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1

Ganguly, Swastika, Vatsal Vithlani, Anup Kesharwani, et al. "Synthesis, antibacterial and potential anti-HIV activity of some novel imidazole analogs." Acta Pharmaceutica 61, no. 2 (2011): 187–201. http://dx.doi.org/10.2478/v10007-011-0018-2.

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Synthesis, antibacterial and potential anti-HIV activity of some novel imidazole analogs A series of 1-(2-methyl-4-nitro-imidazol-1-yl)-3-arylaminopropan-2-ones (2a-e), 2-methyl-5-nitro-1-{2-[arylmethoxy] ethyl}-1H-imidazoles (5a-d), and N-(3-hydroxyphenyl)-2-(substituted imidazol-1-yl)alkanamides (8a-e) were synthesized with the aim to develop novel imidazole analogs with broad-spectrum chemotherapeutic properties. Title compounds were evaluated for their anti-HIV and antibacterial activities.
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2

Singh, Gurvinder P., Saravanan Kaliyaperymal, and Gyanendra K. Sharma. "Microwave-assisted Solvent-free Synthesis of Some New 4-[2-(Substituted phenyl)-4, 5-diphenyl-1H-imidazole-1-yl]-1H-indoles of Biological Interest." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 34, no. 02 (2024): 253. http://dx.doi.org/10.59467/ijhc.2024.34.253.

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Solvent-free, microwave-assisted synthesis of several new indolyl imidazoles of biological importance is reported. First, indoleamine was condensed with substituted aryl aldehydes to give corresponding Schiff's bases. Then, Schiff's bases were reacted with ammonium acetate and benzil using silica gel as the solid support to yield the corresponding substituted indolyl imidazole derivatives. A comparison between the conventional approach and the microwave-assisted method is also reported in this research. All the synthesized substituted indolyl imidazole derivatives showed good antibacterial activity against Gram (-ve) bacterial strains (Escherichia coli and Klebsiella pneumonia). The synthesized indolyl imidazole derivatives also showed significant anticancer activity against the Dalton's lymphoma ascites cell line.. KEYWORDS :Aminoindole, Aryl Imidazole, Anticancer activity, Antibacterial activity.
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3

Sengee, Gerelt-Ireedui, Narangerel Badraa, and Young Key Shim. "Synthesis and photodynamic activity of new imidazole substituted pyropheophorbide-a derivatives." Journal of Porphyrins and Phthalocyanines 13, no. 07 (2009): 818–22. http://dx.doi.org/10.1142/s1088424609001017.

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Two new imidazole substituted chlorin derivatives, namely (4-[1-imidazolyl]-phenyl)-amide pyropheophorbide-a and (3-[1-imidazolyl]-propyl)-amide pyropheophorbide-a have been synthesized. Their cell viabilities on A549 human lung adenocarcinoma cells were investigated and compared with that of pyropheophorbide-a. According to the phototoxicity study, (4-[1-imidazolyl]-phenyl)-amide pyropheophorbide-a and (3-[1-imidazolyl]-propyl)-amide pyropheophorbide-a were found superior to pyropheophorbide-a with respect to high phototoxicity. This work demonstrates that imidazole substituted chlorin derivatives could be a promising candidate for photodynamic therapy and are worth further investigations.
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4

Gupta, A. K., A. Jain, S. Mishra, and A. Jiaswal. "Design and Synthesis of Substituted Imidazole Derivatives as Antifungal Agents." International Journal of Drug Design and Discovery 3, no. 4 (2025): 943–54. https://doi.org/10.37285/ijddd.3.4.9.

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In the present study, we have designed, predicted, synthesized and evaluated some new substituted imidazoles derivatives as antifungal agents. Here, a set of 26 substituted imidazole derivatives were investigated for molecular modeling studies using a combination of various molecular descriptors. A sequential multiple linear regression (SQMLR) procedure was used to model the relationships between molecular descriptors and the antifungal activity of the substituted imidazole derivatives. The QSAR analysis of the imidazole analogues furnished topology of molecules and electronic contribution are crucial for the antifungal activity. On the basis of QSAR finding a set of compounds were designed and subset was put forward for the synthesis and evaluation of antifungal activity. The present study has resulted in the identification of key molecular descriptors, which might be helpful in the optimization of the imidazole analogues as antifungal agents.
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5

Dutta, Satyajit. "Synthesis and anthelmintic activity of some novel 2-substituted-4,5-diphenyl imidazoles." Acta Pharmaceutica 60, no. 2 (2010): 229–35. http://dx.doi.org/10.2478/v10007-010-0011-1.

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Synthesis and anthelmintic activity of some novel 2-substituted-4,5-diphenyl imidazolesA series of 2-substituted-4,5-diphenyl imidazoles1a-jwere synthesized by refluxing benzil with different substituted aldehydes in the presence of ammonium acetate and glacial acetic acid. Structures of the synthesized compounds were confirmed on the basis of IR,1H NMR and mass spectral data. Compounds1a-jwere screened for anthelmintic activity. Test results revealed that compounds showed paralysis time of 0.24 to 1.54 min and death time of 0.39 to 4.40 min while the standard drugs albendazole and piperazine citrate showed paralysis time of 0.54 and 0.58 min and death time of 2.16 and 2.47 min, respectively, at the same concentration of 1% (m/V). Five compounds, 2-[2-hydroxyphenyl]-4,5-diphenyl imidazole (1b), 2-[3-methoxyphenyl]-4,5-diphenyl imidazole (1c), 2-[2-phenylethenyl]-4,5-diphenyl imidazole (1e), 2-[4-fluorophenyl]-4,5-diphenyl imidazole (1g) and 2-[3-nitrophenyl]-4,5-diphenyl imidazole (1h) showed significant anthelmintic activity compared to the standard drugs.
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6

Li, Steven A., Rebecca J. Zheng, Kenneth Sue, et al. "Discovery and Preliminary Structure-Activity Investigation of 3-Substituted-1H-imidazol-5-yl-1H-indoles with In Vitro Activity towards Methicillin-Resistant Staphylococcus aureus." Antibiotics 11, no. 10 (2022): 1450. http://dx.doi.org/10.3390/antibiotics11101450.

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Antibiotics have been the cornerstone of modern medicine saving lives by virtue of being able to cure infectious diseases and to prevent infections in those who are immune compromised. Their intense use has led to a surging increase in the incidence of antibiotic-resistant bacteria resulting in a desperate need for antibiotics with new mechanisms of action. As part of our search for new antimicrobials we have screened an in-house library of compounds and identified two 3-substituted-1H-imidazol-5-yl-1H-indoles as weak growth inhibitors (MIC 16 µg/mL) against methicillin-resistant Staphylococcus aureus (MRSA). An extensive library of analogues was prepared using the Van Leusen three-component reaction, biological evaluation of which led to the identification of two analogues (26 and 32) with favorable anti-MRSA activity (MIC ≤ 0.25 µg/mL) which also lacked cytotoxic or hemolytic properties. The screening campaign also identified two derivatives, a phenethyl-indole-imidazole 57 and a 5-phenyl-1H-imidazole 111 that were non-toxic selective antifungals towards Cryptococcus neoformans. These results have identified 3-substituted-1H-imidazol-5-yl-1H-indoles and 5-phenyl-1H-imidazoles as new structural scaffolds for further investigation as anti-MRSA and anti-C. neoformans agents, respectively.
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7

E.AJILA*, R.ANIZ K.ROY THARA BAI. "SYNTHESIS, CHARACTERIZATION AND BIOLOGICAL EVALUATION OF 1H-SUBSTITUTED 2, 4, 5- TRIPHENYL IMIDAZOLE DERIVATIVES." INDO AMERICAN JOURNAL OF PHARMACEUTICAL SCIENCES 05, no. 08 (2018): 7367–73. https://doi.org/10.5281/zenodo.1342750.

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<em>On the basis of various literature survey, imidazole derivatives show various activity such as antimicrobial, anti-inflammatory, analgesic, antitubercular, anticancer etc. The possible improvements in the activity can be further achieved by slight modifications in the substituents on the basic imidazole nucleus. Thus imidazole offers better pharmacodynamic characteristics. Furthermore, some imidazole drugs, at high concentrations, could exert direct inhibitory effects on membranes, without interference with sterols and sterol esters. Various recent new drugs developments in imidazole derivatives show better effect and less toxicity. Prompted by the broad spectrum activities of 2, 4, 5- triphenylimidazole derivatives, it was decided to synthesize various 2, 4, 5-triphenyl-1-substituted imidazoles and to evaluate them for their biological activities.</em> <strong>Keywords:</strong><em>Triphenyl imidazole,formaldehyde, secondary amine.</em>
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8

Mloston, Grzegorz, and Marcin Jasiński. "Synthesis and selected transformations of 3-oxido-1H-imidazole-4-carboxamides." Collection of Czechoslovak Chemical Communications 75, no. 8 (2010): 871–85. http://dx.doi.org/10.1135/cccc2010012.

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An efficient synthesis of new N-alkyl- and N-aryl-3-oxido-1H-imidazole-4-carboxamides based on exploration of inexpensive, commercially available ethyl acetoacetate, paraformaldehyde and primary amines is described. Representative compounds were tested in selected transformations, such as ‘sulfur-transfer reaction’ leading to imidazole-2-thiones and isomerization to corresponding imidazol-2-ones. Strong intramolecular hydrogen bonding via the N-oxide function results in the reduced reactivity of 3-oxido-1H-imidazole-4-carboxamides in both reactions. Moreover, the palladium catalyzed C(2)-arylation of imidazole ring as well as azide-alkyne [3+2] cycloaddition using the N-propargyl substituted 4-carboxamide derived from an imidazole 3-oxide as a dipolarophile, were also studied.
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9

Das, Barnali, Arghyadeep Bhattacharyya, Bhaswati Paul, Ramalingam Natarajan, and Swapan Majumdar. "An elegant approach for the synthesis of multisubstituted imidazole via FeCl3/SiO2 catalyzed activation of acetals: a photophysical study of an imidazole–carbazole hybrid." RSC Advances 14, no. 45 (2024): 33512–23. http://dx.doi.org/10.1039/d4ra06436d.

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Here, synthesis of substituted imidazoles from benzil, protected carbonyl and NH4OAc/primary amine in the presence of a FeCl3/SiO2 catalyst is reported. The photophysical property of the synthesized imidazole–carbazole hybrid is also investigated.
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10

Ahmad, Muhammad Saeed, Abu Bakar Siddique, Muhammad Khalid, et al. "Synthesis, antioxidant activity, antimicrobial efficacy and molecular docking studies of 4-chloro-2-(1-(4-methoxyphenyl)-4,5-diphenyl-1H-imidazol-2-yl)phenol and its transition metal complexes." RSC Advances 13, no. 14 (2023): 9222–30. http://dx.doi.org/10.1039/d2ra08327b.

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Herein, a one-pot synthesis of tetra-substituted imidazole, 4-chloro-2-(1-(4-methoxyphenyl)-4,5-diphenyl-1H-imidazol-2-yl)phenol (HL), is reported by the reaction of benzil, 5-chlorosalicylaldehyde, ammonium acetate and anisidine.
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11

Gerasimova, Elena L., Elena R. Gazizullina, Maria V. Borisova, et al. "Design and Antioxidant Properties of Bifunctional 2H-Imidazole-Derived Phenolic Compounds—A New Family of Effective Inhibitors for Oxidative Stress-Associated Destructive Processes." Molecules 26, no. 21 (2021): 6534. http://dx.doi.org/10.3390/molecules26216534.

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The synthesis of inhibitors for oxidative stress-associated destructive processes based on 2H-imidazole-derived phenolic compounds affording the bifunctional 2H-imidazole-derived phenolic compounds in good-to-excellent yields was reported. In particular, a series of bifunctional organic molecules of the 5-aryl-2H-imidazole family of various architectures bearing both electron-donating and electron-withdrawing substituents in the aryl fragment along with the different arrangements of the hydroxy groups in the polyphenol moiety, namely derivatives of phloroglucinol, pyrogallol, hydroxyquinol, including previously unknown water-soluble molecules, were studied. The structural and antioxidant properties of these bifunctional 5-aryl-2H-imidazoles were comprehensively studied. The redox transformations of the synthesized compounds were carried out. The integrated approach based on single and mixed mechanisms of antioxidant action, namely the AOC, ARC, Folin, and DPPH assays, were applied to estimate antioxidant activities. The relationship “structure-antioxidant properties” was established for each of the antioxidant action mechanisms. The conjugation effect was shown to result in a decrease in the mobility of the hydrogen atom, thus complicating the process of electron transfer in nearly all cases. On the contrary, the conjugation in imidazolyl substituted phloroglucinols was found to enhance their activity through the hydrogen transfer mechanism. Imidazole-derived polyphenolic compounds bearing the most electron-withdrawing functionality, namely the nitro group, were established to possess the higher values for both antioxidant and antiradical capacities. It was demonstrated that in the case of phloroglucinol derivatives, the conjugation effect resulted in a significant increase in the antiradical capacity (ARC) for a whole family of the considered 2H-imidazole-derived phenolic compounds in comparison with the corresponding unsubstituted phenols. Particularly, conjugation of the polyphenolic subunit with 2,2-dimethyl-5-(4-nitrophenyl)-2H-imidazol-4-yl fragment was shown to increase ARC from 2.26 to 5.16 (104 mol-eq/L). This means that the considered family of compounds is capable of exhibiting an antioxidant activity via transferring a hydrogen atom, exceeding the activity of known natural polyphenolic compounds.
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12

Mlostoń, Grzegorz, Małgorzata Celeda, Katarzyna Urbaniak, et al. "Synthesis and selected transformations of 2-unsubstituted 1-(adamantyloxy)imidazole 3-oxides: straightforward access to non-symmetric 1,3-dialkoxyimidazolium salts." Beilstein Journal of Organic Chemistry 15 (February 19, 2019): 497–505. http://dx.doi.org/10.3762/bjoc.15.43.

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Adamantyloxyamine reacts with formaldehyde to give N-(adamantyloxy)formaldimine as a room-temperature-stable compound that exists in solution in monomeric form. This product was used for reactions with α-hydroxyiminoketones leading to a new class of 2-unsubstituted imidazole 3-oxides bearing the adamantyloxy substituent at N(1). Their reactions with 2,2,4,4-tetramethylcyclobutane-1,3-dithione or with acetic acid anhydride occurred analogously to those of 1-alkylimidazole 3-oxides to give imidazol-2-thiones and imidazol-2-ones, respectively. Treatment of 1-(adamantyloxy)imidazole 3-oxides with Raney-Ni afforded the corresponding imidazole derivatives without cleavage of the N(1)–O bond. Finally, the O-alkylation reactions of the new imidazole N-oxides with 1-bromopentane or 1-bromododecane open access to diversely substituted, non-symmetric 1,3-dialkoxyimidazolium salts. Adamantyloxyamine reacts with glyoxal and formaldehyde in the presence of hydrobromic acid yielding symmetric 1,3-di(adamantyloxy)-1H-imidazolium bromide in good yield. Deprotonation of the latter with triethylamine in the presence of elemental sulfur allows the in situ generation of the corresponding imidazol-2-ylidene, which traps elemental sulfur yielding a 1,3-dihydro-2H-imidazole-2-thione as the final product.
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13

Pranabes, Bhattacharyya, Medda Arunima, Samanta Anuva, Guchhait Nikhil, and R. Das Asish. "Silica gel-mediated microwave-assisted efficient synthesis of highly substituted imidazoles and exploration of naked eye/colorimetric sensor for anions." Journal of Indian Chemical Society Vol. 88, Jul 2011 (2011): 983–93. https://doi.org/10.5281/zenodo.5785102.

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Department of Chemistry, University of Calcutta, Kolkata-700 009, India <em>E-mail</em>: ardchem@caluniv.ac.in, ardas66@rediffmail.com <em>Manuscript received 09 November 2010, revised 29 December 2010, accepted 30 December 2010</em> Ammonium formate and silica gel have been found to be efficient reagent combination for an improved and very rapid one-pot synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles in excellent yields. Multicomponent condensation in the presence of solid support with operational simplicity, inexpensive reagents, high yield or products, tolerance of sensitive functionalities, use of non-hazardous and non-toxic reagents combination under solvent-less condition makes this synthetic protocol, an attractive one. Moreover, trisubstituted Imidazole, 2-(4,5-diphenyl-1<em>H&nbsp;</em>imidazol-2-yl)-4-phenylazo-phenol or tetrasubstituted imidazole, 2-(4,5-diphenyl-l-thiazol-2-yl)-lH-imidazol-2-yl)-4-phenylazophenol have been found to be naked eye and colorimetric sensor for anions like F<sup>-</sup>, Cl<sup>-</sup>, CH<sub>3</sub>COO<sup>-</sup>, H<sub>2</sub>PO<sub>4</sub><sup>-</sup> offering very high binding constant with F<sup>-</sup> ion (K = 1.39 x 10<sup>4</sup> M<sup>-1</sup>).
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14

Skonieczny, Kamil, Jarosław Jaźwiński, and Daniel Gryko. "The Synthesis of Imidazo[1,2-f]phenanthridines, Phenanthro-[9,10-d]imidazoles, and Phenanthro[9′,10′:4,5]imidazo[1,2-f]-phenanthridines via Intramolecular Oxidative Aromatic Coupling." Synthesis 49, no. 20 (2017): 4651–62. http://dx.doi.org/10.1055/s-0036-1589053.

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A short and efficient access to phenanthro[9,10-d]imidazoles, imidazo[1,2-f]phenanthridines, and phenanthro[9′,10′:4,5]imidazo[1,2-f]phenanthridines was achieved by the action of [bis(trifluoroacetoxy)iodo]benzene (PIFA) on properly substituted tetraaryl­-imidazoles. By pre-installing suitable electron-donating groups, it is possible to control the site of intramolecular oxidative aromatic coupling. In particular, by placing 3,4-dimethoxyphenyl and 3-methoxyphenyl moieties in close proximity, it was possible to direct the reaction into forming two biaryl linkages leading eventually to the formation of phenanthro[9′,10′:4,5]imidazo[1,2-f]phenanthridines. Starting from bis-aldehydes that are derivatives of thieno[3,2-b]thiophene and fluorene enabled the synthesis of π-expanded imidazoles bearing 8-9 conjugated rings. By placing a dimethoxynaphthalene unit on the imidazole scaffold, we have directed the oxidative coupling reaction towards closing a five-membered ring with concomitant removal of methoxy group leading to formation of an α,β-unsaturated ketone. All resulting π-expanded imidazoles display blue emission, and the fluorescence quantum yields in some cases reaches 0.9.
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15

El Abbouchi, Abdelmoula, Jamal Koubachi, Nabil El Brahmi, and Said El Kazzouli. "Direct arylation and Suzuki-Miyaura coupling of imidazo[1,2-a]pyridines catalyzed by (SIPr)Pd(allyl)Cl complex under microwave-irradiation." Mediterranean Journal of Chemistry 9, no. 5 (2019): 347–54. http://dx.doi.org/10.13171/mjc1911271124sek.

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A short and practical arylation of imidazo[1,2-a]pyridine and imidazole derivatives with aryl halides or aryl boronic acids as coupling partners was successfully carried out using phosphine-free (SIPr)Pd(allyl)Cl as the catalyst [SIPr: (N,N’-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)] ((SIPr)Pd(allyl)Cl complex). 3,6-disubstituted imidazo[1,2-a]pyridine and 5-substituted imidazole compounds were obtained in good to excellent yields in only 1h under microwave-assisted C-H arylation and Suzuki-Miyaura coupling reaction conditions.
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16

Bhat, Mashooq Ahmad, Mohamed A. Al-Omar, Ahmed M. Naglah, Atef Kalmouch, and Abdullah Al-Dhfyan. "Synthesis and Characterization of Novel Biginelli Dihydropyrimidinone Derivatives Containing Imidazole Moiety." Journal of Chemistry 2019 (May 13, 2019): 1–7. http://dx.doi.org/10.1155/2019/3131879.

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Enaminone, (2E)-1-[4-(1H-imidazol-1-yl) phenyl]-4-methylpent-2-en-1-one (II) was synthesized by refluxing 1-[4-(1H-imidazol-1-yl) phenyl] ethan-1-one (I) with dimethylforamide dimethylacetal (DMF–DMA) under solvent-free condition for 12 hours. Finally, the dihydropyrimidinone derivatives containing imidazole moiety (1–15) were obtained by reacting enaminone, (2E)-1-[4-(1H-imidazol-1-yl) phenyl]-4-methylpent-2-en-1-one (II) with urea and different substituted benzaldehydes in the presence of glacial acetic acid. Dihydropyrimidinone derivatives containing imidazole moiety were synthesized in excellent yield by means of a simple and efficient method. All the compounds were confirmed by elemental analysis. The structures of all the compounds were confirmed by modern spectroscopic methods.
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17

Akhtar, Mansoor, Ali Muhammad Arif, Shifa Ullah Khan, Guo-Gang Shan, Hong-liang Xu, and Zhong-Min Su. "Tuning the NLO response of bis-cyclometalated iridium(iii) complexes by modifying ligands: experimental and structural DFT analysis." New Journal of Chemistry 45, no. 12 (2021): 5491–96. http://dx.doi.org/10.1039/d1nj00114k.

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DFT calculations have been carried out to investigate two synthesized iridium(iii) complexes with substituted Phbd (1-phenyl-2-(pyridin-2-yl)-1H-benzo[d]imidazole) and Crbd (9-(4-(2-(pyridin-2-yl)-1H-benzo[d]imidazol-1-yl)phenyl)-9H-carbazole) as ancillary ligands.
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18

Hahn, F. Ekkehardt, Beate Heidrich, Thomas Lügger, and Tania Pape. "Pd(II) Complexes of N-Allyl Substituted N-Heterocyclic Carbenes." Zeitschrift für Naturforschung B 59, no. 11-12 (2004): 1519–23. http://dx.doi.org/10.1515/znb-2004-11-1223.

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The unsymmetrically substituted imidazolium salt 1-ethyl-3-allyl-imidazolium bromide 1 was synthesized by treatment of imidazole with one equivalent each of n-butyl lithium and ethyl bromide followed by treatment with one equivalent of allyl bromide. The symmetrically substituted derivatives 1,3-diallyl-imidazolium bromide 2 and 1,3-bis(3-methyl-2-butenyl)-imidazolium bromide 3 were obtained from imidazole and two equivalents of allyl bromide or 4-bromo-2-methyl-2-butenyl bromide, respectively, in the presence of sodium hydrogencarbonate as a base. The imidazolium bromides 1- 3 react with Pd(OAc)2 to afford the palladium(II) dicarbene complexes trans-[PdBr2(L)2] (L = 1- ethyl-3-allyl-imidazolin-2-ylidene, 4; L = 1,3-diallyl-imidazolin-2-ylidene, 5; L = 1,3-di(3-methyl-2- butenyl)imidazolin-2-ylidene, 6) by in situ deprotonation of the imidazolium salts. The X-ray structure analyses of 4- 6 show all three complexes to be mononuclear with palladium(II) coordinated in a square-planar fashion by two carbene and two bromo ligands.
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19

Koner, Abhishek, Spencer C. Serin, Gregor Schnakenburg, Brian O. Patrick, Derek P. Gates, and Rainer Streubel. "Exploring the chemistry of backbone amino(chloro)phosphanyl-substituted imidazole-2-thiones." Dalton Transactions 46, no. 31 (2017): 10504–14. http://dx.doi.org/10.1039/c7dt01859b.

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20

Veeraragavan, Vijayakumar, Radhakrishnan Narayanaswamy, and Rameshkumar Chidambaram. "PREDICTING THE BIODEGRADABILITY NATURE OF IMIDAZOLE AND ITS DERIVATIVES BY MODULATING TWO HISTIDINE DEGRADATION ENZYMES (UROCANASE AND FORMIMINOGLUTAMASE) ACTIVITIES." Asian Journal of Pharmaceutical and Clinical Research 10, no. 11 (2017): 383. http://dx.doi.org/10.22159/ajpcr.2017.v10i11.20999.

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Objectives: The biodegradation pathway of substituted imidazole ring compounds has been reported to have close analogy to the histidine degradation pathway. This prompted the present study to be carried out on 12 selected imidazole and its derivatives which are 1-imidazole, 1, 2-dimethylimidazole, 1-ethyl imidazole, 2-ethyl-4-methylimidazole, 2-isopropylimidazole, 2-Isopropyl-4-nitro-1H-imidazole, 1-methylimidazole, 2-methyl-5-nitroimidazole, 2-methyl-1-vinylimidazole, 1-nitro imidazole, 1-phenyl imidazole, and 1-vinylimidazole.Methods: The imidazole and its derivatives were evaluated on the docking behavior of urocanase and formiminoglutamase using PatchDock. In addition, molecular physicochemical, drug-likeness, absorption, distribution, metabolism, and excretion analyses (ADME) were done.Results: The molecular physicochemical analysis revealed that all the tested ligands showed nil violation and complied well with the Lipinski’s rule of five. ADME analysis showed that 1-phenylimidazole alone predicated to have cytochrome P450 1A2 inhibition effect. Docking studies revealed that 1-nitroimidazole showed the least atomic contact energy with both targeted enzymes (urocanase and FIGase).Conclusion: Inhibition of both enzymes (urocanase and FIGase) might show poor biodegradability nature. Thus, we can predict biodegradability nature of imidazloe and its derivatives by modulating two histidine degradation enzymes activities.
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21

Sultana, Shameem, and G. Shiva Kumar. "Synthesis, Antimicrobial and Antitubercular Activity of Novel Imidazole Carboxamides." Asian Journal of Chemistry 35, no. 5 (2023): 1276–82. http://dx.doi.org/10.14233/ajchem.2023.27823.

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A series of novel imidazole carboxamide derivatives (6a-j) were synthesized in moderate to good yields via the oxidative esterification of 1H-imidazole-4-cabaldehyde (1) with phenol (4) followed by the aminolysis of various substituted anilines (5a-j) in the presence of 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (2) (IPr, 10 mol%) and TEMPO (3) in toluene. All the compounds were characterized by IR, 1H NMR, 13C NMR and mass spectral data. The synthesized compounds were assessed in vitro for their antimicrobial and antitubercular potential. Among the synthesized compounds 6a, 6f and 6g had significant antibacterial and antifungal activity. Synthesized N-phenyl-1H-imidazole-4-carboxamide (6a) possessed a broad activity spectrum towards S. aureus, B. subtilis, P. aeruginosa, E. coli, A. niger and C. albicans strains employed in the study. The synthesized compounds N-(4-nitrophenyl)-1H-imidazole-4-carboxamide (6e) and N-(3,4-dichlorophenyl)-1H-imidazole-4-carboxamide (6j) demonstrated the maximum antitubercular activity.
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22

Mueller, Louis G., Allen Chao, Embarek AlWedi, and Fraser F. Fleming. "One-step synthesis of imidazoles from Asmic (anisylsulfanylmethyl isocyanide)." Beilstein Journal of Organic Chemistry 17 (June 24, 2021): 1499–502. http://dx.doi.org/10.3762/bjoc.17.106.

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Substituted imidazoles are readily prepared by condensing the versatile isocyanide Asmic, anisylsulfanylmethylisocyanide, with nitrogenous π-electrophiles. Deprotonating Asmic with lithium hexamethyldisilazide effectively generates a potent nucleophile that efficiently intercepts nitrile and imine electrophiles to afford imidazoles. In situ cyclization to the imidazole is promoted by the conjugate acid, hexamethyldisilazane, which facilitates the requisite series of proton transfers. The rapid formation of imidazoles and the interchange of the anisylsulfanyl for hydrogen with Raney nickel make the method a valuable route to mono- and disubstituted imidazoles.
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23

National, Press Associates. "SYNTHESIS OF IMIDAZOLE." Research & Reviews in Biotechnology & Biosciences 11, no. 1 (2024): 44–49. https://doi.org/10.5281/zenodo.14605027.

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A simple approach was used to prepare concentrated nitric acid supported on nano silica (HNO3@nanoSiO2). The synthetic powder was used as an efficient catalytic system for the synthesis of different 2,4,5-trisubstituted imidazoles in good to outstanding yields under solvent-free conditions at 100 C. Furthermore, 1,2,4,5-tetrasubstituted imidazoles have been successfully performed under the same reaction conditions. In three runs, the recovery and reusability of HNO3@nano SiO2 were tested without activity loss. In the reported technique, the main properties of this acidic Nano catalyst include high product yield, quick reaction times, green reaction media, and a wide variety of substrates usage. The theorized mechanism of cyclo-condensation is also depicted. <strong>Keywords: </strong>Benzil; Multi-Substituted Imidazole; Benzoin; Nano Silica; Green Chemistry
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24

Pandey, Himanshu, Kaushal Kumar, Neha Mishra, Ritu Yadav, and S. P. Shrivastava. "Sonochemical Synthesis, Characterization and Molecular Docking of Thiazole and Triazole Tethered Tetra-Substituted Imidazoles." Oriental Journal Of Chemistry 38, no. 6 (2022): 1445–52. http://dx.doi.org/10.13005/ojc/380616.

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Sonochemical synthesis of tetra-substituted imidazole derivatives tethered with thiazole and triazole moieties carried out by condensation reaction, involving aldehyde, benzil, ammonium acetate and selected amino azole moiety with brick clay as catalyst. The synthesized tetra-substituted imidazole derivatives were characterized using FT-IR, NMR spectroscopy. Molecular docking studies of the synthesized tetra-substituted imidazole derivatives for their antimicrobial potency were also performed. These derivatives scored satisfactorily and can be the possible lead for the future drug candidate against microbial pathogens
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25

Klotman, P. E., S. R. Smith, B. D. Volpp, T. M. Coffman, and W. E. Yarger. "Thromboxane synthetase inhibition improves function of hydronephrotic rat kidneys." American Journal of Physiology-Renal Physiology 250, no. 2 (1986): F282—F287. http://dx.doi.org/10.1152/ajprenal.1986.250.2.f282.

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Twenty-four hours of complete unilateral ureteral obstruction (UUO) produces intense renal vasconstriction in the rat even after release of obstruction. In the ex vivo perfused hydronephrotic rabbit kidney, bradykinin stimulates increased production of the vasoconstrictor autocoid thromboxane. In the present study, we measured basal and bradykinin-stimulated thromboxane and prostaglandin E2 production by UUO and contralateral rat kidneys perfused ex vivo. Furthermore, we evaluated thromboxane synthetase inhibition by imidazole and by two of its substituted derivatives, UK 37248 and UK 38485, in vitro. We compared these in vitro findings with in vivo measurements of renal hemodynamics and excretory function before and after the intrarenal artery administration of thromboxane synthetase inhibitors. Both basal and bradykinin-stimulated thromboxane and prostaglandin E2 production were significantly increased in hydronephrotic kidneys. Imidazole and its substituted congeners were effective inhibitors of bradykinin-stimulated thromboxane B2 production in vitro. However, the substituted imidazoles were more potent, more efficacious, and more selective for thromboxane synthetase inhibition than the parent compound. In vivo, administration of imidazole into the renal artery of the UUO kidney improved function slightly, whereas administration of UK 37248 or UK 38485 doubled renal blood flow and excretory function but did not restore them to normal. We conclude that the hydronephrotic rat kidney produces increased amounts of the vasoconstrictor eicosanoid thromboxane and that thromboxane is an important mediator of vasoconstriction in this model of disease.
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26

Chinta, Bhargavi, T. N. V. S. S. Satyadev, and G. V. Adilakshmi. "Zn(OAc)2•2H2O-catalyzed one-pot synthesis of divergently substituted Imidazoles." Current Chemistry Letters 12, no. 1 (2023): 175–84. http://dx.doi.org/10.5267/j.ccl.2022.8.007.

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Wide range of 2,4,5-trisubstituted imidazoles were synthesized using eco-friendly, readily available, inexpensive Zn(OAc)2•2H2O (5 mol%) under solvent-free conditions in moderate to excellent yields by condensation from aldehyde, ammonium acetate and benzil at 70 0C. The optimized reaction parameters were successfully applied for the synthesis of divergent 1,2,4,5-tetrasubstitued imidazoles using aromatic amine as fourth component. All the imidazole derivatives were sufficiently characterized by IR, NMR and Mass spectral analyses.
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27

Frippiat, Steven, Christine Baudequin, Christophe Hoarau, et al. "Pd(0)-Catalyzed Direct Inter- and Intramolecular C–H Functionalization of 4-Carboxyimidazoles." Synlett 31, no. 10 (2020): 1015–21. http://dx.doi.org/10.1055/s-0040-1708003.

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The palladium-catalyzed arylation and alkenylation of N-substituted methyl imidazole-4-carboxylates are described through inter- and intramolecular pathways. Both direct C2–H and C5–H arylation and alkenylation proceed under Pd(0)/Cu(I) cooperative catalysis and Pd(0) catalysis, respectively, in low-polarity 1,4-dioxane solvent. The methodology gives access to C2 (hetero)aryl or alkenyl imidazoles as well as innovative C2- and C5-arylated fused imidazoles tricycles with a five- to seven-membered middle ring.
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28

Mlostoń, Grzegorz, Małgorzata Celeda, Heinz Heimgartner, Damian Duda, Emilia Obijalska, and Marcin Jasiński. "Synthesis and Selected Transformations of 2-Unsubstituted Imidazole N-Oxides Using a Ball-Milling Mechanochemical Approach." Catalysts 12, no. 6 (2022): 589. http://dx.doi.org/10.3390/catal12060589.

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Synthetically relevant 2-unsubstituted imidazole N-oxides were obtained by using the ball-milling mechanochemical method. The presented approach extended the scope of the known method and enabled the preparation of hitherto little known N(1)-aryl-substituted derivatives, which are of interest as starting materials for the synthesis of more complex imidazole-based organic materials, generally in good to excellent yields. In addition, selected one-pot mechanochemical transformations including N- and O-alkylations as well as sulfur transfer reactions based on either (3+2)-cycloaddition reaction with 2,2,4,4-tetramethylcyclobutane-1,3-dithione or sulfurization of the transient imidazol-2-ylidenes, generated from corresponding imidazolium salts, were studied. The reported results can be considered as a continuation of long-term studies focused on the synthesis and applications of 2-unsubstituted imidazole N-oxides.
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29

Parmar, Tejasvi H., Chetan B. Sangani, and Mahesh Kulkarni. "Synthesis of novel drug-like small molecules library based on 1." Australian Journal of Chemistry 75, no. 4 (2022): 276–84. http://dx.doi.org/10.1071/ch21238.

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A series of novel ‘drug-like’ small molecules based on 1H-benzo[d]imidazole derivatives bearing furan-2-yl, 4-piperidine and 5-aryl/aminoaryl substitutions were designed and synthesised. The key intermediate tert-butyl-4-(5-bromo-2-(furan-2-yl)-1H-benzo[d]imidazol-1-yl)piperidine-1-carboxylate (5) was synthesised via sequential reaction starting from 4-bromo-1-fluoro-2-nitrobenzene (1). The 5-aryl-substituted molecular library was generated via Suzuki–Miyura coupling of tert-butyl-4-(5-bromo-2-(furan-2-yl)-1H-benzo[d]imidazol-1-yl)piperidine-1-carboxylate (5) with various boronic acids while Buchwald coupling of 5 with various anilines generated the second molecular library of tert-butyl-4-(2-(furan-2-yl)-5-(arylamino)-1H-benzo[d]imidazol-1-yl)piperidine-1-carboxylates. The structures of all the newly synthesised compounds were confirmed by spectral analysis. The optimised procedure gives easy access to two new molecular libraries of 1H-benzo[d]imidazoles with operational simplicity and good yield.
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30

Rufaida, Farheen *. Y. Rajesh Babu 1. "SYNTHESIS AND CHEMICAL CHARACTERIZATION OF BENZIMIDAZOLE FUSED BENZOPYRAN DERIVATIVES AND EVALUATION OF THEIR ANTI-BACTERIAL POTENCY." Journal of Pharma Research 8, no. 3 (2019): 88–93. https://doi.org/10.5281/zenodo.2620330.

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<strong><em>ABSTRACT</em></strong> <strong><em>B</em></strong><em>enz-imidazole fused benzopyran derivatives were prepared by the reaction of 2-(1H-Benzo[d]Imidazol-2-yl)-1phenyl-1H-Benzo[f]chromeno-3-amine with different substituted benzaldehydes. The resulting derivatives were subjected to physical and chemical characterization. The anti-bacterial potency of the synthesized compounds was tested against a set of Gram positive and negative bacteria. The compound 9-(2-methoxyphenyl)-16-phenyl-16H-benzo[4,5]imidazo[1,2-c]benzo[5,6]chromeno[3,2-e]pyrimidine exhibited most potent activity. Detailed toxicological studies and molecular modelling would be beneficial in developing new drugs.</em> <strong><em>KEYWORDS: </em></strong><em>Benzimidazole, Benzopyran, Coumarin, Anti-Bacterial, Disc-Diffusion.</em>
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31

Fukumoto, Yoshiya, Motohiro Shiratani, Hikaru Noguchi, and Naoto Chatani. "Iridium-Catalyzed Direct Amidation of Imidazoles at the C-2 Position with Isocyanates in the Presence of Hydrosilanes Leading to Imidazole-2-Carboxamides." Synthesis 53, no. 17 (2021): 3011–18. http://dx.doi.org/10.1055/a-1375-5283.

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AbstractRegioselective coupling reaction of N-substituted imidazoles with isocyanates in the presence of a stoichiometric amount of hydrosilanes catalyzed by Ir4(CO)12 to give imidazole-2-carboxamides is reported. Imidazoles bearing an (O-silyl)carboximidate group at the 2-position appear to be initially formed in the reaction; these are then hydrolyzed to the final products in situ. The addition of the hydrosilane was essential for the catalytic reaction to proceed. Substituents on the imidazole ring had no effect on the reaction, except for certain bulky substituents such as t Bu and Ph groups at the 4-position. Triazoles such as 4-methyl-4H-1,2,4-triazole and 1-methyl-1H-1,2,4-triazole were also applicable to this C–H amidation, and the latter reaction proceeded regioselectively at the carbon atom between the sp3 and sp2 nitrogen atoms of the ring, and not between the two sp2 nitrogen atoms.
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32

Singh, Ashok K., Snehlata Katheria, Amrendra Kumar, Asiff Zafri, and Mohd Arshad. "Design, Synthesis, Characterization and Antiproliferative Activities of Ru(II) Complexes of Substituted Benzimidazoles." Asian Journal of Chemistry 31, no. 10 (2019): 2311–18. http://dx.doi.org/10.14233/ajchem.2019.22162.

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Synthesis of [Ru(PPh3)2(BZM)2Cl2] (BZM= LS1, LS2, LS3, LS4 and LS5) where LS1=(1H-benzo[d] imidazole-2-yl)methanethiol, LS2 = 2-(4-bromobutyl)-1H-benzo[d] imidazole, LS3= 2-(4-nitrophenyl)-1H-benzo[d]imidazole, LS4 = 2-(4-chlorophenyl)-1H-benzo[d]imidazole and LS5= 4-(1H-benzo[d]imidazol-2-yl)aniline (BZM = benzimidazoles, PPh3 = triphenylphosphine) and metal complexes as MR, [ Ru (PPh3)4Cl2], MLS1, MLS2, MLS3, MLS4 and MLS5 for use as potential anticancer compounds have been investigated. The complexes have been characterized by elemental analysis, IR, multinuclear NMR, UV-visible and ESI-MS spectroscopic techniques. The geometries of all complexes have been optimized by using density functional theory (DFT). The cytotoxicity effects of MR, MLS2 and LS1 were also investigated on Human cervical carcinoma cells (HeLa) by MTT assay, ROS generation and nuclear apoptosis assay. The percent cell viability assessed by MTT assay suggested that the synthesized MR, MLS2 and LS1 significantly reduce the viability of HeLa cells, in a dose-dependent manner. The inhibitory concentration (IC50) of MR, MLS2 and LS1 against HeLa cells was found 90.8, 81.8 and 115 μM, respectively. These compounds also induced the over production of intracellular reactive oxygen species (ROS) as well as the condensed and fragmented nucleus, which supports the molecular mechanism of cell death by apoptosis. The investigations suggested that the compounds MR, MLS2 and LS1 induce the cell death in HeLa cells through apoptotic pathway.
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33

Turner, Richard M., Steven V. Ley, and Stephen D. Lindell. "Synthesis of 4-Substituted Imidazoles via 4-Metallo Imidazole Intermediates." Synlett 1993, no. 10 (1993): 748–50. http://dx.doi.org/10.1055/s-1993-22594.

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34

Brewer, Greg, Cynthia Brewer, Raymond J. Butcher, and Peter Zavalij. "Selective Generation of Aldimine and Ketimine Tautomers of the Schiff Base Condensates of Amino Acids with Imidazole Aldehydes or of Imidazole Methanamines with Pyruvates—Isomeric Control with 2- vs. 4-Substituted Imidazoles." Molecules 29, no. 6 (2024): 1324. http://dx.doi.org/10.3390/molecules29061324.

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The Schiff base condensation of 5-methyl-4-imidazole carboxaldehyde, 5Me4ImCHO, and the anion of an amino acid, H2N-CH(R)CO2− (R = -CH3, -CH(CH3)2 and -CH2CH(CH3)2), gives the aldimine tautomer, Im-CH=N-CH(R)CO2−, while that of 5-methylimidazole-4-methanamine, 5MeIm-4-CH2NH2, with a 2-oxocarboxylate anion, R-C(O)-CO2−, gives the isomeric ketimine tautomer, Im-CH2-N=C(R)CO2−. All are isolated as the neutral nickel(II) complexes, NiL2, and are characterized by single crystal structure determination, IR, and positive ion ESI MS. In the cases of the 4 substituted imidazoles, either 5MeIm-4-CHO or 5MeIm-4-CH2NH2, both the aldimine and ketimine complexes are isolated cleanly with no evidence of an equilibrium between the two tautomers under the experimental conditions. The aldimines are blue while the tautomeric ketimines are green. In contrast, for the 2-substituted imidazoles, with either Im-2-CHO or Im-2-CH2NH2, the isolated product from the Schiff base condensation is the ketimine, which in the solid is green, as observed for the 4-isomer. These results suggest that for the 2-substituted imidazoles, there is a facile equilibrium between the aldimine and ketimine tautomers, and that the ketimine form is the thermodynamically favored tautomer. The aldimine tautomers of the 4-substituted imidazoles have three stereogenic centers, the nickel (Δ or Ʌ) and the two alpha carbon atoms (R or S). The observed pair of enantiomers is the ɅRR/ΔSS enantiomeric pair, suggesting that this pair is lower in energy than the others and that this is in general the preferred chiral correlation in these complexes.
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35

Verner, Jiří, and Milan Potáček. "Aromatic glyoxalimines in criss-cross cycloaddition reactions." Open Chemistry 2, no. 1 (2004): 220–33. http://dx.doi.org/10.2478/bf02476192.

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AbstractAromatic 1,4-diazabuta-1,3-dienes in glacial acetic acid with thiocyanates produce via criss-cross cycloaddition reactions the corresponding perhydroimidazo[4,5-d]imidazole-2,5-dithiones. When a mixture of thiocyanate and cyanate in a proper ratio was reacted together, nonsymmetrical 5-thioxo-perhydroimidazo[4,5-d]imidazole-2-ones were isolated. With cyanates substituted aromatic 1,4-diazabuta-1,3-dienes afforded product of acetic acid addition to primary formed 1,3-dipole intermediate 5-(4-substituted phenylamino)-3-(4-substituted phenyl)-2-oxoimidazolidin-4-yl acetate.
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36

Galli, Ubaldina, Rejdia Hysenlika, Fiorella Meneghetti, et al. "Exploiting the Nucleophilicity of the Nitrogen Atom of Imidazoles: One-Pot Three-Component Synthesis of Imidazo-Pyrazines." Molecules 24, no. 10 (2019): 1959. http://dx.doi.org/10.3390/molecules24101959.

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A novel one-pot multicomponent reaction to synthesize substituted imidazopyrazines is described. In brief, 1H-(imidazol-5-yl)-N-substituted methanamines react with aldehydes and isocyanides in methanol at room temperature to give imidazopyrazine derivatives in excellent yields. The imidazole nitrogen atom was able to intercept the nascent nitrilium ion, channeling the reaction toward to the sole formation of imidazopyrazines, suppressing the competitive formation of other possible side products deriving from the reaction with the high-energy nitrilium ion. The number of examples and the variability of the nature of isocyanides, aldehydes, and amine components herein employed, witness the robustness of this novel methodology.
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37

Saha, Supriyo, Vanshita Gupta, Mazen Almehmadi, Meriem Khedraoui, Samir Chtita, and Vikash Jakhmola. "Synthesis, molecular docking, MD simulation, and In vitro alpha-amylase activity of some new imidazole derivatives." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 35, no. 02 (2025): 325. https://doi.org/10.59467/ijhc.2025.35.325.

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A series of imidazole derivatives (F1-F6) was synthesized in three steps starting from benzaldehyde/4- chlorobenzaldehyde. In the first step, benzaldehyde and 4-chlorobenzaldehyde separately reacted with thiamine hydrochloride and formed benzoin derivatives (1 and 5). Then, benzoin derivatives separately reacted with urea, thiourea, and guanidine hydrochloride to form different substituted imidazole derivatives (2, 6; 3, 7; and 4, 8), respectively. In the last step substituted imidazole derivatives afforded the final products (F1-F6) upon reaction with benzoyl chloride. Then the molecules were targeted toward in vitro alpha-amylase enzyme inhibition. F4 and F6 showed good in vitro alpha-amylase inhibitions. The biological potentials were also validated through molecular docking and molecular dynamics simulation analysis.. KEYWORDS :Imidazole, Spectral characterization, Alpha-amylase, Molecular docking, Molecular dynamics simulation.
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38

Baranovsky, Ilia V., Lidia S. Konstantinova, Mikhail A. Tolmachev, Vadim V. Popov, Konstantin A. Lyssenko, and Oleg A. Rakitin. "Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol-4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol-5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups." Molecules 25, no. 17 (2020): 3768. http://dx.doi.org/10.3390/molecules25173768.

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A new synthetic pathway to four substituted imidazoles from readily available 2-((4-aryl(thienyl)-5H-1,2,3-dithiazol-5-ylidene)amino)phenols has been developed. Benzo[d]oxazol-2-yl(aryl(thienyl))methanimines were proved as key intermediates in their synthesis. The formation of an imidazole ring from two methanimine derivatives likely includes the opening of one benzoxazole ring followed by ring closure by intermolecular nucleophilic attack of the N-methanimine atom to a carbon atom of another methanimine.
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39

Patil, Sachin V., and Deepak R. Nagargoje. "Eco-friendly and Efficient Synthesis of 2-aryl-1-arylmethyl-1H-Benzo[d]imidazoles by using Sodium Hypochlorite." Research Journal of Chemistry and Environment 26, no. 4 (2022): 99–104. http://dx.doi.org/10.25303/2604rjce99104.

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We are herein reporting a new ecofriendly, convenient and facile method for the synthesis of 2-aryl-1- arylmethyl-1H-benzo[d]imidazoles using sodium hypochlorite. Various imidazole derivatives were prepared from reaction of o-phenylenediamine with substituted aryl and heteroaryl aldehydes in aqueous ethanol at ambient temperature in one step with good to excellent yield. Easy reaction conditions, use of aqueous medium, easy isolation and purification of products make this method superior to other known methods.
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40

Lamberth, Clemens, Julien Gagnepain, Stephane Jeanmart, Damien Bonvalot, and Olivier Jacob. "Synthesis of Conformationally Locked and C-Linked Analogues of Imidazole-Based Ketene Dithioacetal Fungicides." Synlett 30, no. 01 (2018): 59–62. http://dx.doi.org/10.1055/s-0037-1610341.

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First examples with the unknown tricyclic 4,8b-dihydro-3aH-indeno[1,2-d][1,3]dithiole ring system have been prepared. Also, imidazoles linked in ring position 5 to a ketene dithioacetal and 1,3-dithiane derivatives with an exocyclic cyano- and imidazole-substituted C–C double bond are completely new. All these compounds are either conformationally locked, C-linked or six-ring analogues of the antifungal agent luliconazole. Synthesis and fungicidal activity of these sterol biosynthesis inhibitors are reported.
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41

Ilavarasan, L., A. Ravi, M. Ganapathi, et al. "A Convenient Method of Synthesis of 3-(4, 5-diphenyl-1H imidazole2-yl) From Benzil in Absence of Catalyst." South Asian Journal of Engineering and Technology 7, no. 3 (2018): 20–27. http://dx.doi.org/10.26524/sa3.

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In this study new imidazoles derivatives were synthesized.The first stage involved preparation of 3-(4,5-diphenyl-1Himidazole-2-yl)phenol(AA1)by reacting Benzil with Substituted benzaldehyde in presence of sodium cyanide catalyst .The second stage involved the synthesis of Synthesis of 3-(4, 5 - diphenyl-1H imidazole-2-yl) sulfonamide(AA2) using TEA in glacial acetic acid. Finally the compound were synthesized using the three component system (Compound AA2), Substituted benzaldehyde and ammonium acetate. The structure of all compounds were confirmed by elemental analysis ,NMR and IR data and by melting point. In conclusion this method give some advantages such as good yield, simple procedure , low cost of chemicals and easy work up.
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42

Tripathi, Prashant, and Arti Malviya. "Optimization of Microwave Assisted Synthesis of Substituted Imidazoles – A Green Approach." Oriental Journal Of Chemistry 40, no. 3 (2024): 856–61. http://dx.doi.org/10.13005/ojc/400330.

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The design of experiments, and optimization of the variables that might affect the yield or quality of the product has been widely used in pharmaceutical research. The objective of this study was to develop optimized conditions for the microwave-assisted synthesis of imidazole and their N-substituted derivatives by the use of optimization techniques. A 22 factorial design was employed for optimization using microwave power and microwave time as independent factors and percent yield as the response factor. Imidazoles 4a-m were synthesized using the optimized reaction conditions by reaction of benzyl, ammonium acetate, and aromatic aldehydes while N-substituted derivatives of 4a-m were synthesized in alkaline conditions by reaction with 2-chloromethyl pyridine.
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43

Bhaumik, Jayeeta, Zhen Yao, K. Eszter Borbas, Masahiko Taniguchi, and Jonathan S. Lindsey. "Masked Imidazolyl−Dipyrromethanes in the Synthesis of Imidazole-Substituted Porphyrins." Journal of Organic Chemistry 71, no. 23 (2006): 8807–17. http://dx.doi.org/10.1021/jo061461r.

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44

K Chaturvedi, Amit, and Deepak Sharma. "Efficient Syntheses of Novel Substituted Imidazole Derivatives with their Antibacterial Activity." International Journal of Science and Research (IJSR) 14, no. 2 (2025): 754–58. https://doi.org/10.21275/sr25215100545.

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45

Balandis, Benas, Povilas Kavaliauskas, Birutė Grybaitė, et al. "Synthesis of Novel Benzenesulfonamide-Bearing Functionalized Imidazole Derivatives as Novel Candidates Targeting Multidrug-Resistant Mycobacterium abscessus Complex." Microorganisms 11, no. 4 (2023): 935. http://dx.doi.org/10.3390/microorganisms11040935.

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Infections caused by drug-resistant (DR) Mycobacterium abscessus (M. abscessus) complex (MAC) are an important public health concern, particularly when affecting individuals with various immunodeficiencies or chronic pulmonary diseases. Rapidly growing antimicrobial resistance among MAC urges us to develop novel antimicrobial candidates for future optimization. Therefore, we have designed and synthesized benzenesulfonamide-bearing functionalized imidazole or S-alkylated derivatives and evaluated their antimicrobial activity using multidrug-resistant M. abscessus strains and compared their antimycobacterial activity using M. bovis BCG and M. tuberculosis H37Ra. Benzenesulfonamide-bearing imidazole-2-thiol compound 13, containing 4-CF3 substituent in benzene ring, showed strong antimicrobial activity against the tested mycobacterial strains and was more active than some antibiotics used as a reference. Furthermore, an imidazole-bearing 4-F substituent and S-methyl group demonstrated good antimicrobial activity against M. abscessus complex strains, as well as M. bovis BCG and M. tuberculosis H37Ra. In summary, these results demonstrated that novel benzenesulfonamide derivatives, bearing substituted imidazoles, could be further explored as potential candidates for the further hit-to-lead optimization of novel antimycobacterial compounds.
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46

Abdulaeva, Inna A., Kirill P. Birin, Yulia G. Gorbunova, Aslan Yu Tsivadze, and Alla Bessmertnykh-Lemeune. "Post-synthetic methods for functionalization of imidazole-fused porphyrins." Journal of Porphyrins and Phthalocyanines 22, no. 08 (2018): 619–31. http://dx.doi.org/10.1142/s1088424618500475.

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Several methods for the post-synthetic modification of imidazo[4,5-[Formula: see text]]porphyrins are reported. First, a synthetic approach to the isomeric difunctionalized porphyrins, containing two [Formula: see text]-fused 2-aryl-1[Formula: see text]-imidazole cycles at adjacent or opposite pyrrole rings of the macrocycle is developed. The core chemistry of this synthetic route is the transformation of 2-aryl-1[Formula: see text]-imidazo[4,5-[Formula: see text]]porphyrins into corresponding imidazodioxochlorins followed by Debus–Radziszewski condensation with aromatic aldehyde. Next, 2-(4-bromophenyl)-1[Formula: see text]-imidazo[4,5-[Formula: see text]]-5,10,15,20-tetramesitylporphyrin was transformed into useful carboxy- and phosphonato-substituted precursors for material chemistry according to palladium-catalyzed C–C and C–P bond forming reactions.
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47

Plutecka, Agnieszka, Marcin Hoffmann, Urszula Rychlewska, Zdzisław Kucybała, Jerzy Pączkowski, and Ilona Pyszka. "Relationship between structure and photoinitiating abilities of selected bromide salts of 2-oxo-2,3-dihydro-1H-imidazo[1,2-a]pyridine (IMP): influence of the solvent and the substitution in benzaldehyde on the course of its reaction with IMP." Acta Crystallographica Section B Structural Science 62, no. 1 (2006): 135–42. http://dx.doi.org/10.1107/s0108768105033884.

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2-Oxo-2,3-dihydro-1H-imidazo[1,2-a]pyridinium bromide and its C3-substituted derivatives have been synthesized and structurally characterized by X-ray crystallography and quantum chemical calculations. Their potential as photoinitiators for free-radical polymerization has been investigated experimentally and compared with theoretical results. It has been established that the course of the reaction that introduces the substituted benzylidene group to the imidazole ring is different in the protic and dipolar aprotic solvents, and also depends on the character of the substituent, as the energy change in the reaction favours either R 1 R 2C=CHR 3 or R 1 R 2CH—CH(OCH3)R 3 formation.
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48

Busnot, A., F. Busnot, J. F. Hemidy, and J. F. Le Querler. "New complexes of copper cinnamates and imidazole or substituted imidazole." Thermochimica Acta 228 (November 1993): 219–30. http://dx.doi.org/10.1016/0040-6031(93)80291-h.

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49

Lakshmanan, Baskar, Papiya Mazumder, Dinakar Sasmal, and Swastika Ganguly. "Synthesis, antispasmodic and antidiarrheal activities of some 1-substituted imidazole derivatives." Acta Pharmaceutica 61, no. 2 (2011): 227–36. http://dx.doi.org/10.2478/v10007-011-0014-6.

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Synthesis, antispasmodic and antidiarrheal activities of some 1-substituted imidazole derivatives A series of 1-substituted imidazoles 1a-d and 2a-d were synthesized and screened for antispasmodic and antidiarrheal activities. Antispasmodic activity was tested at various concentrations on isolated tissue preparations; concentration-response curves were plotted and compared with atropine. All compounds were found to inhibit contraction of the guinea pig ileum. Castor oil-induced diarrhea model in rats was used for evaluation of antidiarrheal activity. Parameters such as intestinal transit and volume of intestinal fluid were measured for antidiarrheal activity at 40 mg kg-1 dose and compared with the standard drug loperamide at 6 mg kg-1 dose. Defecation frequency in the test group was found to be significantly lower (p &lt; 0.01) compared to the control group and comparable with that of the standard. The present study reveals that the compounds exert antidiarrheal activity through possible inhibition of intestinal movement and reduction of capillary permeability in the abdominal cavity.
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Burdzhiev, Nikola, Anife Ahmedova, Boris Borrisov, and Robert Graf. "13C CPMAS NMR as a Tool for Full Structural Description of 2-Phenyl Substituted Imidazoles That Overcomes the Effects of Fast Tautomerization." Molecules 25, no. 17 (2020): 3770. http://dx.doi.org/10.3390/molecules25173770.

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Abstract:
Tautomerization of 2-phenylimidazolecarbaldehydes has not been studied in detail so far, although this process is a well-known phenomenon for imidazole derivatives. That is why we focus our study on a series of 2-phenylimidazolecarbaldehydes and their parent alcohols that were synthesized and studied by detailed 1H and 13C NMR in solution and in the solid state. The apparent problem is that the fast tautomerization impedes the full structural description of the compounds by conventional 13C NMR measurements. Indeed, the 13C NMR spectra in solution exhibit poor resolution, and in most cases, signals from the imidazole ring are not detectable. To avoid this problem, we used 13C CP-MAS NMR as an alternative spectroscopic method for unambiguous spectroscopic characterization of the studied series of 2-phenylimidazoles. The data were analyzed in combination with quantum chemical DFT-GIAO methods by considering the tautomerization process and the intermolecular interactions. The DFT (B3LYP/6-31G(d,p)) calculations allowed to identify and suggest the preferred tautomer in the gas phase and in DMSO solvent, which for alcohols are (2-phenyl-1H-imidazol-4-yl)methanol and its analogs, and for the aldehydes are the 2-phenyl-1H-imidazole-5-carbaldehydes. The gas-phase calculated energy differences between the two possible tautomeric forms are in the range 0.645–1.415 kcal/mol for the alcohols and 2.510–3.059 kcal/mol for the aldehydes. In the DMSO solvent, however, for all compounds, the calculated energy differences go below 1.20 kcal/mol. These data suggest that both tautomeric forms of the studied 2-phenylimidazoles can be present in solution at room temperature. Our data from detailed 2D NMR measurements in the solid state (1H-13C HETCOR and 1H-1H double-quantum coherence MAS NMR) suggested that also in the solid state both tautomers coexist in different crystalline domains. This fact does not obscure the 13C CP-MAS NMR spectra of the studied 2-phenyl substituted imidazoles and suggests this spectroscopic method as a powerful tool for a complete structural description of tautomeric systems with aromatic conjugation.
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