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Journal articles on the topic 'Pyridazin'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Barlin, GB. "Imidazo[1,2-B]Pyridazines. I. Some 3-Alkoxy-6-Halogeno-2-Phenyl-(and 4′-Substituted Phenyl)Imidazo[1,2-B]Pyridazines and 3-Methoxy-2,6-Diphenylimidazo[1,2-B]Pyridazine." Australian Journal of Chemistry 39, no. 11 (1986): 1803. http://dx.doi.org/10.1071/ch9861803.

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A series of 3-alkoxy-6-halogeno-2-phenyl(and 4′-substituted phenyl) imidazo [1,2-b] pyridazines (1) and 3-methoxy-2,6- diphenylimidazo [1,2-b] pyridazine have been prepared from the relevant pyridazin-3-amines and arylglyoxals, followed by O- alkylation of the corresponding imidazo [1,2-b]pyridazin-3(5H)-ones with diazoalkanes. 6- Chloro-3-methoxy-2-phenylimidazo[2,1-a] phthal-azine was prepared similarly.

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2

Schmitt, Martine, Jean-Jacques Bourguignon, Gordon B. Barlin, and Les P. Davies. "Imidazo[1,2-b]pyridazines. XXIV Syntheses of Some 3-(Variously Substituted) Imidazo[1,2-b] pyridazines, 6-Substituted 2-Benzoyl- imidazo[1,2-b]pyridazines and Pyrimido[1,2-b]pyridazin- 5-ium-3-olates and their Interaction with Central and Mitochondrial Benzodiazepine Receptors." Australian Journal of Chemistry 50, no. 8 (1997): 779. http://dx.doi.org/10.1071/c97030.

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The syntheses of some ethyl 2-{2′-aryl-6′-(chloro, iodo and methoxy)imidazo[1,2-b]pyridazin-3′-yl}-2-(acetoxy, acylamino, hydroxy and methoxy)acetates, 6-methyl-2-(p-tolyl)- and 6-chloro-2-(4′-chlorophenyl)-3-trimethylammoniomethylimidazo[1,2-b]pyridazine iodides (and reactions thereof), 2-benzoyl 6-substituted imidazo[1,2-b]pyridazines and 7-(methoxy, chloro and phenylthio)-2-phenylpyrimido-[1,2-b]pyridazin-5-ium-3-olates are reported. The ability of these compounds to displace [3H]diazepam from rat forebrain membrane [central benzodiazepine receptor (BZR)] and rat kidney membrane [mitochondr

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3

M., Sumakanth, V. Malla Reddy, V. S. H. Krishnan, and B. S. Sastry. "Synthesis of Some New Imidazo[1,2-b] Pyridazines." International Journal of Pharmaceutical Sciences and Nanotechnology 2, no. 1 (2009): 471–76. http://dx.doi.org/10.37285/ijpsn.2009.2.1.14.

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Several 2,6-diaryl-imidazo[1,2-b]pyridazines (5 & 7) were prepared from 3-amino-6-aryl-pyridazines (3) which in turn were obtained from the corresponding 6-aryl-pyridazine-3(2H)-ones(1) via., 6-aryl-pyridazin-3(2H)-thiones (2) as intermediates, by a reaction with an appropriate a-halocarbonyl compounds (4) or a-haloacyl carbamates (6) in a suitable solvent at reflux temperature. The resulted products were characterized by their physical, analytical and spectral data.

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4

Deeb, Ali, Besher Bayoumy, Fathy Yasine, and Rida Fikry. "Pyridazine Derivatives and Related Compounds, Part 4. Pyrrolo[2,3-c]pyridazines and Furo[2,3-c]pyndazines, Synthesis and Some Reactions." Zeitschrift für Naturforschung B 47, no. 3 (1992): 418–23. http://dx.doi.org/10.1515/znb-1992-0320.

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Ethyl 5-amino-3,4-diphenyl-7H-pyrrolo[2,3-c]pyridazine-6-carboxylate (1), ethyl 5-aminofuro[ 2,3-c]pyridazine-6-carboxylate (2) and 5-aminofuro[2,3-c]pyridazine-6-carboxamide (3), are obtained from 4-cyano-5,6-diphenyl-3(2H)-pyridazinone. 5-Acetamido and 5-chloroacetamido derivatives prepared from 1, undergo cyclization on heating to form 2-substituted pyridazino[4',3':4,5]pyrrolo[3,2-d]oxazin-4(5H)-one (5a, b). The reaction of 1 and 2 with hydrazine gave 6-carbohydrazide derivatives (7 a, b). Compound 3 undergoes condensation with acetyl chloride, chloroacetyl chloride, benzoyl chloride, form

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5

Kazimierczuk, Zygmunt, Jarosław Kamiński, and Flavio Meggio. "Studies on Improved Synthesis of 2'-Deoxyribonucleosides of Pyridazine Derivatives." Collection of Czechoslovak Chemical Communications 71, no. 6 (2006): 889–98. http://dx.doi.org/10.1135/cccc20060889.

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A number of 2'-deoxyribonucleosides of halogenated pyridazine derivatives were prepared by glycosylation of their respective potassium or DBU salts in acetone. The reaction yielded predominatly β-anomers that could be purified by simple crystallization or column chromatography. Of the studied pyridazines and deoxynucleosides, only 4-bromo-6-chloropyridazin-3-one and 6-chloro-2-(2'-deoxyribofuranosyl)pyridazin-3-one showed modest inhibition of CK2 kinase.

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6

Barlin, GB, LP Davies, PW Harrison, NW Jacobsen, and AC Willis. "Imidazo[1,2-b]Pyridazines. XVI. Synthesis and Central Nervous System Activities of Some 6-(Chloro, Alkylthio, Phenylthio, Benzylthio or Pyridinylmethylthio)-3-(unsubstituted, benzamidomethyl or methoxy)-2-(styryl or benzoyl)imidazo[1,2-b]pyridazines." Australian Journal of Chemistry 47, no. 11 (1994): 1989. http://dx.doi.org/10.1071/ch9941989.

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Some 6-( chloro, alkylthio, phenylthio, benzylthio or pyridinylmethylthio )-3-( unsubstituted , benzamidomethyl or methoxy )-2-styrylimidazo[1,2-b] pyridazines and 6-chloro-3-( unsubstituted and benzamidomethyl )-2-benzoylimidazo[1,2-b] pyridazines have been prepared and tested for their ability to displace [3H]diazepam from rat brain plasma membranes. The structures of 6-chloro-2-benzoyl[and 6-fluoro-2-(4′-tolyl)] imidazo [1,2-b] pyridazine have been confirmed by X-ray analyses. The reactions of 6-methylthio(and 6-phenylthio)pyridazin-3-amines with 3-bromo-1-phenylpropane-1,2-dione also have

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7

Barlin, GB, LP Davies, SJ Ireland, and JK Zhang. "Imidazo[1,2-b]pyridazines. XIV. Syntheses and Central Nervous System Activities of Some 6-(Methoxy-, dimethoxy-, methylenedioxy-, chloro- and fluoro-)-3-alkoxy-2-phenyl(and substituted phenyl)imidazo[1,2-b]pyridazines." Australian Journal of Chemistry 46, no. 3 (1993): 353. http://dx.doi.org/10.1071/ch9930353.

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Syntheses are reported for 28 new 3-alkoxy-6-(3′-methoxy-,3′,4′-dimethoxy, 3′,4′-methylene-dioxy-, 2′- and 4′-chloro- and 4′-fluoro-benzylamino)-2-phenyl(and substituted phenyl) imidazo -[1,2-b] pyridazines from the corresponding 6-substituted pyridazin-3-amine 2-oxides with α- bromoacetophenones, followed by alkylation of the intermediate 3-hydroxyimidazo[1,2-b] pyridazines. In tests of the ability of these compounds to displace [3H]diazepam from rat brain membrane, 3-(2′-ethoxyethoxy)-6(3′-methoxybenzylamino)-2-phenyl- and 6(3′,4′-methylenedioxybenzylamino )-2-(3″,4″-methylenedioxyphenyl)-3-

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8

El-Dean, Adel M. Kamal, Shaban M. Radwan, and Yasser A. Elosealy. "Synthesis of some new imidazo[3″,4″:1′,2′] pyrimido[4′,5′:4,5]thieno[2,3-c] pyridazines and other fused thieno[2,3-c]pyridazines." Journal of Chemical Research 2008, no. 11 (2008): 622–25. http://dx.doi.org/10.3184/030823408x371056.

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5-Amino-3,4-diphenylthieno[2,3-c]pyridazine-6-carboxamide was prepared and used as starting material to form the novel 6-chloromethyl-3,4-diphenylpyrimido[4′,5′:4,5]thieno[2,3-c]pyridazin-8(7H)-one (3), the 6-(arylaminomethyl) compounds (4a–c), 7-aryl-7,8-dihydro-3,4-diphenylimidazo[3″,4″:1′,2′]pyrimido[4′,5′:4,5]thieno[2,3-c]pyridazin-10(6H)-ones (5a–c), ethyl 7,8-dihydro-8-oxopyrimido[4′,5′:4,5]thieno[2,3-c]pyridazine-6-acetate (6) and its carbohydrazide (7). The pyridazinothienopyrimidotriazepinedione 8, pyridothienopyridazine 12 and pyridazinothienooxazepine 13 were also prepared.

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9

Sepsey Für, Csilla Sepsey, Gergő Riszter, Áron SzigetvárI, et al. "Novel Ring Systems: Spiro[Cycloalkane] Derivatives of Triazolo- and Tetrazolo-Pyridazines." Molecules 26, no. 8 (2021): 2140. http://dx.doi.org/10.3390/molecules26082140.

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In orderto synthesize new pyridazine derivatives anellated with different nitrogen heterocyclic moieties, spiro[cycloalkane]pyridazinones were transformed into the corresponding thioxo derivatives via a reaction with phosphorus pentasulfide. The reaction of the formed 2,3-diazaspiro[5.5] undec-3-ene-1-thiones with hydrazine provided the corresponding 1-hydrazono-2,3-diazaspiro[5.5] undec-3-ene, whose diazotization led to the desired spiro[cyclohexane-1,8′-tetrazolo[1,5-b]pyridazines. The reaction of dihydropyridazinethiones with benzhydrazide afforded the corresponding 7H-spiro[[1,2,4]triazolo

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10

Barlin, GB, and SJ Ireland. "Imidazo[1,2-B]pyridazines. II. 6-Alkylthio and 6-Arylthio-3-methoxy-2-phenylimidazo[1,2-b]pyridazines." Australian Journal of Chemistry 40, no. 8 (1987): 1491. http://dx.doi.org/10.1071/ch9871491.

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A series of 6-alkylthio- and 6-arylthio-3-methoxy-2-phenylimidazo[l,2- b]pyridazines has been prepared from 6-alkylthio-and 6-arylthio-pyridazin-3-amines through the corresponding 6-alkylthio-and 6-arylthio-2-phenylimidazo[l,2-b] pyridazin-3(5H)-ones.

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11

Barlin, GB, LP Davies, SJ Ireland, and JK Zhang. "Imidazo[1,2-b]pyridazines. XI. Syntheses and Central Nervous System Activities of Some 6-(N-Benzyl-N-methylamino)-3-methoxy-2-phenyl(and substituted phenyl)imidazo[1,2-b]pyridazines." Australian Journal of Chemistry 45, no. 4 (1992): 751. http://dx.doi.org/10.1071/ch9920751.

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Syntheses are reported for 196-(N-benzyl-N-methylamino )-3-methoxy-2-phenyl(and substituted phenyl or pyridinyl ) imidazo [1,2-b] pyridazines from 6-(N-benzyl-N-methylamino)pyridazin-3- amine 2-oxide. The ability of each of these compounds to displace [3H]diazepam from rat brain membrane preparations was measured and the IC50 values (or percentage displacements) are reported and discussed. 6-(N-Benzyl-N-methylamino )-3-methoxy-2-phenylimido[1,2-b]pyridine was about half as active as its 6-bemylamino analogue, and the most active compound was 6-(N-benzyl-N-methylamino )-2-(2'-fluorophenyl)-3-me

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12

Degtyarenko, Anna S., та Konstantin V. Domasevitch. "Cadmium(II) iodide and thiocyanate complexes adopted by polycyclic 1,4-bis(pyridazin-4-yl)benzene: interplay of coordination and π–π stacking interactions". Acta Crystallographica Section C Crystal Structure Communications 69, № 3 (2013): 219–24. http://dx.doi.org/10.1107/s0108270113002801.

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New complexes containing the 1,4-bis(pyridazin-4-yl)benzene ligand, namely diaquatetrakis[1,4-bis(pyridazin-4-yl)benzene-κN2]cadmium(II) hexaiodidodicadmate(II), [Cd(C14H10N4)4(H2O)2][Cd2I6], (I), and poly[[μ-1,4-bis(pyridazin-4-yl)benzene-κ2N2:N2′]bis(μ-thiocyanato-κ2N:S)cadmium(II)], [Cd(NCS)2(C14H10N4)]n, (II), demonstrate the adaptability of the coordination geometries towards the demands of slipped π–π stacking interactions between the extended organic ligands. In (I), the discrete cationic [Cd—N = 2.408 (3) and 2.413 (3) Å] and anionic [Cd—I = 2.709 (2)–3.1201 (14) Å] entities are situat

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13

Rimaz, Mehdi, Jabbar Khalafy, Nader Noroozi Pesyan, and Rolf H. Prager. "A Simple One-Pot, Three Component Synthesis of 3-Arylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-diones and their Sulfur Analogues as Potential Monoamine Oxidase Inhibitors." Australian Journal of Chemistry 63, no. 3 (2010): 507. http://dx.doi.org/10.1071/ch09569.

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Several new 3-arylpyrimido[4,5-c]pyridazine-5,7(6H,8H)-diones and 3-aryl-5-oxo-7-thioxo-7,8-dihydropyrimido[4,5-c]pyridazin-5(6H)-ones have been synthesized by a three-component reaction of barbituric acid or thiobarbituric acid with arylglyoxals in the presence of a catalytic amount of pyridine and hydrazine hydrate at room temperature in water.

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14

Norman, Rebecca E., Michael V. Perkins, Andris J. Liepa, and Craig L. Francis. "N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part X. The First Pyrazolo[1,5-b][1,2,4,6]thiatriazine Derivatives and their Unusual Reactions with Acylating Agents." Australian Journal of Chemistry 66, no. 11 (2013): 1323. http://dx.doi.org/10.1071/ch13282.

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N,N-dialkyl-N′-chlorosulfonyl chloroformamidines 1 underwent a regioselective reaction with 3-aminopyrazoles 2 to produce pyrazolo[1,5-b][1,2,4,6]thiatriazines 3, representatives of a new ring system. Attempted N-acylation of compounds 3 with acetic anhydride (or chloride) and benzoyl chloride in pyridine, only afforded 5-(pyridin-4-yl)-pyrazolo[1,5-b][1,2,4,6]thiatriazine derivatives 11. The analogous reaction with pyridazine led to the corresponding pyridazin-4-yl derivative.

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15

Deeb, Ali, Abdel Naby Essawy, Fathy Yasine, and Rida Fikry. "Pyridazine Derivatives and Related Compounds, Part 3 [1] Some Reactions with 4-Cyano-3(2H)-pyridazinethione." Zeitschrift für Naturforschung B 46, no. 6 (1991): 835. http://dx.doi.org/10.1515/znb-1991-0620.

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The reaction of 5-amino-3,4-diphenylthieno[2,3-c]pyridazine-6-carboxamide 2 with formamide, acetic anhydride and carbon disulphide yielded pyrimido[4′,5′ :4,5]thieno[2,3-c]-pyridazin-4-one derivatives. Pyrimido[4,5-c]pyridazinethione and dithione derivatives were obtained by cyclocondensation of 3-amino-5,6-diphenylpyridazine-4-carbonitrile (8) with phenyl isothiocyanate and carbon disulphide, respectively. Tetrahydropyridazino[3,4-b]-quinoline (11) was prepared by reaction of 8 with cyclohexanone in presence of zinc chloride.

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16

Yengoyan, Aleksandr P., Roza S. Shainova, Tiruhi A. Gomktsyan, and Armen V. Karapetyan. "Synthesis of Novel 6-(3,5-Dimethyl-1H-Pyrazol-1-yl)Pyridazin-3(2H)-One Derivatives and their Preliminary Biological Evaluation." Journal of Chemical Research 42, no. 10 (2018): 535–39. http://dx.doi.org/10.3184/174751918x15389922302823.

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Simple and accessible pathways for the synthesis of a series of novel 6-(3,5-dimethyl-1H-pyrazol-1-yl)pyridazin-3(2H)-one derivatives including compounds with a combination of a pyrazolyl-pyridazine moiety with pyrimidine, 1,3,5-triazine and 1,3,4-oxadiazole rings in the same molecules were established. The tautomeric structures of 3-oxopyridazine and 5-thioxo-1,3,4-oxadiazole rings and also the position of their alkylation were shown. At preliminary screening the synthesised compounds showed pronounced plant growth stimulant activity. The most active compounds were selected for deeper studies

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17

Chmovzh, Timofey N., and Oleg A. Rakitin. "7-Bromo-[1,2,5]selenadiazolo[3,4-d]pyridazin-4(5H)-one." Molbank 2021, no. 2 (2021): M1229. http://dx.doi.org/10.3390/m1229.

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New heterocyclic systems containing 1,2,5-chalcogenadiazoles are of great interest for the creation of organic photovoltaic materials and biologically active compounds. In this communication, 3,6-dibromopyridazine-4,5-diamine was investigated in reaction with selenium dioxide in order to obtain 4,7-dibromo-[1,2,5]selenadiazolo[3,4-d]pyridazine. We found that 7-bromo-[1,2,5]selenadiazolo[3,4-d]pyridazin-4(5H)-one, the first representative of the new heterocyclic system, was isolated as a hydrolysis product of the corresponding 4,7-dibromoderivative. The structure of the newly synthesized compou

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18

Constable, Edwin C., Catherine E. Housecroft, Markus Neuburger, Sébastien Reymann, and Silvia Schaffner. "4-Substituted 3,6-Bis(2-pyridyl)pyridazines: Silver(I) Complexes of 4-Cyano- and 4-(4-Bromophenyl)-3,6-bis(2-pyridyl)pyridazine and Pseudopolymorphs of 1,3,5-Tris{3,6-bis(2-pyridyl)pyridazin-4-yl}benzene." Australian Journal of Chemistry 61, no. 11 (2008): 847. http://dx.doi.org/10.1071/ch08369.

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Metal:ligand complexes are crystallized from reaction mixtures of equimolar amounts of 4-cyano-3,6-bis(2-pyridyl)pyridazine 2 or 4-(4-bromophenyl)-3,6-bis(2-pyridyl)pyridazine 3 and silver(i) triflate. In [Ag2(2)2]2+, the two ligands adopt a head-to-tail arrangement, while a head-to-head motif is confirmed for the solid state structure of [Ag2(3)2]2+. In solution, one ligand environment is observed in each case. Silver(i) reacts with 1,3,5-tris{3,6-bis(2-pyridyl)pyridazin-4-yl}benzene 4 to give highly insoluble powders. The single crystal structures of the pseudopolymorphs (4)·Et2O and 2(4)·2M

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19

Konečný, Václav, and Štefan Kováč. "A New Electrophilic Rearrangement." Collection of Czechoslovak Chemical Communications 61, no. 3 (1996): 437–41. http://dx.doi.org/10.1135/cccc19960437.

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20

Daoui, Said, Emine Berrin Cinar, Fouad El Kalai, et al. "Crystal structure and Hirshfeld surface analysis of 4-(4-methylbenzyl)-6-phenylpyridazin-3(2H)-one." Acta Crystallographica Section E Crystallographic Communications 75, no. 9 (2019): 1352–56. http://dx.doi.org/10.1107/s2056989019011551.

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In this paper, we describe the synthesis of a new dihydro-2H-pyridazin-3-one derivative. The molecule, C18H16N2O, is not planar; the benzene and pyridazine rings are twisted with respect to each other, making a dihedral angle of 11.47 (2)°, and the toluene ring is nearly perpendicular to the pyridazine ring, with a dihedral angle of 89.624 (1)°. The molecular conformation is stabilized by weak intramolecular C—H...N contacts. In the crystal, pairs of N—H...O hydrogen bonds link the molecules into inversion dimers with an R 2 2(8) ring motif. The intermolecular interactions were investigated us

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21

El-Din, Harb. "Synthesis and reactions of 4-(p-methoxybenzyl)-6-[5,6,7,8-tetrahydro-2-naphthyl]-pyridazin-3(2H-one." Journal of the Serbian Chemical Society 64, no. 11 (1999): 663–72. http://dx.doi.org/10.2298/jsc9911663e.

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The condensation of 4-(p-methoxybenzyl)-6-[5,6,7,8-tetrahydro-2-naphthyl]- pyridazin-3(2H)-one (3), prepared by the reaction of 6-[5,6,7,8-tetrahydro-2-naphthyl]-4,5-dihydropyridazin-3(2H)-one (1) and anisaldehyde, with dimethyl sulphate, formal-dehyde and acrylonitrile, and also the formation of the Mannich base, proceeded smoothly at the 2-position to give compounds 4,5,6,7, respectively. 4-p-Methoxybenzyl-3-chloro-6-[5,6,7,8-tetrahydro-2-naphthyl]-pyridazine (9) was prepared in law yield by the action of phosphorus oxychloride on 3. The reaction of 9 with benzylamine, aniline and piperidine

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22

Konečný, Václav, Jozefína Žúžiová, Štefan Kováč, and Tibor Liptaj. "Synthesis of Novel 4-Amino-5-(disubstituted amino)-2-phenyl-2H-pyridazin-3-ones." Collection of Czechoslovak Chemical Communications 62, no. 5 (1997): 800–808. http://dx.doi.org/10.1135/cccc19970800.

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Substituted 4-amino-2-phenyl-2H-pyridazin-3-ones 5a-5j have been prepared from 4-amino-5-chloro-2-phenyl-2H-pyridazin-3-one 1 which on reactions with acetyl chloride or acetic anhydride gives 4-acetylamino derivative 2 or 4-diacetylamino derivative 3, respectively. Derivatives 2 and 3 with dialkylamines and cyclic amines yielded appropriate 4-acetylamino-5-(disubstituted amino)-2-phenyl-2H-pyridazin-3-ones 4a-4j. Subsequent alkaline hydrolysis of the acetylamino derivatives 4a-4j let to the title compounds 5a-5j, which were screened for pesticidal activity, but none of them reached activity of

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23

Baumann, Luzian, and Gunther Seitz. "Eine neue umlagerung eines cycloocta[d]pyridazins zum barreleno[d]pyridazin." Tetrahedron Letters 32, no. 42 (1991): 5949–52. http://dx.doi.org/10.1016/s0040-4039(00)79434-2.

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24

El-Kousy, Salah, Ibraheim El-Sakka, Abdel Monem El-Torgoman, Hesham Roshdy, and Mohamed Hilmy Elnagdi. "Synthesis of new polyfunctionally substituted pyridazines, phthalazines, cinnolines and thieno[3,4-c]pyridazines." Collection of Czechoslovak Chemical Communications 55, no. 12 (1990): 2977–86. http://dx.doi.org/10.1135/cccc19902977.

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The reaction of ethyl 2-arylhydrazono-3-oxobutyrates (Ia, Ib) with active methylene ketones afforded pyridazin-5-carbonitrile derivatives. The methyl function in the ethyl pyridazin-3-carboxylate derivatives IIa, IIb reacted with arylidenemalononitrile to yield the phthalazine derivatives Va-Vf and with elemental sulfur to yield the thienopyridazines XIXa, XIXb. The cinnolines are producted from reaction of IIa, IIb with diethyl acetonedicarboxylate.

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25

Degtyarenko, Anna S., та Konstantin V. Domasevitch. "Anion...π interactions in copper(I) chloride and bromide coordination polymers bearing 1,4-bis(pyridazin-4-yl)benzene ligands". Acta Crystallographica Section C Structural Chemistry 70, № 2 (2014): 173–77. http://dx.doi.org/10.1107/s2053229613034840.

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In poly[[μ4-1,4-bis(pyridazin-4-yl)benzene-1:2:3:4κ4N1:N2:N1′:N2′]di-μ2-chlorido-dicopper(I)], [Cu2Cl2(C14H10N4)]n, (I), and its isomorphous bromide analogue, [Cu2Br2(C14H10N4)]n, (II), the organic ligand is situated across a centre of inversion. The CuIcations adopt a distorted tetrahedral [CuN2X2] [X= Cl in (I) or Br in (II)] environment [Cu—N = 2.0183 (14)–2.0936 (14) Å; Cu—Cl = 2.2686 (6) and 2.4241 (5) Å; Cu—Br = 2.4002 (6) and 2.5284 (5) Å] and the primary coordination motif consists of cuprohalogenide chains accommodating μ-pyridazine groups. The organic ligands are tetradentate and lin

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26

Samanta, Kartick Chandra, Mohd Asif, Pooja, Vikas Garg, Priyanka Sharma, and Ravinder Singh. "Synthesis of Different Substituted Pyridazinone Derivatives and Their Anticonvulsant Activity." E-Journal of Chemistry 8, no. 1 (2011): 245–51. http://dx.doi.org/10.1155/2011/873470.

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6-Phenyl(3᾽-imino-benzylidene)-2,3,4,5-tetrahydro pyridazin-3-one derivatives were synthesized from 6-(3᾽-aminophenyl)-2,3,4,5-tetrahydro pyridazin-3-one by reaction with different aldehydes. The respective pyridazinone was prepared by cyclization of appropriateβ-(aminophenyl) propionic acid with hydrazine hydrate. The pyridazinone derivatives were tested for anticonvulsant activity by MES (maximal electro shock) method and found that few of them have shown significant anticonvulsant activity.

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27

Ravina, Enrique, Carmen Teran, Lourdes Santana, Neftali Garcia, and Isabel Estevez. "Pyridazine Derivatives, IX. Synthesis of 2H-Pyridazin-3-ones with Aroylpiperazinyl Groups." HETEROCYCLES 31, no. 11 (1990): 1967. http://dx.doi.org/10.3987/com-90-5493.

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28

Behbehani, H., M. M. Abdel-Khalik, and M. H. Elnagdi. "NEW SYNTHESES OF SUBSTITUTED PYRIDAZIN-6-ONES AND PYRIDAZIN-6-IMINES." Organic Preparations and Procedures International 31, no. 5 (1999): 551–57. http://dx.doi.org/10.1080/00304949909355339.

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29

Daoui, Said, Md Serajul Haque Faizi, Fouad El Kalai, et al. "Crystal structure and the DFT and MEP study of 4-benzyl-2-[2-(4-fluorophenyl)-2-oxoethyl]-6-phenylpyridazin-3(2H)-one." Acta Crystallographica Section E Crystallographic Communications 75, no. 7 (2019): 1030–34. http://dx.doi.org/10.1107/s2056989019008557.

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The title pyridazin-3(2H)-one derivative, C25H19FN2O2, crystallizes with two independent molecules (A and B) in the asymmetric unit. In molecule A, the 4-fluorophenyl ring, the benzyl ring and the phenyl ring are inclined to the central pyridazine ring by 86.54 (11), 3.70 (9) and 84.857 (13)°, respectively. In molecule B, the corresponding dihedral angles are 86.80 (9), 10.47 (8) and 82.01 (10)°, respectively. In the crystal, the A molecules are linked by pairs of C—H...F hydrogen bonds, forming inversion dimers with an R 2 2(28) ring motif. The dimers are linked by C—H...O hydrogen bonds and

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30

Khalifa, Fathy A. "Synthesis and Reactions of Some Pyridazine Derivatives Synthese und Reaktionen einiger Pyridazin-Derivate." Archiv der Pharmazie 323, no. 10 (1990): 883–85. http://dx.doi.org/10.1002/ardp.19903231014.

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31

Sayed, Samia, Mohamed Khalil, Maghraby Ahmed, and Mohamed Raslan. "SYNTHESIS OF NEW PYRIDAZIN- 6-ONES, PYRIDAZIN-6-IMINES, 4-PYRIDAZINALS, AND PYRIDINES." Synthetic Communications 32, no. 3 (2002): 481–95. http://dx.doi.org/10.1081/scc-120002134.

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32

Behbehani, H., M. M. Abdel-Khalik, and M. H. Elnagdi. "ChemInform Abstract: New Syntheses of Substituted Pyridazin-6-ones and Pyridazin-6-imines." ChemInform 31, no. 11 (2010): no. http://dx.doi.org/10.1002/chin.200011146.

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33

Youssef, A. SA, M. I. Marzouk, H. MF Madkour, A. MA El-Soll, and M. A. El-Hashash. "Synthesis of some heterocyclic systems of anticipated biological activities via 6-aryl-4-pyrazol-1-yl-pyridazin-3-one." Canadian Journal of Chemistry 83, no. 3 (2005): 251–59. http://dx.doi.org/10.1139/v05-045.

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6-Aryl-4-pyrazol-1-yl-pyridazin-3-one (1) reacted with a PCl5POCl3 mixture to give the 3-chloropyridazine derivative 3. Reaction of 3 with 2-hydroxybenzoylhydrazide and semicarbazide hydrochloride afforded 4 and 5. Reaction of 1 with ethyl chloroacetate gave 8. Reaction of 8 with hydrazine hydrate yielded the hydrazide 9. The hydrazide 9 condensed with the acetylenic ketones and esters 10a10d and acetylacetone to give the adducts 11a, 11b, 12, 13, and 14. Reacting 1 with formaldehyde and piperidine, morpholine, or piperazine, 3-bromopropanoic acid, acetic anhydride, p-toluenesulphonyl chlori

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34

Asproni, Battistina, Gérard A. Pinna, Paola Corona, et al. "Therapeutic Potential of Tricyclic Pyridazinone-Based Molecules: An Overview." International Journal of Molecular Sciences 26, no. 8 (2025): 3806. https://doi.org/10.3390/ijms26083806.

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Pyridazin-3(2H)one-based molecules have always attracted the attention of medicinal chemists due to their different pharmacological properties. The incorporation of such nuclei in therapeutically active molecules either as monocyclic units or as fused bi- or tricyclic scaffolds results in a wide range of pharmacological effects such as anti-inflammatory, analgesic, anticancer, antimicrobial, antiviral, cardiovascular-protective, antiulcer, and many other useful pharmacological activities. In accordance with our consolidated experience gained over the years in the chemistry and biology of tricy

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35

Elnagdi, Mohamed Hilmy, Fatma Abdul Maksoud Abdul-Aal, Nadia M. Taha та Youssef Mahfouz Yassin. "Chemistry of Alkylheterocyclic Aromatic π-Deficient Compounds: A Novel Synthesis of Cinnolines". Zeitschrift für Naturforschung B 45, № 3 (1990): 389–92. http://dx.doi.org/10.1515/znb-1990-0315.

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36

M., B. DESHMUKH (HOGALE), and R. KHARADE D. "Synthesis of some New Benzofuro[2,3-c]pyridazin-3(1H)-ones and Benzofuro[2,3- c ]pyrazol-3-ones." Journal of Indian Chemical Society Vol. 70, Mar 1993 (1993): 263–66. https://doi.org/10.5281/zenodo.6071749.

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Department of Chemistry, Shivaji University, Kolhapur.416 004 <em>Manuscript received 28 June 1991, revised 30 September 1992, accepted 12 November 1992</em> Synthesis of some New Benzofuro[2,3-<em>c</em>]pyridazin-3(1<em>H</em>)-ones and Benzofuro[2,3- <em>c </em>]pyrazol-3-ones

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37

Mohan, Murtadha H., and Ibtisam K. Jassim. "Synthesis, Characterization and Evaluation of the Antibacterial Activity of Some Heterocyclic Compounds." INTERNATIONAL JOURNAL OF DRUG DELIVERY TECHNOLOGY 12, no. 02 (2022): 733–37. http://dx.doi.org/10.25258/ijddt.12.2.47.

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This work includes preparing various heterocyclic compound types, which include the phthalazin, pyridazin, pyrazol, phthalazin-3,8-dione [5] and pyridazin-3,6-dione [6] derivatives which derived from hydrazide compound [3]. The structures of those compounds have been identified by the fourier-transform infrared spectroscopy (FTIR), proton nuclear magnetic resonance (1H-NMR) spectroscopy and checked with the use of the TLC technique, and evaluated the antibacterial activities for some of the synthesized compounds. Those activities have been characterized in vitro using the well diffusion approa

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38

Vors, Jean-Pierre. "A novel approach to the pyrido[4,3-c]pyridazine ring. Synthesis of pyrido[4,3-c]pyridazin-5(6H)-one from 3,4-disubstituted pyridazines." Journal of Heterocyclic Chemistry 28, no. 4 (1991): 1043–46. http://dx.doi.org/10.1002/jhet.5570280435.

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39

Mecadon, Hormi, and Bekington Myrboh. "Potassium Hydroxide Impregnated Alumina (KOH-Alumina) as a Recyclable Catalyst for the Solvent-Free Multicomponent Synthesis of Highly Functionalized Substituted Pyridazines and/or Substituted Pyridazin-3(2H)-ones under Microwave Irradiation." ISRN Organic Chemistry 2011 (April 12, 2011): 1–7. http://dx.doi.org/10.5402/2011/406427.

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The work described herein employs potassium hydroxide impregnated alumina (KOH-alumina) as a mild, efficient, and recyclable catalyst for a one-pot solvent-free and environmentally safer synthesis of 3,4,6-triarylpyridazines and some substituted pyridazines from active methylene carbonyl species, 1,2-dicarbonyls, and hydrazine hydrate by microwave (MW) irradiation. The method offers highly convergent, inexpensive, and functionality-tolerable procedure for rapid access to important pyridazine compounds in good yields.

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40

Sukuroglu, Murat, Tijen Onkol, Fatma Kaynak Onurdağ, Gulsen Akalın, and M. Fethi Şahin. "Synthesis and in vitro Biological Activity of New 4,6-Disubstituted 3(2H)-Pyridazinone-acetohydrazide Derivatives." Zeitschrift für Naturforschung C 67, no. 5-6 (2012): 257–65. http://dx.doi.org/10.1515/znc-2012-5-604.

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New 3(2H)-pyridazinone derivatives containing a N’-benzyliden-acetohydrazide moiety at position 2 were synthesized. The structures of these newly synthesized compounds were confi rmed by IR, 1H NMR, and MS data. These compounds were tested for their antibacterial, antifungal, antimycobacterial, and cytotoxic activities. The compounds 2-[4-(4-chlorophenyl)- 6-(morpholin-4-yl)-3-oxo-(2H)-pyridazin-2-yl]-N’-(4-tert-butylbenzyliden)acetohydrazide and 2-[4-(4-chlorophenyl)-6-(morpholin-4-yl)-3-oxo-(2H)-pyridazin-2-yl]-N’-(4-chlorobenzyliden) acetohydrazide exhibited activity against both Gram-posit

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41

O. Abdelhamid, Abdou, Abdou Osman Abdelhamid, and Nosrat Mostafa Abed. "Synthesis of Pyridazine, Pyridazin-3-one, 2-Aminopyrrole and 2,5-Diaminopyridine Derivatives from Dicyanomethylene Compounds." HETEROCYCLES 24, no. 1 (1986): 101. http://dx.doi.org/10.3987/r-1986-01-0101.

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42

RAVINA, E., C. TERAN, L. SANTANA, N. GARCIA, and I. ESTEVEZ. "ChemInform Abstract: Pyridazine Derivatives. Part 9. Synthesis of 2H-Pyridazin-3-ones with Aroylpiperazinyl Groups." ChemInform 22, no. 14 (2010): no. http://dx.doi.org/10.1002/chin.199114187.

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43

Sayed, Samia M., Mohamed A. Khalil, Maghraby A. Ahmed, and Mohamed A. Raslan. "ChemInform Abstract: Synthesis of New Pyridazin-6-ones, Pyridazin-6-imines, 4-Pyridazinals, and Pyridines." ChemInform 33, no. 26 (2010): no. http://dx.doi.org/10.1002/chin.200226162.

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44

Sotelo, Eddy. "Pyridazines. Part 37: Facile solution phase combinatorial synthesis of highly substituted pyridazin-3-ones." Molecular Diversity 8, no. 2 (2004): 159–63. http://dx.doi.org/10.1023/b:modi.0000025628.01102.81.

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45

Toplak, Renata, Jurij Svete, Simona Golič Grdadolnik, and Branko Stanovnik. "Methyl (Z)-2-[(Benzyloxycarbonyl)amino]-3-dimethyl- aminopropenoate in the Synthesis of Heterocyclic Systems. Synthesis of (Benzyloxycarbonyl)amino Substituted Fused Pyrimidinones." Collection of Czechoslovak Chemical Communications 64, no. 2 (1999): 177–89. http://dx.doi.org/10.1135/cccc19990177.

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Methyl (Z)-2-[(benzyloxycarbonyl)amino]-3-dimethylaminopropenoate (1) was used as a reagent for preparation of 3-[(benzyloxycarbonyl)amino] substituted 4H-pyrido[1,2-a]pyrimidin-4-ones 17-21, 4H-pyrimido[1,2-b]pyridazin-4-ones 22 and 23, 5H-[1,2,4]triazolo[2,3-a]- pyrimidin-5-one 24, 5H-thiazolo[3,2-a]pyrimidin-5-one 25, and 4H-pyrazino[1,2-a]pyrimidin-4-one 26. Removal of the benzyloxycarbonyl group by catalytical transfer hydrogenation with Pd/C in the presence of cyclohexene is selective to give 3-amino-4H-pyrido[1,2-a]- pyrimidin-4-ones 27-30 in 85-92% yields, or with hydrogen bromide in a

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46

Hensen, Karl, and Jens Gaede. "Thermodynamische Interpretation der Schmelzdiagramme binärer Systeme aus Methylchlorsilanen und Pyridazin bzw. Pyrazin." Zeitschrift für Naturforschung A 42, no. 4 (1987): 341–51. http://dx.doi.org/10.1515/zna-1987-0402.

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By analyzing the cooling curves and the resulting melting point diagrams of the chloromethylsilane- pyridazine and pyrazine systems the existence of the incongruently melting addition compounds CH3SiCl3 • Pyridazine, (CH3)2SiCl2 • (Pyridazine)2, (CH3)3SiCl • (Pyridazine)2, CH3SiCl3 • (Pyrazine)2, (CH3)2SiCl2 • (Pyrazine)2 , (CH3)3SiCl • (Pyrazine)2 was proved. By electro-optical measurements of the turbidity point it was proved that the system (CH3)3SiCl- Pyridazine exhibits a miscibility gap which intersects the liquidus curve of the amine. Based on certain approximations it was possible to f

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47

Blake, A. J., and H. McNab. "Four Simple Pyridazin-3(2H)-ones." Acta Crystallographica Section C Crystal Structure Communications 52, no. 10 (1996): 2622–27. http://dx.doi.org/10.1107/s0108270196005355.

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48

Kandile, N. G., H. T. Zaky, M. I. Mohamed, and Abdel-Sattar S. Hamad Elgazwy. "Reactivity of pyridazin-3(2H) thiones." Heteroatom Chemistry 14, no. 4 (2003): 334–41. http://dx.doi.org/10.1002/hc.10157.

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49

Smolyar, N. N., Yu M. Yutilov, and S. V. Gres′ko. "Synthesis of 4-amino-6-(hetaryl)pyridazin-3-ones as analogs of pyridazine-based cardiotonic agents." Pharmaceutical Chemistry Journal 43, no. 2 (2009): 87–88. http://dx.doi.org/10.1007/s11094-009-0249-4.

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50

Gomonov, Kirill A., Vasilii V. Pelipko, Igor A. Litvinov, Ruslan I. Baichurin, and Sergey V. Makarenko. "4,5-Dimethylfuro[3,4-d]pyridazin-1(2H)-one." Molbank 2024, no. 1 (2024): M1776. http://dx.doi.org/10.3390/m1776.

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The synthesis of previously unknown 4,5-dimethylfuro[3,4-d]pyridazin-1(2H)-one has been proposed and structurally characterized via a single-crystal X-ray diffraction analysis, 1H, 13C–{1H}, 1H–13C HMQC, and 1H–13C HMBC NMR spectroscopy, and IR spectroscopy.

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