Tag: 100-200

Highly efficient protocol for the aromatic compounds nitration catalyzed by magnetically recyclable core/shell nanocomposite was written by Maleki, Ali;Aghaei, Morteza;Paydar, Reza. And the article was included in Journal of the Iranian Chemical Society in 2017.HPLC of Formula: 3034-41-1 This article mentions the following:

An efficient protocol for the nitration of aromatic compounds in the presence of a catalytic amount of sulfuric acid-functionalized silica-based magnetic core/shell nanocomposite was reported. The designed products were obtained in high yields in relatively short reaction times at room temperature under solvent-free conditions. The nanocatalyst was simply recovered from the reaction mixture by using an external magnet and efficiently reused for several times. The characterization of particle size, morphol. and elemental anal. of the nanocatalyst were provided by SEM, transmission electron microscopy and energy-dispersive X-ray spectroscopy analyses, resp. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1HPLC of Formula: 3034-41-1).

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 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.HPLC of Formula: 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

4,7-Diarylbenzo[c][1,2,5]thiadiazoles as fluorophores and visible light organophotocatalysts was written by Taylor, Dominic;Malcomson, Thomas;Zhakeyev, Adilet;Cheng, Shengxian;Rosair, Georgina M.;Marques-Hueso, Jose;Xu, Zhengtao;Paterson, Martin J.;Dalgarno, Scott J.;Vilela, Filipe. And the article was included in Organic Chemistry Frontiers in 2022.Related Products of 1632-83-3 This article mentions the following:

The synthesis, characterization, and application of a library of 26 D-A compounds I (R = Ph, 4-hydroxyphenyl, thiophen-2-yl, etc.) based on the BTZ group were described. By varying the donor groups while keeping the BTZ acceptor group the same, and the photocatalyst’s optoelectronic and photophys. properties can be systematically modified. These photocatalysts were then validated using a Minisci-type decarboxylative alkylation of electron deficient heteroarenes (such as lepidine, 2-methylquinoline, isoquinoline, etc.) as a test reaction under both batch and continuous flow conditions. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Related Products of 1632-83-3).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. 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. Related Products of 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electrochemical reduction of bifunctional organic compounds. XI. Substituted N-methylnitroimidazoles was written by Kargin, Yu. M.;Latypova, V. Z.;Fassakhov, R. Kh.;Arkhipov, A. I.;Eneikina, T. A.;Sharnin, G. P.. And the article was included in Zhurnal Obshchei Khimii in 1979.Synthetic Route of C4H5N3O2 This article mentions the following:

The mechanism was studied of the electrochem. reduction of nitro- and halo-substituted N-methylimidazoles where the substituents are NO₂, Cl, Br, H, and NHPh. The process begins with the reverse transfer of an electron to the mol. to form anion radicals with different degrees of stability. The rate of anionic elimination of Br^– from positions 2 and 5 in the anion radicals of 1-methyl-2(5)-bromo-4-nitroimidazole (k = 8.2 ± 0.5 and 12.1 ± 0.5 s^-1, resp.) was evaluated. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Synthetic Route of C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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. Synthetic Route of C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Development of Selective Clk1 and -4 Inhibitors for Cellular Depletion of Cancer-Relevant Proteins was written by ElHady, Ahmed K.;Abdel-Halim, Mohammad;Abadi, Ashraf H.;Engel, Matthias. And the article was included in Journal of Medicinal Chemistry in 2017.Category: imidazoles-derivatives This article mentions the following:

In cancer cells, kinases of the Clk family control the supply of full-length, functional mRNAs coding for a variety of proteins essential to cell growth and survival. Thus, inhibition of Clks might become a novel anticancer strategy, leading to a selective depletion of cancer-relevant proteins after turnover. On the basis of a Weinreb amide hit compound, the authors designed and synthesized a diverse set of methoxybenzothiophene-2-carboxamides, of which the N-benzylated derivative showed enhanced Clk1 inhibitory activity. Introduction of a m-fluorine in the benzyl moiety eventually led to the discovery of compound 21b (5-methoxybenzo[b]thiophene-2-carboxylic acid (3-fluorobenzyl)methylamide), a potent inhibitor of Clk1 and -4 (IC₅₀ = 7 and 2.3 nM, resp.), exhibiting an unprecedented selectivity over Dyrk1A. Compound 21b triggered the depletion of EGFR, HDAC1, and p70S6 kinase from the cancer cells, with potencies in line with the measured GIC₅₀ values. In contrast, the cellular effects of congener 21a (5-methoxybenzo[b]thiophene-2-carboxylic acid 3-fluorobenzylamide), which inhibited Clk1 only weakly, were substantially lower. In the experiment, the researchers used many compounds, for example, (1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7Category: imidazoles-derivatives).

(1H-Imidazol-2-yl)methanamine dihydrochloride (cas: 22600-77-7) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole 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).Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Chemistry of antipernicious anemia factors. III. 5,6-Disubstituted benzimidazoles as products of acid hydrolysis of vitamin B₁₂ was written by Beaven, G. R.;Holiday, E. R.;Johnson, E. A.;Ellis, B.;Mamalis, P.;Petrow, V.;Sturgeon, B.. And the article was included in Journal of Pharmacy and Pharmacology in 1949.Safety of 7-Methyl-1H-benzo[d]imidazole This article mentions the following:

N-(p-Tolylsulfonyl)-nitroanilides are prepared from the nitro amine in pyridine treated portionwise with p-MeC₆H₄SO₂Cl, then heated at 100° for 2 h., acidified, and crystallized Yields are 80-95%. The following 2′-nitro-p-toluenesulfonanilides are prepd: 4′-Me (I), yellow needles from alc., m. 104°; 6′-Me (II), yellow prisms from alc., m. 125°; 3′,4′-di-Me (III), prismatic needles from alc., m. 126-7°; 4′,5′-di-Me (IV), yellow blades from alc., m. 149-50°. The sulfonanilides are methylated by refluxing with Me₂SO₄ in alk. medium; yields, 80-95%. I yields 2′-nitro-N,4′-dimethyl-p-toluenesulfonanilide, pale yellow prisms, m. 128°. The methylated product from II forms silvery leaflets, m. 139-40°; from III, colorless prisms, m. 137°; from IV, m. 125-7°. Mixtures of the N-methyl-p-toluenesulfonanilides, AcOH, and H₂SO₄ are heated at 100° for 1-2 h. and poured into ice and the hydrolyzed amine recrystallized from alc.; yield, 60-75%. The corresponding 2-nitroanilines are: N,3,4-tri-Me, scarlet prisms with 0.5 H₂O, m. 59-60°; N,4,5-tri-Me, resublimed at 0.05 mm. and 100°, orange-red needles, m. 138°. Preparation of benzimidazoles: Shake the nitro amine in EtOH with H (10% Pd-C catalyst), remove the catalyst, dry the solution under N, dissolve the residue in 4 N HCl, add the appropriate aliphatic acid, reflux in N, precipitate with NH₃, and recrystallize; yields, 50-60%. The benzimidazoles prepared are: 1-Me, needles [from light petroleum (V)], m. 64°; 2-Me, needles from H₂O, m. 176°; 4-Me, needles from AcOEt-V, m. 140°; 5-Me, needles from AcOEt-V, m. 113°, b_0.1 169-72°; 1,2-di-Me, needles from AcOEt-V, m. 109-10°; 1,5-di-Me, needles from AcOEt-V, m. 94°; 1,6-di-Me, needles from V, m. 74-5°; 1,7-di-Me, prismatic needles from AcOEt-V, m. 68-70.5°; 2,4-di-Me, prisms from AcOEt, m. 168-9 °; 2,5-di-Me, leaflets from AcOEt-V, m. 202°; 4,5-di-Me, leaflets from aqueous alc., m. 196-7°; 5,6-di-Me, needles from AcOEt-V, m. 199-200°; 1,2,5-tri-Me, plates from AcOEt, m. 141°; 1,2,6-tri-Me, rods from AcOEt-V, m. 119-20 °; 1,2,7-tri-Me, fine needles from V, m. 146-7°; 1,4,5-tri-Me, white needles from V, m. 95-6°; 2,4,5-tri-Me, needles from aqueous alc., m. 188-90°; 1,5,6-tri-Me, needles from AcOEt-V, m. 142-3°; 2,5,6-tri-Me, needles from aqueous alc., m. 233-4°; 1,2,4,5-tetra-Me, long needles from aqueous alc., m. 144-5°; 1,2,5,6-tetra-Me, pale yellow prisms from AcOEt-V, m. 164°. The methylated benzimidazoles are compared spectroscopically with 3 chem. related components, α, β, and γ, separated from the “285 component” by chromatog. The α- and β-components are identified as 1-substituted 5,6-dimethylbenzimidazoles, and γ is 5,6-dimethylbenzimidazole (VI). Only one VI residue is released from vitamin B₁₂ on acid hydrolysis; the benzimidazole nucleus exists preformed in the vitamin, and components α, β, and γ represent successive stages of degradation of a common precursor. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Safety of 7-Methyl-1H-benzo[d]imidazole).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Safety of 7-Methyl-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In-Depth Assessment of the Palladium-Catalyzed Fluorination of Five-Membered Heteroaryl Bromides was written by Milner, Phillip J.;Yang, Yang;Buchwald, Stephen L.. And the article was included in Organometallics in 2015.Product Details of 25676-75-9 This article mentions the following:

A thorough investigation of the challenging Pd-catalyzed fluorination of five-membered heteroaryl bromides is presented. Crystallog. studies and d. functional theory (DFT) calculations suggest that the challenging step of this transformation is C-F reductive elimination of five-membered heteroaryl fluorides from Pd(II) complexes. On the basis of these studies, we have found that various heteroaryl bromides bearing Ph groups in the ortho position can be effectively fluorinated under catalytic conditions. Highly activated 2-bromoazoles, such as 8-bromocaffeine, are also viable substrates for this reaction. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methylimidazole (cas: 25676-75-9Product Details of 25676-75-9).

4-Bromo-1-methylimidazole (cas: 25676-75-9) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole 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.Product Details of 25676-75-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A density functional theory based approach for predicting melting points of ionic liquids was written by Chen, Lihua;Bryantsev, Vyacheslav S.. And the article was included in Physical Chemistry Chemical Physics in 2017.Application of 92507-97-6 This article mentions the following:

Accurate prediction of m.ps. of ILs is important both from the fundamental point of view and from the practical perspective for screening ILs with low m.ps. and broadening their use in a wider temperature range. The authors present an ab initio approach to calculate m.ps. of ILs with known crystal structures and illustrate its application for 11 ILs containing imidazolium/pyrrolidinium cations and halide/polyat. fluoro-containing anions. The m.p. is determined as a temperature at which the Gibbs free energy of fusion is zero. The Gibbs free energy of fusion can be expressed through the use of the Born-Fajans-Haber cycle via the lattice free energy of forming a solid IL from gaseous phase ions and the sum of the solvation free energies of ions comprising IL. Dispersion-corrected d. functional theory (DFT) involving (semi)local (PBE-D3) and hybrid exchange-correlation (HSE06-D3) functionals is applied to estimate the lattice enthalpy, entropy, and free energy. The ions solvation free energies are calculated with the SMD-generic-IL solvation model at the M06-2X/6-31+G(d) level of theory under standard conditions. The m.ps. of ILs computed with the HSE06-D3 functional are in good agreement with the exptl. data, with a mean absolute error of 30.5 K and a mean relative error of 8.5%. The model is capable of accurately reproducing the trends in m.ps. upon variation of alkyl substituents in organic cations and replacement one anion by another. The results verify that the lattice energies of ILs containing polyat. fluoro-containing anions can be approximated reasonably well using the volume-based thermodn. approach. However, there is no correlation of the computed lattice energies with mol. volume for ILs containing halide anions. Also, entropies of solid ILs follow two different linear relations with mol. volume for halides and polyat. fluoro-containing anions. Continuous progress in predicting crystal structures of organic salts with halide anions will be a key factor for successful prediction of m.ps. with no prior knowledge of the crystal structure. In the experiment, the researchers used many compounds, for example, 1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6Application of 92507-97-6).

1-ethyl-2,3-dimethylimidazolium chloride (cas: 92507-97-6) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Application of 92507-97-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Confronting the Challenging Asymmetric Carbonyl 1,2-Addition Using Vinyl Heteroarene Pronucleophiles: Ligand-Controlled Regiodivergent Processes through a Dearomatized Allyl-Cu Species was written by Dong, Yuyang;Schuppe, Alexander W.;Mai, Binh Khanh;Liu, Peng;Buchwald, Stephen L.. And the article was included in Journal of the American Chemical Society in 2022.Name: 1-(1-Methyl-1H-imidazol-2-yl)ethanone This article mentions the following:

A CuH-catalyzed regiodivergent coupling of vinyl heteroarenes with carbonyl-containing electrophiles, in which the selectivity was controlled by the ancillary ligand. This approach leverages an in situ generated benzyl- or dearomatized allyl-Cu intermediate, yielding either the dearomatized or exocyclic addition products, resp. The method exhibited excellent regio-, diastereo-, and enantioselectivity and tolerated a range of common functional groups and heterocycles. The dearomative pathway allowed direct access to a variety of functionalized saturated heterocyclic structures. The reaction mechanism was probed using a combination of exptl. and computational approach. D. functional theory studies suggested that the ligand-controlled regioselectivity results from the C-H/π interaction and steric repulsion in transition states leading to the major and minor regioisomers, resp. Hydrocupration of vinyl heteroarene pronucleophile was the enantiodetermining step, whereas the diastereoselectivity was enforced by steric interactions between the benzylic or allyl-Cu intermediate and carbonyl-containing substrates in a six-membered cyclic transition state. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Name: 1-(1-Methyl-1H-imidazol-2-yl)ethanone).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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.Name: 1-(1-Methyl-1H-imidazol-2-yl)ethanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Biological characterization of novel nitroimidazole-peptide conjugates in vitro and in vivo was written by Bergmann, Ralf;Splith, Katrin;Pietzsch, Jens;Bachmann, Michael;Neundorf, Ines. And the article was included in Journal of Peptide Science in 2017.Product Details of 22813-32-7 This article mentions the following:

Recently, we reported on the design of a multimodal peptide conjugate useful as delivery platform for targeting hypoxic cells. A nitroimidazole (2-(2-nitroimidazol-1-yl)acetic acid, NIA) moiety, which is selectively entrapped in hypoxic cells, was coupled to a cell-penetrating peptide serving as the transporter. Furthermore, attachment of a bifunctional linker allowed the introduction of a diagnostic or therapeutic radiometal. However, although selective tumor accumulation could be detected in vivo, a fast renal clearance of the compound was observed The present study aims to improve the system by using the more proteolytically stable all-D version of the peptide carrier (DsC18), by attaching two NIA moieties instead of one (DsC18(NIA)₂) to enhance the tumor uptake, and by incorporating the bifunctional chelator NODAGA instead of DOTA (NODAGA-DsC18(NIA)₂) to optimize labeling chem. First, we characterized in vitro the novel all-D peptide compared with its parent L-version. Then, in order to investigate and compare the pharmacol. profiles of the peptides, these were radiolabeled with ⁶⁴Cu^II and ⁶⁸Ga^III, and the biodistribution and kinetics were evaluated in vivo. Our results show the versatility of the D-peptide as cell-penetrating peptide and transporter. However, attaching two NIA groups modified the system in such a way that no selective tumor uptake could be observed compared with the peptide without NIA moieties. Still, this work highlights new pharmacokinetic data on the biodistribution of such compounds in vivo. Copyright © 2017 European Peptide Society and John Wiley & Sons, Ltd. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Product Details of 22813-32-7).

2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) 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–C6) 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.Product Details of 22813-32-7

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Deep eutectic solvents with multiple hydroxyl sites for efficient and reversible absorption of SF₆ was written by Liu, Ping;Cai, Kaixing;Liu, Mao;Xu, Meisong;Zhao, Tianxiang. And the article was included in Journal of Molecular Liquids in 2022.COA of Formula: C4H7ClN2 This article mentions the following:

Finding the adsorbents to efficiently and reversibly capture SF₆ has important research significance. Most of the currently reported solid absorbents used to capture SF₆ can have disadvantages such as difficult recovery and easy deactivation. To address this critical challenge, we here report an effective strategy to capture sulfur hexafluoride (SF₆) using the hydroxyl-rich deep eutectic solvents (DESs) for the first time. The phys. properties of as-prepared seven hydroxyl-rich DESs are systematically investigated, and the effects of structure of DESs, absorption temperature, pressure, and water content on absorption performance of SF₆ also are inspected, resp. In particular, ChCl-Gly (1:2) not only exhibits highest absorption capacity of SF₆ with up to 0.1738 g SF₆/g DES at 293.2 K and 1.0 bar, but also can be reused without significant decline in absorption capacity of SF₆. In addition, the absorption mechanism study of SF₆ is conducted by FTIR, NMR and DFT chem. calculations The results suggest that the high absorption capacity of SF₆ originates from the intermol. hydrogen bonding of SF₆ mols. and hydroxyl protons in DESs. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3COA of Formula: C4H7ClN2).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.COA of Formula: C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem