GB901643A - Phenanthridinium salts and their preparation - Google Patents
Phenanthridinium salts and their preparationInfo
- Publication number
- GB901643A GB901643A GB2124058A GB2124058A GB901643A GB 901643 A GB901643 A GB 901643A GB 2124058 A GB2124058 A GB 2124058A GB 2124058 A GB2124058 A GB 2124058A GB 901643 A GB901643 A GB 901643A
- Authority
- GB
- United Kingdom
- Prior art keywords
- general formula
- group
- compound
- amino
- salts
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/06—Ring systems of three rings
- C07D221/10—Aza-phenanthrenes
- C07D221/12—Phenanthridines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicinal Preparation (AREA)
Abstract
The invention comprises: (a) amidinophenyldiazoaminophenanthridinium salts of the general formula <FORM:0901643/IV (b)/1> (wherein Am represents -C(:NH)NH2, R1 a C1-6 alkyl group, R2 an aryl group, R3 a C1-6 alkoxy group or a halogen atom and Y a pharmaceutically acceptable anion) and their acid addition salts (including insoluble salts, e.g. amsonates, embonates and suramin salts); (b) the preparation of compounds I, in admixture with isomeric azo dyestuffs (see Group IV(c)) from which they may or may not be separated, by diazotizing a compound of the general formula <FORM:0901643/IV (b)/2> and coupling the resulting diazonium salt with an equimolecular proportion of a phenanthridinium salt of the general formula <FORM:0901643/IV (b)/3> and (c) pharmaceutical compositions comprising at least one compound I, with or without the isomeric azo dyestuff, in association with a significant amount of a pharmaceutical carrier. Compounds I can also be prepared by diazotizing a compound III and coupling the resulting diazonium salt with a compound II. The pharmaceutical compositions, which are active against blood parasites, e.g. trypano somes, may be in forms suitable for parenteral or oral administration, e.g. solutions, suspensions, emulsions, tablets, pills, dispersible powders, granules, syrups, elixirs and capsules. 4 - Amino-3-bromobenzamidine monohydrochloride, 3-amino - 4 - chlorobenzamidine dihydrochloride and 3-amino-4-methoxybenzamidine dihydrochloride are prepared from the correspondingly substituted benzonitriles. 3-Amino-4-chlorobenzonitrile is prepared by reducing 4-chloro-3-nitrobenzonitrile.ALSO:Azo dyestuffs of the general formula <FORM:0901643/IV (b)/1> (wherein R1 represents a C1-6 alkyl group, R2 represents an aryl group, Y represents an anion, one Z represents the group <FORM:0901643/IV (b)/2> and the others hydrogen atoms, Am represents -C(:NH)NH2 and R3 represents a C1-6 alkoxy group or a halogen atom) are obtained as by-products in the preparation of diazoamino compounds (see Group IV(b)) by diazotizing a compound of the general formula <FORM:0901643/IV (b)/3> and coupling the resulting diazonium salt with an equimolecular proportion of a phenanthridinium salt of the general formula <FORM:0901643/IV (b)/4> The two products may be separated by, for example, fractional crystallization from methanol.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2124058A GB901643A (en) | 1958-07-02 | 1958-07-02 | Phenanthridinium salts and their preparation |
DEM42015A DE1203781B (en) | 1958-07-02 | 1959-07-02 | Process for the preparation of trypanocidally active phenanthridinium derivatives |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2124058A GB901643A (en) | 1958-07-02 | 1958-07-02 | Phenanthridinium salts and their preparation |
Publications (1)
Publication Number | Publication Date |
---|---|
GB901643A true GB901643A (en) | 1962-07-25 |
Family
ID=10159566
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2124058A Expired GB901643A (en) | 1958-07-02 | 1958-07-02 | Phenanthridinium salts and their preparation |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE1203781B (en) |
GB (1) | GB901643A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5989809A (en) * | 1990-12-24 | 1999-11-23 | Enzo Diagnostics, Inc. | Methods for detecting a polynucleotide using an inactivating reagent and composition and kit comprising same |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105153032A (en) * | 2015-10-13 | 2015-12-16 | 遵义医学院 | Preparation method of 6-H-phenanthridine compounds by one-pot process |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB735438A (en) * | 1952-07-24 | 1955-08-24 | May & Baker Ltd | Improvements in or relating to phenanthridinium salts |
-
1958
- 1958-07-02 GB GB2124058A patent/GB901643A/en not_active Expired
-
1959
- 1959-07-02 DE DEM42015A patent/DE1203781B/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5989809A (en) * | 1990-12-24 | 1999-11-23 | Enzo Diagnostics, Inc. | Methods for detecting a polynucleotide using an inactivating reagent and composition and kit comprising same |
Also Published As
Publication number | Publication date |
---|---|
DE1203781B (en) | 1965-10-28 |
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