ES8502441A1 - Novel tetrazine derivatives - Google Patents

Novel tetrazine derivatives

Info

Publication number
ES8502441A1
ES8502441A1 ES83524995A ES524995A ES8502441A1 ES 8502441 A1 ES8502441 A1 ES 8502441A1 ES 83524995 A ES83524995 A ES 83524995A ES 524995 A ES524995 A ES 524995A ES 8502441 A1 ES8502441 A1 ES 8502441A1
Authority
ES
Spain
Prior art keywords
group
denotes
optionally substituted
substituted phenyl
alkyl
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
ES83524995A
Other languages
Spanish (es)
Other versions
ES524995A0 (en
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.)
May and Baker Ltd
Original Assignee
May and Baker 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
Priority claimed from GB838306904A external-priority patent/GB8306904D0/en
Application filed by May and Baker Ltd filed Critical May and Baker Ltd
Publication of ES524995A0 publication Critical patent/ES524995A0/en
Publication of ES8502441A1 publication Critical patent/ES8502441A1/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/38Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/88Nitrogen atoms, e.g. allantoin
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/90Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/91Nitro radicals
    • C07D233/92Nitro radicals attached in position 4 or 5
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic 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
    • C07D487/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/12Heterocyclic 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 three hetero rings
    • C07D487/14Ortho-condensed systems

Abstract

Tetrazine derivatives of the general formula < IMAGE > [in which R<1> denotes a (C3-8)-cycloalkyl group or a (C1-4)-alkyl, (C2-6)-alkenyl or (C2-6)-alkynyl group, such an alkyl, alkenyl or alkynyl group being unsubstituted or substituted by 1 to 3 substitutents selected from halogen atoms, (C1-4)-alkoxy, -alkylthio, -alkylsulfinyl and -alkylsulfonyl groups and optionally substituted phenyl groups A1 denotes a nitrogen atom or a group -CR<3>=, in which R<3> denotes hydrogen or a substituent R<4>, where R<4> denotes a halogen atom or a (C1-6)-alkyl or -alkenyl group which can carry up to 3 substituents selected from halogen atoms, optionally substituted phenyl groups, and (C1-3)-alkoxy, -alkylthio and -alkylsulfonyl groups, or R<4> denotes a (C3-8)-cycloalkyl group, a cyano, hydroxy, nitro or optionally substituted phenoxy group or a group -COR<5)<in which R<5> denotes a (C1-4)-alkyl or -alkoxy group, a hydroxy group or an optionally substituted phenyl group) or a (C1-6)-alkanoylamino group, or R<4> denotes a group -S(O)nR<6>, -SO2NR<7>R<8> or -CZ<2>NR<7>R <8> (in which n represents 0, 1 or 2, R<6> denotes a (C1-4)-alkyl or (C2-4)-alkenyl group which can carry an optionally substituted phenyl substituent, a (C3-8)-cycloalkyl group or an optionally substituted phenyl group, where R7 and R8 each denote hydrogen or a (C1-4)-alkyl or (C2-4)-alkenyl group which can carry an optionally substituted phenyl substituent, or a (C3-8)-cycloalkyl group or an optionally substituted phenyl group, or the group -NR<7>R<8> denotes a heterocyclic group and Z<2> denotes an oxygen or sulphur atom) A<2> denotes a nitrogen atom or, if A<1> represents a nitrogen atom, A<2> denotes a nitrogen atom or a group -CR<3>=, in which R<3> is as defined above Z<1> denotes an oxygen or sulphur atom and R<2> denotes a group of the formula -S(O)nR<6>, -SO2NR<7>R<8>, -CSNR<7>R<8>, - CONR<7>R<9> or -CZ<2>NHNO2, in which n, R<6>, R<7>, R<8> and Z<2> are as defined above, and the group -NR<7>R<9> denotes a heterocyclic group, or R<7> is as defined above and R<9> denotes a (C1-4)-alkyl or (C2-4)-alkenyl group which carries an optionally substituted phenyl substituent, or an optionally substituted phenyl group, or if A<1> denotes a nitrogen atom or a group -CR<4>= in which R<4> is as defined above and Z<1> and A<2> are as defined above, or if A<1> denotes a group -CH= and Z<1> denotes a sulphur atom and A<2> is as defined above, R<2> denotes a group of the formula -S(O)nR<6>, -SO2NR<7>R<8>, -CZ<2>NR<7>R<8> or -CZ<2>NHNO2, in which n, R <6 , R<7>, R<8> and Z<2> are as defined above] are novel, therapeutically useful compounds having antineo-plastic activity. Processes for the preparation of the tetrazine derivatives are also described.
ES83524995A 1982-08-17 1983-08-17 Novel tetrazine derivatives Expired ES8502441A1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB8223583 1982-08-17
GB8223580 1982-08-17
GB8226169 1982-09-14
GB838306904A GB8306904D0 (en) 1983-03-14 1983-03-14 Compositions of matter

Publications (2)

Publication Number Publication Date
ES524995A0 ES524995A0 (en) 1985-01-01
ES8502441A1 true ES8502441A1 (en) 1985-01-01

Family

ID=27449377

Family Applications (1)

Application Number Title Priority Date Filing Date
ES83524995A Expired ES8502441A1 (en) 1982-08-17 1983-08-17 Novel tetrazine derivatives

Country Status (18)

Country Link
AU (1) AU575782B2 (en)
BE (1) BE897548A (en)
CA (1) CA1254563A (en)
CH (1) CH657855A5 (en)
DE (1) DE3329505A1 (en)
DK (1) DK374983A (en)
ES (1) ES8502441A1 (en)
FI (1) FI80273C (en)
FR (1) FR2531958B1 (en)
GR (1) GR78688B (en)
HU (1) HU189321B (en)
IE (1) IE55849B1 (en)
IL (1) IL69500A (en)
IT (1) IT1194375B (en)
LU (1) LU84969A1 (en)
NL (1) NL8302863A (en)
NZ (1) NZ205272A (en)
SE (1) SE455198B (en)

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2932305A1 (en) * 1979-08-09 1981-02-26 Basf Ag Pyrrolo-, pyrazolo-, imidazo- and thiazolo-tetrazin-4-one derivs. - prepd. from amino-azole cpds. by diazotisation and reaction with isocyanate
OA07174A (en) * 1981-08-24 1984-04-30 May & Baker Ltd New imidazotetrazionones, their preparation and medicines containing them.

Also Published As

Publication number Publication date
CH657855A5 (en) 1986-09-30
AU575782B2 (en) 1988-08-11
HU189321B (en) 1986-06-30
ES524995A0 (en) 1985-01-01
FR2531958A1 (en) 1984-02-24
DK374983D0 (en) 1983-08-16
IT8322566A0 (en) 1983-08-16
CA1254563A (en) 1989-05-23
SE455198B (en) 1988-06-27
IL69500A (en) 1989-01-31
GR78688B (en) 1984-09-27
FR2531958B1 (en) 1986-10-31
FI832927A0 (en) 1983-08-15
FI832927A (en) 1984-02-18
FI80273C (en) 1990-05-10
NL8302863A (en) 1984-03-16
DK374983A (en) 1984-02-18
IT1194375B (en) 1988-09-22
DE3329505A1 (en) 1984-02-23
AU1796883A (en) 1984-02-23
IE55849B1 (en) 1991-01-30
SE8304415L (en) 1984-02-18
BE897548A (en) 1984-02-17
SE8304415D0 (en) 1983-08-15
NZ205272A (en) 1986-12-05
FI80273B (en) 1990-01-31
IE831913L (en) 1984-02-17
LU84969A1 (en) 1984-03-23

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