Month: November 2022

Munoz, Salvador B. published the artcileCombined Effects of Backbone and N-Substituents on Structure, Bonding, and Reactivity of Alkylated Iron(II)-NHCs, Related Products of imidazoles-derivatives, the publication is Organometallics (2018), 37(18), 3093-3101, database is CAplus and MEDLINE.

Iron and N-heterocyclic carbenes (NHCs) have proven to be a successful pair in catalysis, with reactivity and selectivity being highly dependent on the nature of the NHC ligand backbone saturation and N-substituents. Four (NHC)Fe(1,3-dioxan-2-ylethyl)₂ complexes have been isolated and spectroscopically characterized to correlate their reactivity to steric effects of the NHC from both the backbone saturation and N-substituents. Only in the extreme case of SIPr where NHC backbone and N-substituent steric effects are the largest is there a major structural perturbation observed crystallog. The addition of only two hydrogen atoms is sufficient for a drastic change in product selectivity in the coupling of 1-iodo-3-phenylpropane with (2-(1,3-dioxan-2-yl)ethyl)magnesium bromide due to resulting structural perturbations to the precatalyst. Mossbauer spectroscopy and magnetic CD enabled the correlation of covalency and steric bulk in the SIPr case to its poor selectivity in alkyl-alkyl cross-coupling with iron. D. functional theory calculations provided insight into the electronic structure and MO effects of ligation changes to the iron center. Finally, charge donation anal. and Mayer bond order calculations further confirmed the stronger Fe-ligand bonding in the SIPr complex. Overall, these studies highlight the importance of considering both N-substituent and backbone steric contributions to structure, bonding, and reactivity in iron-NHCs.

Organometallics published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Related Products of imidazoles-derivatives.

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

Jonsson, Helgi Freyr published the artcileRapid and mild synthesis of Au-NHC complexes in a simple two-phase flow reactor, Application In Synthesis of 258278-25-0, the publication is Dalton Transactions (2021), 50(23), 7969-7975, database is CAplus and MEDLINE.

We describe a simple two-phase flow reactor which allows for the rapid synthesis of several Au(I)-NHC complexes in high yields (>88%), under mild conditions, and with minimal workup. Translation of the standard weak base method to a two-phase flow reaction prevents the common problem of decomposition to Au(0). The reaction can be scaled up more than ten-fold without loss in conversion efficiency. An optional second stage allows for direct synthesis of Au(III)-NHC complexes, without isolation of the Au(I)-NHC intermediate, with a two-step isolated yield of 82%.

Dalton Transactions published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, Application In Synthesis of 258278-25-0.

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

Kido, H. published the artcileCoördination compounds. XVIII. Formation constants of some metal salts of hydroxyquinones, Application In Synthesis of 7467-35-8, the publication is Analytica Chimica Acta (1960), 116-23, database is CAplus.

cf. CA 53, 17875c. Dissociation constants of numerous hydroquinones determined in 75 volume % dioxane-H₂O solutions at 30° (CA 51, 7112f), formation constants of the UO₂⁺⁺, Cu⁺⁺, Be⁺⁺, Ni⁺⁺, Co⁺⁺, Zn⁺⁺, Cd⁺⁺, and Mn⁺⁺ complexes of four hydronaphthoquinones, two hydroanthraquinones, and three hydroxy-γ-pyrones measured in 75 volume % dioxane, and significant peaks in the infrared spectra of the hydroxyquinones, hydroxy-γ-pyrones, and various hydroxyanthraquinones are tabulated. The dissociation constants, pK₁, of 2-n-hydroxy-1,4-naphthoquinone and 5-hydroxy-1,4-naph thoquinone are 8.05 ± 0.03, and 13.29 ± 0.03, resp. The difference probably is due to the difference in the strength of H bonding in a 6-vs. a 5-membered ring. The formation constants of the metal complexes allow 2 generalizations: for a common metal ion the weaker the acid, the more stable the complex; for a given chelating group the order of stability of metal ion complexes is UO₂ > Cu > Zn > Be > Ni > Co > Mn, Cd.

Analytica Chimica Acta published new progress about 7467-35-8. 7467-35-8 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Alcohol, name is (1-Methyl-1H-benzo[d]imidazol-2-yl)methanol, and the molecular formula is C9H10N2O, Application In Synthesis of 7467-35-8.

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

Petrenko, Viktor I. published the artcileStructural organization of ionic liquids embedded in fluorinated polymers, COA of Formula: C8H15ClN2, the publication is Journal of Molecular Liquids (2022), 119385, database is CAplus.

Hybrid materials based on ionic liquids (ILs) and polymers are increasingly being used for the development of smart and multifunctional materials, allowing to tune polymer properties or introduce new ones. Nonetheless, the structural organization of ILs within the polymer matrix is not properly understood. This work reports on the structural organization of different ILs incorporated into polyvinylidene fluoride (PVDF) films. The effect of IL type ([Pmim][TFSI], [Pmpip][TFSI], [Bmim]₂[NiCl₄] and [Bmim][FeCl₄]) incorporated into the PVDF matrix on the structural organization was evaluated and correlated to the observed variations in the morphol. and phys.-chem. properties. [Bmim][FeCl₄] and [Bmim]₂[NiCl₄] leads to highly porous structures and the incorporation of ILs into the polymer matrix increases the electroactive β phase content of PVDF. Different structural organization of the hybrid materials at nanoscale has been found by small-angle neutron scattering experiments Whereas just single polydisperse objects with average size of about 5 nm have been found in PVDF/[Pmim][TFSI] and PVDF/[Pmpip][TFSI] samples, more complex fractal-like organization of pores are present in PVDF/[Bmim][FeCl₄] and PVDF/[Bmim]₂[NiCl₄]. Thus, IL type influences both the morphol. and the electroactive phase of the polymer. Complex fractal-like organization observed for [Bmim][FeCl₄] and [Bmim]₂[NiCl₄] into the PVDF matrix allows a porous morphol., while single polydispersed [Pmpip][TFSI] or [Pmpip][TFSI] into PVDF favors strong ion-dipole interactions between the IL and the polymer matrix, resulting in higher electroactive β phase contents.

Journal of Molecular Liquids published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, COA of Formula: C8H15ClN2.

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

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.

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.

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

Gibard, Clementine published the artcileAccess to silver-NHC complexes from soluble silver species in aqueous or ethanolic ammonia, COA of Formula: C27H39ClN2, the publication is Journal of Organometallic Chemistry (2017), 70-74, database is CAplus.

In this communication, we report the use of aqueous ammonia as original conditions for the metalation of imidazol(in)ium ligands. This reaction, performed in homogeneous conditions via a soluble silver-ammine complex is a rapid, scalable and often efficient access to silver-NHC complexes. Moreover, modification of the reported reaction conditions allowed the preparation of unprecedented heteroleptic NHC-Ag-phosphine in case of bulky IPr and SIPr ligands.

Journal of Organometallic Chemistry published new progress about 258278-25-0. 258278-25-0 belongs to imidazoles-derivatives, auxiliary class Achiral NHCs Ligands, name is 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, and the molecular formula is C27H39ClN2, COA of Formula: C27H39ClN2.

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

Ge, Mengmeng published the artcileInsight into the dual effect of water on lignin dissolution in ionic liquids, Name: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, the publication is International Journal of Biological Macromolecules (2022), 178-184, database is CAplus and MEDLINE.

The dual regulation of water on lignin in ionic liquids was studied at the mol. level by mol. dynamics simulation. The simulation results show that a small amount of water will destroy the ion association in ionic liquids, i.e., it will produce more free anions and cations. The free ions around lignin are conducive to the dissolution of lignin. On the contrary, excess water will seriously solvate anions and cations. By changing the number of lignin clusters, it is more intuitive to observe that the dissolution of lignin in ILs containing a small amount of water is stronger than that in pure IL, however, the dissolution ability of lignin is reduced after adding a large amount of water in ILs. It is concluded that with the increase of water content, water changes from co-solvent to anti-solvent in the dissolution process. This study provides ideas for the design of IL-water system for economic pretreatment of biomass.

International Journal of Biological Macromolecules published new progress about 79917-90-1. 79917-90-1 belongs to imidazoles-derivatives, auxiliary class Ionic Liquid,Ionic Liquid, name is 3-Butyl-1-methyl-1H-imidazol-3-ium chloride, and the molecular formula is C8H15ClN2, Name: 3-Butyl-1-methyl-1H-imidazol-3-ium chloride.

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

Ren, Xi published the artcileMetabolic glycan labeling and chemoselective functionalization of native biomaterials, Related Products of imidazoles-derivatives, the publication is Biomaterials (2018), 127-134, database is CAplus and MEDLINE.

Decellularized native extracellular matrix (ECM) biomaterials are widely used in tissue engineering and have reached clin. application as biomesh implants. To enhance their regenerative properties and postimplantation performance, ECM biomaterials could be functionalized via immobilization of bioactive mols. To facilitate ECM functionalization, we developed a metabolic glycan labeling approach using physiol. pathways to covalently incorporate click-reactive azide ligands into the native ECM of a wide variety of rodent tissues and organs in vivo, and into the ECM of isolated rodent and porcine lungs cultured ex vivo. The incorporated azides within the ECM were preserved after decellularization and served as chemoselective ligands for subsequent bioconjugation via click chem. As proof of principle, we generated alkyne-modified heparin, immobilized it onto azide-incorporated acellular lungs, and demonstrated its bioactivity by Antithrombin III immobilization and Factor Xa inhibition. The herein reported metabolic glycan labeling approach represents a novel platform technol. for manufacturing click-reactive native ECM biomaterials, thereby enabling efficient and chemoselective functionalization of these materials to facilitate tissue regeneration and repair.

Biomaterials published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Related Products of imidazoles-derivatives.

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

Dindar, Cigdem K. published the artcileThe Development of Spectrophotometric and Validated Stability- Indicating RP-HPLC Methods for Simultaneous Determination of Ephedrine HCL, Naphazoline HCL, Antazoline HCL, and Chlorobutanol in Pharmaceutical Pomade Form, Synthetic Route of 2508-72-7, the publication is Combinatorial Chemistry & High Throughput Screening (2020), 23(10), 1090-1099, database is CAplus and MEDLINE.

Allergic rhinitis, acute nasal congestion and sinusitis are one of the most common health problems and have a major effect on the quality of life. Several medications are used to improve the symptoms of such diseases in humans. Pharmaceutical pomade form containing Ephedrine (EPD) HCl, Naphazoline (NPZ) HCl, Antazoline (ANT) HCl, and Chlorobutanol (CLO) is one of them. Objective: For these reasons, this study includes the development of spectrophotometric and chromatog. methods for the determination of EPD HCl, NPZ HCl, ANT HCl, and CLO active agents in the pharmaceutical pomade. Method: In the spectrophotometric method, third-order derivative of the amplitudes at 218 nm n=5 and the first-order derivative of the amplitudes 254 nm n=13 was selected for the determination of EPD, ANT, resp. while NPZ was determined by the second derivative at 234 nm and n=21. Colorimetric detection was applied for assay anal. of CLO at 540 nm. Furthermore, a reverse phase high performance liquid chromatog. (RP- HPLC) method has been developed and optimized by using Agilent Zorbax Eclipse XDB C18 (75 mm x 3.0 mm, 3.5μm) column. The column temperature was 40°C, binary gradient elution was used and the mobile phase consisted of 15 mM phosphate buffer in distilled water (pH 3.0) and methanol, and the flow rate was 0.6 mL min^-1 and the UV detector was detected at 210 nm. The linear operating range was obtained as 11.97-70, 0.59-3, 2.79-30, and 2.92-200μg mL^-1 for EPD HCl, NPZ HCl, ANT HCl, and CLO resp. The LOD values were found to be 3.95, 0.19, 0.92 and 0.96μg mL^-1 for EPD HCl, NPZ HCl, ANT HCl, and CLO in the spectrophotometric method, resp. The linear ranges in the RP-HPLC method were 8.2-24.36μg mL^-1, 0.083 – 0.75μg/mL, 2.01-7.5μg mL^-1 and 2.89-24.4μg mL^-1 for EPD HCl, NPZ HCl, ANT HCl, and CLO, resp. The LOD values in the validation studies were 2.7, 0.025, 0.66 and 0.86μg mL^-1 for EPD HCl, NPZ HCl, ANT HCl, and CLO in RP-HPLC method resp. Conclusion: The results of the spectrophotometric and chromatog. methods were compared and no differences were found between the two methods.

Combinatorial Chemistry & High Throughput Screening published new progress about 2508-72-7. 2508-72-7 belongs to imidazoles-derivatives, auxiliary class Inhibitor,Immunology/Inflammation,Histamine Receptor, name is N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, and the molecular formula is C17H20ClN3, Synthetic Route of 2508-72-7.

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

Addy, Partha Sarathi published the artcileA Chemoselective Rapid Azo-Coupling Reaction (CRACR) for Unclickable Bioconjugation, Computed Properties of 359860-27-8, the publication is Journal of the American Chemical Society (2017), 139(34), 11670-11673, database is CAplus and MEDLINE.

Chemoselective modification of complex biomols. has become a cornerstone of chem. biol. Despite the exciting developments of the past two decades, the demand for new chemoselective reactions with unique abilities, and those compatible with existing chemistries for concurrent multisite-directed labeling, remains high. Here the authors show that 5-hydroxyindoles exhibit remarkably high reactivity toward aromatic diazonium ions and this reaction can be used to chemoselectively label proteins. The authors have previously genetically encoded the noncanonical amino acid 5-hydroxytryptophan in both E. coli and eukaryotes, enabling efficient site-specific incorporation of 5-hydroxyindole into virtually any protein. The 5-hydroxytryptophan residue was shown to allow rapid, chemoselective protein modification using the azo-coupling reaction, and the utility of this bioconjugation strategy was further illustrated by generating a functional antibody-fluorophore conjugate. Although the resulting azo-linkage is otherwise stable, the authors show that it can be efficiently cleaved upon treatment with dithionite. The work establishes a unique chemoselective “unclickable” bioconjugation strategy to site-specifically modify proteins expressed in both bacteria and eukaryotes.

Journal of the American Chemical Society published new progress about 359860-27-8. 359860-27-8 belongs to imidazoles-derivatives, auxiliary class Other Aliphatic Heterocyclic,Chiral,Amine,Amide,Ether,Inhibitor, name is N-(2-(2-(2-(2-Aminoethoxy)ethoxy)ethoxy)ethyl)-5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamide, and the molecular formula is C18H34N4O5S, Computed Properties of 359860-27-8.

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