GB863550A - 3-mercapto-phenthiazines - Google Patents
3-mercapto-phenthiazinesInfo
- Publication number
- GB863550A GB863550A GB1738060A GB1738060A GB863550A GB 863550 A GB863550 A GB 863550A GB 1738060 A GB1738060 A GB 1738060A GB 1738060 A GB1738060 A GB 1738060A GB 863550 A GB863550 A GB 863550A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- hydrogen atom
- benzyl group
- amine
- group
- 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
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 2
- 239000005864 Sulphur Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- HBCSOCHVMJKLLO-UHFFFAOYSA-N 3-nitrobenzenethiol Chemical compound [O-][N+](=O)C1=CC=CC(S)=C1 HBCSOCHVMJKLLO-UHFFFAOYSA-N 0.000 abstract 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 239000007859 condensation product Substances 0.000 abstract 1
- 230000000911 decarboxylating effect Effects 0.000 abstract 1
- 229940035422 diphenylamine Drugs 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/04—1,3-Thiazines; Hydrogenated 1,3-thiazines
- C07D279/08—1,3-Thiazines; Hydrogenated 1,3-thiazines condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
- C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
- C07D279/18—[b, e]-condensed with two six-membered rings
- C07D279/22—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom
- C07D279/24—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom with hydrocarbon radicals, substituted by amino radicals, attached to the ring nitrogen atom
- C07D279/28—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom with hydrocarbon radicals, substituted by amino radicals, attached to the ring nitrogen atom with other substituents attached to the ring system
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M135/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
- C10M135/32—Heterocyclic sulfur, selenium or tellurium compounds
- C10M135/36—Heterocyclic sulfur, selenium or tellurium compounds the ring containing sulfur and carbon with nitrogen or oxygen
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
- H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
- H01G9/004—Details
- H01G9/08—Housing; Encapsulation
- H01G9/10—Sealing, e.g. of lead-in wires
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/108—Phenothiazine
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Power Engineering (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Public Health (AREA)
- Microelectronics & Electronic Packaging (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
The invention comprises compounds of the general formula: <FORM:0863550/IV (b)/1> wherein R is a hydrogen atom, a C2-4 alkyl, a phenyl or a benzyl group and the preparation thereof by reacting an appropriate 3-mercapto diphenyl-amine with sulphur or a sulphur dihalide and separating any structural isomer from the reaction product or (when R is a hydrogen atom only) replacing the benzyl group in 3-benzylmercaptophenthiazine by a hydrogen atom by a hydrogenolysis. The process may be combined with one wherein the 3-mercaptodiphenylamine starting material is produced by reduction of the corresponding 3-mercaptonitrobenzene condensation of the amine so formed with an o-halobenzoic acid and decarboxylating the resulting condensation product and/or one wherein the 3-mercaptophenthiazines of the invention are condensed with a compound of the general formula: <FORM:0863550/IV (b)/2> wherein X is a chlorine or bromine atom, to produce a compound of the general formula: <FORM:0863550/IV (b)/3> Specification 863,551 is referred to.ALSO:Pharmaceutical preparations contain, in addition to an inert carrier, phenthiazines of the general formula <FORM:0863550/VI/1> wherein R is a C2-4 alkyl group, a phenyl group or a benzyl group. Specification 863,551 also is referred to.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH3228356A CH365379A (en) | 1956-04-18 | 1956-04-18 | Process for the preparation of new phenothiazines substituted in the 3-position by a monovalent sulfur function |
| CH4301757A CH364782A (en) | 1957-02-22 | 1957-02-22 | Process for the preparation of 3-sulfhydryl-10- (2 '- (N-methyl-piperidyl-2 ") - ethyl-1') - phenothiazine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB863550A true GB863550A (en) | 1961-03-22 |
Family
ID=25736343
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1105057A Expired GB863547A (en) | 1956-04-18 | 1957-04-04 | 3-mercapto-phenthiazine |
| GB1738060A Expired GB863550A (en) | 1956-04-18 | 1957-04-04 | 3-mercapto-phenthiazines |
| GB748158A Expired GB858140A (en) | 1956-04-18 | 1958-03-07 | The preparation of new basic phenothiazine derivatives |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1105057A Expired GB863547A (en) | 1956-04-18 | 1957-04-04 | 3-mercapto-phenthiazine |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB748158A Expired GB858140A (en) | 1956-04-18 | 1958-03-07 | The preparation of new basic phenothiazine derivatives |
Country Status (7)
| Country | Link |
|---|---|
| BE (2) | BE556725A (en) |
| CH (2) | CH365379A (en) |
| CY (1) | CY275A (en) |
| DE (2) | DE1128856B (en) |
| FR (2) | FR1174268A (en) |
| GB (3) | GB863547A (en) |
| NL (3) | NL105267C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001051479A2 (en) * | 2000-01-07 | 2001-07-19 | Warner-Lambert Company | Tricyclic compounds with antiviral activity |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE635096A (en) * | 1962-07-19 | |||
| CH457442A (en) * | 1965-01-12 | 1968-06-15 | Sandoz Ag | Process for the preparation of new phenothiazine derivatives |
| IT1237209B (en) * | 1989-12-21 | 1993-05-27 | Zambon Spa | PROCESS FOR DIRECT AND REGIO-SELECTIVE FUNCTIONALIZATION IN POSITION 2 OF PHENOTHIAZINE |
| DE102010062810B4 (en) * | 2010-09-07 | 2014-03-13 | Immungenetics Ag | 2- (R2-thio) -10- [3- (4-R1-piperazin-1-yl) -propyl] -10H-phenothiazines for the treatment of neurodegenerative diseases selected from beta-amyloidopathies and alpha-synucleinopathies |
| US9814727B2 (en) * | 2014-03-10 | 2017-11-14 | Universite D'aix-Marseille | Piperazine phenothiazine derivatives for treating spasticity |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE910301C (en) * | 1950-12-21 | 1954-04-29 | Rhone Poulenc Sa | Process for the production of new phenthiazine derivatives |
| CH298685A (en) * | 1951-06-28 | 1954-05-15 | Rhone Poulenc Chemicals | Process for the preparation of a novel derivative of phenothiazine. |
| DE939630C (en) * | 1953-10-25 | 1956-03-01 | Basf Ag | Process for the preparation of heterocyclic compounds with a ring-shaped imino group substituted by basic groups |
| BE558008A (en) * | 1956-06-21 |
-
1956
- 1956-04-18 CH CH3228356A patent/CH365379A/en unknown
- 1956-04-19 CH CH360059D patent/CH360059A/en unknown
-
1957
- 1957-03-29 DE DE1957S0052942 patent/DE1128856B/en active Pending
- 1957-04-04 GB GB1105057A patent/GB863547A/en not_active Expired
- 1957-04-04 GB GB1738060A patent/GB863550A/en not_active Expired
- 1957-04-16 BE BE556725A patent/BE556725A/xx unknown
- 1957-04-17 NL NL216435A patent/NL105267C/xx active
- 1957-04-17 FR FR1174268D patent/FR1174268A/en not_active Expired
- 1957-04-17 NL NL216436A patent/NL105268C/xx active
-
1958
- 1958-03-06 BE BE565470A patent/BE565470A/xx unknown
- 1958-03-07 NL NL225621A patent/NL108580C/xx active
- 1958-03-07 DE DE1958S0057244 patent/DE1090667B/en active Pending
- 1958-03-07 FR FR1203557D patent/FR1203557A/en not_active Expired
- 1958-03-07 GB GB748158A patent/GB858140A/en not_active Expired
-
1964
- 1964-02-12 CY CY27564A patent/CY275A/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001051479A2 (en) * | 2000-01-07 | 2001-07-19 | Warner-Lambert Company | Tricyclic compounds with antiviral activity |
| WO2001051479A3 (en) * | 2000-01-07 | 2002-02-14 | Warner Lambert Co | Tricyclic compounds with antiviral activity |
| US6800656B2 (en) | 2000-01-07 | 2004-10-05 | Warner Lambert Company | Tricyclic compounds and method of treating herpes virus |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1128856B (en) | 1962-05-03 |
| GB863547A (en) | 1961-03-22 |
| NL105267C (en) | 1963-07-15 |
| CH360059A (en) | 1962-02-15 |
| CH365379A (en) | 1962-11-15 |
| FR1174268A (en) | 1959-03-09 |
| BE565470A (en) | 1958-09-06 |
| DE1090667B (en) | 1960-10-13 |
| CY275A (en) | 1964-02-12 |
| FR1203557A (en) | 1960-01-20 |
| NL108580C (en) | 1964-06-15 |
| NL105268C (en) | 1963-07-15 |
| BE556725A (en) | 1957-10-16 |
| GB858140A (en) | 1961-01-04 |
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