Month: November 2022

Wen, Simiaomiao published the artcileAccess to 2-Arylquinazolin-4(3H)-ones through Intramolecular Oxidative C(sp³)-H/N-H Cross-Coupling Mediated by I₂/DMSO, Recommanded Product: 1,2-Diphenyl-1H-benzo[d]imidazole, the publication is European Journal of Organic Chemistry (2022), 2022(4), e202101187, database is CAplus.

A novel approach for the synthesis of 2-arylquinazolin-4(3H)-ones was developed. A series of title compounds were obtained with good functional group tolerance and good yields by I₂/DMSO-mediated intramol. oxidative cross-coupling of 2-(benzylamino)benzamides to form C=N double bonds. This method was applicable for gram-scale synthesis. A proposed reaction pathway based on some control experiments was also provided.

European Journal of Organic Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C8H7NO4, Recommanded Product: 1,2-Diphenyl-1H-benzo[d]imidazole.

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

Zhang, Jie published the artcileStrecker reaction of ethyl cyanoformate with aldimines catalyzed by N-heterocyclic carbene, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Youji Huaxue (2017), 37(4), 914-919, database is CAplus.

The Strecker reaction of Et cyanoformate with aldimines was carried out with N-heterocyclic carbene (NHC) as the catalyst. The reaction conditions were optimized with different catalysts, catalyst loading and various solvents. Fourteen α-aminonitriles were synthesized via the optimal reaction conditions. It was found that both aromatic and aliphatic aldimines were suitable electrophiles and the highest yield was 93%. The reaction has the virtue of simple operation, mild reaction condition, high yield and environment friendliness.

Youji Huaxue 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 C5H7BO2S, Recommanded Product: 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Dingjan, H. A. published the artcileColor tests for the identification of alkaloids (and related compounds). A literature review and a study of color changes in relation to time, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride, the publication is Pharmaceutisch Weekblad (1980), 115(14), 445-67, database is CAplus.

The color tests with concentrated H₂SO₄ Erdmann’s, Froehde’s, Mandelin’s and Marquis’ reagent applied to a large number of alkaloids (and related compounds) are given together with those found in the literature. Special attention is given to color changes in relation to time.

Pharmaceutisch Weekblad 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, Recommanded Product: N-Benzyl-N-((4,5-dihydro-1H-imidazol-2-yl)methyl)aniline hydrochloride.

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

Gonzalez Cabrera, Diego published the artcileStructure-Activity Relationship Studies of Orally Active Antimalarial 3,5-Substituted 2-Aminopyridines, Name: Imidazo[1,2-a]pyridine-6-boronic acid, the publication is Journal of Medicinal Chemistry (2012), 55(24), 11022-11030, database is CAplus and MEDLINE.

Diarylpyridinamines such as I were prepared as antimalarial agents with reduced inhibition of the hERG potassium channel. The metabolic stabilities, lipophilicities, and aqueous solubilities of the diarylpyridinamines were determined; plasma concentrations in mice after oral dosage and hERG inhibition were determined for selected analogs. The structure-activity relations for in vitro antiplasmodial and hERG activities by diarylpyridinamines were delineated. Some of the diarylpyridinamines such as I exhibited potent antiplasmodial activity against both multidrug resistant and sensitive Plasmodium falciparum strains (for example, I showed K_i values of 12 nM and 15 nM against resistant and sensitive strains, resp.) and exhibited reduced inhibition of hERG channels (hERG inhibition observed for I at 20.2 μM). Mean survival time for mice given selected diarylpyridinamines orally in a Plasmodium berghei model of malaria was increased and parasitemia was reduced, but cures were not seen with the analogs as they were for the original lead compound series. Several diarylpyridinamines demonstrated promising in vivo efficacy in the Plasmodium berghei mouse model and will be further evaluated as potential clin. candidates.

Journal of Medicinal Chemistry published new progress about 913835-63-9. 913835-63-9 belongs to imidazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is Imidazo[1,2-a]pyridine-6-boronic acid, and the molecular formula is C7H7BN2O2, Name: Imidazo[1,2-a]pyridine-6-boronic acid.

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

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.

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.

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

Hu, Bei published the artcileTandem Photocatalysis: An Efficient Synthesis of Multisubstituted Benzimidazoles by Visible-Light-Induced Intramolecular Cyclization and Deprotection, Formula: C19H14N2, the publication is Asian Journal of Organic Chemistry (2016), 5(12), 1467-1470, database is CAplus.

An unprecedented tandem photocatalysis protocol consists of two distinct photocatalytic cycles. This method allowed for rapid and efficient construction of multisubstituted benzimidazole derivatives through an intramol. cyclization and deprotection sequence from diamines under very mild conditions.

Asian Journal of Organic Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Formula: C19H14N2.

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

Song, Weiguo published the artcileCatalytic Asymmetric Synthesis of Esomeprazole by a Titanium Complex with a Hexa-aza-triphenolic Macrocycle Ligand, Synthetic Route of 161796-78-7, the publication is Synthetic Communications (2015), 45(1), 70-77, database is CAplus.

An efficient synthesis of esomeprazole I via catalytic asym. oxidation of 1H-benzimidazolyl pyridinylmethyl sulfide by a titanium complex with a hexa-aza-triphenolic macrocycle ligand is described. Esomeprazole was prepared with 99.6% ee, which meets the high requirement of the European Pharmacopeia on enantiomeric purity.

Synthetic Communications published new progress about 161796-78-7. 161796-78-7 belongs to imidazoles-derivatives, auxiliary class Membrane Transporter/Ion Channel,Proton Pump, name is Sodium (S)-6-methoxy-2-(((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)sulfinyl)benzo[d]imidazol-1-ide, and the molecular formula is C16H14O6, Synthetic Route of 161796-78-7.

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

Minnick, Jennifer L. published the artcileC-X (X = N, O) cross-coupling reactions catalyzed by copper-pincer bis(N-heterocyclic carbene) complexes, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride, the publication is Frontiers in Chemistry (Lausanne, Switzerland) (2019), 12pp., database is CAplus and MEDLINE.

The application of these complexes in Ullmann-type C-X (X = N, O) coupling of azoles such as 1H-imidazole, benzimidazole, pyrazole and phenols such as phenol, p-cresol with aryl halides ArI (Ar = Ph, 1-phenylethan-1-one, 2-methylphenyl, etc.) in a relatively short reaction time has been reported. In contrast to other well-defined copper(I) catalysts that require an inert atm. for an efficient C-X coupling, the employed Cu(I)-pincer bis(NHC) complexes provide good to excellent yields in air. The air-assisted reactivity, unlike that in the Sonogashira reaction, is also affected by the base employed and the reaction time. With Cs₂CO₃ and K₂CO₃, the oxygen-generated catalyst is more reactive than the catalyst formed under argon in a short reaction time (12 h). However, the difference in reactivity is compromised after a 24 h reaction with K₂CO₃. The efficient pincer Cu-NHC/O₂/Cs₂CO₃system provides great to excellent cross-coupling yields for electronically diverse aryl iodides and imidazole derivatives The catalyst scope is controlled by a balance between nucleophilicity, coordinating ability, and steric hindrance of aryl halides and N-/O-nucleophiles.

Frontiers in Chemistry (Lausanne, Switzerland) 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, Safety of 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium chloride.

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

Bezzubov, S. I. published the artcileSynthesis, photophysical and electrochemical properties of iridium(III) complexes with 2-aryl-1-phenylbenzimidazoles, Category: imidazoles-derivatives, the publication is Russian Journal of Inorganic Chemistry (2014), 59(6), 571-577, database is CAplus.

A series of mixed-ligand cyclometalated iridium(III) complexes with 2-aryl-1-phenylbenzimidazoles (where aryl is Ph, 4-chlorophenyl, 4-(N,N-dimethylamino)phenyl, 3,4-dimethoxyphenyl, 2-thienyl, and 11-carboxydipyrido[3,2-a:2′,3′-c]phenazine) have been synthesized and characterized by ¹H NMR and ³¹P NMR spectroscopy and mass spectrometry. The electron absorption spectra (EASs) of the complexes are observed to contain charge-transfer bands in the low-energy region (below 600 nm, ε â‰?(1-3) × 10³ mol/(L cm)). The bands experience appreciable bathochromic shifts as the electron-donating properties of a benzimidazole ligand strengthen. The complexes manifest luminescence in the yellow-red spectral region. According to a.c. voltammetry data, reversible and quasi-reversible redox transitions (E_ox â‰?1.2-1.7 V with respect to SHE, CH₃CN) are observed in solutions of the studied complexes.

Russian Journal of Inorganic Chemistry published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Category: imidazoles-derivatives.

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

Bezzubov, Stanislav I. published the artcile(2-Benzoyl-1-phenylethenolato-κ²O,O’)bis[2-(1-phenyl-1H-benzimidazol-2-yl)phenyl-κC¹]iridium(III) dichloromethane disolvate, Synthetic Route of 2622-67-5, the publication is IUCrData (2016), 1(12), x161915, database is CAplus.

The authors present here synthesis and crystal structure of a neutral Ir^III complex, [Ir(C₁₉H₁₃N₂)₂(C₁₅H₁₁O₂)]·2CH₂Cl₂ or [Ir(CN̂)₂OÔ]·2CH₂Cl₂, where CN̂ is 1,2-diphenyl-1H-benzimidazole and OÔ is 2-benzoyl-1-phenylethenolate. The coordination sphere of the Ir^III atom, located on a 2-fold rotation axis, is that of a slightly distorted C₂N₂O₂ octahedron, with the N atoms in a trans configuration. In the crystal, complex mols. assemble through weak C-H···π interactions in the range 2.699(3)-2.892(3) Å. The solvent CH₂Cl₂ mols. reside in channels aligned along the a axis and are connected to the complex mols. by C-H···O interactions.

IUCrData published new progress about 2622-67-5. 2622-67-5 belongs to imidazoles-derivatives, auxiliary class Benzimidazole,Benzene,Benzimidazole, name is 1,2-Diphenyl-1H-benzo[d]imidazole, and the molecular formula is C19H14N2, Synthetic Route of 2622-67-5.

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