GB769023A - Improvements in or relating to substituted 1.10-diaza-anthracenes - Google Patents

Improvements in or relating to substituted 1.10-diaza-anthracenes

Info

Publication number
GB769023A
GB769023A GB2005254A GB2005254A GB769023A GB 769023 A GB769023 A GB 769023A GB 2005254 A GB2005254 A GB 2005254A GB 2005254 A GB2005254 A GB 2005254A GB 769023 A GB769023 A GB 769023A
Authority
GB
United Kingdom
Prior art keywords
ethylamine
diaza
substituted
anthracene
phenoxy
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
GB2005254A
Inventor
Alan August Goldberg
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.)
Ward Blenkinsop and Co Ltd
Original Assignee
Ward Blenkinsop and Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ward Blenkinsop and Co Ltd filed Critical Ward Blenkinsop and Co Ltd
Priority to GB2005254A priority Critical patent/GB769023A/en
Priority to DE1955W0017038 priority patent/DE1000387C2/en
Priority to BE539617A priority patent/BE539617A/en
Priority to FR1167511D priority patent/FR1167511A/en
Priority to CH337853D priority patent/CH337853A/en
Publication of GB769023A publication Critical patent/GB769023A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises 9-substituted 1 : 10-diaza-anthracenes (1-aza-acridines) having, in one tautomeric form, the general formula <FORM:0769023/IV(b)/1> (wherein R represents an alkoxy group of 1-6 carbon atoms, Y represents hydrogen or a halogen (preferably in the 6-position), R1 represents a mono- or di-hydroxyalkyl group of 2-6 carbon atoms, and n is an integer from 2 to 6) and their acid addition salts, and the preparation of the free bases or their hydrohalides by heating the corresponding compound substituted in the 9-position by a halogen atom or a phenoxy or alkyl- or polyalkyl-substituted phenoxy group, with a hydroxyamine H2N.(CH2)n.NHR1, advantageously in the presence of an inert solvent. The 9-phenoxy compounds may be prepared, if desired in situ, by heating the 9-halo compounds with phenol, a cresol, a xylenol or other polyalkylphenol, or mixtures thereof, which may be used in excess to provide a solvent for the reaction with the amine. The products of the latter reaction are useful as anthelmintics. Examples describe the interaction of 2-methoxy-6 : 9 - dichloro - 1 : 10 - diaza - anthracene with 2 - (21 : 31 - dihydroxy - n - propylamino) - ethylamine, 2 - (21 - hydroxypropylamino) - ethylamine, 2 - (21 - hydroxyethylamino) - ethylamine and 3-(21 : 31-dihydroxypropylamino)-ethylamine, of 2 - n - butoxy - 6 : 9-dichloro-1 : 10 - diazo - anthracene with 2 -(21 - hydroxypropylamino)-ethylamine, and of 2-methoxy-9-chloro - 1 : 10 - diaza - anthracene with 2 - (21 - hydroxyethylamino) - ethylamine. Additional reactants are listed. Starting material. 2 - (21 : 31 - Dihydroxy - n - propylamino)-ethylamine is obtainable by reacting ethylene diamine with glycerol a -monochlorhydrin. Specification 704,238 is referred to.
GB2005254A 1954-07-08 1954-07-08 Improvements in or relating to substituted 1.10-diaza-anthracenes Expired GB769023A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
GB2005254A GB769023A (en) 1954-07-08 1954-07-08 Improvements in or relating to substituted 1.10-diaza-anthracenes
DE1955W0017038 DE1000387C2 (en) 1954-07-08 1955-07-07 Process for the preparation of new 1, 10-diazaanthracenes substituted in the 9-position
BE539617A BE539617A (en) 1954-07-08 1955-07-07 IMPROVEMENTS TO SUBSTITUTE 1,10-DIAZA-ANTHRACENES.
FR1167511D FR1167511A (en) 1954-07-08 1955-07-07 1.10-diaza-anthracenes and their preparation
CH337853D CH337853A (en) 1954-07-08 1955-07-08 Process for the preparation of 9-substituted 1,10-diaza-anthracenes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2005254A GB769023A (en) 1954-07-08 1954-07-08 Improvements in or relating to substituted 1.10-diaza-anthracenes

Publications (1)

Publication Number Publication Date
GB769023A true GB769023A (en) 1957-02-27

Family

ID=10139561

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2005254A Expired GB769023A (en) 1954-07-08 1954-07-08 Improvements in or relating to substituted 1.10-diaza-anthracenes

Country Status (5)

Country Link
BE (1) BE539617A (en)
CH (1) CH337853A (en)
DE (1) DE1000387C2 (en)
FR (1) FR1167511A (en)
GB (1) GB769023A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0754760B1 (en) * 1995-07-20 2002-11-13 Yamagata Public Corporation for the Development of Industry Method and reagent for detecting peroxidase or hydrogen peroxide

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE512362A (en) * 1952-06-25 1954-01-22 Ward AZA ACRIDINES CONTAINING A MESO SUBSTITUTE AND THEIR PREPARATION.

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0754760B1 (en) * 1995-07-20 2002-11-13 Yamagata Public Corporation for the Development of Industry Method and reagent for detecting peroxidase or hydrogen peroxide

Also Published As

Publication number Publication date
BE539617A (en) 1959-07-17
DE1000387C2 (en) 1957-06-27
CH337853A (en) 1959-04-30
DE1000387B (en) 1957-01-10
FR1167511A (en) 1958-11-26

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