GB816236A - Improvements in the preparation of phenanthridine compounds - Google Patents
Improvements in the preparation of phenanthridine compoundsInfo
- Publication number
- GB816236A GB816236A GB1993756A GB1993756A GB816236A GB 816236 A GB816236 A GB 816236A GB 1993756 A GB1993756 A GB 1993756A GB 1993756 A GB1993756 A GB 1993756A GB 816236 A GB816236 A GB 816236A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- hydrochloric
- reaction
- products
- amino
- 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
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The 10 : 11-dimethoquaternary salts of 2-amino - 7 - (21 - amino - 61 - methyl - 41 - pyrimidylamino) - 9 - p - aminophenylphenanthridine are prepared by reacting a 2 : 7-diamino-9-p-aminophenyl - 10 - methylphenanthridinium salt with a 2-amino-4-chloro-1 : 6-dimethylpyrimidinium salt in the presence of an aqueous solution of an acid such as hydrochloric, hydrobromic, sulphuric, phosphoric, or toluene-p-sulphonic, at a pH within the range - 0.9 (determined by multiplying the log10 of the concentration of acid by the ionic activity coefficient) and 1.5. The reaction is suitably carried out in hydrochloric or hydrobromic acid at a concentration between 0.2 N and 0.75 N and the reaction products are separated by addition of the same acid to give an acid concentration of 4N whereby unwanted reaction products are precipitated, filtering, adjusting the filtrate to a pH of about 6 by addition of alkali and adding ammonium bromide to precipitate the desired compound. The reaction may also be carried out in the presence of an acid other than hydrochloric or hydrobromic, in which case the reaction mixture is neutralized and the precipitated mixture of products is re-dissolved in warm 4N hydrochloric acid before filtration and reprecipitation, as above. The final precipitate may conveniently be extracted with a solvent to remove residual by-products. Examples describe the preparation of the 10 : 11-dimethobromides of the above pyrimidylaminophenanthridine by the method of the invention.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB816236A true GB816236A (en) | 1959-07-08 |
Family
ID=1735105
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1993756A Expired GB816236A (en) | 1956-06-27 | Improvements in the preparation of phenanthridine compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB816236A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4599409A (en) * | 1983-02-17 | 1986-07-08 | Hoechst Aktiengesellschaft | Bisamidine derivatives of 5,10-dioxo-4,5,9,10-tetrahydro-4,9-dioxopyrenes, of 6(5H)-phenanthridones, and of phenanthridines, useful as chemotherapeutic agents |
| WO2002012194A1 (en) * | 2000-08-08 | 2002-02-14 | Aventis Pharma S.A. | Phenantridine derivatives and their use as anti-telomerase agent |
-
1956
- 1956-06-27 GB GB1993756A patent/GB816236A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4599409A (en) * | 1983-02-17 | 1986-07-08 | Hoechst Aktiengesellschaft | Bisamidine derivatives of 5,10-dioxo-4,5,9,10-tetrahydro-4,9-dioxopyrenes, of 6(5H)-phenanthridones, and of phenanthridines, useful as chemotherapeutic agents |
| WO2002012194A1 (en) * | 2000-08-08 | 2002-02-14 | Aventis Pharma S.A. | Phenantridine derivatives and their use as anti-telomerase agent |
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