Imidazoles-derivatives

One atom linch pin transformations of Gold’s reagent was written by Gupton, John T.;Correia, Keith F.;Foster, Bruce S.. And the article was included in Synthetic Communications in 1986.Computed Properties of C8H8N2 This article mentions the following:

A series of o-phenylenediamines I (Z = NH, R = H, R¹ = 4-Me; R = R¹ = H; 4-, 5-Me) and o-aminophenols I (Z = O, R = R¹ = H; R = H, R¹ = 4-, 5-Me) reacted with Gold’s reagent to yield benzimidazoles II (Z = NH) and benzoxazoles II (Z = O) resp. Addnl., o-hydroxyacetophenone and anthranilamide, when reacted with Gold’s reagent, gave chromone and 3H-quinazoline-4-one, resp. These transformations represent the use of Gold’s reagent as a one atom linchpin. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Computed Properties of C8H8N2).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis, proton NMR and electronic absorption spectra, and halochromic properties of bis(2-methyl-1-phenyl-3-isoindolyl)(het)arylmethane dyes was written by Naef, R.. And the article was included in Dyes and Pigments in 1985.SDS of cas: 3012-80-4 This article mentions the following:

Several bis(2-methyl-1-phenyl-3-isoindolyl)(het)arylmethane perchlorate dye salts were synthesized, the (het)aryl substituent representing the acceptor systems 2-benzothiazolyl, 1-methyl-2-benzimidazolyl, 4-quinolyl, 4- and 2-pyridyl as well as Ph. The constitution of these green dye salts was supported by their 1H-NMR spectra. The variation of the electronic absorption maximum of this dye series was in accord with theor. considerations based on SCF-CI and PMO calculations They give rise to the statement that the bathochromic effect of the varied (het)aryl group is essentially due to a LUMO-LUMO interaction with the diisoindolylmethane cyanine moiety, i.e., a second-order perturbation, enlarging the bathochromic shift caused by the increased twist angles inflicted on the central bonds by the bulkiness of the (het)aryl substituents (a first-order perturbation). The halochromic properties of these dyes are explicable on the same basis. The dissociation constants pK* and pKR+* were measured and compared with analogous diindolyl- and diindolizinylhetarylmethane dyes, showing little difference with regard to the former and the distinct sequence indolizinyl > indolyl > isoindolyl dye series for the latter. 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 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.SDS of cas: 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ionic liquid-functionalized SBA-15 mesoporous material: efficient heterogeneous catalyst in versatile organic reactions was written by Xu, Li-Wen;Yang, Ming-Song;Jiang, Jian-Xiong;Qiu, Hua-Yu;Lai, Guo-Qiao. And the article was included in Central European Journal of Chemistry in 2007.Reference of 79917-89-8 This article mentions the following:

Ionic liquid-functionalized mesoporous materials exhibited high catalytic activity in versatile organic reactions, such as cycloaddition of carbon dioxide (CO₂) with epoxide, aza-Michael addition of amines to α,β-unsaturated carbonyl compounds, and the Biginelli reaction of aldehyde, Et acetoacetate and urea. Recycling of the catalyst in these reactions could be carried out and the catalyst used at least five times without significant loss in activity. 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 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Reference of 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Regioselective allenylation and propargylation of various para-quinone methides using alkynyl azaarenes as pronucleophiles was written by Rayaroth, Amritha;Elikkottil, Afna;Mohan Jayakumari, Chithra;Arayil Vennoli, Kalyanakrishnan;Vennapusa, Sivaranjana Reddy;Kaliyamoorthy, Alagiri. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Recommanded Product: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Bronsted base-mediated regioselective allenylation and propargylation of various para-quinone methides using unfunctionalized 2-alkynyl azaarenes as pronucleophiles was developed. The appropriate choice of a base provided an opportunity to achieve either an allenylated product or the propargylated product. The use of KO^tBu as a Bronsted base promoted the formation of allenylated products, whereas NaN(SiMe₃)₂ furnished the propargylated products. Besides, the strategy was scalable and could be performed on a gram scale. 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. 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. Recommanded Product: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

An electrochemical sensor for diphenylamine detection based on reduced graphene oxide/Fe₃O₄-molecularly imprinted polymer with 1,4-butanediyl-3,3′-bis-l-vinylimidazolium dihexafluorophosphate ionic liquid as crosslinker was written by Liu, Lingyu;Zhu, Xudong;Zeng, Yanbo;Wang, Hailong;Lu, Yixia;Zhang, Jian;Yin, Zhengzhi;Chen, Zhidong;Yang, Yiwen;Li, Lei. And the article was included in Polymers (Basel, Switzerland) in 2018.Category: imidazoles-derivatives This article mentions the following:

In this paper, we report a new composite of reduced graphene oxide/Fe₃O₄-ionic liquid based molecularly imprinted polymer (RGO/Fe3O4-IL-MIP) fabricated for diphenylamine (DPA) detection. RGO/Fe₃O₄-IL-MIP was preparedwith RGO/Fe₃O₄ as supporter, ionic liquid 1-vinyl-3-butylimidazolium hexafluorophosphate ([VC4mim][PF6]) as functional monomer, ionic liquid 1,4-butanediyl-3,3′-bis-l-vinylimidazolium dihexafluorophosphate ([V2C4 (mim)2][(PF6)2]) as crosslinker, and diphenylamine (DPA) as template mol. Fourier transform IR spectroscopy, thermal gravimetric anal., SEM, and vibrating sample magnetometer were employed to characterize the RGO/Fe₃O₄-IL-MIP composite. RGO/Fe₃O₄-IL-MIP was then drop-cast onto a glassy carbon electrode to construct an electrochem. sensor for DPA. The differential pulse voltammetry (DPV) peak current response for 20μM DPA of RGO/Fe₃O₄-IL-MIP modified glassy carbon electrode (GCE) was 3.24 and 1.68 times that of RGO/Fe₃O₄-IL-NIP and RGO/Fe3O4-EGDMA-MIP modified GCEs, resp., indicating the advantage of RGO/Fe₃O₄-ILMIP based on ionic liquid(IL) as a crosslinker. The RGO/Fe3O4-IL-MIP sensor demonstrated good recognition for DPA. Under the optimized conditions, the RGO/Fe₃O₄-IL-MIP sensor exhibited a DPA detection limit of 0.05μM (S/N = 3) with a linear range of 0.1-30μM. Moreover, the new RGO/Fe₃O₄-IL-MIP based sensor detected DPA in real samples with satisfactory results. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V) (cas: 915358-85-9Category: imidazoles-derivatives).

1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V) (cas: 915358-85-9) 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.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Room Temperature Allenation of Terminal Alkynes with Aldehydes was written by Xiao, Junzhe;Cui, Yifan;Li, Can;Xu, Haibo;Zhai, Yizhan;Zhang, Xue;Ma, Shengming. And the article was included in Angewandte Chemie, International Edition in 2021.Application In Synthesis of 1H-Benzimidazole-5-carbaldehyde This article mentions the following:

A gold-catalyzed room temperature allenation of terminal alkynes (ATA) with aldehydes affording 1,3-disubstituted allenes with diverse functional groups was developed by identifying a gold(I) catalyst and an amine. The practicality of this reaction had been demonstrated by a ten gram-scale synthesis and the synthetic potentials have been demonstrated via various transformations and formal total synthesis of (-)-centrolobine. Mechanistic studies revealed that the gold catalyst, the aldehyde effect, the fluoroalkyl hydroxyl solvent (TFE or HFIP) and the structure of amine were vital in this room temperature ATA reaction. 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. 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.Application In Synthesis of 1H-Benzimidazole-5-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Bi-metallic zeolite imidazole framework nanofibers for the selective determination of Cd²⁺ ions was written by Girija, S.;Sankar, S. Sam;Thenrajan, T.;Kundu, Subrata;Wilson, J.. And the article was included in Journal of Materials Chemistry B: Materials for Biology and Medicine in 2021.Related Products of 1632-83-3 This article mentions the following:

Cobalt zinc-zeolite imidazole framework (Co/Zn-ZIF) nanofibers are made via an electrospinning (ES) approach and tested for the detection of heavy metal cadmium ions. Electrostatically attracted cobalt and zinc ions are bound regularly on the surface of the ZIF network. The cobalt and zinc ions are organized with the ZIF network, which provides the sturdily bonded tetrahedral structure of Co/Zn-ZIF, giving essential steadiness to the composite material. Cyclic voltammetry revealed that the observed profile is reversible, and the catalytic behavior of the electrodes provided evidence of interfacial electron transfer between the nanofiber-modified GCE surface and the metal ions. Interestingly, a careful determination of Cd²⁺ ions within the range of 100 nM to 1 mM with a low limit detection of 27.27 nM was undertaken. The established heavy metal ion detector shows excellent anti-interference abilities toward the observed electroactive species, and it was successfully employed using a tap water sample for Cd²⁺ ion detection, where good results were observed 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. 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Related Products of 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Palladium-Catalyzed Synthesis of Fluorescent Benzo[4,5]imidazo[1,2-a]pyridines through Annulation Reaction of Benzimidazoles and Alkynyl Bromides with Internal Alkynes was written by Chen, Xin;Sun, Peng;Mo, Baichuan;Chen, Chunxia;Peng, Jinsong. And the article was included in Journal of Organic Chemistry in 2021.Reference of 4887-83-6 This article mentions the following:

An efficient synthesis of fused azapolycycles based on (benz)imidazole and pyridine scaffolds has been developed. In all cases, the first nucleophilic addition of (benz)imidazoles to alkynyl bromides in tert-pentyl alc. can proceed in a stereoselective manner to provide (Z)-N-(1-bromo-1-alken-2-yl)benzimidazoles at 110°C. Sequentially, these adducts containing alkenyl bromide can undergo Pd-catalyzed intermol. C-H annulation in the presence of internal alkynes in dimethylacetamide, affording fluorescent (benz)imidazole-fused pyridines in good to high yields. These compounds generally exhibit blue or green fluorescences (454-503 nm for solution states and 472-506 nm for solid states), and the fluorescence quantum yields remained in 0.19-0.89 and 0.02-0.74 for solution and solid states, resp. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Reference of 4887-83-6).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Reference of 4887-83-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

On the stability of imidazolium and benzimidazolium salts in phosphoric acid based fuel cell electrolytes was written by Tang, Hongying;Aili, David;Geng, Kang;Gao, Jian;Li, Qingfeng;Li, Nanwen. And the article was included in Journal of Power Sources in 2021.Reference of 1632-83-3 This article mentions the following:

Polymers containing organic cations are considered as promising materials for phosphoric acid (PA) doped high temperature polymer electrolyte membranes (HT-PEMs) due to higher PA retention and wider operation temperature range. However, the thermal/acidic stability of the organic cations remains to be determined Herein, a series of model cations based on various (benz)imidazoliums are designed and prepared to assess the stability on mol. level under simulated operating conditions for HT-PEM fuel cell. NMR anal. indicates that C2, C4 and C5 substitutions show little effect on the stability while N1 and N2 substitutions show opposite effect. Among the N-functionalized derivatives, N, N-dimethyl (benz)imidazolium cations are fully stable while N-benzyl imidazoliums degraded severely due nucleophilic substitution with H₂PO₄^–. On this background, blend membranes based on fully methylated polybenzimidazole (PBI) are prepared, and the swelling is balanced by introducing pristine PBI. The proton conductivity of the PA doped blending membrane with IEC of 1.2 mmol g-1 reaches 165 mS cm^-1 and a peak power d. of 863 mW cm^-2 is demonstrated in H₂/O₂ fuel cell test. These results lay a solid foundation for designing and developing durable high-performance HT-PEMs and fuel cell devices for green energy conversion applications. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Reference 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 Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Reference of 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Asymmetric Allylic C-H Alkylation of Allyl Ethers with 2-Acylimidazoles was written by Wang, Tian-Ci;Fan, Lian-Feng;Shen, Yang;Wang, Pu-Sheng;Gong, Liu-Zhu. And the article was included in Journal of the American Chemical Society in 2019.Formula: C6H8N2O This article mentions the following:

An asym. allylic C-H alkylation of allyl ethers has been established by chiral phosphoramidite-palladium catalysis, affording a wide variety of functionalized chiral 2-acylimidazoles in moderate to high yields and with high levels of enantioselectivity. Moreover, this protocol could be applied to a concise asym. synthesis of a tachykinin receptor antagonist. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Formula: C6H8N2O).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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 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: C6H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem