Month: November 2022

Chattopadhyay, Gautam published the artcileA domino type one-flask synthesis of 1-substituted-5-aminoimidazole-4-carboxamides and ring transformation to pyrazine under microwave through suitable aminoimidazoliumcarboxamide, COA of Formula: C5H8N4O, the main research area is aminoimidazolecarboxamide preparation ring expansion; imidazolecarboxamide amino preparation ring expansion; pyrazinone preparation; oximinocyanoacetamide amine reductive heterocyclization.

Reductive heterocyclization of H2NCOC(:NOH)CN in the presence of HC(OEt)3 and appropriate amines affords 1-substituted 5-aminoimidazole-4-carboxamides. 4-Amino-5-carboxamido-3-diphenylmethyl-1-phenacylimidazolium bromide, generated in situ from 5-amino-1-(diphenylmethyl)imidazole-4-carboxamide, furnishes a ring-expanded pyrazine, 3-{amino[(diphenylmethyl)amino]methylene}-6-phenyl-2-pyrazinone, with methanolic alkali under microwave irradiation in excellent yield.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about Microwave irradiation. 21343-04-4 belongs to class imidazoles-derivatives, name is 5-Amino-1-methyl-1H-imidazole-4-carboxamide, and the molecular formula is C5H8N4O, COA of Formula: C5H8N4O.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Raczynska, E. D. published the artcileApplication of semiempirical method (AM1) to the study of tautomeric equilibria in the gas phase for simple compounds containing the amidine group: 4(5)-substituted imidazoles, HPLC of Formula: 30086-17-0, the main research area is MO gas phase tautomeric equilibrium imidazole; protonation amidine imidazole derivative; acid base equilibrium amidine imidazole derivative.

Semiempirical method (AM1) has been used to predict the tautomeric equilibrium constants (pKT) in the gas phase for 4(5)-substituted imidazoles. The pKT values have been calculated on the basis of heats of formation of individual tautomers. In calculations it has been assumed that the TΔS term has the same value for both tautomers. For comparison, the pKT values have also been estimated on the basis of the calculated (by AM1) proton affinities of N-methyl-4- and 5-substituted imidazoles. Both estimations give almost the same pKT values. Obtained results are compared with those found in solution Comparison shows that the gas-phase substituent effects do not reproduce well those in solution To find an explanation of this observation, the influence of rotational isomerism of substituent on the tautomeric equilibrium constant has been studied. Proton affinities and deprotonation enthalpies of 4- and 5-substituted imidazoles have also been calculated For unsubstituted imidazole, 4(5)-methyl-imidazole and their N-Me derivatives they are compared with those exptl. obtained. Errors are considerably smaller than the average errors of AM1 method for nitrogen acids and bases.

Analytica Chimica Acta published new progress about Acid-base equilibrium. 30086-17-0 belongs to class imidazoles-derivatives, name is 5-Fluoro-1H-imidazole, and the molecular formula is C3H3FN2, HPLC of Formula: 30086-17-0.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Galasso, Vinicio published the artcileElectronic structure and absorption spectra of indolizines, Product Details of C6H5N3, the main research area is INDOLIZINES SPECTRA.

The electronic structure and spectra of indolizine and a large number of its aza-derivatives have been calculated by the S.C.F.M.O.-C.I. method, taking into account all the singlet monoexcited configurations. The results are in good agreement with the experiment The assignment of the observed bands is also discussed. 17 references.

Theoretica Chimica Acta published new progress about Electron configuration. 274-78-2 belongs to class imidazoles-derivatives, name is Imidazo[1,2-c]pyrimidine, and the molecular formula is C6H5N3, Product Details of C6H5N3.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Tetko, Igor V. published the artcileApplication of ALOGPS to predict 1-octanol/water distribution coefficients, logP, and logD, of AstraZeneca in-house database, Recommanded Product: 4-((1H-Imidazol-1-yl)methyl)benzoic acid, the main research area is partition ALOGPS QSAR.

The ALOGPS 2.1 was developed to predict 1-octanol/water partition coefficients, logP, and aqueous solubility of neutral compounds An exclusive feature of this program is its ability to incorporate new user-provided data by means of self-learning properties of Associative Neural Networks. Using this feature, it calculated a similar performance, RMSE = 0.7 and mean average error 0.5, for 2569 neutral logP, and 8122 pH-dependent logD7.4, distribution coefficients from the AstraZeneca “”inhouse”” database. The high performance of the program for the logD7.4 prediction looks surprising, because this property also depends on ionization constants pKa. Therefore, logD7.4 is considered to be more difficult to predict than its neutral analog. We explain and illustrate this result and, moreover, discuss a possible application of the approach to calculate other pharmacokinetic and biol. activities of chems. important for drug development.

Journal of Pharmaceutical Sciences published new progress about Neural network modeling. 94084-75-0 belongs to class imidazoles-derivatives, name is 4-((1H-Imidazol-1-yl)methyl)benzoic acid, and the molecular formula is C11H10N2O2, Recommanded Product: 4-((1H-Imidazol-1-yl)methyl)benzoic acid.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Sen, A. K. published the artcileSynthetic studies in the purine series: a new synthesis of theobromine and related compounds, Category: imidazoles-derivatives, the main research area is theobromine synthesis; purine alkyl; xanthine alkyl; imidazolecarboxamide amino cyclization carbonate; cyclization aminoimidazolecarboxamide carbonate; rearrangement aminoimidazoecarboxamide.

The imidazoles I (R = Me, H2C:CHCH2, PhCH2, Ph, R1 = CONH2) were methylated with p-MeC6H4SO3Me and the quaternary salts rearranged with NaOH to give the imidazoles II, which were cyclized with (EtO)2CO to give the xanthines III. I (R = PhCH2, R1 = CN) was similarly converted to 4-(benzylamino)-5-cyano-1-methylimidazole. III (R = PhCH2, Ph) were methylated with Me2SO4 to give the 1,7-dimethylxanthines.

Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry published new progress about Cyclocondensation reaction. 21343-04-4 belongs to class imidazoles-derivatives, name is 5-Amino-1-methyl-1H-imidazole-4-carboxamide, and the molecular formula is C5H8N4O, Category: imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Sundberg, Richard J. published the artcilePreparation of 2-aryl- and 2-(aryloxymethyl)imidazo[1,2-a]pyridines and related compounds, Related Products of imidazoles-derivatives, the main research area is aminopyridine phenacyl bromide cyclocondensation; aminopyrimidine phenacyl bromide cyclocondensation; aminothiazole phenacyl bromide cyclocondensation; imidazopyridine aryl bromide cyclocondensation; imidazolthiazole aryl bromide cyclocondensation; imidazopyrimidine aryl bromide cyclocondensation.

A series of arylimidazopyridines I (R = H, R1 = H, 6-Me, 7-Me, 6-NO2, 6-Cl, 6-iodo, 6-OMe, 6-SEt, 6-SPr; R2 = Br, NO2) were prepared by the cyclocondensation of 2-aminopyridines with 4-R2C6H4COCH2Br (II). I (R = H, R1 = 6-NHAc, 6-SOEt, 6-SO2Et, 6-cyano- 6-CHO, R2 = NHAc, NHSO2Me, NHSO2Ph, cyano, CHO, CO2Me, CONH2, CSNH2; R = Br, cyano, CHO, R1 = H, R2 = Me, Br, NO2) were also prepared Imidazolthiazoles III and imidazopyrimidines IV (R2 = NO2, NHAc, iodo, cyano, CHO) were prepared by the reactions of 2-aminothiazoles and 2-aminopyrimidine resp. with II (R2 = Br, NO2, iodo). Various other heterocyclic compounds, e.g., 4-R3CH2OC6H4CHO (R3 = 1-methylimidezol-2-yl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 4-thiazolyl, etc.), were prepared by condensation reactions.

Journal of Heterocyclic Chemistry published new progress about Cyclocondensation reaction. 1023-01-4 belongs to class imidazoles-derivatives, name is 2-(4-Bromophenyl)-6-methylimidazo[1,2-a]pyridine, and the molecular formula is C14H11BrN2, Related Products of imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Musser, J. H. published the artcileA simple one-step synthesis of alkyl benzazol-2-carboxylates, Recommanded Product: Methyl 1H-benzo[d]imidazole-2-carboxylate, the main research area is benzoxazolecarboxylate ester; cyclocondensation aminophenol trialkoxyacetate; oxalate ortho ester cyclocondensation aminophenol.

Benzoxazoles, benzothiazole derivative, and benzimidazoles I (Z = CH, N; Z1 = O, S, NH, NPh; R = Me, Et; R1 = H and R2 = H, Cl, OMe, or R1R2 = benzo) were prepared from the resp. II and (RO)3CCO2R. Thus, 2-H2NC6H4OH was treated with (MeO)3CCO2Me to give I (R = Me, Z = CH, Z1 = O, R1 = R2 = H).

Synthetic Communications published new progress about Cyclocondensation reaction. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, Recommanded Product: Methyl 1H-benzo[d]imidazole-2-carboxylate.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Alkorta, Ibon published the artcileA Theoretical Study on the Tautomerism of C-Carboxylic and Methoxycarbonyl Substituted Azoles, Product Details of C9H8N2O2, the main research area is tautomerism carboxylic methoxycarbonyl substituted azole B3LYP.

DFT calculations (B3LYP/6-31+G**) have been carried out on 106 tautomers and conformers of NH-azoles bearing CO2H and CO2CH3 groups. The following azoles systems have been studied: 2-substituted pyrroles, 2-substituted indoles, 2-substituted imidazoles, 2-substituted benzimidazoles, 4(5)-substituted imidazoles, 3(5)-substituted pyrazoles, 3-substituted indazoles (1H and 2H), 3,4(5)-substituted-1,2,3(5)-triazoles, 2,3(5)-substituted-1,2(3),4-triazoles, 4(5)-1,2,3,4(5)-tetrazoles. In the case of pyrazole, 3,5-disubstituted derivatives have also been computed, including four dimers.

Structural Chemistry published new progress about Azoles Role: PRP (Properties). 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

Karapanayiotis, Thanasis published the artcileDifferentiation of ionized benzimidazole from its isomeric α-distonic ion by collision-induced dissociation and neutralization-reionization mass spectrometry, HPLC of Formula: 5805-53-8, the main research area is benzimidazole radical cation distonic tautomer CID NR mass spectra.

Ionized benzimidazole and its isomeric α-distonic ion (or ionized ylide) have been examined by recording their metastable ion, collision-induced dissociation and neutralization-reionization mass spectra. These tautomers may be distinguished by careful consideration of key features of the collision-induced dissociation spectra, with or without prior neutralization and reionization. Formation of doubly-charged ions by charge stripping occurs preferentially when the α-distonic ion is subjected to collision. This α-distonic ion survives neutralization and reionization, thus establishing that the corresponding ylide is stable on the microsecond time frame. The effects of benzannulation on the ease of differentiation of classical and distonic radical cations derived from biol. important heterocycles are considered.

European Journal of Mass Spectrometry published new progress about Collision-induced dissociation. 5805-53-8 belongs to class imidazoles-derivatives, name is Methyl 1H-benzo[d]imidazole-2-carboxylate, and the molecular formula is C9H8N2O2, HPLC of Formula: 5805-53-8.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Li, Rong published the artcileDesign, Synthesis, and Biological Evaluation of New 1H-Imidazole-2-Carboxylic Acid Derivatives as Metallo-β-Lactamase Inhibitors, Product Details of C9H8N2O2, the main research area is imidazole carboxylic acid derivative metallo beta lactamase inhibitor; Antibiotic resistance; Metal-binding pharmacophore; Metallo-β-lactamase; Structure-activity relationship; VIM.

As one of important mechanisms to beta-lactam antimicrobial resistance, metallo-β-lactamases (MBLs) have been receiving increasing worldwide attentions. Ambler subclass B1 MBLs are most clin. relevant, because they can hydrolyze almost all beta-lactams with the exception of monobactams. However, it is still lacking of clin. useful drugs to combat MBL-medicated resistance. We previously identified 1H-imidazole-2-carboxylic acid as a core metal-binding pharmacophore (MBP) to target multiple B1 MBLs. Herein, we report structural optimization of 1H-imidazole-2-carboxylic acid and substituents. Structure-activity relationship (SAR) analyses revealed that replacement of 1H-imidazole-2-carboxylic acid with other structurally highly similar MBPs excepting thiazole-4-carboxylic acid resulted in decreased MBL inhibition. Further SAR studies identified more potent inhibitors to MBLs, of which 28 manifested IC50 values of 0.018 μM for both VIM-2 and VIM-5. The microbiol. tests demonstrated that the most tested compounds showed improved synergistic effects; some compounds at 1 μg/mL were able to reduce meropenem MIC by at least 16-fold, which will be worth further development of new potent inhibitors particularly targeting VIM-type MBLs.

Bioorganic & Medicinal Chemistry published new progress about Antimicrobial agent resistance. 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