• Title/Summary/Keyword: pyrazolo[4,5] pyridazine

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Synthesis of Pyrazolo [4,3-c]Pyridazine and Isoxazolo [3,4-d]Pyridazine Derivatives

  • Abbass, Ikhlass-M.;Sharaf, Mohye-A.F.;El-damaty, Alia-A.
    • Archives of Pharmacal Research
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    • v.16 no.2
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    • pp.164-167
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    • 1993
  • Arylhydrazones of diethyl acetonedicarboxylate 3 was treated with fomaldehyde to 1-aryl-1, 4, 5, 6-tetrahyeheypyridazine derivatives 4a-f Cyclization of compound 4a-f by hydroxy-lamine afforded [3, 4-d] 1, 4, 5, 6-tetrahydropyridazine derivative 5a-f. Also, cyclization of compound 4c with semicarbazide gave pyrazolote [4, 3-c] pyridazine 6. On the other hand compound 3 reacted with ethylothofomate to give diethyl-1, 4-dihydro-1-arypyridazine-4-one-3, 5 dicaboxylate 7, which on treatment with hydrazine, semicarbazide and thiosemicarbazide gave pyridazine, amido and thioamido derivatives. The spectrl and antimicrobial data of these compounds 1-8 were studied.

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Synthesis of Pyrazolo [4,5]pyridazine and Isoxazolo [3,4d]pyridazine Derivatives

  • Abbass, Iklass-M.;Sharaf, Mohyee-A.F.;EI-damaty, Alia-A.
    • Archives of Pharmacal Research
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    • v.15 no.3
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    • pp.224-228
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    • 1992
  • Arylhydrazones of diethylacetondicarboxylate 3 was treated with formaldehyde to give 1 aryl-4, 5, 6-trihydropyridaine derivatives 4a-f Cyclization of compound 4a-f by hydroxylamine afforded [3, 4d] 1, 3, 4, 5-tetrahydropyridazine derivatives 5a-f. Also cyclization of compound 4c with semicarbazide gave 1-amidopyrazolo-5-one-1-aryl-3-carboxypyridazine 6. On the other hand compounds 3 reacted with ethylorthoformate to give diethyl-1, 4-dihydro-1-arylpyridazine-4one-2.5 dicarboxylate 7, which on treatment with hydrazine. Semicarbazide and thiosemicarbazide gave pyridazine, amido and thioamido derivatives. The spectral and antimicrobial data of these compounds 1-8 were studied.

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Heterocyclic Synthesis with Nitriles: New Routes for Synthesis of Pyridazines, Pyridines and their Fused Derivtives

  • Negm, Abdalla-M.;Abdelrazek, Fathy-M.;Elnagdi, Mohamed-H.;Shaaban, Lina-H.
    • Archives of Pharmacal Research
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    • v.17 no.6
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    • pp.411-414
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    • 1994
  • Phenylazocyanothioacetamide 1 reacts with malononitrile to afford the pyridinethione 4 which reacts with phenacylbromide to yield the pyridine-S-phenacyl derivative 6, 1 reacts with ethyl cyanoacetate to yield the pyridazine derivative, 8, and with phenacyl bromide to afford the N-phenacyl derivative 11, instead of the thiazole 10. Compound 11 afforded the pyrazolopyridine 13 on reaction with malononitrile while 10 was obtained on coupling of the thiazole 14 with diazotised aniline. Compound 10 reacts with malononitrile to afford the thizaolyl pyridazine 15. Compound 1 reacts with malononitrile dimer to afford the pyriodopyridazine derivative 17a. 1 reacts also with active methylene heterocycies to afford the pyrazolo and thiazolo-fused phridazines 20 and 23 respectively.

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