Month: February 2023

Asymmetric synthesis of cyclic β-amino carbonyl derivatives by a formal [3+2] photocycloaddition was written by Mollari, Leonardo;Valle-Amores, Miguel A.;Martinez-Gualda, Ana M.;Marzo, Leyre;Fraile, Alberto;Aleman, Jose. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Formula: C6H8N2O This article mentions the following:

A visible-light mediated strategy unlocking a family of cyclic β-amino carbonyl derivatives I (R = Me, cyclohexyl, 4-bromophenyl, etc.; R¹ = Ph, naphthalen-2-yl, 4-chlorophenyl, etc.; R² = H, Ts) bearing three contiguous stereogenic centers was introduced. The overall reactivity relies on the performance of the substrate-catalyst complex to assist both the enantiocontrol and the photoredox tasks. This transformation led to an enantioselective [3+2] photocycloaddition between coordinated α,β-unsaturated acyl imidazoles II and cyclopropylamine derivatives III. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Formula: C6H8N2O).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Formula: C6H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Evaluation of gender difference in pharmacokinetics of Candesartan cilexetil in the fasted state by RP-HPLC: A single dose comparative study was written by Nawaz, Hafiz Awais;Masood, Muhammad Irfan;Abbas, Matecn;Usman, Muhammad;Abdul, Muqeet Khan;Rasheed, Huma;Riffat, Sualeha. And the article was included in Pakistan Journal of Pharmaceutical Sciences in 2019.Application In Synthesis of 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate This article mentions the following:

To compare the pharmacokinetics of candesartan cilexetil in healthy male and female volunteers in order to identify possible influence of gender and to improve therapeutic outcomes, an HPLC method for the quantification of candesartan cilexetil was developed and validated. Total of 16 volunteers (8 male and 8 female) were registered. Candesartan cilexetil 16 mg was administered orally to all the volunteers and blood samples were collected at different time intervals between 0-72 h. Plasma was separated and analyzed by HPLC method. Pharmacokinetic parameters were calculated by using APO software MW/PHARM version 3.02 and compared in male and female volunteers. The developed HPLC method fulfils the criteria for linearity, accuracy and precision described in EMA guideline. The values for absorption rate constant (Ka), maximum plasma concentration (Cmax), volume of distribution (Vd) and Clearance (CL) were similar in male and female volunteers. No influence of gender was observed on overall pharmaco kinetics of candesartan cilexetil. Therefore, no need for dose optimization while administering candesartan cilexetil in male and female patients was found based on the results of this study. 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: 145040-37-5Application In Synthesis of 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Application In Synthesis of 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Iron-catalysed alkene and heteroarene H/D exchange by reversible protonation of iron-hydride intermediates was written by Britton, Luke;Docherty, Jamie H.;Sklyaruk, Jan;Cooney, Jessica;Nichol, Gary S.;Dominey, Andrew P.;Thomas, Stephen P.. And the article was included in Chemical Science in 2022.Quality Control of 1-Methylbenzimidazole This article mentions the following:

The iron-catalyzed C(sp²)-H bond hydrogen/deuterium exchange reaction using CD₃OD is reported for both heterocycles (furan, Imidazole, Benzofuran, etc.) and, for the first time, alkenes (4-tert-Butylstyrene, Undecene, Sclareol, etc.). Isolation and characterization, including by single-crystal X-ray diffraction, of the key iron-aryl and iron-alkenyl C-H metalation intermediates provided evidence for a reversible protonation of the active iron hydride catalyst. Good chemoselectivity was observed for both substrate classes. The developed procedure is orthogonal to previous iron-catalyzed H/D exchange methods which used C₆D₆, D₂, or D₂O as the deuterium source, and uses only bench-stable reagents, including the iron(II) pre-catalyst. Further, a new mechanism of iron-hydride formation is reported in which β-hydride elimination from an alc. generates the iron hydride. The ability to produce, isolate and characterize the organometallic products arising from C-H activation presents a basis for future discovery and development. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Quality Control of 1-Methylbenzimidazole).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Quality Control of 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Binary mixtures of homologous room-temperature ionic liquids: Temperature and composition evolution of the nanoscale structure was written by Pontoni, Diego;DiMichiel, Marco;Deutsch, Moshe. And the article was included in Journal of Molecular Liquids in 2021.Safety of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide This article mentions the following:

Using X-ray scattering from binary mixtures of [C_nmim][NTf₂] room temperature ionic liquids (RTILs) with n = 8,12 we study their nanoscale layering and its evolution with temperature T and mole fraction x of [C₈mim][NTf₂]. The layers’ lateral structure, dominated by the common headgroups’ Coulomb interaction in the layer’s polar slab, and by the chain-chain van der Waals interaction in the apolar slab, hardly changes. However, the longitudinal layer spacing, dI, decreases with x, exhibiting domination by [C₁₂mim][NTf₂] at least up to x â‰?0.5. The layering order’s range decreases uniformly with x. dI is found to deviate pos. from an ideal mixture spacing by up to â‰?%. The lateral spacings’ deviations are 10-fold smaller, implying the nanoscale excess volume to be also â‰?%, 100-fold larger than those obtained from macroscopic molar d. measurements. This gap is probably bridged at the larger length scales of these RTILs’ hierarchical order. Increasing T decreases the d_I deviations, but only marginally. The pos., and T-decreasing, d_I deviations from ideality contrast strongly with the neg., 100-fold smaller, and T-increasing, deviations found for liquid normal-alkane mixtures of the same lengths, but fully agree with the pos. similar-percent deviations obtained from the modified Vegard’s law for soft-solid rotator phases of binary mixtures of alkanes and of alcs. These results attest against a liquid-like chain packing in the apolar slab of the RTILs, but strongly support an interdigitated, roughly layer normal, chain packing. In the experiment, the researchers used many compounds, for example, 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5Safety of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide).

3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide (cas: 404001-48-5) belongs to imidazole derivatives. 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 is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Safety of 3-Dodecyl-1-methyl-1H-imidazol-3-ium bis((trifluoromethyl)sulfonyl)amide

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Automatic data analysis workflow for ultra-high performance liquid chromatography-high resolution mass spectrometry-based metabolomics was written by Yu, Yong-Jie;Zheng, Qing-Xia;Zhang, Yue-Ming;Zhang, Qian;Zhang, Yu-Ying;Liu, Ping-Ping;Lu, Peng;Fan, Mei-Juan;Chen, Qian-Si;Bai, Chang-Cai;Fu, Hai-Yan;She, Yuanbin. And the article was included in Journal of Chromatography A in 2019.Application of 145040-37-5 This article mentions the following:

Data anal. for ultra-performance liquid chromatog. high-resolution mass spectrometry-based metabolomics is a challenging task. The present work provides an automatic data anal. workflow (AntDAS2) by developing three novel algorithms, as follows: (i) a d.-based ion clustering algorithm is designed for extracted-ion chromatogram extraction from high-resolution mass spectrometry; (ii) a new maximal value-based peak detection method is proposed with the aid of automatic baseline correction and instrumental noise estimation; and (iii) the strategy that clusters high-resolution m/z peaks to simultaneously align multiple components by a modified dynamic programing is designed to efficiently correct time-shift problem across samples. Standard compounds and complex datasets are used to study the performance of AntDAS2. AntDAS2 is better than several state-of-the-art methods, namely, XCMS Online, Mzmine2, and MS-DIAL, to identify underlying components and improve pattern recognition capability. Meanwhile, AntDAS2 is more efficient than XCMS Online and Mzmine2. A MATLAB GUI of AntDAS2 is designed for convenient anal. and is available at the following webpage: http://software.tobaccodb.org/software/antdas2. 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: 145040-37-5Application of 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. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Application of 145040-37-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Photoredox-Catalyzed Decarboxylative C-H Acylation of Heteroarenes was written by Jia, Wei;Jian, Yong;Huang, Binbin;Yang, Chao;Xia, Wujiong. And the article was included in Synlett in 2018.Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

A mild, environmentally friendly, and regioselective acylation of heterocycles with inexpensive carboxylic acids is reported via photoredox catalysis. The strategy is highlighted with good functional group tolerance and substrate scope which could rapidly realize the acylation of various heterocyclic compounds In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A sustainable approach towards the three-component synthesis of unsubstituted 1H-imidazoles in the water at ambient conditions was written by Kapale, Suraj S.;Chaudhari, Hemchandra K.;Mali, Suraj N.;Takale, Balaram S.;Pawar, Hitesh. And the article was included in Journal of Asian Natural Products Research in 2021.HPLC of Formula: 5496-35-5 This article mentions the following:

A green protocol for the synthesis of imidazoles I [R = Ph, 4-BrC₆H₄, 2-furyl, etc.; R¹ = R² = H, Ph] was demonstrated. The reaction was realized using com. available lipase enzyme, porcine pancreas lipase (PPL) in water. The reaction conditions were selective and mild which helped to tolerate a wide variety of functional groups to gave desired products I in good chem. yields. In the experiment, the researchers used many compounds, for example, 4-(4,5-Diphenyl-1H-imidazol-2-yl)benzoic acid (cas: 5496-35-5HPLC of Formula: 5496-35-5).

4-(4,5-Diphenyl-1H-imidazol-2-yl)benzoic acid (cas: 5496-35-5) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.HPLC of Formula: 5496-35-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Cultivation affects soil organic nitrogen: pyrolysis-mass spectrometry and nitrogen K-edge XANES spectroscopy evidence was written by Leinweber, Peter;Walley, Fran;Kruse, Jens;Jandl, Gerald;Eckhardt, Kai-Uwe;Blyth, Robert I. R.;Regier, Tom. And the article was included in Soil Science Society of America Journal in 2009.Product Details of 3034-41-1 This article mentions the following:

Elucidating mol.-chem. changes that the soil organic N (SON) pool has undergone following long-term cultivation remains a challenge. Our objective was to examine SON compounds in paired native and long-term cultivated soils using three independent anal. methods. Curie-point pyrolysis-gas chromatog./mass spectrometry revealed approx. 60 different organic N-containing mols. of which 11, 13, and 14 were less and 8, 16, and 11 more abundant in the cultivated than in the native soils from Lethbridge, Macklin, and St. Denis, resp. Pyrolysis-field ionization mass spectrometry (Py-FIMS) revealed that heterocyclic N compounds such as substituted pyrroles and pyridines contributed to the overall cultivation-induced changes. Furthermore, Py-FIMS showed that cultivated sites preferentially lost thermally labile peptides and, to a lesser extent, other labile N-containing compounds The magnitude of losses decreased in the order Lethbridge (80 yr cultivation) > Macklin (85 yr cultivation) > St. Denis (57 + yr cultivation). Relative gains in thermally stable N-containing compounds (all sites) and peptides (Macklin only) followed the same order. The weaker cultivation effect at St. Denis probably reflects a greater inherent stability of SON compounds in the native soil, as indicated by onsets and peaks in the thermal volatilization curves at 40 K higher pyrolysis temperature Synchrotron-based N K-edge x-ray near-edge fine structure spectroscopy confirmed the enrichment of nitriles and N-heterocycles in the cultivated Lethbridge soil at the expense of amide N. Our multimethodol. approach provided evidence for the enrichment of a relatively stable nonproteinaceous pool of SON on cultivation. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Product Details of 3034-41-1).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Product Details of 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Radical C-H functionalization of heteroarenes under electrochemical control was written by O’Brien, Alexander G.;Maruyama, Akinobu;Inokuma, Yasuhide;Fujita, Makoto;Baran, Phil S.;Blackmond, Donna G.. And the article was included in Angewandte Chemie, International Edition in 2014.HPLC of Formula: 25676-75-9 This article mentions the following:

Electrochem. reactions are shown to be effective for the C-H functionalization of a number of heterocyclic substrates that are recalcitrant to conventional peroxide radical initiation conditions. Monitoring reaction progress under electrochem. conditions provides mechanistic insight into the C-H functionalization of a series of heterocycles of interest in medicinal chem. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methylimidazole (cas: 25676-75-9HPLC of Formula: 25676-75-9).

4-Bromo-1-methylimidazole (cas: 25676-75-9) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.HPLC of Formula: 25676-75-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Silver(I) N-heterocyclic carbene complexes: Synthesis, characterization and cytotoxic properties was written by Gurbuz, Nevin;Kaloglu, Nazan;Kizrak, Umran;Ozdemir, Ilknur;Turkmen, Nese Basak;Ciftci, Osman;Ozdemir, Ismail;Mansour, L.;Naceur, Hamdi. And the article was included in Journal of Organometallic Chemistry in 2020.Quality Control of 1-Methylbenzimidazole This article mentions the following:

Sulfonate functionalized N-heterocyclic carbene ligand precursors were obtained from the compounds 1-alkylbenzimidazole, 1,3-propane sultone, and 1,4-butane sultone. These NHC ligand precursors were metalated with Ag₂O on moderate conditions to give novel Ag-NHC complexes. All new compounds were characterized by ¹H NMR, ¹³C NMR, FTIR and elemental anal. techniques. The cytotoxic properties of the Ag(I) complexes were assessed in various human cancer lines, including cisplatin-sensitive and resistant cells. IC₅₀ values of these four complexes were determined by the MTT based assay on three human cell lines brain (SHSY5Y) and liver (HEP3B). These Ag N-heterocyclic carbene complexes were highlighted metal-based cancer therapeutic agents with unique structures and functions. These strategies provide exciting opportunities for discovering new types of metallodrugs. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Quality Control of 1-Methylbenzimidazole).

1-Methylbenzimidazole (cas: 1632-83-3) 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 is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Quality Control of 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem