Category: imidazoles-derivatives

Separation of nitroimidazoles by reversed-phase high-pressure liquid chromatography was written by Sithole, Bishop B.;Guy, Robert D.. And the article was included in Talanta in 1986.Quality Control of 1-Methyl-4-nitroimidazole This article mentions the following:

A mixture of 8 N-substituted and unsubstituted nitroimidazoles was separated by high-pressure liquid chromatog. with 5% EtOH as the eluent. Compounds with the same capacity ratios were selectively detected electrochem. by differential pulse polarog. with a hanging Hg drop electrode (HMDE). The HMDE detector had higher detection limits than the photometric detector set at 315 nm. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Quality Control of 1-Methyl-4-nitroimidazole).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Hiding the Headgroup? Remarkable Similarity in Alkyl Coverage of the Surfaces of Pyrrolidinium- and Imidazolium-Based Ionic Liquids was written by Tesa-Serrate, Maria A.;Smoll, Eric J.;D’Andrea, Lucia;Purcell, Simon M.;Costen, Matthew L.;Bruce, Duncan W.;Slattery, John M.;Minton, Timothy K.;McKendrick, Kenneth G.. And the article was included in Journal of Physical Chemistry C in 2016.Synthetic Route of C18H31F6N3O4S2 This article mentions the following:

The liquid-vacuum interfaces of a series of ionic liquids (ILs) containing 1-alkyl-1-methylpyrrolidinium ([C_nmpyrr]⁺) cations of different alkyl chain lengths have been studied by reactive-atom scattering with laser-induced fluorescence detection (RAS-LIF) and mol. dynamics (MD) simulations. A direct, quant. comparison has been performed between [C_nmpyrr]⁺ and the previously better-characterized 1-alkyl-3-methylimidazolium ([C_nmim]⁺) ILs with the same chain lengths, n, and common anion, bis(trifluoromethylsulfonyl)imide ([Tf₂N]^–). Both RAS-LIF experiments, using O(³P) as the projectile and monitoring OH yield, and MD simulations indicate that the coverage of the surface by alkyl chains is almost independent of the identity of the cation headgroup. Moreover, the potentially abstractable H atoms of the saturated pyrrolidinium ring do not contribute appreciably to the exptl. OH yield. In both these senses, therefore, the headgroup is “hidden” from the probe particles approaching from vacuum. More predictably, the alkyl coverage depends strongly and nonstoichiometrically on the length of the alkyl chain, n, for either cation. These results imply the presence of an alkyl-rich layer on the surface formed by preferential orientation of the cations to expose their chains to the vacuum phase. We suggest that the lack of dependence of the packing d. of this layer on cation type results from compensating effects of charge d. and steric blocking. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Synthetic Route of C18H31F6N3O4S2).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) 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.Synthetic Route of C18H31F6N3O4S2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and pharmacological activity N-aryloxyethyl derivatives of 9H-2,3-dihydroimidazo- and 10H-2,3,4,10-tetrahydropyrimido[1,2-a]benzimidazoles was written by Anisimova, V. A.;Spasov, A. A.;Stepanov, A. V.;Ar’kova, N. V.;Jakovlev, D. S.. And the article was included in Pharmaceutical Chemistry Journal in 2006.HPLC of Formula: 24134-26-7 This article mentions the following:

A series of N-aryloxyethyl derivatives of 9H-2,3-dihydroimidazo- and 10H-2,3,4,10-tetrahydropyrimido-[1,2-a]benzimidazoles, e.g. I·HCl, have been synthesized and tested for pharmacol. properties. It is established that most of the synthesized substances exhibit antiarrhythmic, antiaggregant and hemorheol. activity. In the experiment, the researchers used many compounds, for example, 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7HPLC of Formula: 24134-26-7).

2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7) 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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.HPLC of Formula: 24134-26-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Integration of multi-scale molecular modeling approaches with experiments for the in silico guided design and discovery of novel hERG-Neutral antihypertensive oxazalone and imidazolone derivatives and analysis of their potential restrictive effects on cell proliferation was written by Durdagi, Serdar;Aksoydan, Busecan;Erol, Ismail;Kantarcioglu, Isik;Ergun, Yavuz;Bulut, Gulay;Acar, Melih;Avsar, Timucin;Liapakis, George;Karageorgos, Vlasios;Salmas, Ramin E.;Sergi, Baris;Alkhatib, Sara;Turan, Gizem;Yigit, Berfu Nur;Cantasir, Kutay;Kurt, Bahar;Kilic, Turker. And the article was included in European Journal of Medicinal Chemistry in 2018.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:

AT1 antagonists is the most recent drug class of mols. against hypertension and they mediate their actions through blocking detrimental effects of angiotensin II (A-II) when acts on type I (AT1) A-II receptor. The effects of AT1 antagonists are not limited to cardiovascular diseases. AT1 receptor blockers may be used as potential anti-cancer agents – due to the inhibition of cell proliferation stimulated by A-II. Therefore, AT1 receptors and the A-II biosynthesis mechanisms are targets for the development of new synthetic drugs and therapeutic treatment of various cardiovascular and other diseases. Multi-scale mol. modeling approaches were performed and it is found that oxazolone and imidazolone derivatives reveal similar/better interaction energy profiles compared to the FDA approved sartan mols. at the binding site of the AT1 receptor. In silico-guided designed hit mols. were then synthesized and tested for their binding affinities to human AT1 receptor in radioligand binding studies, using [¹²⁵I-Sar¹-Ile⁸] AngII. Among the compounds tested, 19d (4′-((4-(4-bromobenzylidene)-2-butyl-5-oxo-4,5-dihydro-1H-imidazol-1-yl)methyl)[1,1′-biphenyl]-2-carbonitrile) and 9j (4-(2-bromobenzylidene)-2-butyl-1-((2′-(2-trityl-2H-tetrazol-5-yl)[1,1′-biphenyl]-4-yl)methyl)-1H-imidazol-5(4H)-one) mols. bound to receptor in a dose response manner and with relatively high affinities. Next, cytotoxicity and wound healing assays were performed for these hit mols. Since hit mol. 19d led to deceleration of cell motility in all three cell lines (NIH3T3, A549, and H358) tested in this study, this mol. is investigated in further tests. In two cell lines (HUVEC and MCF-7) tested, 19d induced G2/M cell cycle arrest in a concentration dependent manner. Adherent cells detached from the plates and underwent cell death possibly due to apoptosis at 19d concentrations that induced cell cycle arrest. 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. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.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

Toughening Poly(lactic acid) with Imidazolium-based Elastomeric Ionomers was written by Chen, Lu;Hu, Kuan;Sun, Si-Ting;Jiang, Hai;Huang, Dong;Zhang, Kun-Yu;Pan, Li;Li, Yue-Sheng. And the article was included in Chinese Journal of Polymer Science in 2018.Related Products of 21252-69-7 This article mentions the following:

Imidazolium-based elastomeric ionomers (i-BIIR) were facilely synthesized by ionically modified brominated poly(isobutylene-co-isoprene) (BIIR) with different alkyl chain imidazole and thoroughly explored as novel toughening agents for poly(lactic acid) (PLA). The miscibility, thermal behavior, phase morphol. and mech. property of ionomers and blends were investigated through dynamic mech. analyses (DMA), differential scanning calorimetry (DSC), SEM, tensile and impact testing. DMA and SEM results showed that better compatibility between the PLA and i-BIIR was achieved compared to the PLA/unmodified BIIR elastomer. A remarkable improvement in ductility with an optimum elongation at break up to 235% was achieved for the PLA/i-BIIR blends with 1-dodecylimidazole alkyl chain (i-BIIR-12), more than 10 times higher than that of pure PLA. The impact strengths of PLA were enhanced from 1.9 kJ/m² to 4.1 kJ/m² for the PLA/10 wt% i-BIIR-12 blend. Toughening mechanism had been established by systematical anal. of the compatibility, intermol. interaction and phase structures of the blends. Interfacial cavitations initiated massive shear yielding of the PLA matrix owing to a suitable interfacial adhesion which played a key role in the enormous toughening effect in these blends. We believed that introducing imidazolium group into the BIIR elastomer was vital for the formation of a suitable interfacial adhesion. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Related Products of 21252-69-7).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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.Related Products of 21252-69-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and pharmacological activity of aroylmethyl derivatives of tricyclic benzimidazole systems containing hydroxy groups in aroyl radicals was written by Anisimova, V. A.;Tolpygin, I. E.;Spasov, A. A.;Kosolapov, V. A.;Stepanov, A. V.;Orlova, A. A.;Naumenko, L. V.. And the article was included in Pharmaceutical Chemistry Journal in 2007.Application of 24134-26-7 This article mentions the following:

The synthesis and pharmacol. properties of a series of hydroxybenzoylmethylimidazo- and pyrimidobenzimidazoles are described. Most of the products exhibit a high antioxidant activity, possess pronounced hemorheol. properties, and influence the blood glucose level. In the experiment, the researchers used many compounds, for example, 2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7Application of 24134-26-7).

2,3-Dihydro-1H-benzo[d]imidazo[1,2-a]imidazole (cas: 24134-26-7) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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).Application of 24134-26-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Unraveling the antitrypanosomal mechanism of benznidazole and related 2-nitroimidazoles: From prodrug activation to DNA damage was written by Dattani, Ambika;Drammeh, Isatou;Mahmood, Aishah;Rahman, Mahbubur;Szular, Joanna;Wilkinson, Shane R.. And the article was included in Molecular Microbiology in 2021.Application In Synthesis of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid This article mentions the following:

Nitroheterocycles represent an important class of compound used to treat trypanosomiasis. They often function as prodrugs and can undergo type I nitroreductase (NTR1)-mediated activation before promoting their antiparasitic activities although the nature of these downstream effects has yet to be determined Here, we show that in an NTR1-dependent process, benznidazole promotes DNA damage in the nuclear genome of Trypanosoma brucei, providing the first direct link between activation of this prodrug and a downstream trypanocidal mechanism. Phenotypic and protein expression studies revealed that components of the trypanosome′s homologous recombination (HR) repair pathway (TbMRE11, γH2A, TbRAD51) cooperate to resolve the benznidazole-induced damage, indicating that the prodrug-induced lesions are most likely double stand DNA breaks, while the sequence/recruitment kinetics of these factors parallels that in other eukaryotes HR systems. When extended to other NTR1-activated 2-nitroimidazoles, some were shown to promote DNA damage. Intriguingly, the lesions induced by these required TbMRE11 and TbCSB activities to fix leading us to postulate that TbCSB may operate in systems other than the transcription-coupled nucleotide excision repair pathway. Understanding how existing trypanosomal drugs work will aid future drug design and help unlock novel reactions/pathways that could be exploited as targets for therapeutic intervention. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Application In Synthesis of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid).

2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Application In Synthesis of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The effect of an electron-withdrawing group in the imidazolium cation: the case of nitro-functionalized imidazolium salts as acidic catalysts for the acetylation of glycerol was written by Morais, Eduardo M.;Grillo, Igor B.;Stassen, Hubert K.;Seferin, Marcus;Scholten, Jackson D.. And the article was included in New Journal of Chemistry in 2018.Quality Control of 1-Methyl-1H-imidazol-3-ium chloride This article mentions the following:

The acetylation of glycerol was achieved with high conversion and selectivity towards triacetin at low temperatures and short reaction times by using acidic imidazolium salts as catalysts. Moreover, the addition of a nitro group to the imidazolium cation affords a much more competent catalyst, indicating a significant effect provided by the simple electronic change in the imidazolium cation. Theor. calculations revealed increased polarization of the acidic hydrogen bond on the nitrated salts, which may be related to their superior catalytic behavior when compared to the non-functionalized salts. Combining the preliminary exptl. and theor. results, it is possible to suppose that the catalytic activity of acidic imidazolium salts may be better comprehended by its Bronsted acidities, but other parameters such as hardness, electronegativity, electrophilicity and ion-pair binding energy were also evaluated in order to investigate their effects in the acetylation of glycerol promoted by these acidic imidazolium salts. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Quality Control of 1-Methyl-1H-imidazol-3-ium chloride).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Quality Control of 1-Methyl-1H-imidazol-3-ium chloride

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reductive cyclization of o-phenylenediamine with CO₂ and BH₃NH₃ to synthesize 1H-benzoimidazole derivatives was written by Li, Xiao;Zhang, Junhua;Yang, Yue;Hong, Hailong;Han, Limin;Zhu, Ning. And the article was included in Journal of Organometallic Chemistry in 2021.COA of Formula: C8H8N2 This article mentions the following:

A simple and green protocol was developed for the reductive cyclization of o-phenylenediamine with CO₂ and BH₃NH₃ to yield 1H-benzimidazole. The desired 1H-benzimidazole derivatives were produced under mild conditions. Mechanism investigation indicated that the coordination of o-phenylenediamine with the boron atom of BH₃NH₃ promoted the transfer of the formyl group to form a stable intermediate, which facilitated the intramol. nucleophilic addition-elimination for the formation of target product. In this process, BH₃NH₃ served multifunctional roles, acting as a reducing agent and a formylation catalyst. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6COA of Formula: C8H8N2).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Counterion-specific shale hydration inhibiting performance of vinylimdazolium ionic liquids was written by Yang, Lili;Kong, Dechang;Chang, Xiangyang;Jiang, Guancheng;Ao, Tian;Xie, Chunlin;Kinkeyi Moukoko, Aurchy Dauriant;Ma, Jiaying. And the article was included in Journal of Molecular Liquids in 2021.Recommanded Product: 1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V) This article mentions the following:

The role of cation and the influence of the cation alkyl chain length of vinylimdazolium-based ionic liquid (IL) were studied previously to develop high-performance shale inhibitor for application in water-based drilling fluids (WBDFs). Results demonstrate that they have a considerable effect on the inhibition performance. However, the physicochem. properties can be tuned by changing the cation/anion combination. Therefore, the influence of anion type on the inhibiting performance must be investigated. In this study, we selected several vinylimdazolium-based ILs with different anions, such as bromide (Br-), tetrafluoroborate (BF-4), hexafluorophosphate (PF-6), and bis(trifluoromethylsulfonyl) (TFSI-). The size, solubility, hydrophilicity, and interaction in-between were tuned accordingly by changing the anion species. Results from linear swelling height, hot rolling recovery, and rheol. measurements show that the IL with bromide anion has the most outstanding shale inhibiting performance. The anions influence the inhibitory performance of ILs in a distinct manner from cations by measuring the properties of Na-Bent dispersions added with different anion-based ILs. The former produces different abilities to suppress elec. double layers and decreases the interlayer distance, whereas the latter mainly affects the interlayer distance. Despite different hydrophilic/hydrophobic properties, they have similar performance to inhibit the crystalline hydration and swelling. This condition is probably because they have a common cation that dominates the process of entering the interlayer void and narrowing interlayer spacing. Many hydrophilic ILs with anion Br- or BF-4 have the capacity to strongly resist the repel interaction between clay particles and prompt aggregation, leading to better inhibitory performance. Combined with the previous result, cations and anions affect the IL inhibiting ability although their underlying mechanism is different. Thus, this work explored the relationship between inhibiting performance and IL moiety. The findings provide consolidate theor. foundation for developing shale inhibitors for WBDFs. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V) (cas: 915358-85-9Recommanded Product: 1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V)).

1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V) (cas: 915358-85-9) 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. Recommanded Product: 1-Butyl-3-vinyl-1H-imidazol-3-ium hexafluorophosphate(V)

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem