Category: pyridazine

Studies on pyridazines. XXVI. The reaction of substituted N-acetyliminopyridazinium ylides with benzyne was written by Hasegawa, Hiroshi;Arai, Heihachiro;Igeta, Hiroshi. And the article was included in Chemical & Pharmaceutical Bulletin in 1977.Electric Literature of C5H6N2O This article mentions the following:

Reaction of N-acetyliminopyridazinium ylides I (R = Me, MeO, EtO, Ph, piperidino; R1 = R2 = H; R = MeO, R1 = Me, R2 = H; R = MeO, R1 = H, R2 = Me) with benzyne gave 1,3-dipolar cycloadducts II. Photolysis of II (R = MeO, EtO; R1 = R2 = H) gave α-alkoxynaphthalene and 3-(2-acetamidophenyl)pyridazines. Photolysis of II (R = Me, R1 = R2 = H) gave the indazolo[2,3-b]pyridazine (III). Reaction of II (R = MeO, Ph; R1 = R2 = H) with base gave 3-vinylindazole and the dihydroindazolopyridazine IV (R3 = MeO, Ph). Reaction of 3-pyridazinol 1-oxide with benzyne gave a 1,3-cycloadduct, which underwent N-O bond fission to give the pyridazinone V. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Electric Literature of C5H6N2O).

3-Methoxypyridazine (cas: 19064-65-4) belongs to pyridazine derivatives. Pyridazine-based compounds continued to be a great source of biologically active compounds as evidenced by the number of publications which emerged in 2021. Pyridazine and derivatives coordinate readily with transition metals to form complexes and catalysts with synthetic utility.Electric Literature of C5H6N2O

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Preparation of 3,6-difluoro- and 3-chlorofluoropyridazines and their nucleophilic reactions was written by Ishikawa, Nobuo;Kuroda, Katsuhiko;Onodera, Nobuo. And the article was included in Kogyo Kagaku Zasshi in 1971.Related Products of 33097-39-1 This article mentions the following:

3,6-Dichloropyridazine was treated with KF in DMF to give 3-fluoro-6-chloropyridazine (I) which was further treated with KF in Me2SO to give 3,6-difluoropyridazine (II). Treatment of II with 1 mole of various phenols (PhOH, o-, m-, p-ClC6H4OH, o-, m-, p-MeC6H4OH, etc.) in MeCN gave the corresponding 3-aryloxy-6-fluoropyridazines in 64-89% yields. 3,6-Diphenoxy- and 3-(dimethylamino)-6-fluoropyridazines were also prepared, and treatment of I with PhOK in MeCN gave 3-chloro-6-phenoxypyridazine. The 3-aryloxy-6-fluoropyridazines showed herbicidal activities (barnyard grass). In the experiment, the researchers used many compounds, for example, 3,6-Difluoropyridazine (cas: 33097-39-1Related Products of 33097-39-1).

3,6-Difluoropyridazine (cas: 33097-39-1) belongs to pyridazine derivatives. Pyridazines are rare in nature, possibly reflecting the scarcity of naturally occurring hydrazines, common building blocks for the synthesis of these heterocycles. Pyridazine can act as a hydrogen bond acceptor to improve the physicochemical properties of drug molecules by increasing their water solubility, and has a high affinity for complexing with targets due to its dipole moment.Related Products of 33097-39-1

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Halogen-exchange fluorination of aromatic halides with HF or HF-base was written by Fukuhara, Tsuyoshi;Yondea, Norihiko. And the article was included in Chemistry Letters in 1993.Product Details of 33097-39-1 This article mentions the following:

Heteroaromatic halides such as 2-chloropyrimidines and 2-chloropyridines, and 2,4-dinitrochlorobenzene underwent halogen-exchange fluorination with the treatment of HF or HF-base solutions to afford the corresponding fluorides in good yields. In the experiment, the researchers used many compounds, for example, 3,6-Difluoropyridazine (cas: 33097-39-1Product Details of 33097-39-1).

3,6-Difluoropyridazine (cas: 33097-39-1) belongs to pyridazine derivatives. Pyridazine-based compounds continued to be a great source of biologically active compounds as evidenced by the number of publications which emerged in 2021. Specifically, the pyridazine moiety is an important structural feature of various pharmacologically important compounds with activities like antimicrobial, analgesic, anti-inflammatory, antiplatelet, anticancer, antisecretory, antiulcer, antidepressant, cardiotonic, vasodilator, antiarrhythmic, and hypocholesterolaemic.Product Details of 33097-39-1

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

The oxidation of s-triazolo[4,3-b]pyridazines with selenium dioxide was written by Iwao, Masatomo;Kuraishi, Tsukasa. And the article was included in Journal of Heterocyclic Chemistry in 1976.COA of Formula: C5H3ClN4O This article mentions the following:

The s-triazolo[4,3-b]pyridazines I (R = Me, MeO, Cl, H, R1 = H; R = Cl, R1 = AcNH) were oxidized to the s-triazolo[4,3-b]pyridazin-3-ones II with SeO2 in PhNO2 at 160-165° for 1-2 hr in 30-40% yields. In the experiment, the researchers used many compounds, for example, 6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (cas: 33050-32-7COA of Formula: C5H3ClN4O).

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (cas: 33050-32-7) belongs to pyridazine derivatives. The pyridazine structure is a popular pharmacophore which is found within a number of herbicides such as credazine, pyridafol and pyridate. Pyridazine is bioavailable (especially in the CNS) and can reduce toxicity. Pyridazine is a component of several drug molecules, and the pyridazine pharmacophore has contributed to a variety of pharmacologically active compounds.COA of Formula: C5H3ClN4O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Electron impact studies. XVIII. Mass spectra of pyridazines, phthalazines, and related compounds was written by Bowie, John H.;Cooks, R. Graham;Donaghue, P. F.;Halleday, J. A.;Rodda, Harold J.. And the article was included in Australian Journal of Chemistry in 1967.Recommanded Product: 3-Methoxypyridazine This article mentions the following:

The mass spectra of substituted pyridazines, phthalazines, and related compounds are reported and discussed. Mol. ions are a prominent feature of all the spectra, and fragmentation modes may be usefully correlated with both the type of heterocycle and its substitution pattern. Fragmentation patterns were substantiated by extensive high resolution studies and appropriate metastable ions. 31 references. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Recommanded Product: 3-Methoxypyridazine).

3-Methoxypyridazine (cas: 19064-65-4) belongs to pyridazine derivatives. Pyridazine and phthalazine have quite different spectroscopic properties compared with their isomers, pyrazine and quinoxaline. Pyridazine and derivatives coordinate readily with transition metals to form complexes and catalysts with synthetic utility.Recommanded Product: 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Amination of 4-nitropyridazine 1-oxides by liquid ammonia-potassium permanganate was written by Tondys, Hanna;Van der Plas, Henk C.. And the article was included in Journal of Heterocyclic Chemistry in 1986.COA of Formula: C5H6N2O This article mentions the following:

Treatment of 4-nitropyridazine 1-oxide, 3-methoxy-6-chloro-4-nitropyridazine 1-oxide or 3,6-dimethoxy-4-nitropyridazine 1-oxide with a solution of KMnO₄ in NH₃(l) gives in reasonable-to-good yields the corresponding 5-amino-4-nitropyridazine 1-oxides (75%, 54%, and 62%, resp.). 3,6-Dimethoxypyridazine and 3-methoxypyridazine are converted into the corresponding 4-aminopyridazines I [R = R¹ = MeO; R = H, R¹ = MeO (II)] on treatment with KNH₂/NH₂(l)/KMnO₄ (yield 50 and 22% resp.). In the last-mentioned reaction besides II 3,3′-dimethoxy 4,4′-bipyridazine (23%) was obtained. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4COA of Formula: C5H6N2O).

3-Methoxypyridazine (cas: 19064-65-4) belongs to pyridazine derivatives. The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. Pyridazine compounds have attracted interest in various fields like medicinal, industrial, and agricultural research as they are used for numerous biological activities and other applications.COA of Formula: C5H6N2O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Synthesis of pyridazine derivatives. II. The reactivity of chlorine atom in 3- or 6-position of chloropyridazine 1-oxide was written by Sako, Shigeru. And the article was included in Chemical & Pharmaceutical Bulletin in 1963.Recommanded Product: 3-Methoxypyridazine This article mentions the following:

The 6-NH₂ derivative of pyridazine 1-oxide (I) diazotized in HCl, followed by addition of powd. Cu, yielded 61% 6-Cl derivative (II) of I, m. 157-8°. II and its 3-Cl isomer (III) sep. kept 1 hr. at 30° with MeONa in MeOH yielded, resp., 84% 6-MeO derivative (IV) of I, m. 126-7°, and 77% 3-MeO derivative of I, m. 79-80°. Similar treatment of 3-chloropyridazine (V) yielded only 33% 3-methoxypyridazine even after 1 hr. heating (picrate m. 109-11°). Heating II and III 1 hr. in a sealed tube on a steam bath with 70% EtNH₂ in EtOH yielded, resp., 79% 6-EtNH derivative (VI) of I, m. 113-14°, and 70% 3-EtNH derivative (VII) of I, m. 79-80° (picrate m. 131-2°), whereas similar treatment of V gave 97% starting material. However, heating V 3 hrs. at 120-30° with EtNH₂ in a sealed tube yielded 40% 3-ethylaminopyridazine (VIII), m. 93-4° (picrate m. 157-8°), formed also in confirmation of its structure (750% yield) by catalytic reduction (Pd-C) of 3-ethylamino-6-chloropyridazine. II and III yielded, resp., 4% VI and 3.5% VII when heated with EtNH₂ in a sealed tube 5 hrs. at 28°. Oxidation of VIII with H₂O₂ in AcOH yielded 20% VI. Hydrolysis of 301.6 mg. IV by heating 1 hr. on a steam bath with 5% NaOH yielded 83.2 mg. 2-hydroxy-3(2H)-pyridazinone, m. 167-8°, identified by both infrared and ultraviolet absorption spectra. These results showed almost the same reactivity for the Cl atom in the 3- and 6-positions of I, contrary to the case of the 3,6-Cl₂ derivative of I. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Recommanded Product: 3-Methoxypyridazine).

3-Methoxypyridazine (cas: 19064-65-4) belongs to pyridazine derivatives. Pyridazines is a six-membered nitrogen-containing significant heterocycle. It has received considerable interest because of its useful applications as natural products, pharmaceuticals, and various bioactive molecules. Pyridazine is bioavailable (especially in the CNS) and can reduce toxicity. Pyridazine is a component of several drug molecules, and the pyridazine pharmacophore has contributed to a variety of pharmacologically active compounds.Recommanded Product: 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Mild and Highly Selective Palladium-Catalyzed Monoarylation of Ammonia Enabled by the Use of Bulky Biarylphosphine Ligands and Palladacycle Precatalysts was written by Cheung, Chi Wai;Surry, David S.;Buchwald, Stephen L.. And the article was included in Organic Letters in 2013.SDS of cas: 13493-79-3 This article mentions the following:

A method for the Pd-catalyzed arylation of ammonia with a wide range of aryl and heteroaryl halides, including challenging five-membered heterocyclic substrates, is described. Excellent selectivity for monoarylation of ammonia to primary arylamines was achieved under mild conditions or at rt by the use of bulky biarylphosphine ligands as well as their corresponding aminobiphenyl palladacycle precatalysts. As this process requires neither the use of a glove box nor high pressures of ammonia, it should be widely applicable. In the experiment, the researchers used many compounds, for example, 6-Chloroimidazo[1,2-b]pyridazine hydrochloride (cas: 13493-79-3SDS of cas: 13493-79-3).

6-Chloroimidazo[1,2-b]pyridazine hydrochloride (cas: 13493-79-3) belongs to pyridazine derivatives. Pyridazine-based compounds continued to be a great source of biologically active compounds as evidenced by the number of publications which emerged in 2021. Pyridazine and derivatives coordinate readily with transition metals to form complexes and catalysts with synthetic utility.SDS of cas: 13493-79-3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Tautomerism of N-heterocycles. II. 3-Hydroxypyridazin-6-one and 3-mercaptopyridazine-6-thione was written by Barlin, Gordon B.. And the article was included in Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) in 1974.Synthetic Route of C5H6N2O This article mentions the following:

The ionization constants and uv of 3,6-dimercaptopyridazine and its N-Me and S-Me derivatives indicated that the parent compound existed as 3-mercaptopyridazine-6-thione in aqueous solution; 3,6-dihydroxypyridazine, its N,N-di-Me derivative, and 3-hydroxypyridazine behaved abnormally on protonation, owing to the existence of 2 overlapping ionization constants In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Synthetic Route of C5H6N2O).

3-Methoxypyridazine (cas: 19064-65-4) belongs to pyridazine derivatives. Pyridazine-based compounds continued to be a great source of biologically active compounds as evidenced by the number of publications which emerged in 2021. The unsubstituted pyridazines are more resistant to eletrophilic substitution due to the nature of withdrawal of electron density from the ring by two heteroatoms, while the related electron deficiency of the ring makes pyridazine more easily attacked by nucleophiles.Synthetic Route of C5H6N2O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Kinetics of reactions in heterocycles. XIV. Reactions of 2- and 4-amino-, -methylamino-, and -dimethylaminopyridine methiodides and 2-methylthiopyrimidine methiodide with hydroxide ions in water was written by Barlin, Gordon B.;Benbow, John A.. And the article was included in Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) in 1975.Name: 3-Methoxypyridazine This article mentions the following:

The kinetics of the title reactions were studied. The reactions were second order and resulted in the formation of quant. yields of N-methylpyridones. At 20°C 2-dimethylaminopyridine methiodide reacted 8.5 × 103 times faster than the 4-NMe2 analog and these compounds were 2.3 × 10-4 and 3.1 × 10-6 resp., times less reactive than the corresponding 2- and 4-chloropyridine methiodides. 2-Methylthiopyridine methiodide with NaOH gave 1-methylpyrimidin-2-one by a step process. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Name: 3-Methoxypyridazine).

3-Methoxypyridazine (cas: 19064-65-4) belongs to pyridazine derivatives. Pyridazines is a six-membered nitrogen-containing significant heterocycle. It has received considerable interest because of its useful applications as natural products, pharmaceuticals, and various bioactive molecules. The unsubstituted pyridazines are more resistant to eletrophilic substitution due to the nature of withdrawal of electron density from the ring by two heteroatoms, while the related electron deficiency of the ring makes pyridazine more easily attacked by nucleophiles.Name: 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem