGMV-UHFFFAOYSA-N 5-{5-[2-chloro-4-(4,5-dihydro-1,3-oxazol-2-yl)phenoxy]pentyl}-3-methylisoxazole Chemical compound O1N=C(C)C=C1CCCCCOC1=CC=C(C=2OCCN=2)C=C1Cl FCSKOFQQCWLGMV-UHFFFAOYSA-N 0.000 abstract 1
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- -1 carboxylmethyl Chemical group 0.000 abstract 1
- 239000003874 central nervous system depressant Substances 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- 238000011905 homologation Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 230000000701 neuroleptic effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
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 true IE39099L (en) | 1974-09-30 |
| IE39099B1 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 |
|---|---|---|---|---|
| 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 |
| HUP9904167A3 (en) * | 1996-07-01 | 2000-07-28 | Schering Corp | 1,4-disubstituted piperazine and piperidine derivatives, their use and pharmaceutical compositions containing the same |
| 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 |
| JP5208510B2 (en) | 2004-11-23 | 2013-06-12 | アストラゼネカ・アクチエボラーグ | Phenoxyacetic acid derivatives useful for the treatment of respiratory diseases |
| JP5155171B2 (en) | 2005-10-06 | 2013-02-27 | アストラゼネカ・アクチエボラーグ | New 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 NL NL7404312A patent/NL7404312A/xx unknown
- 1974-03-29 CA CA196,354A patent/CA1024516A/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 GB GB1401874A patent/GB1464977A/en not_active Expired
- 1974-03-29 ES ES424751A patent/ES424751A1/en not_active Expired
- 1974-03-29 PL PL1974182109A patent/PL96534B1/en 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 |
|---|---|
| ES424751A1 (en) | 1977-01-01 |
| IL44427A0 (en) | 1974-06-30 |
| JPS49135982A (en) | 1974-12-27 |
| GB1464977A (en) | 1977-02-16 |
| AR218600A1 (en) | 1980-06-30 |
| AU6582774A (en) | 1975-08-21 |
| NL7404312A (en) | 1974-10-02 |
| AT344177B (en) | 1978-07-10 |
| IE39099B1 (en) | 1978-08-02 |
| ES447120A1 (en) | 1977-09-16 |
| DD113545A5 (en) | 1975-06-12 |
| DE2412522A1 (en) | 1974-10-10 |
| FR2223027B1 (en) | 1977-05-06 |
| LU69734A1 (en) | 1976-02-04 |
| IL44427A (en) | 1978-06-15 |
| PH12737A (en) | 1979-08-09 |
| FR2223027A1 (en) | 1974-10-25 |
| CA1024516A (en) | 1978-01-17 |
| HU168402B (en) | 1976-04-28 |
| ATA260074A (en) | 1977-11-15 |
| PL96534B1 (en) | 1977-12-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| IE39099L (en) | Heterocycle - substituted dibenzothiepins. | |
| GB1432576A (en) | Substituted phenylacetic acids | |
| DE3270307D1 (en) | Succinimide derivates and process for preparation thereof | |
| ATE44528T1 (en) | MEDICATIONS WITH ANTIPSYCHOTIC EFFECTS. | |
| IL95975A (en) | N-benzyl- 2-alkylbenzimidazole derivatives, their production and pharmaceutical compositions containing them | |
| GB1421774A (en) | Imidazolyl-2-carbinols and process for preparing them | |
| ES8305298A1 (en) | Analgesic and anti-inflammatory agents. | |
| AU584635B2 (en) | Process for the preparation of 4-phenylpyrrole derivatives | |
| GB1209558A (en) | Derivatives of 5-cinnamoyl benzofuran and process for their preparation | |
| GB1459564A (en) | Alkylphenyl benzopyrans | |
| ES424951A1 (en) | A PROCEDURE FOR THE SYNTHESIS OF KINONIC DERIVATIVES. | |
| ES483377A1 (en) | New process for the preparation 17 beta -hydroxy-3-oxo-17 alpha -pregnene and pregnadiene-21-carboxylic acid gamma -lactones | |
| GB1435037A (en) | Piperaz | |
| IE35186L (en) | Amines | |
| GB1394619A (en) | Imides | |
| GB1414452A (en) | Process for the manufacture of cyclohexadienes | |
| GB1448781A (en) | N- omega-amino- alkylaniline compounds | |
| GB1434871A (en) | 10-piperazinyl-dibenzo-b,f-thiepin derivatives methods for their preparation and compositions containing them | |
| EP0490224A3 (en) | Derivatives of salicylic aldehyde and salicylic acid, sulfphuranalogs thereof, process and intermediates for their preparation | |
| JPS6468367A (en) | Novel bicyclic ethers or lactones | |
| IE42478L (en) | Pharmaceutical composition | |
| SE7408868L (en) | ||
| GB1338749A (en) | Process for the preparation of phenothiazine derivatives | |
| GB1219387A (en) | Bicyclo[2.2.2]oct-2-ene-amino acid compounds | |
| GB1298619A (en) | Thieno benzopyran and thiopyrano benzopyran derivatives and method of making the same |