GB815833A - Phenanthridine compounds - Google Patents

Phenanthridine compounds

Info

Publication number
GB815833A
GB815833A GB2945456A GB2945456A GB815833A GB 815833 A GB815833 A GB 815833A GB 2945456 A GB2945456 A GB 2945456A GB 2945456 A GB2945456 A GB 2945456A GB 815833 A GB815833 A GB 815833A
Authority
GB
United Kingdom
Prior art keywords
amino
methyl
pyrimidylamino
nitrophenyl
radical
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
Application number
GB2945456A
Inventor
Thomas Iswel Watkins
John Stuart Nicholson
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Boots Pure Drug Co Ltd
Original Assignee
Boots Pure Drug Co Ltd
Filing date
Publication date
Application filed by Boots Pure Drug Co Ltd filed Critical Boots Pure Drug Co Ltd
Publication of GB815833A publication Critical patent/GB815833A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

The invention comprises compounds of general formula <FORM:0815833/IV (b)/1> (wherein R2 is an m-nitrophenyl or m-aminophenyl radical, R2, R3, R4 are alkyl groups which may be the same or different, and X is an anion), and the preparation thereof by condensing a phenanthridine of general formula <FORM:0815833/IV (b)/2> (wherein Y is an anion which may be the same as X) with a halopyrimidine of general formula <FORM:0815833/IV (b)/3> (wherein A is a halogen atom and Z an anion which may be the same as X), and if Y and Z are not identical with X they may be converted into X after the condensation. If in the starting material R2 is a m-nitrophenyl radical, the initial condensation product may be reduced to convert the m-nitrophenyl radical into a m-aminophenyl radical. The products are trypanocidal agents with prophylactic properties. In examples: (1) 2 : 7-diamino-9-m-nitrophenyl-10 - methyl - phenanthridinium chloride is treated with 2-amino-4-chloro-1 : 6-dimethyl pyrimidinium iodide followed by silver chloride, then ammonium chloride, to give 2-amino-7-(21 - amino - 61 - methyl - 41 - pyrimidylamino)-9 - m - nitrophenylphenanthridinium 10 : 11 - dimethochloride; (2) the above compound after reduction and treatment with ammonium bromide gives 2-amino-7-(21-amino-61-methyl-41-pyrimidylamino) - 9 - m - aminophenylphenanthridinium 10 : 11 - dimethobromide. Similarly prepared are: 2 - amino - 7 -(21 - amino-61-methyl - 41 - pyrimidylamino) - 9 - m - nitrophenylphenanthridine - 10 - ethochloride - 11-methochloride, and 2 - amino - 7 - (21 - amino-61 - methyl - 41 - pyrimidylamino) - 9 - m-aminophenylphenanthridine - 10 - ethobromide-11-methobromide. In Example (5) the product of (2) is made by reacting 2 : 7-diamino-9-m-aminophenyl - 10 - methylphenanthridinium bromide with 2 - amino - 4 - chloro - 1 : 6 - dimethylpyrimidinium bromide.
GB2945456A 1956-09-26 Phenanthridine compounds Expired GB815833A (en)

Publications (1)

Publication Number Publication Date
GB815833A true GB815833A (en) 1959-07-01

Family

ID=1741592

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2945456A Expired GB815833A (en) 1956-09-26 Phenanthridine compounds

Country Status (1)

Country Link
GB (1) GB815833A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2230527A (en) * 1989-04-21 1990-10-24 Ici Plc 4-(substituted amino)-pyrimidinium derivatives as cardiovascular agents
US5252567A (en) * 1989-12-22 1993-10-12 Imperial Chemical Industries Plc Diazine derivatives
US5328910A (en) * 1990-10-18 1994-07-12 Imperial Chemical Industries Plc Sino-atrial node modulating pyrrolopyrimidines
US5654298A (en) * 1990-04-19 1997-08-05 Imperial Chemical Industries Amine derivatives

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2230527A (en) * 1989-04-21 1990-10-24 Ici Plc 4-(substituted amino)-pyrimidinium derivatives as cardiovascular agents
GB2230527B (en) * 1989-04-21 1993-05-05 Ici Plc Aminopyrimidine derivatives useful for treating cardiovascular disorders
US5223505A (en) * 1989-04-21 1993-06-29 Imperial Chemical Industries Plc Pyrimidine derivatives
US5252567A (en) * 1989-12-22 1993-10-12 Imperial Chemical Industries Plc Diazine derivatives
US5654298A (en) * 1990-04-19 1997-08-05 Imperial Chemical Industries Amine derivatives
US5328910A (en) * 1990-10-18 1994-07-12 Imperial Chemical Industries Plc Sino-atrial node modulating pyrrolopyrimidines

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