GB866418A - Phenoxazine derivatives - Google Patents
Phenoxazine derivativesInfo
- Publication number
- GB866418A GB866418A GB1938/59A GB193859A GB866418A GB 866418 A GB866418 A GB 866418A GB 1938/59 A GB1938/59 A GB 1938/59A GB 193859 A GB193859 A GB 193859A GB 866418 A GB866418 A GB 866418A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reacting
- general formula
- phenoxazine
- nrr1
- acetyl
- 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
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
The invention comprises: (a) compounds of the general formula: <FORM:0866418/IV (b)/1> (wherein Ac represents an acyl radical, A represents a straight or branched chain alkylene radical of 1-6 carbon atoms, and R and R1 represent straight-chain alkyl radicals which may form, with the nitrogen atom, a 5- or 6-membered heterocyclic ring which may contain an additional nitrogen or oxygen atom and, when a piperazine ring, may be Nsubstituted by an alkyl, cyanoalkyl or hydroxyalkyl radical of 1-6 carbon atoms) and their acid addition salts and quaternary ammonium compounds ; (b) the preparation of the bases of (a) by the following processes: (i) reacting a compound of the general formula: <FORM:0866418/IV (b)/2> with an appropriate alkali metal compound to form its alkali metal derivative and reacting this, without isolation, with a reactive ester of a basic alcohol HO-A-NRR1; (ii) heating an ester of the general formula: <FORM:0866418/IV (b)/3> or an acid addition salt thereof to about 140-222 DEG C.; (c) the combination of process (ii) with the preparation of the esters by reacting a compound of the second general formula above with phosgene and reacting the resulting phenoxazine-10-carbonyl chloride with a basic alcohol HO-A-NRR1; (d) the preparation of 3-acetyl-10-g - (N1-b -hydroxy- and -cyano-ethylpiperazyl-N)-propylphenoxazine by refluxing 3-acetyl-phenoxazine and 1-bromo-3-chloropropane in dioxan in the presence of sodamide to form 3-acetyl-10-(g -chloropropyl)- phenoxazine and boiling this with N-b -hydroxy- or -cyanoethylpiperazine in xylene. In process (i) the basic alcohol ester is preferably a halide Hal-A-NRR1 (wherein Hal represents a chlorine, bromine or iodine atom) in the form of its hydrohalide salt (using an additional molecular proportion of alkaline condensing agent). In either process the carbonyl group may initially be functionally converted and subsequently liberated. The compounds (a) are useful as ganglion-blocking, hypotensive and potentiating agents.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE866418X | 1958-01-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB866418A true GB866418A (en) | 1961-04-26 |
Family
ID=6802010
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1938/59A Expired GB866418A (en) | 1958-01-25 | 1959-01-19 | Phenoxazine derivatives |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB866418A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2014533264A (en) * | 2011-11-15 | 2014-12-11 | イッサム リサーチ デベロップメント カンパニー オブ ザ ヘブリュー ユニバーシティー オブ エルサレム リミテッド | Tricyclic compounds, compositions containing them and their use |
-
1959
- 1959-01-19 GB GB1938/59A patent/GB866418A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2014533264A (en) * | 2011-11-15 | 2014-12-11 | イッサム リサーチ デベロップメント カンパニー オブ ザ ヘブリュー ユニバーシティー オブ エルサレム リミテッド | Tricyclic compounds, compositions containing them and their use |
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