GB789016A - Improvements in or relating to phenthiazines - Google Patents
Improvements in or relating to phenthiazinesInfo
- Publication number
- GB789016A GB789016A GB1160755A GB1160755A GB789016A GB 789016 A GB789016 A GB 789016A GB 1160755 A GB1160755 A GB 1160755A GB 1160755 A GB1160755 A GB 1160755A GB 789016 A GB789016 A GB 789016A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fluorophenthiazine
- phenthiazine
- fluoro
- salts
- fluorodiphenylamine
- 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
Landscapes
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
The invention comprises phenthiazine derivatives of the general formula <FORM:0789016/IV (b)/1> and their salts (including quaternary ammonium salts), wherein the fluorine atom is in the 1- or 3-position, B is a divalent straight or branched aliphatic hydrocarbon chain of 2-5 carbon atoms and Z1 and Z2 are the same or different and are hydrogen atoms or lower alkyl groups of not more than 4 carbon atoms. The compounds may be prepared by known processes for the preparation of 10-aminoalkyl phenthiazines, for example by treating a 1- or 3-fluorophenthiazine with a halogenoalkylamine of the formula Y-B-N(Z1)Z2, where Y is a chlorine or bromine atom, preferably in an organic solvent and in the presence of an alkaline condensation agent, or by condensing a 1- or 3-fluorophenthiazine substituted in the 10-position by a group -B-Q, where Q is the residue of a reactive ester, for example a halogen atom or a sulphuric or sulphonic ester radical, with an amine NH(Z1)Z2, or by alkylating a 1- or 3-fluorophenthiazine substituted in the 10-position by a primary aminoalkyl group -B-NH2 (obtained by reduction of the corresponding nitrile). The compounds are used as pharmaceutical products, suitably in the form of acid addition salts such as the hydrohalides, 8-chlorotheophyllinates, phosphates, nitrates, sulphates, maleates, fumarates, citrates, tartrates, oxalates, methane sulphonates and ethane sulphonates or of quaternary salts such as methyl or ethyl iodides, chlorides or bromides or allyl or benzyl chlorides or bromides. Examples describe the preparation of 3-fluoro-10-(3-dimethylaminopropyl)-phenthiazine and 3-fluoro-10-(3-dimethylamino-2-methylpropyl) phenthiazine). Starting materials. 3-Fluorophenthiazine is made by the cyclization of 3-fluorodiphenylamine (obtained by decarboxylating 5-fluorodiphenylamine - 2 - carboxylic acid), with sulphur. 3 - Fluoro - 10 - (3 - chloropropyl) phenthiazine is made by the action of 3-chloropropyl-p-toluene sulphonate on the lithium salt of 3-fluorophenthiazine. Specification 677,798 also is referred to.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1160755A GB789016A (en) | 1955-04-21 | 1955-04-21 | Improvements in or relating to phenthiazines |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1160755A GB789016A (en) | 1955-04-21 | 1955-04-21 | Improvements in or relating to phenthiazines |
Publications (1)
Publication Number | Publication Date |
---|---|
GB789016A true GB789016A (en) | 1958-01-15 |
Family
ID=9989352
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1160755A Expired GB789016A (en) | 1955-04-21 | 1955-04-21 | Improvements in or relating to phenthiazines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB789016A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0572308A2 (en) * | 1992-05-25 | 1993-12-01 | Adir Et Compagnie | Heterocyclic derivatives, process for their preparation and pharmaceutical compositions containing them |
-
1955
- 1955-04-21 GB GB1160755A patent/GB789016A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0572308A2 (en) * | 1992-05-25 | 1993-12-01 | Adir Et Compagnie | Heterocyclic derivatives, process for their preparation and pharmaceutical compositions containing them |
EP0572308A3 (en) * | 1992-05-25 | 1995-03-01 | Adir | Heterocyclic derivatives, process for their preparation and pharmaceutical compositions containing them. |
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