Month: February 2023

Orthogonal and Auto-Tandem Catalysis: Synthesis of Dipyrido[1,2-a:2′,3′-d]imidazole and Its Benzo and Aza Analogues via Inter- and Intramolecular C-N Bond Formation was written by Loones, Kristof T. J.;Maes, Bert U. W.;Meyers, Caroline;Deruytter, Joke. And the article was included in Journal of Organic Chemistry in 2006.Computed Properties of C4H5N3 This article mentions the following:

The synthesis of dipyrido[1,2-a:2′,3′-d]imidazole and hitherto unknown benzo and aza analogs from 2,3-dibromopyridine and aminoazines is described. Mechanistically, the developed procedure involves orthogonal (Pd and Cu catalyst) or auto-tandem (Pd catalyst) catalysis via regioselective inter- and intramol. C-N bond formation. In the experiment, the researchers used many compounds, for example, 3-Aminopyridazine (cas: 5469-70-5Computed Properties of C4H5N3).

3-Aminopyridazine (cas: 5469-70-5) 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.Computed Properties of C4H5N3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Copper-Catalyzed Intermolecular Oxidative Cyclization of Haloalkynes: Synthesis of 2-Halo-substituted Imidazo[1,2-a]pyridines, Imidazo[1,2-a]pyrazines and Imidazo[1,2-a]pyrimidines was written by Gao, Yang;Yin, Meizhou;Wu, Wanqing;Huang, Huawen;Jiang, Huanfeng. And the article was included in Advanced Synthesis & Catalysis in 2013.HPLC of Formula: 1314978-36-3 This article mentions the following:

An efficient copper-catalyzed method for the synthesis of 2-haloimidazopyridines with aminopyridines and haloalkynes using mol. oxygen as oxidant in a one-pot manner has been developed. In this process, the reaction appears to be very general and suitable for the construction of a variety of 2-halo-substituted imidazopyridines, imidazopyrazines, and imidazopyrimidines. E.g., in presence of Cu(OTf)₂ in MeCN under 1 atm. O₂, oxidative cyclization of 2-aminopyridine and PhCCBr gave 80% imidazo[1,2-a]pyridine derivative (I). The intermol. oxidative diamination of haloalkynes was achieved for the first time. Importantly, the mild reaction conditions and the efficient conversion of the alkyl-substituted haloalkynes are great improvements over the existing methods. Moreover, the resultant 2-haloimidazo[1,2-a]pyridines could be efficiently converted to other functionalized imidazopyridine products via substitution, coupling reactions, and other transformations, which further indicates potential applications of this method in synthetic and pharmaceutical chem. In the experiment, the researchers used many compounds, for example, 5-Chloropyridazin-3-amine (cas: 1314978-36-3HPLC of Formula: 1314978-36-3).

5-Chloropyridazin-3-amine (cas: 1314978-36-3) 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.HPLC of Formula: 1314978-36-3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Pyridazines. 67. Homolytic phenylation of some azolopyridazines was written by Furlan, A.;Furlan, M.;Stanovnik, B.;Tisler, M.. And the article was included in Monatshefte fuer Chemie in 1974.Synthetic Route of C6H5N3 This article mentions the following:

Homolytic phenylation of imidazopyridazines I (R = H, Ph, R1 = H; R = H, Ph, Me, R1 = Cl), triazolopyridazines II (R = H, Me, Ph, R1 = H, Cl), and III (R1 = H, Cl) with Bz2O, with or without PhCl, occurred preferentially at the 8-position. I also yielded 3-Ph derivatives II (R = H) also gave 8-Ph and 3-Ph derivatives, whereas II (R = Me, Ph) was substituted at the 8-position and then at the 7-position. III were phenylated only at the 8- and 7-positions. In the experiment, the researchers used many compounds, for example, Imidazo[1,2-b]pyridazine (cas: 766-55-2Synthetic Route of C6H5N3).

Imidazo[1,2-b]pyridazine (cas: 766-55-2) 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.Synthetic Route of C6H5N3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Highly selective and sensitive determination of copper ion based on a visual fluorescence method was written by Chen, Linfeng;Tian, Xike;Yang, Chao;Li, Yong;Zhou, Zhaoxin;Wang, Yanxin;Xiang, Fang. And the article was included in Sensors and Actuators, B: Chemical in 2017.Safety of 3,6-Dichloropyridazine This article mentions the following:

A novel ratiometric fluorescence sensor for rapid and on-site visual detection of Cu²⁺ was designed and synthesized by integrating yellow-emission rhodamine fluorophore (RL) and red-emission CdTe@SiO₂ QDs. The as-prepared nanohybrid fluorescence sensor shows dual-emissions at 537 nm and 654 nm under a single excitation at 500 nm in the presence of Cu²⁺. Owing to the strong chelating ability of RL toward Cu²⁺, the yellow fluorescence of RL could be selectively enhanced while the red fluorescence of CdTe QDs is almost unchanged, leading to an obvious fluorescence color change from red to yellow, which could be used for visual and ratiometric detection of Cu²⁺. This nanohybrid sensor exhibits excellent selectivity, sensitivity and anti-interference to Cu²⁺ detection and the detection limit is as low as 8.4 nM. Addnl., a simple device test strip for rapid and on-site detection of Cu²⁺ has been designed by immobilizing the RL-CdTe@SiO₂ QDs on a common filter paper. This simple and effective paper-based sensor has a visual detection limit of 0.5μM, showing its promising application for on-site and rapid sensing of Cu²⁺ in pollution water. In the experiment, the researchers used many compounds, for example, 3,6-Dichloropyridazine (cas: 141-30-0Safety of 3,6-Dichloropyridazine).

3,6-Dichloropyridazine (cas: 141-30-0) 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 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.Safety of 3,6-Dichloropyridazine

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Synthesis and photophysical properties of N-styrylazinones was written by Cho, Su-Dong;Hwang, Jaeyoung;Kim, Ho-Kyun;Yim, Heung-Sup;Kim, Jeum-Jong;Lee, Sang-Gyeong;Yoon, Yong-Jin. And the article was included in Journal of Heterocyclic Chemistry in 2007.Reference of 51356-03-7 This article mentions the following:

N-Styrylazinones and 1-styrylbenzotriazole were synthesized, and their photophys. properties were investigated. (Z)- and/or (E)-N-Styrylazines RCH:CHPh (R = 2-oxo-1-pyridyl, 1,2,3-benzotriazol-1-yl, 1-phthalimido, 4,5-dichloro-3-oxo-2-pyridazinyl, etc.) were prepared from the corresponding N-unsubstituted heterocycles and benzaldehyde by four methods. The absorption maxima of both (E)- and (Z)-isomers were measured in four solvents. Their absorption maxima showed a moderate dependence upon solvents. The absorption maxima of (Z)-isomers were blue-shifted as compared the corresponding (E)-isomers. Emission maxima, fluorescence band half-widths, 0,0 transition energies, Stokes shifts, and quantum yields for some of N-styrylazinones were measured in organic solvents. The fluorescence spectra show moderate solvatochromism. The fluorescence properties of N-styrylheterocycles depend on heterocyclic moiety. In the experiment, the researchers used many compounds, for example, 4,5-Dichloro-2-(chloromethyl)pyridazin-3(2H)-one (cas: 51356-03-7Reference of 51356-03-7).

4,5-Dichloro-2-(chloromethyl)pyridazin-3(2H)-one (cas: 51356-03-7) 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 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.Reference of 51356-03-7

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Practical synthesis of a peptide deformylase (PDF) inhibitor was written by Liu, Yugang;Prashad, Mahavir;Ciszewski, Lech;Vargas, Kevin;Repic, Oljan;Blacklock, Thomas J.. And the article was included in Organic Process Research & Development in 2008.Electric Literature of C4H5N3 This article mentions the following:

A practical chromatog.-free synthesis of an N-formylated hydroxylamine peptide deformylase inhibitor LCD320 (I) is described. A diastereoselective Michael reaction of (4S)-3-[2-(cyclobutylmethyl)-1-oxo-2-propenyl]-4-(phenylmethyl)-2-oxazolidinone with O-benzyl hydroxylamine was used to establish the key stereogenic center. We found that traces of residual Li⁺ from a previous step had a great impact on the diastereoselectivity of this reaction. A very efficient amidation coupling reaction of proline derivative (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylic acid 1,1-dimethylethyl ester with weakly nucleophilic 3-pyridazinamine using methanesulfonyl chloride in the presence of 1-methylimidazole in DMF was also developed that proceeded without racemization. In the experiment, the researchers used many compounds, for example, 3-Aminopyridazine (cas: 5469-70-5Electric Literature of C4H5N3).

3-Aminopyridazine (cas: 5469-70-5) 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 and derivatives coordinate readily with transition metals to form complexes and catalysts with synthetic utility.Electric Literature of C4H5N3

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Identification of Fast-Acting 2,6-Disubstituted Imidazopyridines That Are Efficacious in the in Vivo Humanized Plasmodium falciparum NODscidIL2Rγ^null Mouse Model of Malaria was written by Nchinda, Aloysius T.;Le Manach, Claire;Paquet, Tanya;Gonzalez Cabrera, Diego;Wicht, Kathryn J.;Brunschwig, Christel;Njoroge, Mathew;Abay, Efrem;Taylor, Dale;Lawrence, Nina;Wittlin, Sergio;Jimenez-Diaz, Maria-Belen;Santos Martinez, Maria;Ferrer, Santiago;Angulo-Barturen, Inigo;Lafuente-Monasterio, Maria Jose;Duffy, James;Burrows, Jeremy;Street, Leslie J.;Chibale, Kelly. And the article was included in Journal of Medicinal Chemistry in 2018.Reference of 5469-70-5 This article mentions the following:

Optimization of a chem. series originating from whole-cell phenotypic screening against the human malaria parasite, Plasmodium falciparum, led to the identification of two promising 2,6-disubstituted imidazopyridine compounds, 43 and 74. These compounds exhibited potent activity against asexual blood stage parasites that, together with their in vitro absorption, distribution, metabolism, and excretion (ADME) properties, translated to in vivo efficacy with clearance of parasites in the PfSCID mouse model for malaria within 48 h of treatment. In the experiment, the researchers used many compounds, for example, 3-Aminopyridazine (cas: 5469-70-5Reference of 5469-70-5).

3-Aminopyridazine (cas: 5469-70-5) 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.Reference of 5469-70-5

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Design, synthesis, and evaluation of potent RIPK1 inhibitors with in vivo anti-inflammatory activity was written by Li, Zhanhui;Hao, Yongjin;Yang, Chengkui;Yang, Qing;Wu, Shuwei;Ma, Haikuo;Tian, Sheng;Lu, Haohao;Wang, Jingrui;Yang, Tao;He, Sudan;Zhang, Xiaohu. And the article was included in European Journal of Medicinal Chemistry in 2022.Related Products of 887625-09-4 This article mentions the following:

RIPK1 plays a key role in the necroptosis pathway that regulates inflammatory signaling and cell death in various diseases, including inflammatory and neurodegenerative diseases. Herein, we report a series of potent RIPK1 inhibitors, represented by compound 70. Compound 70 efficiently blocks necroptosis induced by TNFα in both human and mouse cells (EC₅₀ = 17-30 nM). Biophys. assay demonstrates that compound 70 potently binds to RIPK1 (K_d = 9.2 nM), but not RIPK3 (K_d > 10,000 nM). Importantly, compound 70 exhibits greatly improved metabolic stability in human and rat liver microsomes compared to compound 6 (PK68), a RIPK1 inhibitor reported in our previous work. In addition, compound 70 displays high permeability in Caco-2 cells and excellent in vitro safety profiles in hERG and CYP assays. Moreover, pre-treatment of 70 significantly ameliorates hypothermia and lethal shock in SIRS mice model. Lastly, compound 70 possesses favorable pharmacokinetic parameters with moderate clearance and good oral bioavailability in SD rat. Taken together, our work supports 70 as a potent RIPK1 inhibitor and highlights its potential as a prototypical lead for further development in necroptosis-associated inflammatory disorders. In the experiment, the researchers used many compounds, for example, 2-Amino-6-chloroimidazo[1,2-b]pyridazine (cas: 887625-09-4Related Products of 887625-09-4).

2-Amino-6-chloroimidazo[1,2-b]pyridazine (cas: 887625-09-4) 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.Related Products of 887625-09-4

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Electronic structure of groups of isomeric heteroaromatic systems. V. Monohydroxydiazines and diazinones was written by La Manna, Gianfranco;Cignitti, Maurizio. And the article was included in Gazzetta Chimica Italiana in 1972.COA of Formula: C4H4N2O This article mentions the following:

π-Electron energies and π-dipole moments were calculated for 3-pyridazinol (I), 3(2H)-pyridazinone (II), 2-pyrimidinol (III), 2(1H)-pyrimidinone (IV), and 9 other pyridazine and pyrimidine keto-enol tautomers. The lactam structures were the most stable. In the experiment, the researchers used many compounds, for example, 4-Hydroxypyridazine (cas: 20733-10-2COA of Formula: C4H4N2O).

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. 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: C4H4N2O

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Copper-Catalyzed Bisannulations of Malonate-Tethered O-Acyl Oximes with Pyridine, Pyrazine, Pyridazine, and Quinoline Derivatives for the Construction of Dihydroindolizine-Fused Pyrrolidinones and Analogues was written by Miao, Chun-Bao;Guan, Hong-Rong;Tang, YiHan;Wang, Kun;Ren, Wen-Long;Lyu, Xinyu;Yao, ChangSheng;Yang, Hai-Tao. And the article was included in Organic Letters in 2021.Formula: C4H2Cl2N2 This article mentions the following:

A copper-catalyzed bisannulation reaction of malonate-tethered O-acyl oximes RC(=NOAc)CH₂CH(CO₂Et)₂ (R = Me, Ph, 2-furyl, etc.) with pyridine, pyrazine, pyridazine, and quinoline derivatives, e.g., 2-quinolineacetic acid, Et ester has been developed for the concise synthesis of structurally novel dihydroindolizine-fused pyrrolidinones, e.g., I and their analogs. The present reaction shows excellent regioselectivity and stereoselectivity. Theor. calculations reveal that the coordination effect of the carbonyl group in the nucleophilic substrate determines the excellent regioselectivity. Further functionalization of the generated dihydroindolizine-fused pyrrolidinone could be easily realized through substitution, Michael addition, selective aminolysis, and hydrolysis reactions. In the experiment, the researchers used many compounds, for example, 3,6-Dichloropyridazine (cas: 141-30-0Formula: C4H2Cl2N2).

3,6-Dichloropyridazine (cas: 141-30-0) 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.Formula: C4H2Cl2N2

Referemce:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem