Imidazoles-derivatives

Azo dyes derived from 2-methylbenzimidazole was written by Le Bris, M. Th.;Wahl, H.. And the article was included in Rev. textile-tiba in 1958.SDS of cas: 3012-80-4 This article mentions the following:

Methylation of 2-methyl-5(6)-nitrobenzimidazole gives a mixture containing 53% 1,2-dimethyl-6-nitrobenzimidazole (I), m. 250°, and 47% 1,2-dimethyl-5-nitrobenzimidazole (II), m. 227°. In neutral medium, 58% I is formed. I and II are separated by crystallization from alc. and form a eutectic, m. 198°, at 42% II. Nitration of 1,2-dimethylbenzimidazole gives a mixture of 63% I and 37% II. Methylation of I or II with Me₂SO₄ gives the 1,2,3-trimethyl-5(6)-nitrobenzimidazolium salt (III), m. 198°, very soluble in H₂O; carbinol, m. 176°. Coupling of III with p-O₂NC₆H₄N₂Cl in aqueous pyridine or with p-O₂NC₆H₄NHNO in buffered medium gives a dark green powder, which is not 4-O₂NC₆H₄.N:C(CH₂N₂C₆H₄NO₂-p).NMe (IV), as assumed by Poraǐ-Koshits and Muravich (C.A. 48, 11399e), but a diazo dye 3(4)-O₂NC₆H₄.NMe.C[:C(N₂C₆H₄NO₂-p)₂].NMe. To prepare IV, I or II is oxidized with SeO₂ in PhMe at 95°, the PhMe removed by steam distillation, and the crude aldehyde (V) treated with p-O₂NC₆H₄NHNH₂ to yield yellow needles of IV (from aqueous pyridine). V and PhNHNH₂ give orange red needles of the phenylhydrazone. III and ONC₆H₄NMe₂ in the presence of piperidine give the corresponding azomethine, dark green tablets (from alc.); hydrolysis with dilute HCl and reaction with PhNHNH₂ gives phenylazo-2-methylene-5(6)-nitro-1,3-dimethylbenzimidazoline, violet black rodlets (from aqueous pyridine); hydrochloride, orange red needles (from dilute HCl). Similarly prepared is p-nitrophenylazo-2-methylene-5(6)-nitro-1,3-benzimidazoline, dark red; hydrochloride, needles (from aqueous HCl or AcOH-HCl). In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4SDS of cas: 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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 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: 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Structural effect on the vapor-liquid equilibrium of toluene-ionic liquid systems was written by Yu, Gangqiang;Jiang, Yifan;Cheng, Jun;Lei, Zhigang. And the article was included in Chemical Engineering Science in 2019.Quality Control of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide This article mentions the following:

The vapor-liquid equilibrium (VLE) of toluene-ionic liquid (IL) from short- to long-chain imidazolium-based ILs (i.e., [C₄MIM]⁺, [C₈MIM]⁺, [C₁₀MIM]⁺, and [C₁₂MIM]⁺) with various anions (i.e., [BF₄]^–, [PF₆]^–, and [Tf₂N]^–) was first measured under wide concentration and temperature ranges. These thermodn. data are of great significance for an in-depth understanding with respect to capturing condensable gases with ILs. The UNIFAC-Lei model was applied to describe the VLE and successfully extended from short- to long-chain imidazolium-based ILs. For the ILs with relatively short alkyl side-chains on cations (e.g., [C₄MIM]⁺ and [C₈MIM]⁺), the vapor pressure depends on the types of both anions and cations, while for the ILs with long alkyl side chains on cations (e.g., [C₁₀MIM]⁺ and [C₁₂MIM]⁺), the vapor pressure is mainly dependent on the type of cations. Moreover, the COSMO-RS model and quantum chem. calculations were used together to provide microscopic insights into the effect of IL structures on the VLE of toluene-IL systems. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Quality Control 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 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Quality Control of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Combination effect of ligands and ionic liquid components on the structure and properties of manganese metal-organic frameworks was written by Wei, Zhen;Zhang, Zong-Hui;Wang, Meng-Meng;Xu, Ling;Liu, Bing;Jiao, Huan. And the article was included in CrystEngComm in 2017.HPLC of Formula: 79917-89-8 This article mentions the following:

Ionothermal reactions of 1,4-benzenedicarboxylic acid (H₂BDC) and 4,4′-biphenyldicarboxylic (H₂BPDC) with Mn(OAc)₂ resulted in 12 compounds divided into four kinds of structural models: [RMI]₂[Mn₃(BDC)₃X₂] (1–5, type A), [EMI]₂[Mn₃(BPDC)₄] (6, type B), [RMI]₂[Mn₂(BPDC)₃(H₂O)₃] (7–9, type C) and [RMI]₆[Mn₉(BPDC)₉(HBPDC)₂(OAc)₄] (10–12, type D). A combination effect of ligands and IL components can be observed in the structural construction, which also is reflected in the properties of thermal stability and fluorescence. The decomposition temperatures of Mn-BDC compounds are higher than those of Mn-BPDC compounds The decomposition temperatures decrease with the alkyl chain in [RMI]⁺, due to a +I inductive effect. The maximum emissions of compounds 1–5 and 6–12 located at ∼410 or 407 nm are assigned to ILCT of H₂BDC and H₂BPDC ligands, resp. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8HPLC of Formula: 79917-89-8).

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 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: 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Blend membranes based on N1-alkyl-substituted imidazolium functionalized polymers and aromatic polyethers: influence of N1-alkyl substituent on properties and alkaline stability was written by Tsagdi, A.;Dimitriou, M.;Druvari, D.;Deimede, V.. And the article was included in Polymer Bulletin (Heidelberg, Germany) in 2022.Category: imidazoles-derivatives This article mentions the following:

N1-alkyl (octyl and dodecyl)-substituted imidazolium-based PVBC homopolymers have been synthesized via N-quaternization reaction of N1-alkyl imidazole and PVBC precursor homopolymer bearing reactive benzyl chloride moieties. Due to their poor film forming properties and water solubility, these homopolymers were blended with aromatic polyethers bearing main chain pyridine units at different compositions in order to study the effect of alkyl chain length on morphol., water uptake, swelling ability and chem. stability of the prepared membranes. The B2 blend membrane with the highest N1-dodecyl-substituted imidazolium PVBC content (65 wt%) exhibited the highest water uptake (54%) despite its lower IEC value compared to the corresponding one containing N1-octyl-substituted imidazolium PVBC, low swelling ratio and a phase separated morphol. Evaluation of the chem. stability in 3.6 M KOH solution at 80°C for 7 days revealed the degradation of imidazolium via ring opening, as evidenced by ATR-FT-IR spectroscopy. Therefore, new blends having as second constituent, the N1-alkyl-substituted imidazolium functionalized poly(PVBC-co-AA₂₀) copolymers containing acrylic acid units were fabricated targeting to the improvement of chem. stability via ionic cross linking. The prepared D1 and D2 blend membranes containing 60 and 65 wt% dodecyl-imidazolium functionalized poly(PVBC-co-AA₂₀) copolymer content, resp., were flexible, exhibited moderate IECs (1.47-1.60 meq/g) and sufficient water uptakes (up to 30%). D2 blend membrane showed excellent chem. stability after testing in 3.6 M KOH solution at 80°C for 30 days, as confirmed by ATR-FT-IR spectroscopy and TGA anal. The excellent chem. stability can probably be attributed to the steric hindrance effect of N1 dodecyl substituent which effectively protects the C2 position of imidazolium from hydroxide attack as well as to the formation of a dense, ionic crosslinked structure that hinders hydroxide penetration. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Category: imidazoles-derivatives).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Alkyl-imidazolium glycosides: non-ionic-cationic hybrid surfactants from renewable resources was written by Salman, Abbas Abdulameer;Tabandeh, Mojtaba;Heidelberg, Thorsten;Hussen, Rusnah Syahila Duali;Ali, Hapipah Mohd. And the article was included in Carbohydrate Research in 2015.Category: imidazoles-derivatives This article mentions the following:

A series of surfactants combining carbohydrate and imidazolium head groups were prepared and investigated on their assembly behavior. The presence of the imidazolium group dominated the interactions of the surfactants, leading to high CMCs and large mol. surface areas, reflected in curved rather than lamellar surfactant assemblies. The carbohydrate, on the other hand, stabilized mol. assemblies slightly and reduced the surface tension of surfactant solutions considerably. A comparative emulsion study discourages the use of pure alkyl imidazolium glycosides owing to reduced assembly stabilities compared with APGs. However, the surfactants are believed to have potential as component in carbohydrate based surfactant mixtures In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Category: imidazoles-derivatives).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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. 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. Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

An analysis of radical diffusion in ionic liquids in terms of free volume theory was written by Merunka, Dalibor;Peric, Miroslav. And the article was included in Journal of Chemical Physics in 2020.Name: 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide This article mentions the following:

The Heisenberg spin exchange-dipole-dipole separation method was used to measure the translational diffusion coefficients of the ¹⁴N-labeled perdeuterated 2,2,6,6-tetramethyl-4-oxopiperidine-1-oxyl (¹⁴N-pDTEMPONE) nitroxide spin probe as a function of temperature in two methylimidazolium ionic liquid series, one based on the tetrafluoroborate (BF₄) anion and another one on the bis(trifluoromethane)sulfonimide (TFSI, Tf₂N) anion. The obtained translational diffusion coefficients of ¹⁴N-pDTEMPONE were analyzed in terms of the Cohen-Turnbull free volume theory. It was found that the Cohen-Turnbull theory describes exceptionally well the translational diffusion of ¹⁴N-pDTEMPONE in all the ionic liquids in the measured temperature range. In addition, the Cohen-Turnbull theory was applied to the viscosity and self-diffusion coefficients of the cation and anion-taken from literature-in the same ionic liquids The critical free volume for the self-diffusion of the cation and anion in a given ionic liquid is the same, which suggests that the diffusion of each ionic pair is coordinated. The critical free volumes for the ¹⁴N-pDTEMPONE diffusion, self-diffusion, and viscosity for a given cation were about 20% greater in the TFSI based ionic liquids than in the BF₄ based ionic liquids It appears that the ratio of the critical free volumes for a given cation between the two series correlates with the ratio of their densities. (c) 2020 American Institute of Physics. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Name: 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. 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.Name: 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Tunable Cysteine-Targeting Electrophilic Heteroaromatic Warheads Induce Ferroptosis was written by Karaj, Endri;Sindi, Shaimaa H.;Kuganesan, Nishanth;Perera, Lalith;Taylor, William;Tillekeratne, L. M. Viranga. And the article was included in Journal of Medicinal Chemistry in 2022.Synthetic Route of C8H8N2 This article mentions the following:

Once considered potential liabilities, the modern era witnesses a renaissance of interest in covalent inhibitors in drug discovery. The available toolbox of electrophilic warheads is limited by constraints on tuning reactivity and selectivity. Following our work on a class of ferroptotic agents termed CETZOLEs, we discovered new tunable heterocyclic electrophiles which are capable of inducing ferroptosis. The biol. evaluation demonstrated that thiazoles with an alkyne electrophile at the 2-position selectively induce ferroptosis with high potency. D. functional theory calculations and NMR kinetic studies demonstrated the ability of our heterocycles to undergo thiol addition, an apparent prerequisite for cytotoxicity. Chemoproteomic anal. indicated several potential targets, the most prominent among them being GPX4 protein. These results were further validated by western blot anal. and the cellular thermal shift assay. Incorporation of these heterocycles into appropriate pharmacophores generated highly cytotoxic agents such as the analog BCP-T.A (I), with low nM IC₅₀ values in ferroptosis-sensitive cell lines. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Synthetic Route of C8H8N2).

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.Synthetic Route of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Chemo-Immunotherapeutic Antimalarials Targeting Isoprenoid Biosynthesis was written by Zhang, Yonghui;Zhu, Wei;Liu, Yi-Liang;Wang, Hong;Wang, Ke;Li, Kai;No, Joo Hwan;Ayong, Lawrence;Gulati, Anmol;Pang, Ran;Freitas-Junior, Lucio;Morita, Craig T.;Oldfield, Eric. And the article was included in ACS Medicinal Chemistry Letters in 2013.Computed Properties of C11H20N2 This article mentions the following:

We synthesized 30 lipophilic bisphosphonates and tested them in malaria parasite killing (targeting parasite geranylgeranyl diphosphate synthase, GGPPS) and human γδ T cell activation (targeting human farnesyl diphosphate synthase, FPPS). Similar patterns of activity were seen in inhibiting human FPPS and Plasmodium GGPPS, with short to medium chain-length species having most activity. In cells, shorter chain-length species had low activity, due to poor membrane permeability, and longer chain length species were poor enzyme inhibitors. Optimal activity was thus seen with ∼C₁₀ side-chains, which have the best combination of enzyme inhibition and cell penetration. We also solved the crystal structure of one potent inhibitor, bound to FPPS. The results are of interest since they suggest the possibility of a combined chemo/immuno-therapeutic approach to antimalarial development in which both direct parasite killing and γδ T cell activation can be achieved with a single compound In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Computed Properties 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. 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.Computed Properties of C11H20N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Development and evaluation of floating microspheres containing candesartan cilexetil was written by Madhuri, Md;Manjunath, K.;Kulkarni, Suresh V.. And the article was included in American Journal of PharmTech Research in 2019.Recommanded Product: 145040-37-5 This article mentions the following:

The aim of the present study is to develop and evaluate floating microspheres containing candesartan cilexetil in order to achieve extended release of drug and thereby to enhance the patient compliance. Floating microspheres were prepared by using solvent evaporation method. The microspheres were formulated using different polymers like Et cellulose, HPMC K4M and eudragit RSPO 100 in different concentrations and combinations. The prepared floating microspheres were characterized for their percentage yield (95.44 – 98.52%), drug entrapment efficiencies (71.52 – 97.87%) and percentage buoyancy (93.45 – 98.66%). The FTIR and DSC studies revealed absence of interactions between drug and selected polymers. In vitro release studies were performed in 0.1 N HCl which showed a drug release of 97.62% at 24 h in case of formulation (F7). Fitting the in vitro drug release data to Korsmeyer equation indicated that Fickian diffusion is the mechanism of drug release. 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: 145040-37-5Recommanded Product: 145040-37-5).

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. 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: 145040-37-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and characterization of some new polyhydrazides by direct polycondensation in ionic liquid was written by Adbolmaleki, Amir. And the article was included in Iranian Polymer Journal in 2007.Quality Control of 1-Methyl-3-propylimidazolium Chloride This article mentions the following:

A series of new polyhydrazides were obtained by direct polycondensation of 4,4′-diphenyl sulfone dicarboxylic acid with dihydrazides in ionic liquids (ILs) as a new class of solvents which have interesting properties such as nonvolatility, high ionic concentration, good thermal stability and non-flammability. Direct polycondensation is successfully proceeded in ILs and tri-Ph phosphite (condensing agent), without any addnl. components, such as LiCl and pyridine. Therefore IL can act as both solvent and catalyst. In this investigation high mol. weight polyhydrazides have been synthesized and their properties such as solubility, and thermal stability were studied. The resulting hydrazide containing polymers exhibited inherent viscosities in 0.26-0.73 dL/g range. All polymers were soluble in polar solvents such as N-Me pyrrolidone and DMSO. The polyhydrazides had glass-transition temperatures (T_g) between 165-210°C. They could be thermally converted into the corresponding poly(1,3,4-oxadiazole)s approx. in the region of 210-330°C, as evidenced by the TGA thermograms. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Quality Control of 1-Methyl-3-propylimidazolium Chloride).

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).Quality Control of 1-Methyl-3-propylimidazolium Chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem