Imidazoles-derivatives

Acetic Acid Mediated Electrochemical Synthesis of Benzazole and its Application in the Synthesis of Pharmaceutically Active Compounds was written by Ghoshal, Tanay;Patel, Tarun M.;Kotturi, Sharadsrikar. And the article was included in ChemistrySelect in 2021.Application In Synthesis of 1H-Benzimidazole-5-carbaldehyde This article mentions the following:

An acetic acid promoted electrochem. synthesis of benzazoles, benzimidazoles, benzthiazoles and benzoxazoles was reported. The method offered large substrate scope, good functional group tolerance, while using cheap electrolyte. The method use acetic acid as the electrolyte which has a better solubility in methanol, hence the reaction time was less and product formation was observed in high yield without much side product. This electrochem. method was further utilized to synthesize thiabendazole, fuberidazole, chlormidazole and advance intermediates of bilastine and clemizole in good yields. In the experiment, the researchers used many compounds, for example, 1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4Application In Synthesis of 1H-Benzimidazole-5-carbaldehyde).

1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4) 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 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 1H-Benzimidazole-5-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

An expeditious synthesis of benzimidazole derivatives catalyzed by Lewis acids was written by Zhang, Zhan-Hui;Yin, Liang;Wang, Yong-Mei. And the article was included in Catalysis Communications in 2007.Formula: C8H8N2 This article mentions the following:

An expeditious and efficient route for the synthesis of benzimidazole derivatives by the reaction of o-phenylenediamines with orthoesters in the presence of Lewis acids was described. ZrCl₄, SnCl₄.5H₂O, TiCl₄, BF₃.Et₂O, ZrOCl₂.8H₂O and HfCl₄ exhibited high catalytic activity for this transformation. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Formula: C8H8N2).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Formula: C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A versatile synthesis of pyrazolo[3,4-c]isoquinoline derivatives by reaction of 4-aryl-5-aminopyrazoles with aryl/heteroaryl aldehydes: the effect of the heterocycle on the reaction pathways was written by Bogza, Sergei L.;Kobrakov, Konstantin I.;Malienko, Anna A.;Perepichka, Igor F.;Sujkov, Sergei Yu.;Bryce, Martin R.;Lyubchik, Svetlana B.;Batsanov, Andrei S.;Bogdan, Natalya M.. And the article was included in Organic & Biomolecular Chemistry in 2005.Reference of 3012-80-4 This article mentions the following:

The reaction of 4-(3,4-dimethoxyphenyl)-5-aminopyrazoles I (R¹ = Me, Et, Ph, PhCH₂) with aromatic and heterocyclic aldehydes R²CHO (R² = Ph, 3-ClC₆H₄, 4-Et₂NC₆H₄, 3-pyridyl, 2-quinolinyl, 1,2,3-thiadiazol-5-yl) in strong acidic media (trifluoroacetic or formic acid) produced the intermediate pyrazolyl azomethines, which undergo cyclization, similar to the Pictet-Spengler condensation, to give, after in situ aromatization, 5-aryl(heteroaryl)-pyrazolo[3,4-c]isoquinolines II. Whereas for benzaldehyde and its derivatives this one-pot synthesis presents a convenient general route to 5-aryl-pyrazolo[3,4-c]isoquinolines II, in the case of heterocyclic aldehydes the product structure varies markedly with the structure of the aldehyde used: (i) 3-pyridyl-, 3-quinolyl-, 3-thienyl-, and 1,2,3-thiadiazolyl-5-carboxaldehydes give pyrazolo[3,4-c]isoquinolines II; (ii) 1-methylbenzimidazolyl-2-carboxaldehyde gives only intermediate azomethine, which does not cyclize; (iii) 1-R³-3-indolylcarboxaldehydes (R³ = H, Me, PhCH₂) eliminate the heteroaryl fragment resulting in 5-unsubstituted pyrazolo[3,4-c]isoquinolines II (R² = H). Thienyl-2-carboxaldehyde reacts by both pathways (i) and (iii) depending on the reaction conditions. The single crystal X-ray structures for II (R¹ = Me, R² = 2-thienyl; R¹ = PhCH₂, R² = 4-Et₂NC₆H₄; R¹ = Me, R² = H) provide confirmation of the different types of products formed in these reactions. Mechanisms which explain these transformations are presented. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Reference of 3012-80-4).

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 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.Reference of 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ionic liquid modification of graphene oxide and its role towards controlling the porosity, and mechanical robustness of polyurethane foam was written by Mondal, Titash;Basak, Suman;Bhowmick, Anil K.. And the article was included in Polymer in 2017.Formula: C4H7ClN2 This article mentions the following:

1-Me imidazole chloride ionic liquid grafted graphene oxide (G[MIM]Cl) was synthesized and utilized as an effective agent for controlling the strength, distribution and dimension of the pores of polyurethane foam system (ILF). Polymeric foams fabricated with pristine expandable graphite (GF) and the neat polymer (PUF) demonstrated a distorted cell structure and an uneven distribution of the pores. Addnl., the mech. properties of GF and PUF were found to be inferior compared to those of ILF. The effect of surface modification of filler on the dispersion in the polyurethane matrix was also studied and compared with the dispersion of the unfunctionalized filler. The ILF exhibited higher elec. conductivity over the GF and the PUF. Compressive stress-strain behavior and dynamic mech. properties indicated that ILF demonstrated significant mech. robustness compared to GF and PUF. These findings can be readily extended to the development of complex three dimensional polymeric architecture where controlled porosity is required. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Formula: C4H7ClN2).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) 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).Formula: C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Alkyl substituent effect on density, viscosity and chemical behavior of 1-alkyl-3-methylimidazolium chloride was written by Olmo, Lourdes del;Lage-Estebanez, Isabel;Lopez, Rafael;Garcia de la Vega, Jose M.. And the article was included in Journal of Molecular Modeling in 2014.Reference of 79917-89-8 This article mentions the following:

Mol. structure of the conformers of 1-C_n-3-methylimidazolium chloride (n = 1 to 4) ionic liquids has been explored and the relationships with d. and viscosity have been studied using COSMO related methodologies. Effects of the number of conformers, ionic character, anion-cation relative positions and the alkyl chain length of the cation on predictions of properties have been analyzed. The quality of the predictions has been tested by comparing with exptl. results. Moreover, COSMO polarization charge densities, σ-profiles and σ-potentials of the conformers have been analyzed. Predictions on the chem. behavior based on the values of these properties in the conformers have been used to elucidate the affinity for electrophilic and nucleophilic reagents of ionic liquids In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Reference of 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Reference of 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Structural, spectroscopic, and electrochemical properties of tri- and tetradentate N₃ and N₃S copper complexes with mixed benzimidazole/thioether donors was written by Castillo, Ivan;Ugalde-Saldivar, Victor M.;Rodriguez Solano, Laura A.;Sanchez Eguia, Brenda N.;Zeglio, Erica;Nordlander, Ebbe. And the article was included in Dalton Transactions in 2012.Recommanded Product: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Cupric and cuprous complexes of bis(2-methylbenzimidazolyl)(2-methylthiophene)amine (L¹), bis(2-methylbenzimidazolyl)benzylamine (L²), bis(2-methylbenzimidazolyl)(2,4-dimethylphenylthioethyl)amine (L³), bis(1-methyl-2-methylbenzimidazolyl)benzylamine (Me₂L²), and bis(1-methyl-2-methylbenzimidazolyl)(2,4-dimethylphenylthioethyl)amine (Me₂L³) were spectroscopically, structurally, and electrochem. characterized. The thioether-containing ligands L³ and Me₂L³ give rise to complexes with Cu-S bonds in solution and in the solid state, as evidenced by UV-visible spectroscopy and x-ray crystallog. The Cu²⁺ complexes [L¹CuCl₂] (1), [L²CuCl₂] (2) and [Me₂L³CuCl]ClO₄ (3^Me,ClO4) are monomeric in solution according to ESI mass spectrometry data, as well as in the solid state. Their Cu⁺ analogs [L¹Cu]ClO₄, [L²Cu]ClO₄, [L³Cu]ClO₄ (4–6), [BOC₂L¹Cu(NCCH₃)]ClO₄ (4^BOC), [Me₂L²Cu(NCCH₃)₂]PF₆ (5^Me) and [Me₂L³Cu]₂(ClO₄)₂ (6^Me) are also monomeric in MeCN solution, as confirmed crystallog. for 4^BOC and 5^Me. In contrast, 6^Me is dimeric in the solid state, with the thioether group of one of the ligands bound to a symmetry-related Cu⁺ ion. Cyclic voltammetry studies revealed that the bis(2-methylbenzimidazolyl)amine-Cu²⁺/Cu⁺ systems possess half-wave potentials in the range -0.16 to -0.08 V (referenced to the ferrocenium-ferrocene couple); these values are nearly 0.23 V less neg. than those reported for related bis(picolyl)amine-derived ligands. Based on these observations, the N₃ or N₃S donor set of the benzimidazole-derived ligands is analogous to previously reported chelating systems, but the electronic environment they provide is unique, and may have relevance to histidine and methionine-containing metalloenzymes. This is also reflected in the reactivity of [Me₂L²Cu(NCCH₃)₂]⁺ (5^Me) and [Me₂L³Cu]⁺ (6^Me) towards dioxygen, which gave the superoxide anion in both cases. The thioether-bound Cu⁺ center in 6^Me appears to be more selective in the generation of O₂âˆ?sup>- than 5^Me, lending evidence to the hypothesis of the modulating properties of thioether ligands in Cu-O₂ reactions. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Recommanded Product: 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 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.Recommanded Product: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

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

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

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

Odd-even effect on the formation of aqueous biphasic systems formed by 1-alkyl-3-methylimidazolium chloride ionic liquids and salts was written by Belchior, Diana C. V.;Sintra, Tania E.;Carvalho, Pedro J.;Soromenho, Mario R. C.;Esperanca, Jose M. S. S.;Ventura, Sonia P. M.;Rogers, Robin D.;Coutinho, Joao A. P.;Freire, Mara G.. And the article was included in Journal of Chemical Physics in 2018.Product Details of 79917-89-8 This article mentions the following:

This work provides a comprehensive evaluation of the effect of the cation alkyl side chain length of the 1-alkyl-3-methylimidazolium chloride series ([C_nC₁i.m.]Cl, n = 2-14) of ionic liquids (ILs) on their capability to form aqueous biphasic systems (ABSs) with salts and self-aggregation derived properties. The liquid-liquid phase behavior of ternary systems composed of [C_nC₁i.m.]Cl, water, and K₃PO₄ or K₂CO₃ and the resp. Setschenow salting-out coefficients (k_s), a quant. measure of the two-phase formation ability, were determined An odd-even effect in the k_s values along the number of methylene groups of the longest IL cation alkyl side chain was identified for the ABS formed by K₂CO₃, a weaker salting-out agent where the phenomenon is clearly identified. In general, cations with even alkyl side chains, being likely to display higher molar volumes, are more easily salted-out and thus more prone to undergo phase separation The odd-even effect in the k_s values is, however, more significant in ILs up to n = 6, where the nanostructuration/nanosegregation of ILs plays a less relevant role. Still, with the [C_nC₁i.m.]Cl (n = 7-14) series of ILs, an odd-even effect was also identified in the ILs’ ionization degree, molar conductivity, and conductivity at infinite dilution In summary, it is shown here that the ILs’ odd-even effect occurs in IL aqueous solutions and not just in neat ILs, an already well-established phenomenon occurring in a series of ILs’ properties described as a result of the orientation of the terminal Me groups to the imidazolium ring cation and consequent effect in the ILs’ cohesive energy. (c) 2018 American Institute of Physics. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Product Details of 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Product Details of 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem