M.W=200-250 Archives - Page 3 of 8 - Imidazoles-derivatives

Purschke, Kirsten’s team published research in Analytical Chemistry (Washington, DC, United States) in 92 | CAS: 120118-14-1

Analytical Chemistry (Washington, DC, United States) published new progress about 120118-14-1. 120118-14-1 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Nitrile,Benzene, name is 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, and the molecular formula is C11H8ClN3, COA of Formula: C11H8ClN3.

Purschke, Kirsten published the artcileEvaluation of Nontarget Long-Term LC-HRMS Time Series Data Using Multivariate Statistical Approaches, COA of Formula: C11H8ClN3, the publication is Analytical Chemistry (Washington, DC, United States) (2020), 92(18), 12273-12281, database is CAplus and MEDLINE.

The use of liquid chromatog. coupled with high-resolution mass spectrometry (LC-HRMS) has steadily increased in many application fields ranging from metabolomics to environmental science. HRMS data are frequently used for nontarget screening (NTS), i.e., the search for compounds that are not previously known and where no reference substances are available. However, the large quantity of data produced by NTS anal. workflows makes data interpretation and time-dependent monitoring of samples very sophisticated and necessitates exploiting chemometric data processing techniques. Consequently, a prioritization method to handle time series in nontarget data was established. As proof of concept, industrial wastewater was studied. As routine industrial wastewater analyses monitor the occurrence of a limited number of targeted water contaminants, NTS provides the opportunity to detect also unknown trace organic compounds (TrOCs) that are not in the focus of routine target anal. The developed prioritization method enables reducing raw data and including identification of prioritized unknown contaminants. To that end, a five-month time series for industrial wastewaters was used, analyzed by liquid chromatog.-time-of-flight mass spectrometry (LC-qTOF-MS), and evaluated by NTS. Following peak detection, alignment, grouping, and blank subtraction, 3303 features were obtained of wastewater treatment plant (WWTP) influent samples. Subsequently, two complementary ways for exploratory time trend detection and feature prioritization are proposed. Therefore, following a prefiltering step, featurewise principal component anal. (PCA) and groupwise PCA (GPCA) of the matrix (temporal wise) were used to annotate trends of relevant wastewater contaminants. With sparse factorization of data matrixes using GPCA, groups of correlated features/mass fragments or adducts were detected, recovered, and prioritized. Similarities and differences in the chem. composition of wastewater samples were observed over time to reveal hidden factors accounting for the structure of the data. The detected features were reduced to 130 relevant time trends related to TrOCs for identification. Exemplarily, as proof of concept, one nontarget pollutant was identified as N-methylpyrrolidone. The developed chemometric strategies of this study are not only suitable for industrial wastewater but also could be efficiently employed for time trend exploration in other scientific fields.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Moore, Terry W.’s team published research in ACS Medicinal Chemistry Letters in 4 | CAS: 332026-86-5

ACS Medicinal Chemistry Letters published new progress about 332026-86-5. 332026-86-5 belongs to imidazoles-derivatives, auxiliary class Oxadiazole,Amine,Benzimidazole, name is 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, and the molecular formula is C9H7N5O, Recommanded Product: 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine.

Moore, Terry W. published the artcileSynthesis and Metabolic Studies of Host-Directed Inhibitors for Antiviral Therapy, Recommanded Product: 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, the publication is ACS Medicinal Chemistry Letters (2013), 4(8), 762-767, database is CAplus and MEDLINE.

Targeting host cell factors required for virus replication provides an alternative to targeting pathogen components and represents a promising approach to develop broad-spectrum antiviral therapeutics. High-throughput screening (HTS) identified two classes of inhibitors with broad-spectrum antiviral activity against ortho- and paramyxoviruses including influenza A virus (IAV), measles virus (MeV), respiratory syncytial virus (RSV), and human parainfluenza virus type 3 (HPIV3). Hit-to-lead optimization delivered inhibitor N-methyl-N-((1-methyl-4,5-diphenyl-1H-imidazol-2-yl)methyl)aniline, with EC₅₀ values of 0.88 and 0.81 μM against IAV strain WSN and MeV strain Edmonston, resp. It was also found that N-methyl-N-((1-methyl-4,5-diphenyl-1H-imidazol-2-yl)methyl)aniline delivers good stability in human liver S9 fractions with a half-life of 165 min. These data establish N-methyl-N-((1-methyl-4,5-diphenyl-1H-imidazol-2-yl)methyl)aniline as a promising lead for antiviral therapy through a host-directed mechanism.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Sergievskii, A. V.’s team published research in Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) in 37 | CAS: 332026-86-5

Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) published new progress about 332026-86-5. 332026-86-5 belongs to imidazoles-derivatives, auxiliary class Oxadiazole,Amine,Benzimidazole, name is 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, and the molecular formula is C10H14O, Synthetic Route of 332026-86-5.

Sergievskii, A. V. published the artcileReactions of methyl 4-aminofurazan-3-carboximidate with nitrogen-containing nucleophiles, Synthetic Route of 332026-86-5, the publication is Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) (2001), 37(5), 717-720, database is CAplus.

Me 4-aminofurazan-3-carboximidate reacts with aromatic amines and hydrazines to give the corresponding amidines and amidrazones. The reaction of the title compound with o-phenylenediamine yields 3-amino-4-(2-benzimidazoyl)furazan, and with acylhydrazines N²-acyl-4-aminofurazan-3-carbohydrazides are formed. The latter undergo thermal intramol. cyclization with formation of 3-amino-4-(1,2,4-triazol-3-yl)furazan derivatives containing various substituents in position 5 of the triazole ring.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Sergievskii, A. V.’s team published research in Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) in 38 | CAS: 332026-86-5

Sergievskii, A. V. published the artcile4-Aminofurazan-3-carboxylic Acid Iminoester in Reactions with N,O-Nucleophiles, Formula: C9H7N5O, the publication is Russian Journal of Organic Chemistry (Translation of Zhurnal Organicheskoi Khimii) (2002), 38(6), 872-874, database is CAplus.

Reactions of 4-aminofurazan-3-carboxylic acid iminoester with o-aminophenol and ethylenediamine give rise resp. to 4-(1,3-benzoxazol-2-yl)- and 1-(4,5-dihydro-1H-imidazol-2-yl)-1,2,5-oxadiazol-3-amines, with aminoethanol arises 2-[(Z)-1-amino-1-(4-amino-1,2,5-oxadiazol-3-yl)methylideneamino]-1-ethanol. Treating of 3-amino-4-(1H-benzo[d]imidazol-2-yl)-1,2,5-oxadiazole with tri-Et orthoformate in acetic anhydride yielded benzo[4,5]imidazo[1,2-c][1,2,5]oxadiazolo[3,4-e]pyrimidine, and alkylation with haloalkanes furnished 3-amino-4-(1-R-benzo[d]imidazol-2-yl)-1,2,5-oxadiazoles.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Lee, Hyeri’s team published research in Bulletin of Environmental Contamination and Toxicology in 93 | CAS: 120118-14-1

Bulletin of Environmental Contamination and Toxicology published new progress about 120118-14-1. 120118-14-1 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Nitrile,Benzene, name is 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, and the molecular formula is C11H8ClN3, SDS of cas: 120118-14-1.

Lee, Hyeri published the artcileAnalysis of Cyazofamid and its Metabolite in the Environmental and Crop Samples Using LC-MS/MS, SDS of cas: 120118-14-1, the publication is Bulletin of Environmental Contamination and Toxicology (2014), 93(5), 586-590, database is CAplus and MEDLINE.

A rapid and robust LC-MS/MS method for the anal. of cyazofamid and its metabolite, 4-chloro-5-p-tolylimidazole-2-carbonitrile (CCIM), in environmental samples (soil and water) and a variety of crops (apple, mandarin, Kimchi cabbage, green pepper, potato and soybean) was established in this study. Those compounds were analyzed by selected reaction monitoring with electrospray ionization (pos. mode) on LC-MS/MS. Method limit of quantitations were 2 ng g^-1 (cyazofamid) and 5 ng g^-1 (CCIM) for soil/crop samples, while 0.02 ng mL^-1 (cyazofamid) and 0.05 ng mL^-1 (CCIM) were achieved for water samples. Matrix effect (%) was different depending on sample matrixes. For recovery tests, soil/crop samples were treated with QuEChERS method and water samples were extracted with dichloromethane. The recoveries of target analytes in the environmental and crop samples were 80.2%-105.1% for cyazofamid and 75.1%-99.1% for CCIM (coefficients of variation; ≤16.4%).

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Xu, Tianheng’s team published research in RSC Advances in 8 | CAS: 120118-14-1

RSC Advances published new progress about 120118-14-1. 120118-14-1 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Nitrile,Benzene, name is 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, and the molecular formula is C3H3Br2ClO, Recommanded Product: 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile.

Xu, Tianheng published the artcileResidue and risk assessment of fluopicolide and cyazofamid in grapes and soil using LC-MS/MS and modified QuEChERS, Recommanded Product: 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, the publication is RSC Advances (2018), 8(62), 35485-35495, database is CAplus and MEDLINE.

The residue behavior of fluopicolide, cyazofamid and their metabolites (M-01, M-02 and CCIM) was evaluated in open field conditions. The dissipation and terminal residue of these five compounds were determined via a modified QuEChERS method, by adjusting the liquid chromatog. coupled with tandem mass spectrometry (LC-MS/MS) conditions and optimizing the purification process. This led to a satisfactory average recovery of between 71.6% and 107.7%, as well as limit of quantitation (LOQ) values of 0.05 mg kg^-1. The dissipation results recorded in two places in China illustrated that the half-life values of fluopicolide are 11.4 (Anhui, grape), 19.7 (Anhui, soil) and 21.8 (Hebei, grape), 21.2 (Hebei, soil) days, resp. As for the dissipation of cyazofamid, it was found to have half-life values of 8.7 (Anhui, grape) and 20.1 (Hebei, grape) days. The final residues in grapes were found to be below the maximum residue limit (MRL) of 2 mg kg^-1 for fluopicolide and 1 mg kg^-1 for cyazofamid. Thus, a preharvest interval of 10 days and recommended MRLs from the Joint FAO/WHO Meeting on Pesticide Residues (JMPR) are appropriate to ensure the food safety of fluopicolide and cyazofamid in grapes. The hazard quotient (HQ) and acute hazard index (aHI) values were found to be below 100%, demonstrating negligible risk in consuming grapes, regardless of long or short-term exposure.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Xu, Cheng’s team published research in Yingyong Huagong in 38 | CAS: 120118-14-1

Yingyong Huagong published new progress about 120118-14-1. 120118-14-1 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Nitrile,Benzene, name is 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, and the molecular formula is C8H6BrClO, HPLC of Formula: 120118-14-1.

Xu, Cheng published the artcileSynthesis and characterization of fungicide cyazofamid, HPLC of Formula: 120118-14-1, the publication is Yingyong Huagong (2009), 38(7), 1076-1077, 1083, database is CAplus.

Cyazofamid was prepared with 4-methylacetophenone as starting material by bromization, cyclization, dehydration-chlorination and sulfonicate. The content of cyazofamid was 93.5%, and the total yield was over 35%.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Pang, Nannan’s team published research in Journal of the Science of Food and Agriculture in 99 | CAS: 120118-14-1

Journal of the Science of Food and Agriculture published new progress about 120118-14-1. 120118-14-1 belongs to imidazoles-derivatives, auxiliary class Imidazole,Chloride,Nitrile,Benzene, name is 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, and the molecular formula is C11H8ClN3, Recommanded Product: 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile.

Pang, Nannan published the artcileResidue behaviours, dissipation kinetics and dietary risk assessment of pyaclostrobin, cyazofamid and its metabolite in grape, Recommanded Product: 4-Chloro-5-(p-tolyl)-1H-imidazole-2-carbonitrile, the publication is Journal of the Science of Food and Agriculture (2019), 99(14), 6167-6172, database is CAplus and MEDLINE.

BACKGROUND : Grape is an important fruit consumed either fresh or processed, therefore, fungicide misuse of grape has become an issue of global food safety and human health. Pyraclostrobin, and cyazofamid have been applied to grape frequently. RESULTS : Here a simple QuEChERS (quick, easy, cheap, effective, rugged, and safe) liquid chromatog. mass spectrometry technique has been developed and validated for the determination of pyraclostrobin, cyazofamid and its metabolite CCIM in open field grape samples. The recoveries of these three in the range of 0.01 to 5 mg kg^-1 (n = 5) ranged from 73.1% to 97.9%. The relative standard deviations (RSDs) were below 12% for all cases. The limits of quantitation of each analyte was 0.005 mg kg^-1, which was lower than maximum residue limits of not only pyraclostrobin but also cyazofamid. Not only dissipation kinetics but also residue determination was obtained in grape for those three pesticides. Furthermore, their half-lives in grapes were 10.7-30.1 days, recommending the pre-harvest intervals for these three of 14 days. The calculated hazard quotient and acute hazard index lower than 100% illustrated the safety of intake of grape for the Chinese population for not only long-term but also short-term dietary risk assessment. CONSLUSIONS : The less than 30 day half-life illustrated that pyraclostrobin and cyazofamid could degrade relatively easily in the environment. The long-term and short-term dietary risk assessment also illustrated the intake safety of these three. Thus, a 14 day pre-harvest interval was safe and recommended. The results of this study contributed to environmental protection, food safety and human health.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Motlekar, Nuzhat’s team published research in Assay and Drug Development Technologies in 6 | CAS: 332026-86-5

Assay and Drug Development Technologies published new progress about 332026-86-5. 332026-86-5 belongs to imidazoles-derivatives, auxiliary class Oxadiazole,Amine,Benzimidazole, name is 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, and the molecular formula is C9H7N5O, Recommanded Product: 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine.

Motlekar, Nuzhat published the artcileEvaluation of an Orthogonal Pooling Strategy for Rapid High-Throughput Screening of Proteases, Recommanded Product: 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, the publication is Assay and Drug Development Technologies (2008), 6(3), 395-405, database is CAplus and MEDLINE.

Orthogonal pooling was evaluated as a strategy for the rapid screening of multiple cysteine and serine proteases against large compound libraries. To validate the method the human cysteine protease cathepsin B was screened against a library of 64,000 individual compounds and also against the same library mixed 10 compounds per well. The orthogonal pooling method used resulted in each compound being present in two wells, mixed with a different set of nine other compounds in each location. Thus hits were identified based on activity in both locations, avoiding the need for retesting of each component of active mixtures Hits were tested in dose-response both in the dithiothreitol (DTT)-containing buffer used in the primary HTS and in buffer containing cysteine in place of DTT to rule out artifacts due to oxidative inactivation of the enzyme. Comparison of the confirmed actives from single-compound and mixture screening showed that mixture screening identified all of the actives from single-compound HTS. Based on these results the orthogonal pooling strategy has been used successfully to rapidly screen several cysteine and serine proteases.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem

Li, Qi’s team published research in Journal of Medicinal Chemistry in 64 | CAS: 332026-86-5

Journal of Medicinal Chemistry published new progress about 332026-86-5. 332026-86-5 belongs to imidazoles-derivatives, auxiliary class Oxadiazole,Amine,Benzimidazole, name is 4-(1H-Benzo[d]imidazol-2-yl)-1,2,5-oxadiazol-3-amine, and the molecular formula is C9H7N5O, Application In Synthesis of 332026-86-5.

Li, Qi published the artcileHighly Potent and Selective Butyrylcholinesterase Inhibitors for Cognitive Improvement and Neuroprotection, Application In Synthesis of 332026-86-5, the publication is Journal of Medicinal Chemistry (2021), 64(10), 6856-6876, database is CAplus and MEDLINE.

Butyrylcholinesterase (BChE) has been considered as a potential therapeutic target for Alzheimer’s disease (AD) because of its compensation capacity to hydrolyze acetylcholine (ACh) and its close association with Aβ deposit. Here, we identified S06-1011 (hBChE IC₅₀ = 16 nM) and S06-1031 (hBChE IC₅₀ = 25 nM) as highly effective and selective BChE inhibitors, which were proved to be safe and long-acting. Candidate compounds exhibited neuroprotective effects and the ability to improve cognition in scopolamine- and Aβ_1-42 peptide-induced cognitive deficit models. The best candidate S06-1011 increased the level of ghrelin, a substrate of BChE, which can function as improving the mental mood appetite. The weight gain of the S06-1011-treated group remarkably increased. Hence, BChE inhibition not only plays a protective role against dementia but also exerts a great effect on treating and nursing care.

Referemce:
https://en.wikipedia.org/wiki/Imidazole,
Imidazole | C3H4N2 – PubChem