Category: imidazoles-derivatives

Efficient synthesis of styrene carbonate from CO₂ and styrene oxide using zinc catalysts immobilized on soluble imidazolium-styrene copolymers was written by Qiao, Kun;Ono, Fumitaka;Bao, Quanxi;Tomida, Daisuke;Yokoyama, Chiaki. And the article was included in Journal of Molecular Catalysis A: Chemical in 2009.HPLC of Formula: 915358-85-9 This article mentions the following:

Preparation of zinc catalysts (Zn/PS-IL[X], X = Br^–, Cl^–, BF₄ ^–, and PF₆ ^–) supported on imidazolium-styrene copolymers, as well as their catalytic use for the solvent-free synthesis of styrene carbonate from CO₂ and styrene oxide, are described. Among the catalysts examined, Zn/PS-IL[Br] was proved to be the most efficient. When used in a homogeneous system during the reaction process, Zn/PS-IL[Br] gave a 97.5% yield of product with a TOF value that can be up to about 3800 h^-1. Due to its immiscibility with ethanol, Zn/PS-IL[Br] can be separated like a heterogeneous catalyst through solvent precipitation, and reused at least three times for the reaction without significant loss of activity. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V) (cas: 915358-85-9HPLC of Formula: 915358-85-9).

1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V) (cas: 915358-85-9) 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 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).HPLC of Formula: 915358-85-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

CNDO/S method interpretation of ultraviolet spectra of 4-nitro and 5-nitroimidazoles was written by Crozet, M. P.;Vanelle, P.;Bouscasse, L.;Avignon, T.. And the article was included in Spectroscopy Letters in 1986.Safety of 1-Methyl-4-nitroimidazole This article mentions the following:

The UV spectra of several nitroimidazoles are reported. These exptl. results are interpreted using CNDO/S method (CNDO for Spectroscopy). Observed transitions are π → π^* type transitions. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Safety of 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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 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.Safety of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ionic liquids as coagents for sulfur vulcanization of butadiene-styrene elastomer filled with carbon black was written by Maciejewska, Magdalena;Zaborski, Marian. And the article was included in Polymer Bulletin (Heidelberg, Germany) in 2018.Application of 404001-48-5 This article mentions the following:

The aim of this work was to study the activity of several alkylimidazolium salts of bis(trifluoromethylsulfonyl)imides to obtain a very fast vulcanization of the butadiene-styrene (SBR) elastomer. Ionic liquids (ILs) such as alkylimidazolium salts with ethyl-, propyl-, butyl-, hexyl-, decyl-, dodecyl-, and hexadecyl chains in the cation together with nanosized zinc oxide are used to develop elastomer composites with very short vulcanization time and a reduced amount of vulcanization activator. In this article, we discuss the effect of the ILs with respect to the length of alkyl chain in their cation on the vulcanization kinetics of rubber compounds The influence of ILs on the crosslink d. as well as the mech. properties of the vulcanizates and their resistance to thermo-oxidative and UV aging were also studied. ILs resulted in a shortened optimal vulcanization time and reduced the onset vulcanization temperature compared to zinc oxide containing rubber compound This is very important from a technol. point of view. A considerable increase in the crosslink d. of vulcanizates was also observed In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Application of 404001-48-5).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) 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.Application of 404001-48-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The synthesis of heterocycles via addition-elimination reactions of 4- and 5-aminoimidazoles was written by Al-Shaar, Adnan H. M.;Chambers, Robert K.;Gilmour, David W.;Lythgoe, David J.;McClenaghan, Ian;Ramsden, Christopher A.. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1992.Safety of 1-Methyl-4-nitroimidazole This article mentions the following:

4-Aminoimidazoles, e.g. I (R = H, R¹ = H, Me, CH₂Ph; R² = H, Me, Et, CHMe₂), undergo addition elimination reactions with electrophilic reagents to give exclusively N-adducts, which are useful intermediates for further synthetic transformations to novel heterocyclic systems. Thus, di-Et ethoxymethylenemalonate (II) and 4-amino-1-benzylimidazole give the adduct I [R = HC:C(CO₂Et)₂, R¹ = CH₂Ph, R² = H], and subsequent acid-catalyzed cyclization gives the imidazo[4,5-b]pyridine III and a heterocyclic mesomeric betaine, which undergoes 1,3-dipolar cycloaddition with di-Me acetylenedicarboxylate to give two products. When the 2-alkyl-4-aminoimidazoles I (R = R¹ = H, R² = Me, Et, CHMe₂) are generated in situ in the presence of II, 5,5′-diimidazoles are significant products; a mechanism for this novel transformation is proposed. 4-Amino-3-cyanoimidazo[1,5-a]pyrimidines IV (R = H, Me) are formed by cyclization of the N-adduct of I (R = R¹ = R² = H) and CR³(OEt):C(CN)₂ (R³ = H, Me). The use of X:NCN [V; X = CH(OEt), CMe(OEt), C(SMe)₂] leads to novel 4-aminoimidazo[1,5-a]-1,3,5-triazine derivatives VI (R¹ = H, Me, SMe; R² = H, Me), whose chem. reactions with both electrophilic and nucleophilic reagents are reported. 5-Aminoimidazoles, e.g., VII (R = H, R¹ = Me, CH₂CH₂OH; R² = Me, CHMe₂), undergo addition-elimination reactions with the electrophilic reagents, e.g. II and V, to give N-adducts and/or C-adducts, depending upon the structure of the reagent. These stable addition-elimination products are usually obtained in good yield and are useful intermediates for further synthesis. Reaction of the amines VII with II gives mainly N-adducts VII [R = HC:C(CO₂Et)₂], which can be cyclized using phosphoryl chloride to give the versatile 7-chloroimidazo[4,5-b]pyridines VIII. With ethoxymethylenemalononitrile, the amines VII give C-adducts, which undergo thermal cyclization to give 5-amino-6-cyanoimidazo[4,5-b]pyridines IX, which are further transformed into novel heterocyclic systems, including the tricyclic imidazo[4′,5′:5,6]pyrido[2,3-d]pyrimidines X (R = H, Ph) and XI (R = H, Bu, CH₂Ph, CH₂CH₂OH). Cyclization of the adducts obtained using V provides new synthetic route to aminopurine derivatives, e.g. XII (R³ = H, NH₂, SMe), and hypoxanthines. The preference of electrophilic reagents for N– or C-addition to VII is rationalized using Frontier MO theory. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Safety of 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Safety of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Dependence of the protective properties of mixtures based on several reaction series on the number and concentrations of the components was written by Grigor’ev, V. P.;Shpan’ko, S. P.;Nassar, A. F.;Anisimova, V. A.. And the article was included in Protection of Metals (Translation of Zashchita Metallov) in 2002.Electric Literature of C9H9N3 This article mentions the following:

Mixtures based on azomethine, imidazobenzoimidazole, and pyrimidobenzoimidazole derivatives were tested as inhibitors of iron corrosion in 1 M H₂SO₄ in the presence of 0.25 mol/l NaCl. The number and concentrations of their components were varied with the aim of studying their influence on the protection effects of the mixtures The resulting exptl. dependences, of the protective effectiveness on the number and concentration of the components, as well as the polar properties of substituents in their mols., can be interpreted in terms of the linear Gibbs energy relation (LGER). This conclusion is valid over a wide range of medium temperatures (20-60°C), provided the volume concentrations of compounds in each reaction series are kept constant In the experiment, the researchers used many compounds, for example, 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7Electric Literature of C9H9N3).

2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Electric Literature of C9H9N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

SANS, ATR-IR, and 1D- and 2D-NMR studies of mixing states of imidazolium-based ionic liquid and aryl solvents was written by Shimomura, Takuya;Inoue, Saori;Kadohata, Shoya;Umecky, Tatsuya;Takamuku, Toshiyuki. And the article was included in Physical Chemistry Chemical Physics in 2013.Application In Synthesis of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide This article mentions the following:

The mixing states of imidazolium-based ionic liquid, 1-dodecyl-3-methylimidazolium bis(trifluoromethanesulfonyl)amide (C₁₂mim⁺TFSA^–), and two aryl solvents toluene and α,α,α-trifluorotoluene (TFT) were clarified on both meso- and microscopic scales using small-angle neutron scattering (SANS) and ATR-IR techniques. To elucidate the interactions between C₁₂mim⁺TFSA^– and aryl solvent mols. from the change in the electron densities of C₁₂mim⁺ and TFSA^–, 1-dimensional-NMR measurements for ¹H and ¹³C atoms were conducted on C₁₂mim⁺TFSA^–-aryl solvent solutions as a function of the aryl solvent mole fraction. The interactions between the dodecyl chain of C₁₂mim⁺ and aryl solvent mols. were observed using 2-dimensional-NMR techniques of ¹H{¹H} ROESY and ¹⁹F{¹H} HOESY. These results were compared with those of benzene solutions previously studied. The SANS measurements showed that toluene is heterogeneously mixed with C₁₂mim⁺TFSA^– as well as benzene. However, the heterogeneity of the toluene solutions is slightly lower than that of the benzene solutions In contrast, TFT is homogeneously mixed with the ionic liquid at least on the present SANS scale. The substituent effects of the three aryl solvent mols. of benzene, toluene, and TFT on the mixing states of the solutions are discussed in terms of the cation-π interaction between the imidazolium and Ph rings and the interaction between the dodecyl group and aryl solvent mols. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Application In Synthesis of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) 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 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Binding study on 1-adamantylalkyl(benz)imidazolium salts to cyclodextrins and cucurbit[n]urils was written by Jelinkova, Kristyna;Kovacevic, Jelica;Wrzecionkova, Eva;Pruckova, Zdenka;Rouchal, Michal;Dastychova, Lenka;Vicha, Robert. And the article was included in New Journal of Chemistry in 2020.Related Products of 1632-83-3 This article mentions the following:

Multitopic guests are used as key components of mol. triggers, switchers, sensors, or reactors in recent supramol. chem. studies. The increasing complexity of these compounds correlates with the need for versatile, synthetically available binding motifs (building blocks) with tuneable supramol. properties. The utilization of a favored 1-adamantylmethyl moiety in ammonium, imidazolium and pyridinium salts is sometimes restricted by synthetic difficulties most likely related to the adamantane cage bulkiness. Therefore, we prepared a series of new adamantylated (benz)imidazolium salts with longer flexible linkers between the adamantane cage and cationic moiety. We tested the supramol. properties of these binding motifs towards the natural cyclodextrins α-CD, β-CD and γ-CD and cucurbit[n]urils (n = 7, 8) using NMR, mass spectrometry and titration calorimetry. All tested guests formed 1 : 1 complexes with the abovementioned hosts, retaining binding strengths, selectivity, and complex geometries in comparison to the parent methylene-linked homologues. We did not confirm our original concern that longer linkers would neg. affect the binding strength towards CBns due to the reduction in the ion-dipole interaction contribution. Therefore, we believe that adamantylalkyl imidazolium binding motifs can be used for multitopic supramol. guest construction. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Related Products of 1632-83-3).

1-Methylbenzimidazole (cas: 1632-83-3) 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 Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Related Products of 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis of nitroimidazole substituted 3,3,9,9-tetramethyl-4,8-diazaundecane-2,10-dione dioximes (propylene amine oximes, PnAOs): ligands for technetium-99m complexes with potential for imaging hypoxic tissue was written by Ramalingam, Kondareddiar;Raju, Natarajan;Nanjappan, Palaniappa;Nowotnik, David P.. And the article was included in Tetrahedron in 1995.COA of Formula: C5H5N3O4 This article mentions the following:

A series of 2-substituted-1,3-diaminopropanes have been synthesized as precursors to nitroimidazole-substituted 3,3,9,9-tetramethyl-4,8-diazaundecane-2,10-dione dioxime (propylene amine oxime, PnAO) ligands. 3-Chloro-3-methyl-1-(2- or 4-nitro-1H-imidazol-1-yl)-2-nitrosobutanes required for the syntheses of nitroimidazole substituted PnAO ligands were prepared from the corresponding dimethylallylnitroimidazoles by the addition of nitrosyl chloride. A number of nitroimidazole derivatized PnAO ligands possessing potential for either electrostatic, hydrophobic, or hydrophilic interactions were synthesized as precursors to technetium-99m complexes under investigation as potential imaging agents of hypoxia. Derivatives of PnAO, substituted at carbon one, were prepared using the 3-chloro-3-methyl-1-(2- or 4-nitro-1H-imidazol-1-yl)-2-nitrosobutanes. Three PnAOs derivatized at the central carbon atom were prepared using 3-bromo-3-methylbutan-2-one. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7COA of Formula: C5H5N3O4).

2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) 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. COA of Formula: C5H5N3O4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Efficient synthesis of acrylates bearing an aryl or heteroaryl moiety: one-pot method from aromatics and heteroaromatics using formylation and the Horner-Wadsworth-Emmons reaction was written by Yasukata, Tatsuro;Matsuura, Takaharu. And the article was included in Heterocycles in 2021.HPLC of Formula: 1632-83-3 This article mentions the following:

Acrylates bearing an aryl or heteroaryl moiety were efficiently prepared by a one-pot process employing a sequence of lithiation, formylation and the Horner-Wadsworth-Emmons reaction starting from aromatic and heteroaromatic compounds The method was efficiently introduced an acrylate moiety into aromatic and heteroaromatic compounds In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3HPLC of Formula: 1632-83-3).

1-Methylbenzimidazole (cas: 1632-83-3) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.HPLC of Formula: 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Applying Computational Predictions of Biorelevant Solubility Ratio Upon Self-Emulsifying Lipid-Based Formulations Dispersion to Predict Dose Number was written by Bennett-Lenane, Harriet;Koehl, Niklas J.;O’Dwyer, Patrick J.;Box, Karl J.;O’Shea, Joseph P.;Griffin, Brendan T.. And the article was included in Journal of Pharmaceutical Sciences (Philadelphia, PA, United States) in 2021.Name: 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate This article mentions the following:

Computational approaches are increasingly utilized in development of bio-enabling formulations, including self-emulsifying drug delivery systems (SEDDS), facilitating early indicators of success. This study investigated if in silico predictions of drug solubility gain i.e. solubility ratios (SR), after dispersion of a SEDDS in biorelevant media could be predicted from drug properties. Apparent solubility upon dispersion of two SEDDS in FaSSIF was measured for 30 structurally diverse poorly water soluble drugs. Increased drug solubility upon SEDDS dispersion was observed in all cases, with higher SRs observed for cationic and neutral vs. anionic drugs at pH 6.5. Mol. descriptors and solid-state properties were used as inputs during partial least squares (PLS) modeling resulting in predictive models for SRMC (r2 = 0.81) and SRLC (r2 = 0.77). Multiple linear regression (MLR) facilitated generation of simplified SR equations with high predictivity (SRMC r2 = 0.74; SRLC r2 = 0.69), requiring only three drug properties; partition coefficient at pH 6.5 (logD6.5), m.p. (Tm) and aromatic bonds as fraction of total bonds (F-AromB). Through using the equations to inform developability classification system (DCS) classes for drugs that have already been licensed as lipid-based formulations, merits for development with SEDDS was predicted for 2/3 drugs. In the experiment, the researchers used many compounds, for example, 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5Name: 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) 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.Name: 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem