Category: pyridazine

Pyridazines. V. Preparation and reactions of (dialkylamino)pyridazinones was written by Landquist, Justus K.;Thornber, Craig W.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1 in 1973.Name: 5-(Dimethylamino)pyridazin-3(2H)-one hydrochloride This article mentions the following:

4(or 5)-Chloro-6-hydroxypyridazin-3(2H)-one (I) with secondary amines gave the corresponding 4- or 5-(dialkylamino) derivatives E.g. I with piperidine gave 6-hydroxy-4(or 5)-piperidinopyridazin-3(2H)-one. Alkylation of the (dialkylamino)pyridazinones and the reactions between 4,5-dichloro- and 4,5,6-trichloropyridazin-3(2H)-ones and amines were also described. In the experiment, the researchers used many compounds, for example, 5-(Dimethylamino)pyridazin-3(2H)-one hydrochloride (cas: 41773-19-7Name: 5-(Dimethylamino)pyridazin-3(2H)-one hydrochloride).

5-(Dimethylamino)pyridazin-3(2H)-one hydrochloride (cas: 41773-19-7) 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. In the past decade, X-ray data were reported with regard to the characterization and structural elucidation of a number of pyridazine-metal complexes, including pyridazine ligands with zinc, nickel, copper, cadmium and ruthenium.Name: 5-(Dimethylamino)pyridazin-3(2H)-one hydrochloride

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Pyridazine doped g-C₃N₄ with nitrogen defects and spongy structure for efficient tetracycline photodegradation and photocatalytic H₂ evolution was written by Zhan, Xiaohui;Zhao, Yue;Sun, Yanping;Lei, Chen;Wang, He;Shi, Huixiang. And the article was included in Chemosphere in 2022.Recommanded Product: 5469-70-5 This article mentions the following:

In this study, with thiourea and 3-aminopyridazine as precursors, the graphite-phase carbon nitride (ACN-x) with nitrogen defects and sponge structure is prepared via the introduction of the benzene-like ring structure of pyridazine replacing a “melem” group through hydrothermal procedure combined with calcination. It is made possible by the attraction of three hydrogen bond receptors for 3-aminopyrazine to lone pair electrons on the “melem” mol. The remarkable extensively photocatalytic activity can be attributed to three effects of the introduction of 3-aminopyridazine: (i)formation of nitrogen defects between adjacent tri-s-triazine groups; (ii)formation of effective charge transfer channels within the tri-s-triazine group; (iii)the spongy structure exposed abundant amino groups(-NH₃) at edge sites, combining with the internal amino group and as hole stabilizer to prolong the excited state life of photocatalyst. The photogenerated carrier migration and separation efficiency improved effectively through the tuning synergy. As a result, ACN-x exhibits excellent photocatalytic activity, with hydrogen production efficiency of up to 11331.74渭mol g^-1 h^-1, which is approx. 94.5 times that of the pristine g-C₃N₄ (119.88渭mol g^-1 h^-1). The degradation constants of TC and RhB are 0.0498 min^-1 and 0.129min^-1, which are 3.32 and 6.35 times of the pristine g-C₃N₄, resp. The TC degradation in different initial concentrations, pH, dissolved organic matter concentrations, and water sources is conducted to prove the environmental adaptability of the ACN-x system. The mechanism of the system indicates that 路O^–₂ plays an important role, and the 路OH and h⁺ play a minor role in the TC photocatalytic degradation Finally, the TC degradation possible pathway is proposed. In the experiment, the researchers used many compounds, for example, 3-Aminopyridazine (cas: 5469-70-5Recommanded Product: 5469-70-5).

3-Aminopyridazine (cas: 5469-70-5) 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.Recommanded Product: 5469-70-5

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Pharmacological Evaluation of Novel Bioisosteres of an Adamantanyl Benzamide P2X₇ Receptor Antagonist was written by Wilkinson, Shane M.;Barron, Melissa L.;O’Brien-Brown, James;Janssen, Bieneke;Stokes, Leanne;Werry, Eryn L.;Chishty, Mansoor;Skarratt, Kristen K.;Ong, Jennifer A.;Hibbs, David E.;Vugts, Danielle J.;Fuller, Stephen;Windhorst, Albert D.;Kassiou, Michael. And the article was included in ACS Chemical Neuroscience in 2017.COA of Formula: C4H2Cl2N2 This article mentions the following:

Adamantanyl benzamide 1 was identified as a potent P2X₇R antagonist but failed to progress further due to poor metabolic stability. We describe the synthesis and SAR of a series of bioisosteres of benzamide 1 to explore improvements in the pharmacol. properties of this lead. Initial efforts investigated a series of heteroaromatic bioisosteres, which demonstrated improved physicochem. properties but reduced P2X₇R antagonism. Installation of bioisosteric fluorine on the adamantane bridgeheads was well tolerated and led to a series of bioisosteres with improved physicochem. properties and metabolic stability. Trifluorinated benzamide 34 demonstrated optimal physicochem. parameters, superior metabolic stability (ten times longer than lead benzamide 1), and an improved physicokinetic profile and proved effective in the presence of several known P2X₇R polymorphisms. In the experiment, the researchers used many compounds, for example, 3,6-Dichloropyridazine (cas: 141-30-0COA of Formula: C4H2Cl2N2).

3,6-Dichloropyridazine (cas: 141-30-0) belongs to pyridazine derivatives. Pyridazine and phthalazine have quite different spectroscopic properties compared with their isomers, pyrazine and quinoxaline. 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.COA of Formula: C4H2Cl2N2

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

SAR of the arylpiperazine moiety of obeline somatostatin sst₁ receptor antagonists was written by Hurth, Konstanze;Enz, Albert;Floersheim, Philipp;Gentsch, Conrad;Hoyer, Daniel;Langenegger, Daniel;Neumann, Peter;Pfaeffli, Paul;Sorg, Dieter;Swoboda, Robert;Vassout, Annick;Troxler, Thomas. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2007.Electric Literature of C8H12N4 This article mentions the following:

The SAR of over 50 derivatives of octahydrobenzo[g]quinoline (obeline)-type somatostatin sst₁ receptor antagonist 1 is presented, focusing on the modification of its arylpiperazine moiety. Sst₁ affinities in this series cover a range of five orders of magnitude with the best derivatives displaying subnanomolar sst₁ affinities and >10,000-fold selectivities over the sst₂ receptor subtype as well as promising pharmacokinetic properties. In the experiment, the researchers used many compounds, for example, 3-Piperazin-1-yl-pyridazine (cas: 51047-56-4Electric Literature of C8H12N4).

3-Piperazin-1-yl-pyridazine (cas: 51047-56-4) 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 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.Electric Literature of C8H12N4

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Photoredox-catalysed chlorination of quinoxalin-2(1H)-ones enabled by using CHCl₃ as a chlorine source was written by Wu, Mei-Chun;Li, Ming-Zhi;Chen, Jia-Yi;Xiao, Jun-An;Xiang, Hao-Yue;Chen, Kai;Yang, Hua. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Synthetic Route of C6H4ClN3 This article mentions the following:

A photoredox-catalyzed chlorination of quinoxalin-2(1H)-ones was developed by using CHCl₃ as a chlorine source, thus affording various 3-chloroquinoxalin-2(1H)-ones in moderate to high yields. This protocol is characterized by mild reaction conditions, excellent regioselectivity, and readily available chlorination agent. Considering the operational simplicity and low cost of this chlorination approach, this developed method offers an innovative pathway for rapid incorporation of chlorine functionality into heteroarenes, and will inspire broader exploitation of new chlorination strategies. In the experiment, the researchers used many compounds, for example, 3-Chloroimidazo[1,2-b]pyridazine (cas: 60903-17-5Synthetic Route of C6H4ClN3).

3-Chloroimidazo[1,2-b]pyridazine (cas: 60903-17-5) belongs to pyridazine derivatives. The pyridazine derivatives are mostly present in biologically active compounds and are also present with different pharmacophores. In the past decade, X-ray data were reported with regard to the characterization and structural elucidation of a number of pyridazine-metal complexes, including pyridazine ligands with zinc, nickel, copper, cadmium and ruthenium.Synthetic Route of C6H4ClN3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Reliable Functionalization of 5,6-Fused Bicyclic N-Heterocycles Pyrazolopyrimidines and Imidazopyridazines via Zinc and Magnesium Organometallics was written by Kumar Rout, Saroj;Kastrati, Agonist;Jangra, Harish;Schwarzer, Kuno;Sunagatullina, Alisa S.;Garny, Maximilien;Lima, Fabio;Brocklehurst, Cara E.;Karaghiosoff, Konstantin;Zipse, Hendrik;Knochel, Paul. And the article was included in Chemistry – A European Journal in 2022.COA of Formula: C6H3ClIN3 This article mentions the following:

DFT-calculations allow predictions of the reactivity of uncommon N-heterocyclic scaffolds of pyrazolo[1,5-a]pyrimidines and imidazo[1,2-b]pyridazines and considerably facilitate their functionalization. The derivatization of these N-heterocycles was realized using Grignard reagents for nucleophilic additions to 5-chloropyrazolo[1,5-a]pyrimidines; and TMP₂Zn路2 MgCl₂路2 LiCl allowed regioselective zincations. In the case of 6-chloroimidazo[1,2-b]pyridazine, bases such as TMP₂Zn路MgCl₂路2LiCl, in the presence or absence of BF₃路OEt₂, led to regioselective metalations at positions 3 or 8. Subsequent functionalizations were achieved with TMPMgCl路LiCl, producing various polysubstituted derivatives (up to penta-substitution). X-ray anal. confirmed the regioselectivity for key functional heterocycles. In the experiment, the researchers used many compounds, for example, 6-Chloro-3-iodoimidazo[1,2-b]pyridazine (cas: 923595-49-7COA of Formula: C6H3ClIN3).

6-Chloro-3-iodoimidazo[1,2-b]pyridazine (cas: 923595-49-7) 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 activity depends upon the changes of substituted groups in the pyridazine ring system resulting in different biological activities. In addition, the natural pyrimidine bases uracil, thymine, and cytosine, which are constituents of the nucleic acids, are found to be the most important naturally occurring diazines.COA of Formula: C6H3ClIN3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Discovery of pyrrolopyridazines as novel DGAT1 inhibitors was written by Fox, Brian M.;Iio, Kiyosei;Li, Kexue;Choi, Rebeka;Inaba, Takashi;Jackson, Simon;Sagawa, Shoichi;Shan, Bei;Tanaka, Masahiro;Yoshida, Atsuhito;Kayser, Frank. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2010.HPLC of Formula: 22808-29-3 This article mentions the following:

A new structural class of DGAT1 inhibitors was discovered and the structure-activity relationship was explored. The pyrrolotriazine core of the original lead mol. was changed to a pyrrolopyridazine core providing an increase in potency. Further exploration resulted in optimization of the Pr group at C7 and the discovery that the ester at C6 could be replaced by five-membered heterocyclic rings. The analogs prepared have DGAT1 IC₅₀ values ranging from >10 渭M to 48 nM. In the experiment, the researchers used many compounds, for example, 4-tert-Butyl-3,6-dichloropyridazine (cas: 22808-29-3HPLC of Formula: 22808-29-3).

4-tert-Butyl-3,6-dichloropyridazine (cas: 22808-29-3) 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.HPLC of Formula: 22808-29-3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Chemical genetics screen identifies epigenetic mechanisms involved in dopaminergic and noradrenergic neurogenesis in zebrafish was written by Westphal, Markus;Sant, Pooja;Hauser, Alexander-Thomas;Jung, Manfred;Driever, Wolfgang. And the article was included in Frontiers in Genetics in 2020.Electric Literature of C17H20N6O4S This article mentions the following:

The cell type diversity and complexity of the nervous system is generated by a network of signaling events, transcription factors, and epigenetic regulators. Signaling and transcriptional control have been easily amenable to forward genetic screens in model organisms like zebrafish. In contrast, epigenetic mechanisms have been somewhat elusive in genetic screens, likely caused by broad action in multiple developmental pathways that masks specific phenotypes, but also by genetic redundancies of epigenetic factors. Here, we performed a screen using small mol. inhibitors of epigenetic mechanisms to reveal contributions to specific aspects of neurogenesis in zebrafish. We chose development of dopaminergic and noradrenergic neurons from neural progenitors as target of epigenetic regulation. First, we tested a small mol. inhibitor library that targets a broad range of epigenetic protein classes and mechanisms, using expression of the dopaminergic and noradrenergic marker tyrosine hydroxylase as readout. We analyzed treated embryos for effects on neural stem cells, growth progression of the retina, and apoptosis in neural tissues. In addition, we analyzed effects on islet1 expressing neuronal populations to determine potential selectivity of compounds for transmitter phenotypes. In summary, our targeted screen of epigenetic inhibitors identified specific compounds, which reveal chromatin regulator classes that contribute to dopaminergic and noradrenergic neurogenesis in vivo. In the experiment, the researchers used many compounds, for example, Ethyl (3-methyl-6-(4-methyl-3-(methylsulfonamido)phenyl)-[1,2,4]triazolo[4,3-b]pyridazin-8-yl)carbamate (cas: 1619994-69-2Electric Literature of C17H20N6O4S).

Ethyl (3-methyl-6-(4-methyl-3-(methylsulfonamido)phenyl)-[1,2,4]triazolo[4,3-b]pyridazin-8-yl)carbamate (cas: 1619994-69-2) 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.Electric Literature of C17H20N6O4S

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Chlorination of pyridazinones with chlorocarbonyl isocyanate was written by Srinivasan, T. N.;Rao, K. Rama;Sattur, P. B.. And the article was included in Organic Preparations and Procedures International in 1987.Electric Literature of C10H7ClN2O This article mentions the following:

Heating arylpyridazinones I (R = Ph, 4-ClC₆H₄, etc.) with ClCONCO at 50-65掳 in various solvents (e.g. MeCN) for 4-4.5 h gave 70-73% arylchloropyridazines II. In the experiment, the researchers used many compounds, for example, 6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4Electric Literature of C10H7ClN2O).

6-(4-Chlorophenyl)pyridazin-3(2H)-one (cas: 2166-13-4) 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 activity depends upon the changes of substituted groups in the pyridazine ring system resulting in different biological activities. In addition, the natural pyrimidine bases uracil, thymine, and cytosine, which are constituents of the nucleic acids, are found to be the most important naturally occurring diazines.Electric Literature of C10H7ClN2O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Ionization constants of heterocyclic substances. II. Hydroxy-derivatives of nitrogenous six-membered ring-compounds was written by Albert, Adrien;Phillips, J. N.. And the article was included in Journal of the Chemical Society in 1956.HPLC of Formula: 20733-10-2 This article mentions the following:

Acidic and basic ionization constants were determined potentiometrically and in some cases spectrometrically for 87 hydroxy (and related) derivatives of pyridine, quinoline, isoquinoline, acridine, phenanthridine, pyridazine, pyrimidine, pyrazine, cinnoline, phthalazine, quinazoline, quinoxaline, phenazine, triazine, 1,4,5-triazanaphthalene, and 1,4,6-triazanaphthalene. The tautomeric equilibrium between enol and amide in 伪 and 纬-hydroxy derivatives greatly favor the amide form. The preparation of 2-methoxypyrazine, b₂₉ 60-1掳, and 3-hydroxypyridine methochloride were described. A m.p. of 57掳 was reported for 2-methyl-1-isoquinolone. In the experiment, the researchers used many compounds, for example, 4-Hydroxypyridazine (cas: 20733-10-2HPLC of Formula: 20733-10-2).

4-Hydroxypyridazine (cas: 20733-10-2) belongs to pyridazine derivatives. Pyridazine and phthalazine have quite different spectroscopic properties compared with their isomers, pyrazine and quinoxaline. 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.HPLC of Formula: 20733-10-2

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem