SE8304415L - NEW TETRAZINE DERIVATIVES - Google Patents

NEW TETRAZINE DERIVATIVES

Info

Publication number
SE8304415L
SE8304415L SE8304415A SE8304415A SE8304415L SE 8304415 L SE8304415 L SE 8304415L SE 8304415 A SE8304415 A SE 8304415A SE 8304415 A SE8304415 A SE 8304415A SE 8304415 L SE8304415 L SE 8304415L
Authority
SE
Sweden
Prior art keywords
group
optionally substituted
substituted phenyl
alkyl
hereinbefore defined
Prior art date
Application number
SE8304415A
Other languages
Swedish (sv)
Other versions
SE8304415D0 (en
SE455198B (en
Inventor
G U Baig
M F G Stevens
E Lunt
C G Newton
B L Pedgrift
C Smith
C G Straw
R J A Walsh
P J Warren
Original Assignee
May & 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 & Baker Ltd filed Critical May & Baker Ltd
Publication of SE8304415D0 publication Critical patent/SE8304415D0/en
Publication of SE8304415L publication Critical patent/SE8304415L/en
Publication of SE455198B publication Critical patent/SE455198B/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic 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
    • C07D231/14—Heterocyclic 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
    • C07D231/38—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic 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
    • C07D231/14—Heterocyclic 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic 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
    • C07D233/66—Heterocyclic 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
    • C07D233/88—Nitrogen atoms, e.g. allantoin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic 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
    • C07D233/66—Heterocyclic 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
    • C07D233/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic 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
    • C07D233/66—Heterocyclic 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
    • C07D233/91—Nitro radicals
    • C07D233/92—Nitro radicals attached in position 4 or 5
    • 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
    • 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
    • C07D487/12—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 three hetero rings
    • C07D487/14—Ortho-condensed systems

Abstract

NEW TETRAZINE DERIVATIVES Tetrazine derivatives of the general formula: <IMG> ¢wherein R1 represents a (C3-C8)cycloalkyl group, or a (C1-C4)alkyl, (C2-C6)alkenyl or (C2-C6)alkynyl group, each such alkyl, alkenyl or alkynyl group being unsubstituted or substituted by from 1 to 3 substituents selected from halogen atoms, (C1-C4)alkoxy, -alkylthio, -alkylsulphinyl and -alkylsulphonyl groups, and optionally substituted phenyl groups, A1 represents a nitrogen atom or a group -CR3= wherein R3 represents hydrogen or a substituent R4 wherein R4 represents a halogen atom, or a (C1-C6)-alkyl or -alkenyl group, which may carry up to 3 substituents selected from halogen atoms, optionally substituted phenyl groups, and (C1-C3)-alkoxy, -alkylthio and -alkylsulphonyl groups or R4 represents a (C3-C8)cycloalkyl group, a cyano, hydroxy, nitro or optionally substituted phenoxy group, or a group , -COR5 (wherein R5 represents a (C1-C4)-alkyl or -alkoxy group, a hydroxy group, or an optionally substituted phenyl group) or a (C1-C6)alkanoylamino group, or R4 represents a group -S(O)nR6, -SO2NR7R8 or -CZ2NR7R8 (wherein n represents 0; 1 or 2, R6 represents a (C1-C4)alkyl or (C2-C4)alkenyl group, which may carry an optionally substituted phenyl substituent, a (C3-C8)cyclo-alkyl group or an optionally substituted phenyl group, R7 and R8 each represents hydrogen or a (C1-C4)alkyl or (C2-C4)alkenyl group, which may carry an optionally substituted phenyl substituent, or a (C3-C8)cycloalkyl group or an optionally substituted phenyl group, or the group -NR7R8 represents a heterocyclic group, and Z2 represents an oxygen or sulphur atom), A2 represents a nitrogen atom or, when A1 represents a nitrogen atom, A2 represents a nitrogen atom or a group -CR3= wherein R3 is as hereinbefore defined, Z1 represents an oxygen or sulphur atom, and R2 represents a group of the formula -S(O)nR6, -SO2NR7R8, -CSNR7R8, -CONR7R9 or -CZ2NHNO2, wherein n, R6, R7, R8 and Z2 are as hereinbefore defined, and the group -NR7R9 represents a heterocyclic group, or R7 is as hereinbefore defined and R9 represents a (C1-C4)alkyl or (C2-C4)alkenyl group which carries an optionally substituted phenyl substituent, or an optionally substituted phenyl group or, when A1 represents a nitrogen atom or a group -CR4= wherein R4 is as hereinbefore defined and Z1 and A2 are as hereinbefore defined or, when Al represents a group -CH= and Z1 represents a sulphur atom and A2 is as hereinbefore defined, R2 represents a group of the formula -S(O)nR6, -SO2NR7R8, -CZ2NR7R8 or CZ2NHNO2 wherein n, R6, R7, R8 and Z2 are as hereinbefore defined! are new therapeutically useful compounds possessing antineoplastic activity. Processes for the preparation of the tetrazine derivatives are inter alia described.
SE8304415A 1982-08-17 1983-08-15 TETRAZINE DERIVATIVES, PREPARATION AND PHARMACEUTICAL COMPOSITION THEREOF SE455198B (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 (3)

Publication Number Publication Date
SE8304415D0 SE8304415D0 (en) 1983-08-15
SE8304415L true SE8304415L (en) 1984-02-18
SE455198B SE455198B (en) 1988-06-27

Family

ID=27449377

Family Applications (1)

Application Number Title Priority Date Filing Date
SE8304415A SE455198B (en) 1982-08-17 1983-08-15 TETRAZINE DERIVATIVES, PREPARATION AND PHARMACEUTICAL COMPOSITION THEREOF

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
IT8322566A0 (en) 1983-08-16
SE8304415D0 (en) 1983-08-15
FI80273C (en) 1990-05-10
CA1254563A (en) 1989-05-23
FR2531958B1 (en) 1986-10-31
DK374983D0 (en) 1983-08-16
FI832927A0 (en) 1983-08-15
FI832927A (en) 1984-02-18
FI80273B (en) 1990-01-31
IE831913L (en) 1984-02-17
AU575782B2 (en) 1988-08-11
DK374983A (en) 1984-02-18
IT1194375B (en) 1988-09-22
GR78688B (en) 1984-09-27
IE55849B1 (en) 1991-01-30
NZ205272A (en) 1986-12-05
ES524995A0 (en) 1985-01-01
CH657855A5 (en) 1986-09-30
NL8302863A (en) 1984-03-16
BE897548A (en) 1984-02-17
HU189321B (en) 1986-06-30
DE3329505A1 (en) 1984-02-23
LU84969A1 (en) 1984-03-23
FR2531958A1 (en) 1984-02-24
ES8502441A1 (en) 1985-01-01
SE455198B (en) 1988-06-27
IL69500A (en) 1989-01-31
AU1796883A (en) 1984-02-23

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