GB880934A - Improvements in or relating to phenthiazine derivatives - Google Patents
Improvements in or relating to phenthiazine derivativesInfo
- Publication number
- GB880934A GB880934A GB6206/59A GB620659A GB880934A GB 880934 A GB880934 A GB 880934A GB 6206/59 A GB6206/59 A GB 6206/59A GB 620659 A GB620659 A GB 620659A GB 880934 A GB880934 A GB 880934A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- group
- alkyl
- phenthiazine
- piperazine
- 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
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical class C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 title abstract 4
- -1 dimethylsulphamoyl group Chemical group 0.000 abstract 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical group C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 239000000825 pharmaceutical preparation Substances 0.000 abstract 2
- 125000004193 piperazinyl group Chemical group 0.000 abstract 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 2
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 abstract 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 abstract 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 abstract 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical compound CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 abstract 1
- 229910002651 NO3 Inorganic materials 0.000 abstract 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 abstract 1
- 229910019142 PO4 Inorganic materials 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- AFAXGSQYZLGZPG-UHFFFAOYSA-N ethanedisulfonic acid Chemical compound OS(=O)(=O)CCS(O)(=O)=O AFAXGSQYZLGZPG-UHFFFAOYSA-N 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 abstract 1
- 239000010452 phosphate Substances 0.000 abstract 1
- 150000004885 piperazines Chemical class 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 235000020357 syrup Nutrition 0.000 abstract 1
- 239000006188 syrup Substances 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
- 229940095064 tartrate Drugs 0.000 abstract 1
Classifications
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01H—ELECTRIC SWITCHES; RELAYS; SELECTORS; EMERGENCY PROTECTIVE DEVICES
- H01H50/00—Details of electromagnetic relays
- H01H50/44—Magnetic coils or windings
-
- 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
- C07D279/10—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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Physics & Mathematics (AREA)
- Electromagnetism (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The invention comprises: bases of the general formula <FORM:0880934/IV (b)/1> (wherein X represents a hydrogen or halogen atom, a C1-4 alkyl or alkoxy group, or a trifluoromethyl, cyano or dimethylsulphamoyl group, R represents a hydrogen atom or a methyl group, and R1 represents a C1-4 alkyl group, and wherein-and in subsequent formula containing a piperazine ring-one or more carbon atoms of the piperazine ring may carry a C1-4 alkyl substituent) and their acid addition and quaternary ammonium salts; pharmaceutical preparations containing the compounds (see Group VI); and the preparation of the bases by reacting a compound of the general formula <FORM:0880934/IV (b)/2> with a sulphamoyl halide of the formula Hal-SO2N(R1)2 (wherein Hal represents a halogen atom). The bases can also be prepared by reacting a piperazine derivative of the general formula <FORM:0880934/IV (b)/3> (wherein Y represents the acid residue of a reactive ester) with a phenthiazine of the general formula <FORM:0880934/IV (b)/4> or by reacting a phenthiazine of the general formula <FORM:0880934/IV (b)/5> with a piperazine of the general formula <FORM:0880934/IV (b)/6> Reference has been directed by the Comptroller to Specifications 813,025, 813,861 and 814,512.ALSO:Pharmaceutical preparations, having a sedative action, comprise, in association with a pharmaceutical carrier, at least one phenthiazine derivative of the general formula <FORM:0880934/VI/1> (wherein X represents a hydrogen or halogen atom, a C1-4 alkyl or alkoxy group, or a trifluoromethyl, cyano or dimethylsulphamoyl group, R represents a hydrogen atom or a methyl group, and R1 represents a C1-4 alkyl group, and wherein one or more carbon atoms of the piperazine ring may carry a C1-4 alkyl substituent) or an acid addition salt (e.g. hydrohalide, phosphate, nitrate, sulphate, maleate, fumarate, citrate, tartrate, methanesulphonate or ethanedisulphonate) or quaternary ammonium salt (e.g. halide or toluene-p-sulphonate) thereof. They may take the form of solutions, suspensions, syrups, elixirs, emulsions, powders, tablets or capsules. Reference has been directed by the Comptroller to Specifications 813,025, 813,861 and 814,512.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR759047 | 1958-02-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB880934A true GB880934A (en) | 1961-10-25 |
Family
ID=8705828
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB6206/59A Expired GB880934A (en) | 1958-02-25 | 1959-02-23 | Improvements in or relating to phenthiazine derivatives |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH381690A (en) |
| FR (1) | FR1203542A (en) |
| GB (1) | GB880934A (en) |
| NL (1) | NL102244C (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EA005585B1 (en) * | 2000-01-24 | 2005-04-28 | Уорнер-Ламберт Компани | 3-aminoquinazolin-2,4-dione antibacterial agents |
-
1958
- 1958-02-25 FR FR1203542D patent/FR1203542A/en not_active Expired
-
1959
- 1959-02-23 NL NL236433A patent/NL102244C/en active
- 1959-02-23 GB GB6206/59A patent/GB880934A/en not_active Expired
- 1959-02-24 CH CH6998659A patent/CH381690A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FR1203542A (en) | 1960-01-19 |
| NL102244C (en) | 1962-08-15 |
| CH381690A (en) | 1964-09-15 |
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