Imidazoles-derivatives

Synthesis and use of 2-alkylbenzimidazoles was written by Xie, Chuan;Wan, Shen-dian;Liu, Yu-shu. And the article was included in Sichuan Lianhe Daxue Xuebao, Gongcheng Kexueban in 1999.Related Products of 13060-24-7 This article mentions the following:

Title compounds I (R = CH₃(CH₂)₄, CH₃(CH₂)₅, CH₃(CH₂)₆, CH₃(CH₂)₇, CH₃(CH₂)₈) were prepared from o-phenylenediamine and fatty acids RCOOH (R as above). The paper tested the phys. property of the compounds and characterized their structures. The result of the tests showed that the preflux could prevent oxidation of copper and had excellent solderability. In the experiment, the researchers used many compounds, for example, 2-Octylbenzimidazole (cas: 13060-24-7Related Products of 13060-24-7).

2-Octylbenzimidazole (cas: 13060-24-7) 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.Related Products of 13060-24-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cu-Al composite as the negative electrode for long-life Al-ion batteries was written by Jiao, Handong;Jiao, Shuqiang;Song, Wei-Li;Chen, Haosen;Wang, Mingyong;Tu, Jiguo;Fang, Daining. And the article was included in Journal of the Electrochemical Society in 2019.COA of Formula: C4H7ClN2 This article mentions the following:

Rechargeable Al-ion batteries have attracted great interest due to their advantages in high anode capacity, high safety, etc. However, conventional Al foil neg. electrode has critical problems in corrosion and pulverization. Here, we propose a novel Cu-Al composite, which is prepared by a facile electrochem. plating approach, as the neg. electrode for addressing above challenges. Remarkably, the plated Cu foil neg. electrode delivers excellent stability and long cycle life compared with the Al foil neg. electrode, although its thickness and areal mass d. are only 30% and �6% of that of the Al foil neg. electrode, resp. The essential pulverization problem in bare Al neg. electrode would be dramatically reduced attributing to excellent corrosion resistance of Cu foil. Besides, the plated Al is still attached to the Cu foil during repeated charge-discharge processes, resulting in a nearly 100% Coulombic efficiency even after long-term cycling. More importantly, the plated Cu foil neg. electrode is convenient for the large-scale practical applications. In view of our results, this work opens an effective approach for configuring low-cost, high energy d., long cycle life and scalable neg. electrode of Al-ion batteries. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3COA of Formula: C4H7ClN2).

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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.COA of Formula: C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Characterization of the chemical differences between solvent extracts from Pu-erh tea and Dian Hong black tea by CP-Py-GC/MS was written by Gong, Jia-shun;Tang, Chao;Peng, Chun-xiu. And the article was included in Journal of Analytical and Applied Pyrolysis in 2012.HPLC of Formula: 26832-08-6 This article mentions the following:

Solvent extracts from a type of Pu-erh tea and Dian Hong black tea were characterized by Curie-point pyrolysis-gas chromatog.-mass spectroscopy (CP-Py-GC/MS). The ethyl-acetate extracts from both teas showed similar CP-Py-GC/MS results, with main pyrolytic products of carbon dioxide, caffeine, o-phenols, and phthalate esters. During pyrolysis, the n-butanol extract from Pu-erh tea formed carbon dioxide (38.92% of total pyrolytic products), alkaloids (49.7%), and nitrogen oxides (8.38%), as well as a small fraction of esters. The n-butanol extract from Dian Hong tea formed mainly alcs., amines, esters, phenols, carboxylic acids, and alkaloids. The raw theabrownin extracts (ethanol precipitates) from the two teas produced substantially different CP-Py-GC/MS results. The raw theabrownin extract from Pu-erh tea formed mostly carbon dioxide during pyrolysis, whereas the counterpart extract from Dian Hong tea formed mainly carbon dioxide (48.23%) and nitrogen oxides (35.39%). The 3.5-100 kDa fractions separated from the theabrownin extracts of the two teas showed similar CP-Py-GC/MS results, whereas the fractions <3.5 kDa and >100 kDa formed substantially different pyrolytic products. These results showed that solvent extracts from Pu-erh tea and Dian Hong tea had substantially different chem. compositions and structures. The study suggested that CP-Py-GC/MS can be used to effectively identify chem. differences between tea extracts In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6HPLC of Formula: 26832-08-6).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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 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.HPLC of Formula: 26832-08-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Effect of ionic liquids on the conformation of a porphyrin-based viscometer was written by Jameson, Laramie P.;Kimball, Joseph D.;Gryczynski, Zygmunt;Balaz, Milan;Dzyuba, Sergei V.. And the article was included in RSC Advances in 2013.Application In Synthesis of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide This article mentions the following:

Structure of the cationic and anionic counterparts of ionic liquids has a significant impact on the conformational bias of the porphyrin rotor; an apparent correlation between the conformation and the viscosity of ionic liquids was noted, albeit it was found to be distinct and more complex from that found in mol. solvents. 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. 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 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 In Synthesis of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Novel NHC-coordinated ruthenium(II) arene complexes achieve synergistic efficacy as safe and effective anticancer therapeutics was written by Chen, Chao;Xu, Chang;Li, Tongyu;Lu, Siming;Luo, Fangzhou;Wang, Hangxiang. And the article was included in European Journal of Medicinal Chemistry in 2020.Application In Synthesis of 1-Octyl-1H-imidazole This article mentions the following:

There is an urgent need for more effective, less toxic cancer therapy agents. Motivated by this need, we synthesized a small panel of N-heterocyclic carbene (NHC)-coordinated ruthenium(II) arene complexes Ru1–Ru6 with the formula [Ru(p-cymene)(L)Cl]PF₆ (L = NHC ligand with varying substituents). Cell-based in vitro studies revealed that despite the structural similarity, Ru1–Ru6 exhibited distinct cytotoxic activities against cancer cells. In particular, Ru4 and Ru6, which bear n-octyl and pentamethylbenzyl motifs, resp., were the most active at inducing apoptosis. In human ovarian A2780 cancer cells, Ru4 and Ru6 showed the highest cytotoxicities with IC₅₀ values of 2.74 ± 0.15μM and 1.98 ± 0.10μM, resp., and they were approx. 2-fold more potent than cisplatin (IC₅₀ = 5.55 ± 0.37μM). In addition to the cell killing capacity, inhibition of cell migration was validated by using these two optimized complexes. Mechanistic studies revealed that Ru4 and Ru6 complexes induced apoptosis in a caspase-dependent manner, primarily through intracellular reactive oxygen species (ROS) overproduction and cell cycle arrest at G1 phase. Furthermore, in a preclin. metastatic model of A2780 tumor xenograft, administration of Ru4 and Ru6 (20μmol/kg) resulted in a marked inhibition of tumor progression and metastasis. Finally, a substantially alleviated systemic toxicity was observed for both complexes in comparison with cisplatin in animals. Overall, this study greatly increases our understanding of NHC-coordinated Ru(II) arene metallodrugs, aiding further investigation of their therapeutic potential in the treatment of metastatic cancers. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Application In Synthesis of 1-Octyl-1H-imidazole).

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 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 In Synthesis of 1-Octyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and cytotoxicity evaluation of novel C7-C7, C7-N3 and N3-N3 dimers of 1-chloromethyl-5-hydroxy-1,2-dihydro-3H-benzo[e]indole (seco-CBI) with pyrrole and imidazole polyamide conjugates was written by Kumar, Rohtash;Lown, J. William. And the article was included in Organic & Biomolecular Chemistry in 2003.HPLC of Formula: 169770-25-6 This article mentions the following:

The C7-C7, C7-N3 and N3-N3 dimers of 1-chloromethyl-5-hydroxy-1,2-dihydro-3H-benzo[e]indole (seco-CBI) with pyrrole and imidazole polyamides, e.g. I (n = 1 – 3; X = N, CH; R = Me₃CO₂C), were synthesized and their preliminary anticancer evaluation was carried out against three types of cancer cells. In the experiment, the researchers used many compounds, for example, Methyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 169770-25-6HPLC of Formula: 169770-25-6).

Methyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 169770-25-6) 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.HPLC of Formula: 169770-25-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Reactions of 4-halo- and 4-methylthio-imidazolium salts with sulfide and methanethiolate ions was written by Begtrup, Mikael. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1979.Application In Synthesis of 4-Bromo-1-methylimidazole This article mentions the following:

The chloroimidazolium salts I [R = H (II), Ph, R¹ = Cl, X = 4-MeC₆H₄SO₃] reacted with Na₂S-NaH to give the ring cleaved products MeNHC(S)CH₂NMeCOR (III; R = H, Ph) and with MeSH-NaH to give the substituted products I [R = H (IV), Ph, R¹ = SMe, X = Cl]; further treatment of IV with MeSH-NaH gave the thione V (R = SMe) and after treatment with NaBr, I (R = R¹ = H, X = Br). The bromo analog I (R = H, R¹ = Br, X = 4-MeC₆H₄SO₃) (VI) reacted with excess Na₂S-NaH to give 67% V (R = H) and with 1 mol equiv to give 42% I (R = R¹ = H, X = Br), together with V (R = H) and III (R = H); similar treatment of I (R = Ph, R¹ = Br, X = 4-MeC₆H₄SO₃) gave 77% I (R = Ph, R¹ = H, X = Br). In the Cl series, thiation predominated over ring cleavage, V (R = Cl) being formed when II was treated with Na₂S-S. When VI was subjected to similar treatment, reduction with formation of I (R = R¹ = H, X = Br) and V (R = H) prevailed over thiation to V (R = Br). Treatment of VI with MeSH-NaH (1 mol equiv) gave 82% I (R = R¹ = H, X = Br) whereas with excess MeS^–, V (R = H) was obtained. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methylimidazole (cas: 25676-75-9Application In Synthesis of 4-Bromo-1-methylimidazole).

4-Bromo-1-methylimidazole (cas: 25676-75-9) 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.Application In Synthesis of 4-Bromo-1-methylimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis of new ¹⁸F-radiolabeled silicon-based nitroimidazole compounds was written by Joyard, Yoann;Azzouz, Rabah;Bischoff, Laurent;Papamicael, Cyril;Labar, Daniel;Bol, Anne;Bol, Vanessa;Vera, Pierre;Gregoire, Vincent;Levacher, Vincent;Bohn, Pierre. And the article was included in Bioorganic & Medicinal Chemistry in 2013.Formula: C5H5N3O4 This article mentions the following:

The syntheses of new nitroimidazole compounds using silicon-[¹⁸F]fluorine chem. for the potential detection of tumor hypoxia are described. [¹⁸F]silicon-based compounds were synthesized by coupling 2-nitroimidazole with silyldinaphtyl or silylphenyldi-tert-Bu groups and labeled by fluorolysis or isotopic exchange. Dinaphtyl compounds (6, 10) were labeled in 56-71% yield with a specific activity of 45 GBq/μmol, however these compounds ([¹⁸F]7 and [¹⁸F]11) were not stable in plasma. Phenyldi-tert-Bu compounds were labeled in 70% yield with a specific activity of 3 GBq/μmol by isotopic exchange, or in 81% yield by fluorolysis of siloxanes with a specific activity of 45 GBq/μmol. The labeled compound [¹⁸F]18 was stable in plasma and excreted by the liver and kidneys in vivo. In conclusion, the fluorosilylphenyldi-tert-Bu (SiFA) group is more stable in plasma than fluorosilyldiphenyl moiety. Thus, compound [¹⁸F]18 is suitable for further in vivo assessments. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Formula: 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Formula: C5H5N3O4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Self-segregated nano-structure in room temperature ionic liquids was written by Pontoni, Diego;Haddad, Julia;Di Michiel, Marco;Deutsch, Moshe. And the article was included in Soft Matter in 2017.Category: imidazoles-derivatives This article mentions the following:

The nano-segregated bulk structure, and its evolution with the cation’s alkyl length n, are studied by X-ray scattering for an unprecedentedly broad homologous series of a model room-temperature ionic liquid, [C_nMIM][NTf₂] (n = 4-22). A tri-periodic local structure is found, with the lateral periodicities, d_II and d_III independent of n, and a longitudinal one, d_I, linearly increasing with n. The results are consistent with a local structure comprising alternating layers of polar head-groups and apolar, interdigitated, partly overlapping, cations’ alkyl tails, of an average macroscopic mass d. close to that of liquid alkanes. A slope decrease in the linear d_I(n) suggests a change from a lower to a higher rate of increase with n of chain overlap for n â‰?12. The order decay lengths of the layering, and of the lateral chain packing, increase with n, as expected from the increasing van der Waals interaction’s domination of the structure. The head-groups lateral packing decay length decreases with n, due to increasing frustration between the longer lateral periodicity preferred by the head-groups, and the shorter lateral periodicity preferred by the chains. A comparison of the bulk and surface structures highlights the surface’s ordering effect, which, however, does not induce here a surface phase different from the bulk, as it does in liquid crystals and liquid alkanes. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Category: imidazoles-derivatives).

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.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Transformations of sugars in an ammoniacal medium was written by Parrod, Jacques. And the article was included in Annali di Chimica Applicata in 1933.Computed Properties of C4H5N3O This article mentions the following:

P. bubbled air through an aqueous solution containing levulose, NH₄OH and the hydroxide or sulphate of a metal (CaO, ZnO, FeSO₄, Fe₂(SO₄)₃ or MnSO₄) for 1 month at ordinary temperature; 4-methylimidazole was formed in all cases and 4-hydroxymethylimidazole in all cases except with CaO. In a repetition of the experiment without air the product was 4-methylimidazole in all cases, but in poor yields except with ZnO; in the single case with MnSO₄ there was also formed 2-hydroxymethyl-4-methylimidazole, C₅H₈ON₂, coarse needles, m. 129°; picrate, m. 82°. In a 2nd experiment with air a solution containing levulose, NH₄HCO₃ and Cu(OH)₂, oxalic acid and imidazoles were found among the reaction products. In a 3rd similar experiment with air, levulose was oxidized with methylene blue in the presence of NH₄OH; the products included 4-hydroxymethylimidazole, (d-arabino)-4-tetrahydroxybutylimidazole, and a new substance 4-imidazoleformamide, N:CH.NH.CH:CCONH₂.H₂O, large colorless efflorescent crystals, m. 214°; HCl salt, large prisms, m. 220°, picrate, yellow needles, m. 208°. In the experiment, the researchers used many compounds, for example, 1H-Imidazole-4-carboxamide (cas: 26832-08-6Computed Properties of C4H5N3O).

1H-Imidazole-4-carboxamide (cas: 26832-08-6) 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 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).Computed Properties of C4H5N3O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem