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GB1318013A - Nitrofuran and nitrothiophene derivatives - Google Patents

Nitrofuran and nitrothiophene derivatives

Info

Publication number
GB1318013A
GB1318013A GB2821671A GB2821671A GB1318013A GB 1318013 A GB1318013 A GB 1318013A GB 2821671 A GB2821671 A GB 2821671A GB 2821671 A GB2821671 A GB 2821671A GB 1318013 A GB1318013 A GB 1318013A
Authority
GB
United Kingdom
Prior art keywords
alkyl
compound
formula
radical
atom
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
GB2821671A
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
Priority claimed from DE19702030218 external-priority patent/DE2030218A1/en
Priority claimed from DE19712109577 external-priority patent/DE2109577A1/en
Priority claimed from DE19712109570 external-priority patent/DE2109570A1/en
Application filed by Boehringer Mannheim GmbH filed Critical Boehringer Mannheim GmbH
Publication of GB1318013A publication Critical patent/GB1318013A/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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1318013 Nitro-furan and -thiophene derivatives BOEHRINGER MANNHEIM GmbH 16 June 1971 [19 June 1970 1 March 1971 (2)] 28216/71 Heading C2C Novel compounds of Formula I: wherein Het signifies a divalent radical of aromatic character, optionally substituted by halogen atoms, hydroxyl, azido or cyano groups or alkyl, alkoxy, alkylthio or alkylamino radicals, and is either (i) a five-membered ring containing two or three heteroatoms, at least one of which is a nitrogen atom, or (ii) a sixmembered ring containing 1-3 nitrogen atoms, or (iii) a bicyclic ring in which two of the rings according to (i) and/or (ii) are fused together in such a manner that they contain a nitrogen atom which is common to both rings, B being attached to the α-position in respect to a nitrogen atom in the Het radical and the righthand side of the molecule being attached to another carbon atom in the Het radical; Y is an oxygen or sulphur atom; m is 0 or 1, X is a hydrogen atom or a C 1 -C 6 alkyl or C 1 -C 6 acyl radical; B is a valency bond or, when m is 1, can also be a vinylene radical; R is a hydrogen atom or a C 1 -C 6 alkyl or alkoxyalkyl radical and R 1 and R 2 , which can be the same or different, are hydrogen atoms or hydroxyl groups or C 1 -C 6 alkyl, alkoxyalkyl, C 1 -C 6 hydroxyalkyl, mono-(C 1 -C 6 alkyl)-amino or di(C 1 -C 6 alkyl)-amino radicals or optionally substituted aryl- or aralkyl radicals or wherein two of the symbols R, R 1 and R 2 , together with the nitrogen atom to which R 1 and R 2 are attached, form a saturated 5- or 6-membered heterocyclic ring, which can optionally contain one or two additional hetero atoms, such as oxygen, sulphur or nitrogen; and the physiologically compatible acid-addition salts thereof, are prepared by (a) condensation of a compound of Formula II: with a compound of Formula III: in which Z is O or S, or a ketal or acetal thereof, or with a compound of formula R 1 -N= C(R)-Z-R 5 or RCN wherein R 5 is alkyl, or (b) reaction of a compound of Formula IV: in which R 3 is C 1-6 alkyl and R 4 is H or C 1-6 alkyl, or a salt thereof, with a compound of formula R 1 -NH-R 2 , or (c) nitration of a compound of Formula V: or (d) when B represents a vinylene radical, condensation of 5-nitrofuran-2-aldehyde or 5-nitrothiophene-2-aldehyde or a reactive derivative thereof, with a compound of Formula VI: Pharmaceutical compositions having antimicrobial activity, for oral, parenteral or topical administration, comprise a compound I or a pharmacologically acceptable acid addition salt thereof, together with a pharmaceutical carrier.
GB2821671A 1970-06-19 1971-06-16 Nitrofuran and nitrothiophene derivatives Expired GB1318013A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE19702030218 DE2030218A1 (en) 1970-06-19 1970-06-19 Nitrofuryl (or thienyl) antimicrobials -5-substd - by aminomethylene-amino (or hydrazino) heterocyclyl-(vinyl)group
DE19712109577 DE2109577A1 (en) 1971-03-01 1971-03-01 Antimicrobial Nitrofuran Derivatives and Process for the Production of the Same
DE19712109570 DE2109570A1 (en) 1971-03-01 1971-03-01 Antimicrobial Nitrofuran Derivatives and Process for the Production of the Same

Publications (1)

Publication Number Publication Date
GB1318013A true GB1318013A (en) 1973-05-23

Family

ID=27182673

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2821671A Expired GB1318013A (en) 1970-06-19 1971-06-16 Nitrofuran and nitrothiophene derivatives

Country Status (6)

Country Link
CA (1) CA942303A (en)
FR (1) FR2100787B1 (en)
GB (1) GB1318013A (en)
IE (1) IE35532B1 (en)
NL (1) NL7108313A (en)
SE (1) SE373140B (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2222834A1 (en) * 1972-05-10 1973-11-29 Boehringer Mannheim Gmbh NITROFURYL AMIDINE DERIVATIVES AND METHOD FOR PREPARING THE SAME
GB1324060A (en) * 1971-03-19 1973-07-18 Boehringer Mannheim Gmbh Nitrofuryl-triazolo 4,3-b pyridazine derivatives
DK185389A (en) * 1988-04-22 1989-10-23 Duphar Int Res 3,5-SUBSTITUTED 1,2,4-OXADIAZOLES, THEIR PREPARATION AND USE
FR2668151A1 (en) * 1990-10-23 1992-04-24 Rhone Poulenc Agrochimie TRIAZOLOPYRIDAZINE GROUP COMPOUNDS THEIR PREPARATIONS AND HERBICIDAL COMPOSITIONS CONTAINING SAME.

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2027503A1 (en) * 1969-01-06 1970-10-02 Toyama Chemical Co Ltd Nitrofurane derivs for chemotherapeutic - applications

Also Published As

Publication number Publication date
FR2100787B1 (en) 1975-06-06
CA942303A (en) 1974-02-19
FR2100787A1 (en) 1972-03-24
NL7108313A (en) 1971-12-21
IE35532B1 (en) 1976-03-18
SE373140B (en) 1975-01-27
IE35532L (en) 1971-12-19

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Legal Events

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