Tag: 100-200

Concise and regioselective synthesis of 5H-imidazo[1,2-e][1,3,5]triazepines was written by Demydchuk, Bohdan A.;Mykhalchenko, Oleksandr A.;Rusanov, Eduard B.;Moskvina, Viktoriia S.;Brovarets, Volodymyr S.. And the article was included in ARKIVOC (Gainesville, FL, United States) in 2022.Application of 22600-77-7 This article mentions the following:

In this communication, a regioselective synthesis of novel 5H-imidazo[1,2-e][1,3,5]triazepines I (R = tert-Bu, Ph, 2-furyl, etc.) via the interaction of tetrachloro-2-aza-1,3-butadienes RC(Cl)=NC(Cl)=CCl₂ with (1H-imidazol-2-yl)methanamine was reported. The advantages of the presented method are mild reaction conditions, a simple work-up procedure, available reagents, and high yields. A possible mechanism is proposed for the synthesis of key products. The structure of one of the obtained products was proven with a single crystal X-ray diffraction-based structure. In the experiment, the researchers used many compounds, for example, (1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7Application of 22600-77-7).

(1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Application of 22600-77-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Thermoplastic deformation of poplar wood plasticized by ionic liquids measured by a nonisothermal compression technique was written by Ou, Rongxian;Xie, Yanjun;Wang, Qingwen;Sui, Shujuan;Wolcott, Michael P.. And the article was included in Holzforschung in 2014.Application In Synthesis of 1-ethyl-2,3-dimethylimidazolium chloride This article mentions the following:

The in situ thermoplasticization of poplar wood with ionic liquids (ILs) had been investigated. The thermoplastic deformation of wood samples treated with four types of ILs at various concentrations were determined through nonisothermal compression tests by means of a rotational rheometer. Results show that increasing the concentration of ILs reduced softening temperature and increased deformation compared to the untreated control. SEM revealed that plastic deformation of wood cells from the applied compression stress varied, depending on cell type, and occurred without cell wall fracture. X-ray diffraction anal. of compressed wood showed that wood treated with ILs exhibited a greater crystallinity index than the untreated control. The recovered strain in compressed samples decreased with increasing temperature and concentration of ILs to 18% weight percent gain (WPG) and then decreased slightly to 36% WPG. In treated samples, the combined wood/IL blends demonstrated less thermal stability than wood and ILs alone. Results also showed that plastic deformation of IL-treated wood resulted in viscous buckling of unfractured cell walls. This deformation mode likely resulted from the disintegration of intermol. and intramol. hydrogen bonding between cell wall polymers through the combined effect of ILs, pressure, and high temperature In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Application In Synthesis of 1-ethyl-2,3-dimethylimidazolium chloride).

1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Application In Synthesis of 1-ethyl-2,3-dimethylimidazolium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Europium-based ionic liquids as luminescent soft materials was written by Tang, S.;Babai, A.;Mudring, A.-V.. And the article was included in Angewandte Chemie, International Edition in 2008.SDS of cas: 79917-89-8 This article mentions the following:

Low melting, highly luminescent: [C₃mim][Eu(Tf₂N)₄] (1), [C₄mim][Eu(Tf₂N)₄], and [C₄mpyr]₂[Eu(Tf₂N)₅] (Tf₂N = bis(trifluoromethanesulfonyl)amide; C₃mim = 1-propyl-3-methylimidazolium; C₄mim = 1-butyl-3-methylimidazolium; C₄mpyr = 1-butyl-1-methylpyrrolidium) are the 1st lanthanide ionic liquids that do not need stabilization of the liquid state by neutral coligands. They show excellent photophys. properties, such as long lifetimes of luminescence at large Eu^III concentration, small line width, and high color purity (see emission spectrum of 1 and photograph of a sample under UV light). In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8SDS of cas: 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).SDS of cas: 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Lewis acid-catalyzed asymmetric reactions of β,γ-unsaturated 2-acyl imidazoles was written by Kang, Tengfei;Hou, Liuzhen;Ruan, Sai;Cao, Weidi;Liu, Xiaohua;Feng, Xiaoming. And the article was included in Nature Communications in 2020.Application of 85692-37-1 This article mentions the following:

A regioselective catalytic asym. tandem isomerization/α-Michael addition of β,γ-unsaturated 2-acyl imidazoles in the presence of chiral N,N’-dioxide metal complexes, delivering a broad range of optically pure 1,5-dicarbonyl compounds with two vicinal tertiary carbon stereocenters such as I [R = Et, Ph, 3-thienyl, etc.] in up to > 99% ee under mild conditions. Meanwhile, stereodivergent synthesis was disclosed to yield all four stereoisomers of products. Control experiments suggested an isomerization process involved in reaction and gave an insight into the role of NEt₃. In addition, Mannich reaction and sulfur-Michael addition of β,γ-unsaturated 2-acyl imidazoles proceeded smoothly as well under same catalytic systemto give functionalized carbonyl compounds II [R¹ = n-Pr, Ph, 4-ClC₆H₄, etc.; R² = n-Bu, CH₂CO₂Me, 2-naphthyl, etc.]. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Application of 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Application of 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Liquid Nickel Salts: Synthesis, Crystal Structure Determination and Electrochemical Synthesis of Nickel Nanoparticles was written by Sniekers, Jeroen;Verguts, Ken;Brooks, Neil R.;Schaltin, Stijn;Phan, Thanh Hai;Trung Huynh, Thi Mien;Van Meervelt, Luc;De Feyter, Steven;Seo, Jin Won;Fransaer, Jan;Binnemans, Koen. And the article was included in Chemistry – A European Journal in 2016.Synthetic Route of C11H20N2 This article mentions the following:

New Ni-containing ionic liquids were synthesized, characterized and their electrochem. was studied. A mechanism for the electrochem. synthesis of nanoparticles from these compounds is proposed. In these so-called liquid metal salts, the Ni(II) cation is octahedrally coordinated by six N-alkylimidazole ligands. The different counteranions that were used are bis(trifluoromethanesulfonyl)imide (Tf₂N^–), trifluoromethanesulfonate (OTf^–) and methanesulfonate (OMs^–). Several different N-alkylimidazoles were considered, with the alkyl side-chain ranging in length from Me to dodecyl. The newly synthesized liquid metal salts were characterized by CHN anal., FTIR, DSC, TGA and viscosity measurements. An odd-even effect was observed for the melting temperatures and viscosities of the ionic liquids, with the complexes with an even number of C atoms in the alkyl chain of the imidazole having a higher melting temperature and a lower viscosity than the complexes with an odd number of carbons. The crystal structures of several of the Ni(II) complexes that are not liquid at room temperature were determined The electrochem. of the compounds with the lowest viscosities was studied. The Ni(II) cation could be reduced, but surprisingly no Ni deposits were obtained on the electrode. Instead, Ni nanoparticles were formed at 100% selectivity, as confirmed by TEM. The magnetic properties of these nanoparticles were studied by SQUID measurements. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Synthetic Route of C11H20N2).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Synthetic Route of C11H20N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and SAR study of novel tricyclic pyrazoles as potent phosphodiesterase 10A inhibitors was written by Dore, Antonio;Asproni, Battistina;Scampuddu, Alessia;Pinna, Gerard Aime;Christoffersen, Claus Tornby;Langgard, Morten;Kehler, Jan. And the article was included in European Journal of Medicinal Chemistry in 2014.Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Benzimidazoleethyl- and phenylimidazoleethyl-substituted pyrazolonaphthyridines and pyrazoloisoquinolines I (R = Me, F₃C, EtO₂C; R¹ = 1-Me-4-Ph-2-imidazolyl, 1-Me-2-benzimidazolyl; X, Y, Z = N, CH) were prepared as potential selective phosphodiesterase 10A (PDE10A) inhibitors using a DL-proline and AgOTf-catalyzed and tosylhydrazine-mediated cyclocondensation reaction of methoxypropynylarylcarboxaldehydes with Me ketones to give fused pyrazolopyridines as the key step. I (R = Me; R¹ = 1-Me-4-Ph-2-imidazolyl; X = N, CH; Y = CH, N; Z = CH), I (R = MeOCH₂; R¹ = 1-Me-4-Ph-2-imidazolyl; X = N; Y = Z = CH), and I (R = Me; R¹ = 1-Me-4-Ph-2-imidazolyl; X = Y = CH; Z = N) showed the highest affinities for PDE10A with IC₅₀ values of 40-55 nM. Mol. docking calculations and metabolic studies in human and rat liver microsomes were performed for selected compounds; the compounds were rapidly metabolized in liver microsomes. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Divergent Strategies for the π-Extension of Heteroaryl Halides Using Norbornadiene as an Acetylene Synthon was written by Jeong, Siyeon;Kim, Eunmin;Kim, Minkyu;Hwang, Ye Ji;Padhi, Birakishore;Choi, Jonghoon;Lee, Yunho;Joo, Jung Min. And the article was included in Organic Letters in 2020.COA of Formula: C8H8N2 This article mentions the following:

Pd-catalyzed multicomponent coupling reactions of five-membered heteroaryl halides and norbornadiene (NBD) were developed. Either direct addition of (benzo)azoles or 2:1 annulation was achieved depending on the propensity of the intermediate complex to undergo palladacycle formation, determined by the nature and substitution pattern of the heteroarene. The obtained exo- and cis-diheteroaryl norbornenes underwent epimerization and retro-Diels-Alder reactions to afford the corresponding trans-isomers and π-extended heteroaromatic systems, resp., demonstrating the versatility of NBD as an acetylene synthon. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3COA of Formula: C8H8N2).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.COA of Formula: C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

COSMOTherm as a Tool for Estimating the Thermophysical Properties of Alkylimidazoles as Solvents for CO₂ Separations was written by Bara, Jason E.;Moon, Joshua D.;Reclusado, Kristofer R.;Whitley, John W.. And the article was included in Industrial & Engineering Chemistry Research in 2013.Quality Control of 1-Octyl-1H-imidazole This article mentions the following:

The imidazole core is a versatile building block for a variety of materials including pharmaceuticals, ionic liquids, and polymers. While the thermophys. properties of ionic liquids and their application as solvents for CO₂ separations have been the focus of a broad research effort for more than a decade, studies on properties and applications of imidazoles (from which many ILs are synthesized) have begun only recently. Similar to ILs, the phys. and chem. properties of imidazoles can also be tuned via mol. design strategies, resulting in a vast array of possible structures. This immense exptl. space necessitates the use of a rapid means of predicting thermophys. properties to guide the design of future solvents and gain fundamental insights into structure-property relationships. To this end, we have employed COSMOTherm as a means of rapidly screening properties of alkylimidazoles relevant to CO₂ separation processes and comparing these calculated values to exptl. results. Results indicate that COSMOTherm is an effective and accurate tool for predicting the properties of smaller alkylimidazoles (e.g., 1-methylimidazole), but in many cases is much less accurate for the larger alkylimidazoles. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Quality Control of 1-Octyl-1H-imidazole).

1-Octyl-1H-imidazole (cas: 21252-69-7) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Quality Control of 1-Octyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Manganese-Catalyzed Asymmetric Hydrogenation of 3H-Indoles was written by Liu, Chenguang;Wang, Mingyang;Xu, Yihan;Li, Yibiao;Liu, Qiang. And the article was included in Angewandte Chemie, International Edition in 2022.Computed Properties of C9H8N2O This article mentions the following:

A Mn-catalyzed AH of 3H-indoles e.g., 2,3,3-trimethyl-3H-indole with excellent yields and enantioselectivities was reported. The kinetic resolution of racemic 3H-indoles by AH was also achieved with high s-factors to construct quaternary stereocenters e.g., 3,3-dimethyl-2-phenyl-3H-indole. Many acid-sensitive functional groups, which cannot be tolerated when using a state-of-the-art ruthenium catalyst, were compatible with manganese catalysis. This new process expands the scope of this transformation and highlights the uniqueness of earth-abundant metal catalysis. The reaction could proceed with catalyst loadings at the ppm (ppm) level with an exceptional turnover number of 72 350. This is the highest value yet reported for an earth-abundant metal-catalyzed AH reaction. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Computed Properties of C9H8N2O).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Computed Properties of C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

DNA-Based Asymmetric Inverse Electron-Demand Hetero-Diels-Alder was written by Mansot, Justine;Lauberteaux, Jimmy;Lebrun, Aurelien;Mauduit, Marc;Vasseur, Jean-Jacques;Marcia de Figueiredo, Renata;Arseniyadis, Stellios;Campagne, Jean-Marc;Smietana, Michael. And the article was included in Chemistry – A European Journal in 2020.Quality Control of 1-(1-Methyl-1H-imidazol-2-yl)ethanone This article mentions the following:

While artificial cyclases hold great promise in chem. synthesis, this work presents the first example of a DNA-catalyzed inverse electron-demand hetero-Diels-Alder (IEDHDA) between dihydrofuran and various α,β-unsaturated acyl imidazoles. The resulting fused bicyclic O,O-acetals containing three contiguous stereogenic centers I (R = Me, c-hexyl, Ph, etc.) are obtained in high yields (up to 99%) and excellent diastereo- (up to >99:1 dr) and enantioselectivities (up to 95% ee) using a low catalyst loading. Most importantly, these results show that the concept of DNA-based asym. catalysis can be expanded to new synthetic transformations offering an efficient, sustainable, and highly selective tool for the construction of chiral building blocks. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Quality Control of 1-(1-Methyl-1H-imidazol-2-yl)ethanone).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Quality Control of 1-(1-Methyl-1H-imidazol-2-yl)ethanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem