Imidazoles-derivatives

Radiosensitizing, toxicological, and pharmacokinetic properties of hydroxamate analogs of nitroimidazoles as bifunctional radiosensitizers/chemical modifiers was written by Nagasawa, Hideko;Bando, Masahiro;Hori, Hitoshi;Satoh, Tetsuo;Tada, Takuhito;Onoyama, Yasuto;Inayama, Seiichi. And the article was included in International Journal of Radiation Oncology, Biology, Physics in 1992.Category: imidazoles-derivatives This article mentions the following:

The pharmacokinetics were examined of KIH-802, potassium 2-nitroimidazole-1-acetohydroxamate, using its radioisotope-labeled compound and the acute toxicity in mice. The concentration of KIH-802 was very low in the brain and its LD₅₀ was nearly half the value of that of MISO. Here, new 2-nitroimidazole radiosensitizers/chem. modifiers (KIN-804, 811, 831, 841, 844, 821, 823 and 824) were designed to enhance their sensitizing ability intensely by substituting various biol. active groups, such as hydroxamic acids and oximes, with moderate lipophilicity to the aromatic ring, if necessary, through some spacers. The sensitizing effects of all compounds were estimated to be almost equal to or better than that of MISO. The results of their toxicities shows that new hydroxamates KIN-804 and 831 are less toxic than KIH-802 and MISO. Their in vitro enhancement ratios are 2.00 and 1.75, resp., compared with those of KIH-802, MISO and SR-2508, 1.77, 1.72 and 1.72, resp., at each dose of 1 mM for EMT6/KU single cell. It is concluded that they hydroxamic acid analogs to KIH-802 may be superior radiosensitizers. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Category: imidazoles-derivatives).

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. 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.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The relationship between the binding of 2-n-alkylbenzimidazoles to rat hepatic microsomal cytochrome P 450 and the inhibition of monooxygenation was written by Dickins, Maurice;Bridges, James W.. And the article was included in Biochemical Pharmacology in 1982.Category: imidazoles-derivatives This article mentions the following:

The binding of an homologous series of 2-n-alkylbenzimidazoles to cytochrome聽P聽450聽聽[9035-51-2] in control, phenobarbitone-, or 20-methylcholanthrene-induced rat hepatic microsomal preparations produced Type I, Type RI, and mixed Type I/RI spectra. Alkyl chain length affected spectral type, as did substrate concentration and microsomal source. An optimal chain length of C₇-C₈ was observed for Type I binding, longer side chains decreasing the affinity. The apparent spectral binding constants for the Type I site only were closely associated with the K_i and I₅₀ values for the inhibition of cytochrome P 450-dependent monooxygenation. From their inhibition properties, even the short chain substituted benzimidazoles also appeared to bind to the Type I site and thus compete for the substrate binding site of cytochrome P 450. In the experiment, the researchers used many compounds, for example, 2-Octylbenzimidazole (cas: 13060-24-7Category: imidazoles-derivatives).

2-Octylbenzimidazole (cas: 13060-24-7) 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鈥揅6) is higher than in water and generally decreases with a 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

Understanding the interaction between Soluplus and biorelevant media components was written by Pinto, Juliana Munari Oliveira;Rengifo, Andres Felipe Chamorro;Mendes, Cassiana;Leao, Aline Franciane;Parize, Alexandre Luis;Stulzer, Hellen Karine. And the article was included in Colloids and Surfaces, B: Biointerfaces in 2020.SDS of cas: 145040-37-5 This article mentions the following:

Soluplus (polyvinyl caprolactam-polyvinyl acetate-polyethylene glycol graft copolymer) is a solubilizing copolymer commonly applied as carrier in solid dispersions of poorly soluble drugs. This polymer is used to increase the apparent solubility of drugs with low aqueous solubility and consequently enhance drug absorption by the human gastrointestinal tract. To select the appropriate carrier to compose solid dispersions, in vitro supersaturation studies were applied as a pre-formulation tool, using different dissolution media. During in vitro supersaturation studies performed for the poorly soluble drug candesartan cilexetil, it was found that Soluplus may interact with components of the biorelevant medium Fasted State Simulated Intestinal Fluid, lowering the drug apparent solubility Dynamic Light Scattering and Transmission Electron Microscopy analyses were performed, as well as fluorescence measurements, aiming to characterize the interaction behavior and determine the polarity of the microenvironment. It was evidenced that Soluplus interacted preferentially with lecithin, forming mixed micelles with a more polar microenvironment, which lowered the candesartan cilexetil solubilization capacity and consequently reduced its apparent solubility in the biorelevant medium. These findings are important to emphasize the key role of the media selection for in vitro solubility-supersaturation studies, where media that could mimic the human gastrointestinal environment are recommended. 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: 145040-37-5SDS of cas: 145040-37-5).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) belongs to imidazole derivatives. 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鈥揅6) is higher than in water and generally decreases with a Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.SDS of cas: 145040-37-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Small-angle neutron scattering from mixtures of long- and short-chain 3-alkyl-1-methyl imidazolium bistriflimides was written by Cabry, Christopher P.;D’Andrea, Lucia;Elstone, Naomi S.;Kirchhecker, Sarah;Riccobono, Alessio;Khazal, Iman;Li, Peixun;Rogers, Sarah E.;Bruce, Duncan W.;Slattery, John M.. And the article was included in Physical Chemistry Chemical Physics in 2022.Category: imidazoles-derivatives This article mentions the following:

The preparation of mixtures of ionic liquids (ILs) represents an attractive strategy to tune their properties, an important aspect of which is to understand how the structure of the bulk varies with composition In this study, small-angle neutron scattering (SANS) was used to probe mixtures of methylimidazolium-based ionic liquids [C_nmim][Tf₂N] with [C₂mim][Tf₂N] (n = 4, 6, 8 and 10) and of [C_mmim][Tf₂N] with [C₁₂mim][Tf₂N] (m = 2, 4, 6 and 8). Mixtures were prepared in both contrasts, which is to say that one component would be fully hydrogenated while the other was fully deuterated, and vice versa. Data were fitted using a range of appropriate models, of which the Teubner-Strey model provided most useful information and the pure materials showed a nascent Polar Non-polar Peak (PNPP) for n = 6, which became more evident as n increased. In the mixtures [C_nmim]_x[C₂mim]_1-x[Tf₂N], the PNPP was evident for n = 10 and 8, nascent for n = 6 and absent for n = 4, with percolation showing a very strong dependence on the chain length of the added IL, [C_nmim][Tf₂N]. In contrast, while the ability of [C₁₂mim][Tf₂N] to form percolated structures was damped when mixed with [C_mmim][Tf₂N], as m increased from 2 to 6, this effect was less strong. However, data obtained for mixtures of [C₁₂mim][Tf₂N] and [C₈mim][Tf₂N], both of which percolate as pure materials, did not fit easily in any of the models applied to the previous systems and gave results that depended on the contrast used. Complementary small-angle X-ray scattering (SAXS) data, however, showed the expected evolution and behavior of the PNPP, COP and CP, revealing that the unexpected observations were due to an adventitious matching out of isotopic contrasts. As well as revealing details of the structures of these IL mixtures, the results also point to complementary strategies for generating bulk percolated structures as a function of cation chain length. 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 is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis, docking and biological activity of various substituted zolpidem based GABA_A inhibitors endowed potent hypnotic and sedative activity was written by Aanandhi, M. Vijey;Bhattacherjee, Debojit;Kamalraj, R.. And the article was included in Inventi Impact: Med Chem in 2014.Recommanded Product: N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine This article mentions the following:

Synthesis, characterization, biol. profiling and mol. docking studies were carried out to understand the biol. activity and binding selectivity of the Zolpidem based compounds I (R¹ = 3-CH₃, 4-CH₃, 5-CH₃; R² = NMe₂, diisopropylamine). The study indicates that substituted zolpidem based compounds showed potent phenobarbitone induced hypnosis as well as locomotor activity throughout the study. Compounds I (R¹ = 3-CH₃; R² = NMe₂, diisopropylamine) produced significant reduction in onset and prolongation of sleep duration induced by phenobarbitone. In the second model (locomotor activity in actophotometer) activity was found to be maximum for I (R¹ = 3-CH₃; R² = NMe₂, diisopropylamine) (30 mg/kg), produced 31.2 and 33.2% decrease in locomotor activity, where standard drug phenobarbitone produced 59.37% decrease in activity. Mol. docking studies also concluded the selectivity of compound I (R¹ = 3-CH₃, R² = diisopropylamine) was appreciable in respect to the standard The binding energy and the bond distances of phenobarbitone and compound I (R¹ = 3-CH₃, R² = diisopropylamine) between the target were found to be -7.24 kcal and -6.6 kcal and 2.829 脜 (PRO 85), 1.896 脜 (PHE 78), (LEU 76) resp. The study revealed the possibilities in future research of zolpidem based derivatives for establishment of new generation CNS acting agents. In the experiment, the researchers used many compounds, for example, N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine (cas: 106961-33-5Recommanded Product: N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine).

N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine (cas: 106961-33-5) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3鈥揅6) is higher than in water and generally decreases with a Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Recommanded Product: N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Heterogeneous polarity and surface acidity of silica-organic materials with fixed 1-n-propyl-3-methylimidazolium chloride as probed by solvatochromic and fluorescent dyes was written by Khristenko, I. V.;Panteleimonov, A. V.;Iliashenko, R. Yu.;Doroshenko, A. O.;Ivanov, V. V.;Tkachenko, O. S.;Benvenutti, E. V.;Kholin, Yu. V.. And the article was included in Colloids and Surfaces, A: Physicochemical and Engineering Aspects in 2018.Recommanded Product: 79917-89-8 This article mentions the following:

A new silica-organic hybrid material with fixed ionic liquid 1-n-propyl-3-methylimidazolium chloride has been synthesized by the sol-gel method. Its sp. surface area is 22 m² g^-1, average pore diameter is 8 nm and pore volume is 0.05 cm³ g^-1. According to the results of ¹³C NMR spectroscopy, the fixed 1-n-propyl-3-methylimidazolium cationic group is bound with the siloxane framework via one Si-C covalent bond. Properties of the new material were compared with that of its analog, silica with the same modifier covalently grafted at the surface. With the use of the ²⁹Si NMR spectroscopy it was clearly indicated that at the surfaces of both materials silanol groups dominate among all silicon containing groups. The surface polarity was characterized by probing the materials with the solvatochromic Reichardt’s dyes, and the heterogeneous polarity of the near-surface layers has been detected. The values of the normalized Dimroth-Reichardt parameter for three surface regions of different polarities are 0.9-1.0, 0.65 and 0.4. The presence of rather acidic surface silanol groups revealed from probing these materials with solvatochromic dyes was verified with the application of acid-base fluorescent dyes of 2,5-diaryl-1,3-oxazole series having pK_a 4.5-4.8 in ethanol/water medium. The fluorescence spectroscopy experiments have proved unambiguously that surface silanol groups predetermine the possibility of coexistence of the conjugated Bronsted basic and acidic forms of the oxazolic dyes in the near-surface layers. In the experiment, the researchers used many compounds, for example, 1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8Recommanded Product: 79917-89-8).

1-Methyl-3-propylimidazolium Chloride (cas: 79917-89-8) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Recommanded Product: 79917-89-8

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis, DNA binding, cytotoxic properties, and structure-activity relationship of a series of head to tail, and tail to tail linked imidazole- and pyrrole-containing analogs of distamycin with N-terminal benzoic acid mustard groups was written by Lee, Moses;Garbiras, Bonnie J.;Young, Chad;Blair, Brian;Wyatt, Michael D.;Hartley, John A.. And the article was included in Medicinal Chemistry Research in 1994.Safety of 1-Methyl-4-nitroimidazole This article mentions the following:

The synthesis and biol. evaluation of the titled compounds are described. Results from an ethidium displacement assay showed that all of these compounds bound strongly to the DNAs studied, and they generally interacted equally well or slightly more strongly to poly(dA-dT) than to poly(dG-dC). Introduction of an aliphatic linker in the head to tail (N to C) compounds significantly decreased their cytotoxicities compared to the oligoimidazole analogs. In the tail to tail (C to C) series of compounds the 1:1 dimeric compounds showed significant improvement in cytotoxicities over their monomeric counterparts, presumably due to their increased ability to produce interstrand crosslinks in the minor groove. The 2:2 dimeric compounds were only slightly more cytotoxic than their monomeric congeners even though their crosslinking abilities were enhanced. This may be due to their poor solubilities in water. There were no significant differences in the cytotoxicities between the tail to tail linked pyrrole- and imidazole-containing compounds In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Safety of 1-Methyl-4-nitroimidazole).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A novel and efficient process for the preparation of zolpidem, an insomnia drug was written by Eswaraiah, P.;Ravi, Kumar Reddy N.;Chakravarthy, I. E.;Prasada, Rao D. E.;Rajendiran, C.. And the article was included in Journal of Chemical and Pharmaceutical Research in 2016.Recommanded Product: 106961-33-5 This article mentions the following:

Zolpidem, is an imidazopyridine group of non-benzodiazepine class drug, used for the treatment of insomnia. Here with presenting a new approach for the synthesis zolpidem without isolation of intermediates. The modified process is efficient, cost effective, simplified work up process and scalable synthesis of zolpidem with reducing cycle time. In the experiment, the researchers used many compounds, for example, N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine (cas: 106961-33-5Recommanded Product: 106961-33-5).

N,N-Dimethyl-1-(6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridin-3-yl)methanamine (cas: 106961-33-5) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3鈥揅6) is higher than in water and generally decreases with a Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Recommanded Product: 106961-33-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis and biological evaluation of new benzimidazole-thiazolidinedione hybrids as potential cytotoxic and apoptosis inducing agents was written by Sharma, Pankaj;Srinivasa Reddy, T.;Thummuri, Dinesh;Senwar, Kishna Ram;Praveen Kumar, Niggula;Naidu, V. G. M.;Bhargava, Suresh K.;Shankaraiah, Nagula. And the article was included in European Journal of Medicinal Chemistry in 2016.HPLC of Formula: 3012-80-4 This article mentions the following:

A series of new benzimidazole-thiazolidinedione hybrids was synthesized and evaluated for their cytotoxic potential against a selected human cancer cell lines of prostate (PC-3 and DU-145), breast (MDA-MB-231), lung (A549) and a normal breast epithelial cells (MCF10A). Among the tested compounds, I exhibited promising cytotoxicity with IC₅₀ value of 11.46 卤 1.46 渭M on A549 lung cancer cell line and did not show significant toxicity on normal MCF10A cells. Lung cancer cells (A549) was used to know the mechanism of cell growth inhibition and apoptosis inducing effect with compound I. The treatment of A549 cells with I showed typical apoptotic morphol. like cell shrinkage, chromatin condensation and horseshoe shaped nuclei formation. Flow-cytometry anal. revealed the G2/M phase of cell cycle arrest in a dose dependent manner. Preliminary mechanistic studies suggested that the cell migration was inhibited through the disruption of F-actin protein. Acridine orange-ethidium bromide (AO-EB), DAPI, annexin V-FITC/propidium iodide, rhodamine-123 and MitoSOX assays suggested the induction of apoptosis in A549 cells by compound I. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4HPLC of Formula: 3012-80-4).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.HPLC of Formula: 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Imidazole Derivatives as Accelerators for Ruthenium-Catalyzed Hydroesterification and Hydrocarbamoylation of Alkenes: Extensive Ligand Screening and Mechanistic Study was written by Konishi, Hideyuki;Muto, Takashi;Ueda, Tsuyoshi;Yamada, Yayoi;Yamaguchi, Miyuki;Manabe, Kei. And the article was included in ChemCatChem in 2015.Related Products of 85692-37-1 This article mentions the following:

Imidazole derivatives are effective ligands for promoting the [Ru₃(CO)₁₂]-catalyzed hydroesterification of alkenes using formates. Extensive ligand screening was performed to identify 2-hydroxymethylated imidazole as the optimal ligand. Neither carbon monoxide gas nor a directing group was required, and the reaction also showed a wide substrate generality. The Ru-imidazole catalyst system also promoted intramol. hydrocarbamoylation to afford lactams. A Ru-imidazole complex was unambiguously analyzed by x-ray crystallog., and it had a trinuclear structure derived from one [Ru₃(CO)₁₂] and two ligands. This complex was also successfully used for hydroesterification. The mechanism was examined in detail by using D- and ¹³C-labeled formates, indicating that the hydroesterification reaction proceeds by a decarbonylation-recarbonylation pathway. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Related Products of 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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 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).Related Products of 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem