Category: 21343-04-4

Wu, Qiongyou published the artcileSynthesis and characterization of potential photolabeling probes for studying the antiviral mechanisms of EICAR, Recommanded Product: 5-Amino-1-methyl-1H-imidazole-4-carboxamide, the main research area is diazoniumribofuranosylimidazole azidoribofuranosylimidazole carboxamide nucleoside preparation azidolysis nucleophilic substitution photolysis.

The designed photo-labeling probes: 5-diazonium-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide (I) and 5-azido-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide (II) were synthesized via a short and convenient synthetic route, namely by diazotizing AICAR and subsequently performing substitution with NaN3. Although I was not stable even at low temperatures, II showed a rapid and clean photochem. reaction, which suggests that it may be a valuable tool for use in photo-labeling studies.

Heterocycles published new progress about Azidation. 21343-04-4 belongs to class imidazoles-derivatives, name is 5-Amino-1-methyl-1H-imidazole-4-carboxamide, and the molecular formula is C5H8N4O, Recommanded Product: 5-Amino-1-methyl-1H-imidazole-4-carboxamide.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ranganathan, Darshan published the artcileRepetitive imidazole synthesis using an immobilized imidazole template, HPLC of Formula: 21343-04-4, the main research area is imidazole repetitive synthesis template; ATP imidazole cycle model.

A model is presented for the chem. simulation of the ATP-imidazole cycle programmed to continuous production of the daughter imidazoles from the immobilized parent imidazole template. 6-Chloropurine was treated with chloromethylated polystyrene and hydrolysis of the product followed by alkylation with PhCOCH2Br afforded polymer-bound hypoxanthine I (R = CH2COPh, R1 = chloromethylated polystyrene). Treating I (R = CH2COPh, R1 = chloromethylated polystyrene) with PhCH2NH2 and p-MeC6H4SO3H produced the expected daughter mol., 1-benzyl-5-phenylimidazole (II) in 30% yield and the polymer-bound 5-aminoimidazole-4-carboxamide III, which, in turn, was transformed to the template hypoxanthine I (R = H) by treatment with MeSO3H followed by HCONH2. To prove the concept of the continuous generation of the daughter mol., the regenerated parent template was processed through a second cycle using the same protocol when the expected daughter product II was obtained in 14% yield. Polymer-bound adenine when subjected to a similar protocol failed to yield any daughter mol. Endeavors to prepare polymer-linked 4-oxoquinazoline and anthranilic acid are also reported.

Journal of Organic Chemistry published new progress about imidazole repetitive synthesis template; ATP imidazole cycle model. 21343-04-4 belongs to class imidazoles-derivatives, name is 5-Amino-1-methyl-1H-imidazole-4-carboxamide, and the molecular formula is C5H8N4O, HPLC of Formula: 21343-04-4.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Qiao, Qing-An published the artcileTheoretical study of one-carbon unit transfer between methyl-AICA and N1-methyl-N1-acryloyl-formamide, COA of Formula: C5H8N4O, the main research area is methylaminocarboxamide imidazole methylacryloylformamide carbon unit transfer; aminoimidazole carboxamide ribonucleotide transformylase model DFT Hartree Fock; glycinamide ribonucleotide transformylase model DFT Hartree Fock.

The mechanism of one-carbon unit transfer between 1-methyl-5-amino-4-carboxamide imidazole (M-AICA) and N1-methyl-N1-acryloyl-formamide (the model mol. of 10-f-H4F) is investigated by the Hartree-Fock and DFT methods, resp., at the 6-31G* basis level. The authors have modeled the reactions catalyzed by 5-aminoimidazole-4-carboxamide ribonucleotide transformylase and glycinamide ribonucleotide transformylase. There are two different channels for the proton transfer, resulting in two reaction pathways with different properties. The results indicate that both channels can complete the reaction, but path a is slightly favored due to its lower active energy barrier. Furthermore, the influence of 4-carboxamide in M-AICA is also discussed. This group can stabilize the reactant and intermediates, and reduce the active energy barrier through the intermol. hydrogen bond. The intermol. hydrogen bond results in an enlarged conjugation system and makes the transition states more stable. Our results are in agreement with experiments

International Journal of Quantum Chemistry published new progress about Bond angle. 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

Fujii, Tozo published the artcilePurines. XX. Synthesis of 1-substituted 5-aminoimidazole-4-carboxamidines and related compounds, Recommanded Product: 5-Amino-1-methyl-1H-imidazole-4-carboxamide, the main research area is imidazolecarboxamidine amino; adenine.

Several 1-substituted 5-aminoimidazole-4-carboxamidines I (R = Me, Et, PhCH2, β-D-ribofuranosyl) were prepared from the corresponding N’-alkoxyamidines (R2 = Me, Et, PhCH2) by catalytic hydrogenolysis. In the hydrogenolysis of II using Raney Ni catalyst, addition of one molar equivalent of HCl accelerated the reaction to give I in acceptable yields. The structures of I were confirmed by cyclization to 9-substituted adenines III and by alk. hydrolysis to 1-substituted derivatives of 5-aminoimidazole-4-carboxamide.

Chemical & Pharmaceutical Bulletin published new progress about Hydrogenolysis. 21343-04-4 belongs to class imidazoles-derivatives, name is 5-Amino-1-methyl-1H-imidazole-4-carboxamide, and the molecular formula is C5H8N4O, Recommanded Product: 5-Amino-1-methyl-1H-imidazole-4-carboxamide.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Das, A. published the artcileExperimental and Theoretical Studies on Molecular Structures, Nanostructural Features, and Photophysical Properties of 5-Amino-1-Alkylimidazole-4-Carboxamide Compounds, Name: 5-Amino-1-methyl-1H-imidazole-4-carboxamide, the main research area is aminoalkylimidazolecarboxamide intramol hydrogen bond charge fluorescence.

A detailed interpretation of exptl. spectral data on 1H and 13C NMR chem. shifts of compounds determined from the DFT calculation is reported. The DFT calculated values are in good agreement with the exptl. results. The NBO anal. is used to investigate the stability of 1-alkylAICA. The HOMO and LUMO anal. is performed to study the charge transfer property within the mol. as well as various mol. properties viz EHOMO, ELUMO, energy gap, ionization potential, electron affinity, electronegativity, chem. potential, electrophilicity, global hardness as well global softness, and so on. The formation of a 1D nano structure of 1-alkylAICA compounds is detected by SEM studies. The UV and fluorescence study is performed to observe the variation of their photophys. properties on going from the monomer to the nanostructure. TDDFT is applied to analyze exptl. measured absorption and emission spectra. A fluorescence life-time measurement is performed for the series of 1-AlkylAICA.

Journal of Structural Chemistry published new progress about Atomic charge. 21343-04-4 belongs to class imidazoles-derivatives, name is 5-Amino-1-methyl-1H-imidazole-4-carboxamide, and the molecular formula is C5H8N4O, Name: 5-Amino-1-methyl-1H-imidazole-4-carboxamide.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Saito, Tohru published the artcilePurines. LXIV. Syntheses of 9-methyl-2-azaadenine 1-oxide, its O-methyl derivative, and 1-substituted 5-azidoimidazole-4-carboxamides, Application of 5-Amino-1-methyl-1H-imidazole-4-carboxamide, the main research area is aminoimidazolecarboxamidine diazotization; nucleoside azaadenine; methylazaadenine oxide.

Diazotization of 5-amino-N’-methoxy-1-methylimidazole-4-carboxamidine with NaNO2 in 1N aqueous HCl was found to give the 1-methoxy-2-azaadenine derivative I·HI, which produced 5-azido-1-methylimidazole-4-carbonitrile (II) on treatment with aqueous Na2CO3. The ribosyl analog, obtained by similar diazotization, was utilized for the synthesis of 5-azido-1-β-D-ribofuranosylimidazole-4-carboxamideIII, a novel AICA riboside analog. On heating in HCONMe2 at 70°C for 10 min, I·HI yielded the 1-N-oxide. Several reactions to transform the functional groups in II were also investigated.

Chemical & Pharmaceutical Bulletin published new progress about Diazotization. 21343-04-4 belongs to class imidazoles-derivatives, name is 5-Amino-1-methyl-1H-imidazole-4-carboxamide, and the molecular formula is C5H8N4O, Application of 5-Amino-1-methyl-1H-imidazole-4-carboxamide.

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

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

Alhede, Boerge published the artcileA simple and efficient synthesis of 9-substituted guanines. Cyclodesulfurization of 1-substituted 5-[(thiocarbamoyl)amino]imidazole-4-carboxamides under aqueous basic conditions, Related Products of imidazoles-derivatives, the main research area is guanine substituted; thiocarbamoylaminoimidazolecarboxamide cyclodesulfurization metal salt catalyzed; imidazolecarboxamide thiocarbamoyl cyclodesulfurization alk; nucleoside acyclo; desulfurization cyclo thiocarbamoylaminoimidazolecarboxmide; acyclonucleoside.

5-Aminoimidazole-4-carboxamide (I; R = R1 = H) is 1-alkylated by an improved method. The resulting alkylimidazolecarboxamides, e.g. I (R = Me, Et, Pr, PhCH2, HOCH2CH2O, R1 = H), are converted to the corresponding thiocarbamoylcarboxamides, e.g. I (R = same, R1 = CSNH2). These compounds are ring closed under alk. conditions to 9-substituted guanines II (R = same) in very high yields by treatment with heavy-metal salts in aqueous NaOH, or, in lower yields, by S-oxidation with H2O2 or NaBO3 in aqueous NaOH.

Journal of Organic Chemistry published new progress about Cyclocondensation reaction catalysts. 21343-04-4 belongs to class imidazoles-derivatives, name is 5-Amino-1-methyl-1H-imidazole-4-carboxamide, and the molecular formula is C5H8N4O, Related Products of imidazoles-derivatives.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Ray, Sibdas published the artcileStudies on the π-π stacking features of imidazole units present in a series of 5-amino-1-alkylimidazole-4-carboxamides, Computed Properties of 21343-04-4, the main research area is aminoalkylimidazolecarboxamide Pi Pi stacking distance X ray hydrogen bond.

Reaction of 2-ethoxymethyleneamino-2-cyanoacetamide with primary alkyl amines in acetonitrile solvent affords 1-substituted-5-aminoimidazole-4-carboxamides. Single crystal X-ray diffraction studies of these imidazole compounds show that there are both anti-parallel and syn-parallel π-π stackings between two imidazole units in parallel-displaced (PD) conformations and the distance between two π-π stacked imidazole units depends mainly on the anti/ syn-parallel nature and to some extent on the alkyl group attached to N-1 of imidazole; mols. with anti-parallel PD-stacking arrangements of the imidazole units have got vertical π-π stacking distance short enough to impart stabilization whereas the imidazole unit having syn-parallel stacking arrangement have got much larger π-π stacking distances. DFT studies on a pair of anti-parallel imidazole units of such an AICA lead to curves for ‘π-π stacking stabilization energy vs. π-π stacking distance’ which have got similarity with the ‘Morse potential energy diagram for a diat. mol.’ and this affords to find out a min. π-π stacking distance corresponding to the maximum stacking stabilization energy between the pair of imidazole units. On the other hand, a DFT calculation based curve for ‘π-π stacking stabilization energy vs. π-π stacking distance’ of a pair of syn-parallel imidazole units is shown to have an exponential nature.

Journal of Molecular Structure published new progress about Amides Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 21343-04-4 belongs to class imidazoles-derivatives, name is 5-Amino-1-methyl-1H-imidazole-4-carboxamide, and the molecular formula is C5H8N4O, Computed Properties of 21343-04-4.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem