IE38554B1 - Fluoro-substituted thiaxanthene derivatives - Google Patents
Fluoro-substituted thiaxanthene derivativesInfo
- Publication number
- IE38554B1 IE38554B1 IE2161/73A IE216173A IE38554B1 IE 38554 B1 IE38554 B1 IE 38554B1 IE 2161/73 A IE2161/73 A IE 2161/73A IE 216173 A IE216173 A IE 216173A IE 38554 B1 IE38554 B1 IE 38554B1
- Authority
- IE
- Ireland
- Prior art keywords
- compounds
- nme
- reacting
- fluorothiaxanth
- ylidene
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- 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)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
1453828 Thiaxanthene derivatives KEFALAS AS 28 Nov 1973 [8 Dec 1972] 56910/72 Heading C2C The invention comprises compounds of formula and their addition salts with pharmaceutically acceptable acids, wherein X is Cl, CF 3 or SO 2 NMe 2 ; Z is >CHCH 2 - or >C : CH-; and Y is >NH, >NMe, >NCH 2 CH 2 OH or > CHCH 2 CH 2 OH, and the esters of these alcohols with C 1-17 alkanoic acids. In examples, these compounds are prepared by (1) reducing the unsaturated to the saturated compounds; (2) reacting the analogues having the side-chain terminated by: CH 2 , Cl or NMe 2 with (3) forming the compound where Y is by reacting that where Y is >NH with ethylene oxide; (4) esterifying the alcohols; (5) reacting a 9-Li derivative of a 9-unsubstituted 3-fluorothioxanthene (which is derived from the corresponding thiaxanthone) with (6) splitting the corresponding methyl ether of the desired alcohol. Analogues of the compounds (I) having a 5- or 6-Cl or CF 3 substituent instead of 6-F are also disclosed. Starting materials and intermediates otherwise described are 1-(3-chloropropyl)-4-(2-methoxyethyl)piperazine, and those of formulµ R<SP>2</SP>(-OH)CH 2 CH : CH 2 and R<SP>2</SP> : O, where R is 3-FC 6 H 4 , R<SP>1</SP> is 2-chloro(or trifluoromethyl)-6- fluorothiaxanth-9-ylidene, and R<SP>2</SP> is 2-dimethylsulphamoyl-6-fluorothiaxanth-9-ylidene. Therapeutic compositions having neuroleptic activity comprise compounds of the above formula, and may be administered orally or parenterally.
[GB1453828A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5691072A GB1453828A (en) | 1972-12-08 | 1972-12-08 | Fluoro-substituted thiaxanthene derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE38554L IE38554L (en) | 1974-06-08 |
| IE38554B1 true IE38554B1 (en) | 1978-04-12 |
Family
ID=10477876
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE2161/73A IE38554B1 (en) | 1972-12-08 | 1973-11-29 | Fluoro-substituted thiaxanthene derivatives |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS594436B2 (en) |
| AR (2) | AR202805A1 (en) |
| AT (1) | AT332395B (en) |
| BE (1) | BE808347A (en) |
| CH (2) | CH590272A5 (en) |
| CS (1) | CS176259B2 (en) |
| DE (1) | DE2359359C3 (en) |
| DK (1) | DK145576C (en) |
| ES (2) | ES421098A1 (en) |
| FI (1) | FI57410C (en) |
| FR (1) | FR2209573B1 (en) |
| GB (1) | GB1453828A (en) |
| HU (1) | HU167778B (en) |
| IE (1) | IE38554B1 (en) |
| NL (1) | NL7316035A (en) |
| NO (1) | NO138806C (en) |
| PL (1) | PL95266B1 (en) |
| SE (1) | SE400287B (en) |
| ZA (1) | ZA738990B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ189108A (en) * | 1977-12-29 | 1982-02-23 | Kefalas As | 2-methylthio-6-fluoro-9-(1-methyl-4-piperidylidene)-thioxanthene and pharmaceutical compositions intermediate 2-methylthio-6-fluoro-9-(1-methyl-4-piperidyl)-thioxanthen-9-ol |
| US5173489A (en) * | 1986-04-10 | 1992-12-22 | The Dupont Merck Pharmaceutical Co. | α,α-disubstituted aromatics and heteroaromatics as cognition enhancers |
| GB8628903D0 (en) * | 1986-12-03 | 1987-01-07 | Lunbeck A S H | Neuroleptic compounds |
| US6395752B1 (en) * | 1999-03-04 | 2002-05-28 | Pharmaquest Limited | Method of treating depression using 1-threo-methylphenidate |
| US6127385A (en) * | 1999-03-04 | 2000-10-03 | Pharmaquest Limited | Method of treating depression using l-threo-methylphenidate |
| WO2008080398A1 (en) * | 2007-01-05 | 2008-07-10 | Bkg Pharma Aps | Anti - infective agents such as phenothiazine and thioxanthene derivates to treat infectious diseases |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE585338A (en) * | 1958-12-04 | |||
| FR1463787A (en) * | 1963-10-14 | 1966-07-22 | Pfizer & Co C | Aminoalkyl-trisubstituted phosphonium compounds, derivatives of such compounds, and processes for their preparation |
-
1972
- 1972-12-08 GB GB5691072A patent/GB1453828A/en not_active Expired
-
1973
- 1973-11-23 CH CH1652873A patent/CH590272A5/xx not_active IP Right Cessation
- 1973-11-23 FI FI3618/73A patent/FI57410C/en active
- 1973-11-23 CH CH1585676A patent/CH592085A5/xx not_active IP Right Cessation
- 1973-11-23 NL NL7316035A patent/NL7316035A/xx not_active Application Discontinuation
- 1973-11-26 ZA ZA738990A patent/ZA738990B/en unknown
- 1973-11-28 DE DE2359359A patent/DE2359359C3/en not_active Expired
- 1973-11-29 IE IE2161/73A patent/IE38554B1/en unknown
- 1973-11-29 AT AT1000373A patent/AT332395B/en not_active IP Right Cessation
- 1973-12-03 ES ES421098A patent/ES421098A1/en not_active Expired
- 1973-12-06 CS CS8429A patent/CS176259B2/cs unknown
- 1973-12-07 BE BE138618A patent/BE808347A/en not_active IP Right Cessation
- 1973-12-07 HU HUKE936A patent/HU167778B/hu unknown
- 1973-12-07 NO NO4693/73A patent/NO138806C/en unknown
- 1973-12-07 FR FR7343766A patent/FR2209573B1/fr not_active Expired
- 1973-12-07 AR AR251406A patent/AR202805A1/en active
- 1973-12-07 PL PL1973178366A patent/PL95266B1/en unknown
- 1973-12-07 SE SE7316567A patent/SE400287B/en unknown
- 1973-12-07 JP JP48136256A patent/JPS594436B2/en not_active Expired
- 1973-12-10 DK DK667273A patent/DK145576C/en active
-
1974
- 1974-11-19 AR AR256579A patent/AR202672A1/en active
-
1976
- 1976-01-14 ES ES444294A patent/ES444294A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AT332395B (en) | 1976-09-27 |
| FI57410C (en) | 1980-08-11 |
| ZA738990B (en) | 1974-11-27 |
| AR202672A1 (en) | 1975-06-30 |
| ES421098A1 (en) | 1976-08-01 |
| FR2209573B1 (en) | 1977-12-09 |
| DE2359359A1 (en) | 1974-06-27 |
| NO138806C (en) | 1978-11-15 |
| ES444294A1 (en) | 1977-10-01 |
| PL95266B1 (en) | 1977-10-31 |
| DE2359359C3 (en) | 1978-11-02 |
| AR202805A1 (en) | 1975-07-24 |
| SE400287B (en) | 1978-03-20 |
| FI57410B (en) | 1980-04-30 |
| AU6296673A (en) | 1975-05-29 |
| HU167778B (en) | 1975-12-25 |
| JPS4994691A (en) | 1974-09-09 |
| FR2209573A1 (en) | 1974-07-05 |
| DK145576C (en) | 1983-06-13 |
| BE808347A (en) | 1974-03-29 |
| IE38554L (en) | 1974-06-08 |
| ATA1000373A (en) | 1976-01-15 |
| CH590272A5 (en) | 1977-07-29 |
| GB1453828A (en) | 1976-10-27 |
| CS176259B2 (en) | 1977-06-30 |
| NO138806B (en) | 1978-08-07 |
| DK145576B (en) | 1982-12-13 |
| DE2359359B2 (en) | 1978-02-16 |
| JPS594436B2 (en) | 1984-01-30 |
| CH592085A5 (en) | 1977-10-14 |
| NL7316035A (en) | 1974-06-11 |
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