Heterocyclic Building Blocks-Pyridazine

Asymmetric Cu-Catalyzed 1,4-Dearomatization of Pyridines and Pyridazines without Preactivation of the Heterocycle or Nucleophile was written by Gribble, Michael W.;Guo, Sheng;Buchwald, Stephen L.. And the article was included in Journal of the American Chemical Society in 2018.SDS of cas: 19064-65-4 This article mentions the following:

A chiral copper hydride (CuH) complex is shown to catalyze C-C bond-forming dearomatization of pyridines and pyridazines at room temperature The catalytic reaction operates directly on free heterocycles and generates the nucleophiles in situ, eliminating the need for stoichiometric preactivation of either reaction partner; further, it is one of very few methods available for the enantioselective 1,4-dearomatization of heteroarenes. Combining the dearomatization with facile derivatization steps enables one-pot syntheses of enantioenriched pyridines and piperidines. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4SDS of cas: 19064-65-4).

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.SDS of cas: 19064-65-4

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Acidity study on some pyridazines was written by Gueven, Alaettin. And the article was included in Journal of Molecular Structure: THEOCHEM in 2004.Safety of 3-Methoxypyridazine This article mentions the following:

The tautomeric, conformational equilibrium positions, and pK_a values of some pyridazine derivatives 1-17 have been examined by means of semiempirical AM1 COSMO calculations in aqueous solution (ε=78.4). The results obtained from the calculations have been compared with the exptl. findings. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Safety of 3-Methoxypyridazine).

3-Methoxypyridazine (cas: 19064-65-4) 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. 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.Safety of 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

N-Phenyl-4-pyrazolo[1,5-b]pyridazin-3-ylpyrimidin-2-amines as Potent and Selective Inhibitors of Glycogen Synthase Kinase 3 with Good Cellular Efficacy was written by Tavares, Francis X.;Boucheron, Joyce A.;Dickerson, Scott H.;Griffin, Robert J.;Preugschat, Frank;Thomson, Stephen A.;Wang, Tony Y.;Zhou, Hui-Qiang. And the article was included in Journal of Medicinal Chemistry in 2004.Recommanded Product: 19064-65-4 This article mentions the following:

Glycogen synthase kinase 3 regulates glycogen synthase, the rate-determining enzyme for glycogen synthesis. Liver and muscle glycogen synthesis is defective in type 2 diabetics, resulting in elevated plasma glucose levels. Inhibition of GSK-3 could potentially be an effective method to control plasma glucose levels in type 2 diabetics. Structure-activity studies on a N-phenyl-4-pyrazolo[1,5-b]pyridazin-3-ylpyrimidin-2-amine series have led to the identification of potent and selective compounds with good cellular efficacy. Mol. modeling studies have given insights into the mode of binding of these inhibitors. Since the initial leads were also potent inhibitors of CDK-2/CDK-4, an extensive SAR was performed at various positions of the pyrazolo[1,5-b]pyridazin core to afford potent GSK-3 inhibitors that were highly selective over CDK-2. In addition, these inhibitors also exhibited very good cell efficacy and functional response. A representative example was shown to have good oral exposure levels, extending their utility in an in vivo setting. These inhibitors provide a viable lead series in the discovery of new therapies for the treatment of type 2 diabetes. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Recommanded Product: 19064-65-4).

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 compounds have attracted interest in various fields like medicinal, industrial, and agricultural research as they are used for numerous biological activities and other applications.Recommanded Product: 19064-65-4

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Discovery of 3,5-dimethylisoxazole derivatives as novel, potent inhibitors for bromodomain and extraterminal domain (BET) family was written by Fang, Lincheng;Hu, Zhaoxue;Yang, Yifei;Chen, Pan;Zhou, Jinpei;Zhang, Huibin. And the article was included in Bioorganic & Medicinal Chemistry in 2021.HPLC of Formula: 33050-32-7 This article mentions the following:

Bromodomain and extra-terminal (BET) is a promising therapeutic target for various hematol. cancers. We used the BRD4 inhibitor compound 13 (I) as a lead compound to develop a variety of compounds, and we introduced diverse groups into the position of the compound 13 orienting toward the ZA channel. A series of compounds bearing triazolopyridazine motif exhibited remarkable BRD4 protein inhibitory activities. Among them, compound 39 (II) inhibited BRD4(BD1) protein with an IC₅₀ of 0.003μM which was superior to lead compound 13. Meanwhile, compound 39 possess activity, IC₅₀ = 2.1μM, in antiproliferation activity against U266 cancer cells. On the other hand, compound 39 could arrest tumor cells into the G0/G1 phase and induce apoptosis, which was consistent with its results in inhibiting cell proliferation. Biol. and biochem. data suggest that BRD4 protein might be a therapeutic target and that compound 39 is an excellent lead compound for further development. In the experiment, the researchers used many compounds, for example, 6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (cas: 33050-32-7HPLC of Formula: 33050-32-7).

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (cas: 33050-32-7) 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 compounds have attracted interest in various fields like medicinal, industrial, and agricultural research as they are used for numerous biological activities and other applications.HPLC of Formula: 33050-32-7

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

A regiospecific reaction of pyridazines with vicarious nucleophilic substitution via their dicyanomethylide derivatives was written by Itoh, Takashi;Matsuya, Yuji;Nagata, Kazuhiro;Okada, Mamiko;Ohsawa, Akio. And the article was included in Journal of the Chemical Society, Chemical Communications in 1995.Application In Synthesis of 3-Methoxypyridazine This article mentions the following:

The phenyl(or p-tolyl)sulfonylmethyl group is introduced with complete regiospecificity to the C-4 position of 3-substituted pyridazines using vicarious nucleophilic substitution of pyridazinium dicyanomethylides. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Application In Synthesis of 3-Methoxypyridazine).

3-Methoxypyridazine (cas: 19064-65-4) 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. 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.Application In Synthesis of 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Photoelectron spectra of fluorine-substituted diazabenzenes was written by Van den Ham, D. M. W.;Van der Meer, D.;Feil, D.. And the article was included in Journal of Electron Spectroscopy and Related Phenomena in 1974.Formula: C4H2F2N2 This article mentions the following:

The high resolution He 584 Å photoelectron spectra of ten F-substituted diazabenzenes are presented. By F substitution the anal. of the photoelectron spectra of the parent compounds can be made more definite. Lone-pair ionization potentials are shown to correlate well with data calculated by a modified and iterative version of the extended Hueckel method. In the experiment, the researchers used many compounds, for example, 3,6-Difluoropyridazine (cas: 33097-39-1Formula: C4H2F2N2).

3,6-Difluoropyridazine (cas: 33097-39-1) 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 compounds have attracted interest in various fields like medicinal, industrial, and agricultural research as they are used for numerous biological activities and other applications.Formula: C4H2F2N2

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Mass spectra of pyridazines and their N-oxides was written by Ogura, Haruo;Sugimoto, Shingo;Igeta, Hiroshi;Tsuchiya, Takashi. And the article was included in Journal of Heterocyclic Chemistry in 1971.Application In Synthesis of 3-Methoxypyridazine This article mentions the following:

The mass spectra of pyridazines and their N-oxides is reported. Previous electron impact studies on aromatic amine N-oxides reported the appearance of M-16 and (or) M-17 ion peaks as the usual feature of the fragmentations. In these experiments, the representative fragmentation of the pyridazine N-oxides involves formation of a M-30 (M-NO) ion. The fragmentation patterns substantiated by extensive high resolution studies and anal. of the appropriate metastable ions. In the experiment, the researchers used many compounds, for example, 3-Methoxypyridazine (cas: 19064-65-4Application In Synthesis of 3-Methoxypyridazine).

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 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.Application In Synthesis of 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Electronic spectra of N-heteroaromatic systems. II. Substituted monocyclic azines was written by Mason, S. F.. And the article was included in Journal of the Chemical Society in 1959.Recommanded Product: 3-Methoxypyridazine This article mentions the following:

The visible and ultraviolet absorption spectra of the monocyclic azines and some derivatives have been measured in polar and nonpolar solvents. The n → π bands of the azines are shifted towards the blue region by electron-donating and towards the red region by electron-accepting substituents, while the π → π bands undergo bathochromic shifts with both types of substituent. The shift of the n → π band of an azine on substitution is due primarily to the effect of the substituent on the energy of the lowest unoccupied benzene-like π orbital of the azine. The solvent λ_maximum and ε_maximum for the n-π band, λ_maximum and ψ_maximum for the π → π band are given for pyridine, 2-cyano-, 3-cyano-, 4-cyano-, and 2,6-dicyanopyridine, pyrazine, 2-methyl-, 2,5-dimethyl-, 2,3-dimethoxycarbonyl-, 2,3-dicarboxy, and 2-methoxypyrazine, pyridazine, 3-methyl-, 4-methyl-, 3-methoxy-, 4-methoxy-, 3,6-dimethoxy-, and 4,5-dicarboxy-pyridazine, pyrimidine, 2-methoxy-, 4-methoxy-, 5-hydroxy-, 2-methoxycarbonyl-, 2-carboxy-, 4-carboxy-, and 5-carboxypyrimidine, 3,5,6-trimethyl-1,2,4-triazine, 3-amino-1,2,4-triazine, sym-tetrazine, 1,4-dimethyl-, and 1,4-dicarboxy-sym-tetrazine; each in 1 or more solvents, at various pH values. 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. The pyridazine structure is also found within the structure of several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine. 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.Recommanded Product: 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Chemical properties of ylidene derivatives of azines. 4. The structure of products resulting from the protonation and transformation of dihydroazinylidenecyanoacetic esters in concentrated sulfuric acid was written by Oleinik, I. V.;Zagulyaeva, O. A.;Denisov, A. Yu.;Mamaev, V. P.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1990.Recommanded Product: 3-Methoxypyridazine This article mentions the following:

In concentrated H₂SO₄, azinylidene derivatives I (X = CH, N) have an aromatic structure, whereas several others, e.g., II, retain the ylidene structure. On standing in 95% H₂SO₄, I are converted to amide esters (III), whereas others are converted to 2-(azinyl)acetamides and amide esters. 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. The pyridazine structure is also found within the structure of several drugs such as cefozopran, cadralazine, minaprine, pipofezine, and hydralazine. 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.Recommanded Product: 3-Methoxypyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Two-, three-, and four-bond N-F spin-spin coupling constants in fluoroazines was written by Del Bene, Janet E.;Alkorta, Ibon;Elguero, Jose. And the article was included in Molecular Physics in 2010.Quality Control of 3,6-Difluoropyridazine This article mentions the following:

Ab initio EOM-CCSD calculations were performed to investigate 2-, 3- and 4-bond ¹⁵N-¹⁹F coupling constants in mono-, di-, and trifluoroazines. ²J(N-F) values are neg. and are dominated by the Fermi-contact (FC) term. Absolute values of ²J(N-F) tend to decrease as the number of N atoms in the ring increases, and may also be influenced by the number and positions of C-F bonds. ³J(N-F) values are pos. with three exceptions, are usually dominated by the FC term, and also tend to decrease as the number of N atoms increases. The three mols. which have neg. values of ³J(N-F) have dominant neg. paramagnetic-spin orbit (PSO) terms, and are structurally similar insofar as they have an intervening C-F bond between the N and the coupled F. ⁴J(N-F) values are neg. because the PSO, FC, and spin-dipole (SD) terms are neg., with only one exception. Four mols. have significantly greater values of ⁴J(N-F). These are structurally similar with the coupled N bonded to two other N atoms. The computed EOM-CCSD ⁿJ(N-F) coupling constants are in good agreement with the few exptl. values that are available. In the experiment, the researchers used many compounds, for example, 3,6-Difluoropyridazine (cas: 33097-39-1Quality Control of 3,6-Difluoropyridazine).

3,6-Difluoropyridazine (cas: 33097-39-1) belongs to pyridazine derivatives. Pyridazine and phthalazine have quite different spectroscopic properties compared with their isomers, pyrazine and quinoxaline. 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.Quality Control of 3,6-Difluoropyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem