GB1366233A - 6-substituted-3-/2-/5-nitro-2-furyl/-vinyl/-zeta-triazolo-/4,3-b/- pyridazines methods for their preparation and compositions containi ng them - Google Patents

6-substituted-3-/2-/5-nitro-2-furyl/-vinyl/-zeta-triazolo-/4,3-b/- pyridazines methods for their preparation and compositions containi ng them

Info

Publication number
GB1366233A
GB1366233A GB2109573A GB2109573A GB1366233A GB 1366233 A GB1366233 A GB 1366233A GB 2109573 A GB2109573 A GB 2109573A GB 2109573 A GB2109573 A GB 2109573A GB 1366233 A GB1366233 A GB 1366233A
Authority
GB
United Kingdom
Prior art keywords
amino
nitro
triazolo
furyl
vinyl
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
GB2109573A
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.)
Roche Diagnostics GmbH
Original Assignee
Boehringer Mannheim GmbH
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 Boehringer Mannheim GmbH filed Critical Boehringer Mannheim GmbH
Publication of GB1366233A publication Critical patent/GB1366233A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1366233 3 - [2 - (5 - Nitro - 2 - furyl) - vinyl]- triazolo-[4,3-b]-pyridazines BOEHRINGER MANNHEIM GmbH 3 May 1973 [10 May 1972] 21095/73 Addition to 1309727 Heading C2C Novel compounds (I) in which R 1 and R 2 are hydrogen, C 1-3 alkyl, alkoxyalkyl or alkylthioalkyl and at least one is hydroxy-C 1-3 alkyl, hydroxyphenyl or cyclohexyl or R 1 R 2 N form a 5- or 6-membered ring optionally containing further N, O or S atoms and substituted by hydroxy, alkyl or hydroxyalkyl and their salts are prepared by reacting a compound II in which Y is an alkoxy or alkylthio group (preferably ethoxy) with an amine R 1 R 2 -NH. Compounds I may also be prepared by (i) condensing a compound (III) with 5-nitro-2-furfural or its diacetate, (2) nitration of the compound (IV) or (3) condensation of 3-[2-(5-nitro-2-furyl)- vinyl] - 6 - amino - s - triazolo[4,3 - b]pyridazine with a formamide O = CH-NR<SP>11</SP> 1 R<SP>11</SP> 2 in which R<SP>11</SP> 1 and R<SP>11</SP> 2 have the same meaning as R 1 and R 2 except that they do not signify hydroxyl containing radicals or with the corresponding acetal or thioamide or with an imino ether R<SP>11</SP> 1 -N = CH-OR 4 or thioimino ether R<SP>11</SP> 1 -N = CH-S-R 4 (in which R 4 is alkyl and in the product formed R<SP>11</SP> 2 is hydrogen) to form compounds I in which R 1 and R 2 do not contain hydroxy groups. NR 1 R 2 represents 4- methyl - 1 - piperazinyl -; p - hydroxyanilino-; N - methyl - N - # - hydroxyethyl - amino; 4- hydroxy - piperidino; N,N - di - # - hydroxyethyl - amino; # - hydroxyethyl - amino or cyclohexylamino. 3 - [2 - (5 - Nitro - 2 - furyl) - vinyl] - 6 - ethoxymethylene - amino - s - triazolo[4,3 - b]pyridazine is prepared by reacting the corresponding 6- amino compound with triethylorthoformate in the presence of acetic anhydride. Compounds I show anti-microbial activity and form with a carrier or diluent a pharmaceutical composition which may be administered orally or parenterally.
GB2109573A 1972-05-10 1973-05-03 6-substituted-3-/2-/5-nitro-2-furyl/-vinyl/-zeta-triazolo-/4,3-b/- pyridazines methods for their preparation and compositions containi ng them Expired GB1366233A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19722222834 DE2222834A1 (en) 1972-05-10 1972-05-10 NITROFURYL AMIDINE DERIVATIVES AND METHOD FOR PREPARING THE SAME

Publications (1)

Publication Number Publication Date
GB1366233A true GB1366233A (en) 1974-09-11

Family

ID=5844561

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2109573A Expired GB1366233A (en) 1972-05-10 1973-05-03 6-substituted-3-/2-/5-nitro-2-furyl/-vinyl/-zeta-triazolo-/4,3-b/- pyridazines methods for their preparation and compositions containi ng them

Country Status (9)

Country Link
JP (1) JPS4954395A (en)
AT (1) AT322541B (en)
AU (1) AU5556173A (en)
DE (1) DE2222834A1 (en)
FR (1) FR2183927B2 (en)
GB (1) GB1366233A (en)
HU (1) HU165885B (en)
NL (1) NL7306331A (en)
ZA (1) ZA733030B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101412675B1 (en) 2005-12-21 2014-07-03 얀센 파마슈티카 엔.브이. Triazolopyridazines as tyrosine kinase modulators

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1318013A (en) * 1970-06-19 1973-05-23 Boehringer Mannheim Gmbh Nitrofuran and nitrothiophene derivatives
DE2153902A1 (en) * 1971-10-29 1973-05-03 Boehringer Mannheim Gmbh ANTIMICROBIALLY EFFECTIVE NITROFURA DERIVATIVES AND METHOD FOR PRODUCING THE SAME
DE2030581A1 (en) * 1970-06-20 1971-12-30 Boehringer Mannheim GmbH, 6800 Mannheim-Waldhof Nitrofuryl amidine derivatives and process for making the same

Also Published As

Publication number Publication date
ZA733030B (en) 1974-04-24
NL7306331A (en) 1973-11-13
JPS4954395A (en) 1974-05-27
DE2222834A1 (en) 1973-11-29
AT322541B (en) 1975-05-26
FR2183927A2 (en) 1973-12-21
FR2183927B2 (en) 1976-12-03
HU165885B (en) 1974-12-28
AU5556173A (en) 1974-11-14

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Legal Events

Date Code Title Description
PS Patent sealed
PLNP Patent lapsed through nonpayment of renewal fees