Tag: 100-200

Yamanaka, Motosuke; Miyake, Kazutoshi; Suda, Shinji; Ohhara, Hideto; Ogawa, Toshiaki published their research in Chemical & Pharmaceutical Bulletin on December 31 ,1991. The article was titled 《Imidazo[1,2-a]pyridines. I. Synthesis and inotropic activity of new 5-imidazo[1,2-a]pyridinyl-2(1H)-pyridinone derivatives. [Erratum to document cited in CA115(15):159040c]》.Recommanded Product: 136117-70-9 The article contains the following contents:

An error in Chart 3 has been corrected An error in Table III has been corrected Three errors in the text have been corrected The errors were not reflected in the abstract but were reflected in the index entries. After reading the article, we found that the author used Imidazo[1,2-a]pyridine-8-carbonitrile(cas: 136117-70-9Recommanded Product: 136117-70-9)

Imidazo[1,2-a]pyridine-8-carbonitrile(cas: 136117-70-9) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Recommanded Product: 136117-70-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2019,Journal of the American Chemical Society included an article by van Vliet, Kaj M.; Polak, Lara H.; Siegler, Maxime A.; van der Vlugt, Jarl Ivar; Guerra, Celia Fonseca; de Bruin, Bas. Recommanded Product: 530-62-1. The article was titled 《Efficient Copper-Catalyzed Multicomponent Synthesis of N-Acyl Amidines via Acyl Nitrenes》. The information in the text is summarized as follows:

Direct synthetic routes to amidines are desired, as they are widely present in many biol. active compounds and organometallic complexes. N-Acyl amidines in particular can be used as a starting material for the synthesis of heterocycles and have several other applications. Here, we describe a fast and practical copper-catalyzed three-component reaction of aryl acetylenes, amines, and easily accessible 1,4,2-dioxazol-5-ones to N-acyl amidines, generating CO2 as the only byproduct. Transformation of the dioxazolones on the Cu catalyst generates acyl nitrenes that rapidly insert into the copper acetylide Cu-C bond rather than undergoing an undesired Curtius rearrangement. For nonaromatic dioxazolones, [Cu(OAc)(Xantphos)] is a superior catalyst for this transformation, leading to full substrate conversion within 10 min. For the direct synthesis of N-benzoyl amidine derivatives from aromatic dioxazolones, [Cu(OAc)(Xantphos)] proved to be inactive, but moderate to good yields were obtained when using simple copper(I) iodide (CuI) as the catalyst. Mechanistic studies revealed the aerobic instability of one of the intermediates at low catalyst loadings, but the reaction could still be performed in air for most substrates when using catalyst loadings of 5 mol %. The herein reported procedure not only provides a new, practical, and direct route to N-acyl amidines but also represents a new type of C-N bond formation. In the experiment, the researchers used Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Recommanded Product: 530-62-1)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a peptide coupling reagent,it is used in the synthesis of peptides. Reacts readily with carboxylic acids to form acyl imidazoles; subsequent reaction with amines to form amides goes smoothly.Recommanded Product: 530-62-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2017,Niguez, Diego Ros; Guillena, Gabriela; Alonso, Diego A. published 《Chiral 2-Aminobenzimidazoles in Deep Eutectic Mixtures: Recyclable Organocatalysts for the Enantioselective Michael Addition of 1,3-Dicarbonyl Compounds to β-Nitroalkenes》.ACS Sustainable Chemistry & Engineering published the findings.Related Products of 4857-06-1 The information in the text is summarized as follows:

A catalytic system based on deep eutectic solvents (DESs) and chiral 2-amino benzimidazole organocatalysts is used to promote the enantioselective addition of 1,3-dicarbonyl compounds to β-nitrostyrenes. This procedure avoids the use of toxic volitile organic compounds (VOCs) as a reaction medium, providing access to highly functionalized chiral mols. in a selective and efficient manner. Furthermore, the reaction can be performed on a large scale and recycling the catalytic system is possible for at least four times, leading to a clean, cheap, simple, and scalable procedure that meets most of the criteria required to be a green and sustainable process. NMR studies have confirmed the key role of the hydrogen-bonding interactions between the DES and the chiral organocatalyst, which allow their recovery and the recyclability of the system. In the experiment, the researchers used 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Related Products of 4857-06-1)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) binds to monoclonal antibodies, inhibiting their binding to their corresponding antigens. This activity may be due to its ability to bind covalently with amino groups on proteins and other molecules.Related Products of 4857-06-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2013,Tugsuz, Tugba published 《A DFT study on the standard electrode potentials of 2-substituted imidazoles》.International Journal of Quantum Chemistry published the findings.SDS of cas: 16681-56-4 The information in the text is summarized as follows:

Extensive d. functional theory, calculations, with optimization of geometries and estimation of substituent effects, have been performed to investigate the electrode potentials of dimer and protonated cation structures of 2-substituted imidazoles. The gas phase geometries of dimer, anion, protonated cation, and neutral structures of 2-substituted imidazoles have been optimized using Boese-Martin for kinetics (BMK) and the Minnesota 2005 (M05) hybrid functionals combined with the valence triple-ζ quality with polarization function (TZVP) basis set. The geometries in the presence of acetonitrile solvent have been optimized using the conductor-like polarizable continuum model model of solvation at the same levels of theory. Frequency calculations have been performed for all the structures and none of them is found to exhibit any imaginary frequency. N-H—H IR harmonic frequencies have been calculated and compared with available exptl. data. The substituent effects on the electrode potentials of imidazole have been investigated as electron donating -CH3, -OH, -NH2, -OCH3 and electron withdrawing -NO2, -Cl, -F, -Br groups, which are bonded to the second numbered carbon atom of the imidazole mol. It has been found that electron donating substituents show more neg. electrode potentials, whereas electron withdrawing substituents have the opposite effect. In the part of experimental materials, we found many familiar compounds, such as 2-Bromo-1H-imidazole(cas: 16681-56-4SDS of cas: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. SDS of cas: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

HPLC of Formula: 16681-56-4In 2015 ,《1H-Pyrazolo[3,4-g]hexahydro-isoquinolines as potent GR antagonists with reduced hERG inhibition and an improved pharmacokinetic profile》 appeared in Bioorganic & Medicinal Chemistry Letters. The author of the article were Hunt, Hazel J.; Belanoff, Joseph K.; Golding, Emily; Gourdet, Benoit; Phillips, Timothy; Swift, Denise; Thomas, Jennifer; Unitt, John F.; Walters, Iain. The article conveys some information:

The authors report the further optimization of the series 1H-pyrazolo[3,4-g]hexahydro-isoquinoline sulfonamides as GR antagonists. By incorporating a heteroaryl ketone group at the ring junction, the authors have obtained compounds with excellent functional GR antagonism. Optimization of the sulfonamide substituent has provided compounds with a very desirable overall profile, e.g. I, including minimal hERG activity, good bioavailability and in vivo efficacy. After reading the article, we found that the author used 2-Bromo-1H-imidazole(cas: 16681-56-4HPLC of Formula: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. HPLC of Formula: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2022,Li, Yi; Guo, Chunjing; Chen, Qiang; Su, Yanguo; Guo, Huimin; Liu, Ruoyang; Sun, Changgang; Mi, Shuqi; Wang, Jinqiu; Chen, Daquan published an article in International Journal of Biological Macromolecules. The title of the article was 《Improvement of pneumonia by curcumin-loaded bionanosystems based on platycodon grandiflorum polysaccharides via calming cytokine storm》.Application In Synthesis of Di(1H-imidazol-1-yl)methanone The author mentioned the following in the article:

Pneumonia can lead to high morbidity and mortality secondary to uncontrolled inflammation of the lung tissue. Blocking cytokine storm storms may be the key to saving the life of patients with severe pneumonia. According to the medicinal guide theory of Traditional Chinese Medicine (TCM) and the inherent affinity with macrophages for the site of inflammation, we constructed the drug delivery platform (MNPs) derived from macrophage-membrane encapsulated reaction oxygen species (ROS)-responsive Platycodon grandiflorum polysaccharides (PGP) nanoparticles (PNPs) to calm the cytokine storm and improve lung inflammation. By loading the anti-inflammatory agent Curcumin (Cur), we demonstrated that MNPs@Cur significantly attenuated inflammation and cytokine storm syndrome in acute lung injury (ALI) mice by suppressing pro-inflammatory factor production and inflammatory cell infiltration. Interestingly, we observed that the PNPs also have potent pulmonary targeting ability compared to other polysaccharide carriers, which is in line with the medicinal guide theory of TCM. Our study revealed the rational design of drug delivery platforms to improve the treatment of lung injury, which inherits and develops the important theories of TCM through the perfect combination of guide theory and biomimetic nanotechnol. and provides the exptl. scientific basis for the clin. application of channel ushering drugs. The experimental process involved the reaction of Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Application In Synthesis of Di(1H-imidazol-1-yl)methanone)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a peptide coupling reagent,it is used in the synthesis of peptides. Reacts readily with carboxylic acids to form acyl imidazoles; subsequent reaction with amines to form amides goes smoothly.Application In Synthesis of Di(1H-imidazol-1-yl)methanone

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Stereodefined Access to Lactams via Olefin Difunctionalization: Iridium Nitrenoids as a Motif of LUMO-Controlled Dipoles》 were Hong, Seung Youn; Chang, Sukbok. And the article was published in Journal of the American Chemical Society in 2019. HPLC of Formula: 530-62-1 The author mentioned the following in the article:

Reported herein is a general platform of a stereodefined access to γ-lactams via Cp*Ir-catalyzed olefin difunctionalization, where in situ generated Ir-nitrenoid is utilized as a key motif of 1,3-dipoles to enable amido transfer in a syn-selective manner. Computational studies suggested that the stereodefined process can be attributed to the proposed working mode of concerted [3+2] cyclization. Frontier MO (FMO) anal. implied that a low-lying LUMO (LUMO) of the Ir-imido fragment engages in the olefin interaction. Mechanistic understanding on the nitrene transfer process led us to develop mild catalytic protocols of stereoselective difunctionalization of alkenyl dioxazolones to furnish α-(haloalkyl)- or (oxyalkyl)lactam products which are of high synthetic and medicinal utility. Product stereochem. (threo and erythro) was found to be designated by the olefin geometry (E/Z) of substrates. In the part of experimental materials, we found many familiar compounds, such as Di(1H-imidazol-1-yl)methanone(cas: 530-62-1HPLC of Formula: 530-62-1)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a peptide coupling reagent,it is used in the synthesis of peptides. Reacts readily with carboxylic acids to form acyl imidazoles; subsequent reaction with amines to form amides goes smoothly.HPLC of Formula: 530-62-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2018,Research on Chemical Intermediates included an article by Srikrishna, Devulapally; Dubey, Pramod Kumar. Electric Literature of C7H5ClN2. The article was titled 《Synthesis of novel substituted 3-(4-((1H-benzo[d]imidazol-2-ylthio)methyl)-1-phenyl-1H-pyrazol-3-yl)-2H-chromen-2-ones: various approaches》. The information in the text is summarized as follows:

Considering benzimidazole as a privileged structure for developing probes of impressive pharmacol. potentials, some new coumarin and pyrazole conjugates of benzimidazoles I (R = Me, Et, Bn; X = H, OMe) were synthesized with a sulfur linkage. Thus, 3-(2-oxo-2H-chromen-3-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde was prepared starting from simple salicylaldehyde which has been used as an important synthon and incorporated in a series of structural manipulations to obtain various pharmacophoric motif conjugates I (R = H, Me, Et, Bn) in fair yields. A facile and stepwise method has been developed for the synthesis of all these compounds in various approaches, which also involves sub-sequences. In addition to this study using 2-Chloro-1H-benzo[d]imidazole, there are many other studies that have used 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Electric Literature of C7H5ClN2) was used in this study.

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) is an analog of benzimidazole that has been synthesized by Langmuir adsorption isotherm. It is a white crystalline solid that can be dissolved in water and hydrochloric acid. 2-Chloro-1H-benzo[d]imidazole inhibits the growth of herpes simplex virus by acting as a competitive inhibitor for the viral enzyme thymidine kinase, which catalyzes the conversion of thymine to thymidine.Electric Literature of C7H5ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 1985,Catalan, Javier; Menendez, Margarita; Elguero, Jose published 《On the relationships between basicity and acidity in azoles》.Bulletin de la Societe Chimique de France published the findings.Recommanded Product: 16681-56-4 The information in the text is summarized as follows:

A linear relation between both acidic and basic pKa values is shown for a large collection of imidazoles, benzimidazoles, 1,2,4-triazoles and tetrazoles. Surprisingly, pyrazoles fall on a parallel line, separated from the preceding one by 3.1 pKa units; pyrazoles, and probably 1,2,3-triazoles, are less basic than the other azoles. The experimental part of the paper was very detailed, including the reaction process of 2-Bromo-1H-imidazole(cas: 16681-56-4Recommanded Product: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Recommanded Product: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Electric Literature of C7H6N4OIn 2020 ,《Squaramides and Ureas: A Flexible Approach to Polymerase-Compatible Nucleic Acid Assembly》 was published in Angewandte Chemie, International Edition. The article was written by Shivalingam, Arun; Taemaitree, Lapatrada; El-Sagheer, Afaf H.; Brown, Tom. The article contains the following contents:

Joining oligonucleotides together (ligation) is a powerful means of retrieving information from the nanoscale. To recover this information, the linkages created must be compatible with polymerases. However, enzymic ligation is restrictive and current chem. ligation methods lack flexibility. Herein, a versatile ligation platform based on the formation of urea and squaramide artificial backbones from minimally modified 3′- and 5′-amino oligonucleotides is described. One-pot ligation gives a urea linkage with excellent read-through speed, or a squaramide linkage that is read-through under selective conditions. The squaramide linkage can be broken and reformed on demand, while stable pre-activated precursor oligonucleotides expand the scope of the ligation reaction to reagent-free, mild conditions. The utility of the authors’ system is demonstrated by replacing the enzymically biased RNA-to-DNA reverse transcription step of RT-qPCR with a rapid nucleic-acid-template-dependent DNA chem. ligation system, that allows direct RNA detection. After reading the article, we found that the author used Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Electric Literature of C7H6N4O)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a coupling agent in the synthesis of dipolar polyamides for nonlinear optical applications and polypeptides. It also used to make β-keto sulfones and sulfoxides, lead sequestering agents, and β-enamino acid derivatives.Electric Literature of C7H6N4O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem