Month: November 2022

Sobiak, Stanislaw published the artcileTetrabutylammonium bromide as a catalyst for reaction of 5(4)-bromo-2-methyl-4(5)-nitroimidazole with phenacyl bromides, Category: imidazoles-derivatives, the main research area is tetrabutylammonium bromide catalyst alkylation bromomethylnitroimidazole; bromomethylnitroimidazole sonication alkylation phenacyl bromide; nitroimiazole bromo alkylation phenacyl bromide; imidazole bromomethylnitro alkylation phenacyl bromide.

Reactions of 5(4)-bromo-2-methyl-4(5)-nitroimidazole with phenacyl bromides BrCH2COC6H4X-4 (X = H, F, Cl, Br, iodo), tetrabutylammonium bromide and sodium bicarbonate under sonication conditions gave mixtures of 4-bromo-5-nitroimidazoles I and 5-bromo-4-nitroimidazoles II in excellent yields of over 85% and, surprisingly, with I/II isomer ratios of 2:1.

Acta Poloniae Pharmaceutica published new progress about Alkylation. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Category: imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Armarego, W. L. F. published the artcileTriazaindenes (diazaindolizines). The site of protonation, Application of Imidazo[1,2-c]pyrimidine, the main research area is .

The syntheses of 1,3a,4-, 1,3a,5-, 1,3a,6-, and 1,3a,7-triazaindenes and their 2,3-dihydro derivatives are described. Ionization and uv spectra measurements indicate that in each case protonation occurs on N-1. Evidence is given that 1,2,3a- and 2-methyl-1,3,3a-triazaindene cations are also protonated on N-1, but 1,2,7a-triazaindene cation is protonated on N-2.

Journal of the Chemical Society published new progress about Protonation. 274-78-2 belongs to class imidazoles-derivatives, name is Imidazo[1,2-c]pyrimidine, and the molecular formula is C6H5N3, Application of Imidazo[1,2-c]pyrimidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Clark, Jim published the artcileHeterocyclic studies. XVI. Imidazo and diimidazopyrimidines, Quality Control of 274-78-2, the main research area is imidazopyrimidines; diimidazopyrimidines; pyrimidines imidazo.

Condensation of 2,4-dichloro-6-methyl-5-nitropyrimidine (I, X = Cl) with Cl(CH2)2NH2 gave the tetrahydrodiimidazopyrimidine (II). A hydrated derivative (III) of II was prepared by POCl3 treatment of either the 2,4-bis[(2-hydroxyethyl)amino]pyrimidine (I, X = NH(CH2)2OH), the dihydroimidazo[1,2-a]pyrimidine [IV, R1 = Me, R2 = NH(CH2)2OH] or the dihydroimidazo[1,2-a]pyrimidine (V). 4,6-Dichloro-2-methyl-5-nitropyrimidine (VI, X = Cl) and Cl(CH2)2NH2 gave the bis[(2-chloroethyl)amino]-pyrimidine (VI, X = NH(CH2)2Cl), which cyclized in two steps to the dihydroimidazo[1,2-c]pyrimidine [IV, R1 = NH(CH2)2Cl, R2 = Me] and then the quaternary tricyclic compound (VII).

Journal of the Chemical Society [Section] C: Organic published new progress about Cyclization. 274-78-2 belongs to class imidazoles-derivatives, name is Imidazo[1,2-c]pyrimidine, and the molecular formula is C6H5N3, Quality Control of 274-78-2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Rao, A. K. S. Bhujanga published the artcileA new high-yielding method for the preparation of 2-alkyl- and 1,2-dialkyl-4-nitro-5-bromoimidazoles, Synthetic Route of 18874-52-7, the main research area is alkylnitroimidazole bromination; bromoimidazole alkylnitro; alkylbromonitroimidazole; imidazole alkylnitro bromination.

A new brominating system Br2-DMF-KHCO3 is described for the preparation of the title compounds I (R = H, Et, CH2CH2CN, CH2CH2COMe, CH2CH2CO2Et, CH2CH2CO2H, CH2CO2Et, CH2Ph, CH2C6H4Cl-4, CH2CH2SO2Et, cyclopropylmethyl; R1 = Me, Et). The mild conditions of the reaction allow bromination to be carried out in the presence of acid and base sensitive functionalities in nearly quant. yields.

Journal of Organic Chemistry published new progress about Bromination. 18874-52-7 belongs to class imidazoles-derivatives, name is 5-Bromo-2-methyl-4-nitroimidazole, and the molecular formula is C4H4BrN3O2, Synthetic Route of 18874-52-7.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Chermahini, Alireza Najafi published the artcileRelation between the substituent effect and aromaticity in imidazole derivatives: A comparative study, Application of 5-Fluoro-1H-imidazole, the main research area is aromaticity imidazole derivative.

The energies and aromaticity of R substituted imidazoles [R = NH2, OH, H, CH3, F, Cl, CN, NO, NO2], their anions and protonated forms in the gas phase were calculated with the DFT/B3LYP and MP2 methods at the 6-311++G(d,p) level. The authors analyzed the change of local aromaticity using several aromaticity indicators (Pozharsky Index, HOMA, NICS, ASE and pEDA) and found a considerable ring aromaticity for imidazoles, imidazolate anions and their protonated forms. In each class anion forms have the most aromaticity and in neutral forms, 1-H imidazoles have less aromaticity character. The HOMA and structural AI show good correlation with each other but NICS (0) values showed a poor correlation with other scales. The geometrical indexes seem to be better correlate with substituent effect.

Computational & Theoretical Chemistry published new progress about Aromaticity. 30086-17-0 belongs to class imidazoles-derivatives, name is 5-Fluoro-1H-imidazole, and the molecular formula is C3H3FN2, Application of 5-Fluoro-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Guemues, Selcuk published the artcileSubstituent effect on the aromaticity of 1,3-azole systems, Application of 5-Fluoro-1H-imidazole, the main research area is oxazole imidazole thiazole substituent effect aromaticity.

The effects of substituent type and position on the aromaticity of certain derivatives of oxazole, imidazole and thiazole have been theor. investigated by using d. functional theory at the levels of B3LYP/6-31G(d,p) and B3LYP/6-31++G(d,p) methods. The second heteroatom substitution decreased aromaticity of furan, pyrrole and thiophene. The decreased aromaticity was gained back to some extent by the substitution of strong electron withdrawing groups or atoms (NO2 and F). Nucleus-independent chem. shift (NICS) data have been considered to determine the aromaticity of the systems. The most effective substitution to enhance the aromaticity has been calculated to be at position 4. The variation of the bond lengths of the main skeleton supported the findings through NICS calculations The frontier MO energies have also been reported to draw a general correlation between these energies and the aromaticity of the system.

Heterocyclic Communications published new progress about Aromaticity. 30086-17-0 belongs to class imidazoles-derivatives, name is 5-Fluoro-1H-imidazole, and the molecular formula is C3H3FN2, Application of 5-Fluoro-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kurzepa, M. published the artcileTheoretical studies on tautomerism and IR spectra of C-5 substituted imidazoles, Safety of 5-Fluoro-1H-imidazole, the main research area is theor tautomerism IR substituted imidazole.

Total energy, Gibbs free energy, the highest π and σ electronic states, and IR spectra were calculated for twelve C-5 substituted imidazoles at the MP2/6-311++G** level. The COOH and BH2 groups stabilize strongly the N1-H tautomer, the F and OH groups stabilize strongly the N3-H tautomer, whereas the NH2 and NO2 groups favors the N3-H tautomer with a similar, medium strength. The calculated IR spectra of the imidazoles studied reveal differences between the two tautomers, but they do not follow the order of derivatives emerging from the energetics.

Journal of Molecular Structure published new progress about Amino group. 30086-17-0 belongs to class imidazoles-derivatives, name is 5-Fluoro-1H-imidazole, and the molecular formula is C3H3FN2, Safety of 5-Fluoro-1H-imidazole.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ennis, B. C. published the artcile2-Trihalomethylbenzazoles. III. Reactions of 2-(trichloromethyl)benzimidazole with nucleophiles, Product Details of C9H8N2O2, the main research area is BENZAZOLES; BENZIMIDAZOLES; IMIDAZOLES BENZ.

cf. preceding abstracts Nucleophilic displacements of Cl from 2-(trichloromethyl)benzimidazole (I) by water, alcs., phenols, and their S analogs are described. The special reactivity of the trichloromethyl group in this compound is compared with that of the trichloromethyl group in non-activated positions. The Friedel-Crafts reaction of 2-(trichloromethyl)benzimidazole with benzene is reported.

Journal of the Chemical Society [Section] C: Organic published new progress about Nucleophiles. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Product Details of C9H8N2O2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Kiselyov, Alexander S. published the artcileNovel inhibitors of VEGF receptors-1 and -2 based on azole-5-carboxamide templates, Quality Control of 5805-53-8, the main research area is inhibitor VEGF receptor azole carboxamide preparation SAR.

We have developed a series of novel potent 1-(2-(pyridin-4-yl)ethyl)-1H-azole-5-carboxamides active against kinases VEGFR-2 and -1. Both specific and dual ATP-competitive inhibitors of VEGFR-2 were identified. Kinase selectivity could be controlled by varying the 5-carboxamide substituent at the azole ring. The most specific mols. displayed >10-fold selectivity for VEGFR-2 over VEGFR-1. Compound activities in vitro and in cell-based assays (IC50 < 100 nM) were similar to those of reported clin. and development candidates, including PTK787 (Vatalanibtrade) and ZD6474 (Vandetanib). High permeability of active compounds across the Caco-2 cell monolayer (>40×10-5 cm/min) is indicative of their potential for intestinal absorption upon oral administration.

Bioorganic & Medicinal Chemistry Letters published new progress about Homo sapiens. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Quality Control of 5805-53-8.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ikemoto, Tomomi published the artcileReactions with N-chlorosuccinimide of various 5-methylimidazo[1,2-a]pyridine derivatives with an electron-withdrawing group substituted at the 3-position, Formula: C8H7BrN2, the main research area is methylimidazopyridine preparation reaction chlorosuccinimide; pyridine methylimidazo preparation reaction chlorosuccinimide; imidazopyridine methyl preparation reaction chlorosuccinimide; chlorination mechanism methylimidazopyridine.

Chlorination reactions using N-chlorosuccinimide (NCS) was investigated for various 5-methylimidazo[1,2-a]pyridine derivatives, e.g. I (R = Cl, Br, NO2, CHO, CO2Et), with an electron-withdrawing group substituted at the 3-position. These reactions showed different results. Thus, reacting I (R = Cl) with NCS gave chloromethyl derivatives II (R1 = CH2Cl, CHCl2), whereas reacting I (R = Br) with NCS gave imidazopyridinium salts III (R2 = Br, Cl; X = Br, Cl). A proposed reaction mechanism for these transformations involved 3-halogenoimidazo[1,2-a]pyridium compounds as reaction intermediates.

Heterocycles published new progress about Chlorination. 5857-47-6 belongs to class imidazoles-derivatives, name is 3-Bromo-5-methylimidazo[1,2-a]pyridine, and the molecular formula is C8H7BrN2, Formula: C8H7BrN2.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem