Category: imidazoles-derivatives

Carbohydrates-tailored phase tunable systems composed of ionic liquids and water was written by Chen, Yuhaun;Wang, Yige;Cheng, Qingyan;Liu, Xiaoli;Zhang, Suojiang. And the article was included in Journal of Chemical Thermodynamics in 2009.SDS of cas: 79917-89-8 This article mentions the following:

Phase behaviors of 1-alkyl-3-methylimidazolium derivatives [C_nmim]X (n = 2 to 10, X = Cl^–, Br^–, BF₄^–)-carbohydrate-H₂O were systemically investigated. For hydrophilic ILs, 1-alkyl-3-methylimidazolium tetrafluoroborate [C_nmim]BF₄ (n = 3, 4), the homogeneous aqueous solution can be induced to form two aqueous phases by addition of carbohydrate. For hydrophobic ILs, [C_nmim]BF₄ (n = 5 to 10), the mutual solubility with water can be lowered by addition of carbohydrate. Aqueous solutions of 1-alkyl-3-Me imidazolium chlorides ([C_nmim]Cl, n = 2 to 10) and 1-alkyl-3-Me imidazolium bromides ([C_nmim]Br, n = 2 to 10) do not form aqueous two-phase systems (ATPSs) with carbohydrate at 242.15-373.15 K. The high partitioning behavior of phenol in the system [C_nmim]BF₄ (n = 3 to 10) (1) + carbohydrate (2) + H₂O (3) shows that carbohydrate-tailored {IL + H₂O} systems are feasible to be used as extraction systems, especially in biol. and environmental engineering. 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. 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.SDS of cas: 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Molecular Parameters and Transmembrane Transport Mechanism of Imidazolium-Functionalized Binols was written by Vidal, Marc;Schmitzer, Andreea. And the article was included in Chemistry – A European Journal in 2014.HPLC of Formula: 21252-69-7 This article mentions the following:

We describe the mol. parameters governing the transmembrane activity of imidazolium-functionalized anion transporters and present a detailed mechanistic study. These ionophores adopt a mobile-carrier mechanism for short Me and Bu chains, a combined mobile-carrier/transmembrane-pore mechanism for octyl and dodecyl chains, and form transmembrane aggregates for hexadecyl chains. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7HPLC of Formula: 21252-69-7).

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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.HPLC of Formula: 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Extraction desulfurization of alkylimidazolium chlorate ionic liquid was written by Yan, Wen-chao;Wang, Qiang;Zhou, Ming-dong;Xiao, Jing;Zang, Shu-liang. And the article was included in Shiyou Huagong Gaodeng Xuexiao Xuebao in 2012.Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride This article mentions the following:

A series of alkylimidazolium chlorate type of ionic liquids (ILs) bearing different length of alkyl chains were synthesized. The desulfurization for the model or true oil using ILS as extracting agent were investigated under different conditions. The results show that the best desulfurization rate was obtained after 90 min under the condition of V_[C7min]ClO3/V_Oil = 5 : 1 at 60°C using [C₇min]ClO₃ as extracting reagent. The sulfur removal reached 82.15% for the model oil ([S]₀ = 1160 μg/g) 56.09% for the FCC gasoline ([S]₀ = 117 μg/g) and 53.01% for the FCC diesel ([S]₀ = 1974 μg/g). After the reaction, the fuel oil and ionic liquid can be separated simply by decantation. The ILs were then purified by fractional distillation The ILs can be recycled at least for 5 times without significant loss of activity. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application In Synthesis of 1-Methyl-3-propylimidazolium Chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Imidazole-containing bispidine ligands: synthesis, structure and Cu(II) complexation was written by Walther, Martin;Matterna, Madlen;Juran, Stefanie;Faehnemann, Silke;Stephan, Holger;Kraus, Werner;Emmerling, Franziska. And the article was included in Zeitschrift fuer Naturforschung, B: A Journal of Chemical Sciences in 2011.Recommanded Product: (1H-Imidazol-2-yl)methanamine dihydrochloride This article mentions the following:

The preparation and characterization of tris-pyridyl bispidine (3,7-diazabicyclo[3.3.1]nonane) derivatives with benzimidazole and imidazole donor groups at the N-3 position of the bispidine skeleton and their copper(II) complexes are reported. The impact of the hetaryl substituents on the configurational isomerism of piperidones and their corresponding bispidones was studied by NMR spectroscopy, revealing the exclusive appearance in the enol form for the piperidones in solution and the trans-configuration regarding the two pyridyl substituents, as well as the sole formation of the unsym. exo-endo isomers for the corresponding bispidones. Thus, the bispidones are preorganized ligands for building pentacoordinated complexes, confirmed by the preparation and characterization of the corresponding Cu(II) complexes. Of the di-pyridyl piperidones with benzimidazole and imidazole substituents, and of the Cu(II) complex of the benzimidazole-containing bispidone, crystals have become available for the anal. by x-ray diffraction, showing that the piperidones form the enol tautomers also in the solid state. In the experiment, the researchers used many compounds, for example, (1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7Recommanded Product: (1H-Imidazol-2-yl)methanamine dihydrochloride).

(1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7) 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 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.Recommanded Product: (1H-Imidazol-2-yl)methanamine dihydrochloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Discovery of ONO-8590580: A novel, potent and selective GABA_A α₅ negative allosteric modulator for the treatment of cognitive disorders was written by Lewis, A.;Beresford, A.;Chambers, M. S.;Clark, G.;Hartley, D. C.;Hirst, K. L.;Higashino, M.;Kawahadara, S.;Nakanishi, M.;Saito, T.;Imagawa, A.;Habashita, H.;Maidment, S.;Macleod, A. M.;Owens, A. P.;Rae, A.;Rouse, C.;Wishart, G.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.Related Products of 25676-75-9 This article mentions the following:

The identification and SAR development of a series of neg. allosteric modulators of the GABA_A α5 receptor is described. This novel series of compounds was optimized to provide analogs with high GABA_A α5 binding affinity, high α5 neg. allosteric modulatory activity, good functional subtype selectivity and low microsomal turnover, culminating in identification of ONO-8590580(I). In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methylimidazole (cas: 25676-75-9Related Products of 25676-75-9).

4-Bromo-1-methylimidazole (cas: 25676-75-9) 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. Related Products of 25676-75-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Quaternization of azido-N-heteroarenes with Meerwein reagent: A straightforward synthesis of 2-azido(benzo)imidazolium and related azido-N-heteroarenium tetrafluoroborates was written by Li, Yan;Wan, Ting-Biao;Guo, Bin;Qi, Xiao-Wen;Zhu, Chifan;Shen, Mei-Hua;Xu, Hua-Dong. And the article was included in Tetrahedron Letters in 2022.Synthetic Route of C8H8N2 This article mentions the following:

The 2-azido(benzo)imidazolium salts e.g., I have been made through quaternization of 2-Azido(benzo)imidazoles e.g., II with Meerwein reagent at ambient conditions. This one-pot protocol is also applicable to 4 or 3-azidopyridines e.g., III and appropriate azido(iso)quinolines e.g., IV to prepare correlative azido-N-heteroarenium salts e.g., I. When compared with their precursors, improved diazotransfer reactivity was observed for several representative azido-N-heteroarenium salts e.g., I in reaction with di-Et malonate. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Synthetic Route of C8H8N2).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) 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).Synthetic Route of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Enthalpy characteristics of mononitro derivatives heterocyclic compounds was written by Kostikova, L. M.;Miroshnichenko, E. A.;Matyushin, Y. N.;Vorob’ev, A. B.;Inozemtcev, J. O.. And the article was included in International Annual Conference of ICT in 2002.Synthetic Route of C4H5N3O2 This article mentions the following:

The enthalpies of formation in the standard condition and gas phase some mononitro derivatives heterocyclic compounds are exptl. determined The cleanliness of some compounds is measured by the method of the curve melting. The substances burnt in the solution of the di-Me phthalate for prevention of explosion and ensuring of completeness of combustion. The thermal effect of reaction of dissolution of substances in the di-Me phthalate is measured on the microcalorimeter and it was taken into account at calculation of the enthalpy of formation of the studied compounds Efficient energies of introduction nitro groups in the heterocycles are found. The change of the enthalpy of formation at introduction of electroneg. fragments to atoms of carbon and nitrogen is analyzed. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Synthetic Route of C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Synthetic Route of C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

peri-Substituted imidazo[1,2-a]pyridines. A new reductive elimination reaction was written by Rees, Charles W.;Smith, David I.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1987.SDS of cas: 88047-55-6 This article mentions the following:

A new reductive elimination reaction of 3,5-disubstituted imidazo[1,2-a]pyridines I (R, R¹ = Br, NO₂) with N₂H₄ in hot EtOH is reported. A mechanism based on the conjugated relationship of these peri-substituents is proposed and used to explain the reported conversion of 1,3,5-trichloro-2,4,6-trinitrobenzene into 1,3-dichloro-4,6-dinitrobenzene. A variety of other 3-nitro-5-substituted imidazo[1,2-a]pyridines I (R = NO₂, R¹ = CO₂Me, CONHNH₂, CON₃, NH₂, NHCO₂Me, N₃, etc.) are described, but these could not be cyclized. The 3-amino-5-methoxycarbonyl derivative I (R = NH₂, R¹ = CO₂Me) cyclizes to the imidazoindazole II with NaOMe. In the experiment, the researchers used many compounds, for example, Methyl imidazo[1,2-a]pyridine-5-carboxylate (cas: 88047-55-6SDS of cas: 88047-55-6).

Methyl imidazo[1,2-a]pyridine-5-carboxylate (cas: 88047-55-6) 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 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: 88047-55-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Thermal behavior analysis as a valuable tool for comparing ionic liquids of different classes was written by Mezzetta, Andrea;Perillo, Vincenzo;Guazzelli, Lorenzo;Chiappe, Cinzia. And the article was included in Journal of Thermal Analysis and Calorimetry in 2019.SDS of cas: 21252-69-7 This article mentions the following:

The thermal behavior of I [R = H, Br; X = Br, NTf₂; n = 2, 6; m = 1, 4] and II ILs, belonging to two structurally related families with either bromide or Tf₂N as counteranion, was analyzed. For bromide mono- I and dicationic ionic liquids II (DILs), thermal gravimetric anal. showed similar decomposition events, with only small gain in stability for a few members of the latter class. Conversely, all Tf₂N DILs displayed higher stabilities (up to 34 K) than the corresponding monocations, thus highlighting the different role played by the two counteranions. Mono- and dicationic ILs bearing a reactive group on the imidazolium substituent resulted instead the least stable ILs studied. Differential scanning calorimetry anal. of most of the (D)ILs only showed glass transition temperatures, a behavior in agreement with the broad liquid range of ILs. The impact of the cationic structure and/or of the type of anion on the above-mentioned transition temperatures were studied. The apparent activation energy (Ea) and the fragility index (m) for some (D)ILs had also been obtained. Finally, a few bromide (D)ILs presented peculiar thermal events. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7SDS of cas: 21252-69-7).

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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.SDS of cas: 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Tuning of the dienophilic reactivity of imidazo[1,2-a]pyridine: a comparison of DFT and dispersion-corrected DFT calculations was written by Maheshwari, Pooja;Gupta, Raakhi;von Hopffgarten, Moritz;Bansal, Raj K.. And the article was included in Bulletin of the Chemical Society of Japan in 2013.COA of Formula: C7H5N3O2 This article mentions the following:

A comparative study of the DFT calculations with and without dispersion correction for the determination of the relative activation energy barriers and reaction energies of the normal electron demand Diels-Alder (NED DA) reactions of imidazo[1,2-a]pyridine and its derivatives with 1,3-butadiene at the B3LYP/6-31+G** level reveals that on inclusion of the dispersion correction, the relative activation energy barriers are lowered by ca. 10-13 kcal mol^-1 whereas relative reaction energies are increased by ca. 9-13 kcal mol^-1 as compared to the DFT calculations without dispersion correction. Similar results are obtained for the reverse electron demand (RED) DA reactions of imidazo[1,2-a]pyridine and its derivatives with tetrachloro-o-benzoquinone. The relative free energies of solvation of different species determined from SCRF calculations allow to detect solvent-induced geometry relaxation of the reactant mols. and the transition states which rationalizes lowering of the relative activation energies in methylene chloride. The reactions are found to occur without the involvement of the reactants complexes. In the experiment, the researchers used many compounds, for example, 6-Nitroimidazo[1,2-a]pyridine (cas: 25045-82-3COA of Formula: C7H5N3O2).

6-Nitroimidazo[1,2-a]pyridine (cas: 25045-82-3) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.COA of Formula: C7H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem