IE55849B1 - New tetrazine derivatives - Google Patents

New tetrazine derivatives

Info

Publication number
IE55849B1
IE55849B1 IE1913/83A IE191383A IE55849B1 IE 55849 B1 IE55849 B1 IE 55849B1 IE 1913/83 A IE1913/83 A IE 1913/83A IE 191383 A IE191383 A IE 191383A IE 55849 B1 IE55849 B1 IE 55849B1
Authority
IE
Ireland
Prior art keywords
opt
substd
alkyl
alkenyl
branched
Prior art date
Application number
IE1913/83A
Other versions
IE831913L (en
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 IE831913L publication Critical patent/IE831913L/en
Publication of IE55849B1 publication Critical patent/IE55849B1/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

Landscapes

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

Abstract

Cpds. of formula (I) and their salts are new. In (I) R1 is cycloalkyl or opt. branched alkyl, alkenyl or alkinyl with upto 6C and opt.substd. by 1-3 substits. chosen from halogen or opt. branched 1-4C alkyloxy, alhylthio, alkylsulphonyl or alkylsulphinyl or opt. substd. Ph; Al is N or -CR3=; R3 is H or R4; R4 is halogen or opt. branched alkyl or alkenyl with up to 6C and opt. 1-3 substits or R4 is cycloalkyl, CN, OH, NO2, PhO (opt. substd), -COR5, upto 6C alkanoylamino, -S(O)nR6, -SO2NR7R8 or CZ2NR7R8; R5 is 1-4C alkyl or alkyloxy, OH or opt. substd. Ph; n is 0, 1 or 2; R6 is opt. branched 1-4C alkyl or alkenyl (opt. carrying an opt. substd. Ph substis), cycloalkyl or opt substd. Ph; R7 and R8 are each H, opt. brached upto 4C alkyl or alkenyl (opt. carrying an opt. substd. Ph substit), cycloalkyl or opt. substd. Ph, or -NR7R8 is a hetero-cyclic gp; Z2 is O or S; A2 is N or if A1 is N, A2 is N or -CR3-; R2 is -S(O)nR6, -SO2NR7R8, -CSNR7R8, -CONR7R8 or -CZ2NHNo2; or if A1 is N or -CR4= or if A1 is -CH0 and Z1 is S, R2 can be -S(O)nR6, -SO2NR7R8, -CZ2NR7R8 or -CZ2NHNO2; -NR7R9 is a heterocyclic gp or R7 is as before and R9 is opt. branched upto 4C alkyl or alkenyl (opt. carrying an opt. substd. Ph substit . (I) are anticancer agents, found to be effective against various tumours (primary tumours, metastoses, Lewis lung carcinomas, B16 melanome, C38 tumour, rectal carcinomas) in rice. [FR2531958A1]
IE1913/83A 1982-08-17 1983-08-15 New tetrazine derivatives IE55849B1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
GB8223580 1982-08-17
GB8223583 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
IE831913L IE831913L (en) 1984-02-17
IE55849B1 true IE55849B1 (en) 1991-01-30

Family

ID=27449377

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1913/83A IE55849B1 (en) 1982-08-17 1983-08-15 New 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
IT8322566A0 (en) 1983-08-16
DK374983A (en) 1984-02-18
ES524995A0 (en) 1985-01-01
FI80273B (en) 1990-01-31
LU84969A1 (en) 1984-03-23
FI80273C (en) 1990-05-10
IT1194375B (en) 1988-09-22
AU575782B2 (en) 1988-08-11
BE897548A (en) 1984-02-17
ES8502441A1 (en) 1985-01-01
SE455198B (en) 1988-06-27
SE8304415L (en) 1984-02-18
SE8304415D0 (en) 1983-08-15
CA1254563A (en) 1989-05-23
HU189321B (en) 1986-06-30
CH657855A5 (en) 1986-09-30
AU1796883A (en) 1984-02-23
DE3329505A1 (en) 1984-02-23
FR2531958B1 (en) 1986-10-31
FI832927A (en) 1984-02-18
FI832927A0 (en) 1983-08-15
NZ205272A (en) 1986-12-05
GR78688B (en) 1984-09-27
NL8302863A (en) 1984-03-16
IE831913L (en) 1984-02-17
FR2531958A1 (en) 1984-02-24
IL69500A (en) 1989-01-31
DK374983D0 (en) 1983-08-16

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