Month: February 2023

Copper(II)-catalyzed dehydrogenative cross-coupling between two azoles was written by Qin, Xurong;Feng, Boya;Dong, Jiaxing;Li, Xiaoyu;Xue, Ying;Lan, Jingbo;You, Jingsong. And the article was included in Journal of Organic Chemistry in 2012.Computed Properties of C4H5N3O2 This article mentions the following:

The copper(II)-catalyzed dehydrogenative coupling between two different azoles for the preparation of unsym. biazoles e. g., I has been developed. The current catalytic system can effectively control the chemoselectivity for heterocoupling over homocoupling. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Computed Properties of C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Computed Properties of C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Crystal structure of the triclinic modification of 1-methyl-4-nitroimidzole, C₄H₅N₃O₂ was written by Wang, Jianlong;Lian, Pengbao;Chen, Lizhen. And the article was included in Zeitschrift fuer Kristallographie – New Crystal Structures in 2017.Reference of 3034-41-1 This article mentions the following:

C₄H₅N₃O₂, triclinic, P1 (number 1), a = 3.8976(6) 脜, b = 5.7235(8) 脜, c = 6.2670(10) 脜, 伪 = 89.630(12)掳, 尾 = 84.800(13)掳, 纬 = 76.970(13)掳, V = 135.63(4) 脜³, Z = 1, R _gt(F) = 0.0519, wR _ref(F ²) = 0.1303, T = 104.8 K. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Reference of 3034-41-1).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Reference of 3034-41-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

How does methylation suppress the electron-induced decomposition of 1-methyl-nitroimidazoles? was written by Kossoski, F.;Varella, M. T. do N.. And the article was included in Journal of Chemical Physics in 2017.Safety of 1-Methyl-4-nitroimidazole This article mentions the following:

The efficient decomposition of nitroimidazoles (NIs) by low energy electrons is believed to underlie their radiosensitizing properties. Recent dissociative electron attachment (DEA) measurements showed that methylation at the N1 site unexpectedly suppresses the electron-induced reactions in 4(5)-NI. We report theor. results that provide a clear interpretation of that astounding finding. Around 1.5 eV, DEA reactions into several fragments are initiated by a 蟺^* resonance, not considered in previous studies. The autoionization lifetime of this anion state, which limits the predissociation dynamics, is considerably shorter in the methylated species, thereby suppressing the DEA signals. On the other hand, the lifetime of the 蟺^* resonance located around 3 eV is less affected by methylation, which explains why DEA is still observed at these energies. Our results demonstrate how even a simple methylation can significantly modify the probabilities for DEA reactions, which may be significant for NI-based cancer therapy. (c) 2017 American Institute of Physics. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Safety of 1-Methyl-4-nitroimidazole).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Safety of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Heterocyclic compounds. Ultraviolet absorption spectra and chromophoric properties. I. Imidazoles, benzimidazoles, and phenylbenzimidazoles was written by Leandri, Guiseppe;Mangini, Angelo;Montanari, Fernando;Passerini, Riccardo. And the article was included in Gazzetta Chimica Italiana in 1955.COA of Formula: C7H5BrN2 This article mentions the following:

The ultraviolet absorption spectra of imidazole, some methylimidazoles, 2-phenylimidazole (I), and of 20 methyl, halo, methoxy, amino and nitro derivatives of I, of 1- and 2-phenylbenzylimidazoles (III and IV) and 72 methylhalo, methoxy, amino, and nitro derivatives of III and IV are presented. The spectra are discussed in the light of the theory of localized chromophoric groups, and the essential chromophores are characterized in relation to their primary absorption bands. Some of the conclusions derived by the authors from their data are: (1) The absorption of imidazole and methylimidazole in the region of 200-2掳 m渭 is attributed to “cyclic” excitation, that is, a transition which involves the passage from a sym. compound structurally covalent, to one which is antisym. and polar; (2) in the case of the nitrobenzimidazoles, the tendency of the spectra toward lower frequencies (300 m渭 region) is attributed to the chromophonic nitrobenzenoid group and the differences in the absorption bands of the derivatives with a NO₂ group in the 4-, 7-, 5-, and 6-position are attributed to the particular effect resulting from the substitution. Further conclusions are presented with regards to inductive, mesomeric, and steric effects of the various substituents. In the experiment, the researchers used many compounds, for example, 4-Bromo-1H-benzoimidazole (cas: 83741-35-9COA of Formula: C7H5BrN2).

4-Bromo-1H-benzoimidazole (cas: 83741-35-9) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3鈥揅6) is higher than in water and generally decreases with a Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.COA of Formula: C7H5BrN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Modular design of G-quadruplex metalloDNAzymes for catalytic C-C bond formations with switchable enantioselectivity was written by Punt, Philip M.;Langenberg, Marie D.;Altan, Okan;Clever, Guido H.. And the article was included in Journal of the American Chemical Society in 2021.COA of Formula: C6H8N2O This article mentions the following:

Metal-binding DNA structures with catalytic function are receiving increasing interest. Although a number of metalloDNAzymes have been reported to be highly efficient, the exact coordination/position of their catalytic metal center is often unknown. Here, we present a new approach to rationally develop metalloDNAzymes for Lewis acid-catalyzed reactions such as enantioselective Michael additions Our strategy relies on the predictable folding patterns of unimol. DNA G-quadruplexes, combined with the concept of metal-mediated base-pairing. Transition-metal coordination environments were created in G-quadruplex loop regions, accessible by substrates. Therefore, protein-inspired imidazole ligandoside L was covalently incorporated into a series of G-rich DNA strands by solid-phase synthesis. Iterative rounds of DNA sequence design and catalytic assays allowed us to select tailored metalloDNAzymes giving high conversions and excellent enantioselectivities (鈮?9%). Based on their primary sequence, folding pattern, and metal coordination mode, valuable information on structure-activity relationships could be extracted Variation of the number and position of ligand L within the sequence allowed us to control the formation of (S) and (R) enantiomeric reaction products, resp. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1COA of Formula: C6H8N2O).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole has become an important synthon in the development of new drugs. The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. COA of Formula: C6H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Supercritical methanol as solvent and carbon source in the catalytic conversion of 1,2-diaminobenzenes and 2-nitroanilines to benzimidazoles was written by Sun, Zhuohua;Bottari, Giovanni;Barta, Katalin. And the article was included in Green Chemistry in 2015.HPLC of Formula: 4887-83-6 This article mentions the following:

Benzimidazoles and N-methylbenzimidazoles were synthesized by simply heating 1,2-diaminobenzenes in supercritical methanol over copper-doped porous metal oxides. These catalysts were derived from synthetic hydrotalcites that only contain earth-abundant starting materials. The carbon equivalent needed for the construction of the benzimidazole core originated from the solvent itself, which is known to undergo reforming to hydrogen and carbon monoxide through the formation of a formaldehyde intermediate. A variety of 1,2-diaminobenzenes were converted to the corresponding mixtures of benzimidazoles and N-methylated analogs in good yields. Interestingly, the more challenging, but readily available 2-nitroanilines, which require an addnl. reduction step prior to cyclization, could also be successfully converted to benzimidazoles in high selectivity. Furthermore, various other alcs. were applied besides methanol, to obtain 2-alkyl- and 1,2-dialkylbenzimidazoles. Preliminary mechanistic insights into the origins of N-alkylation as well as the reactivity of the nitro derivatives are discussed. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6HPLC of Formula: 4887-83-6).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) belongs to imidazole derivatives. Imidazole is the basic core of some natural products such as histidine, purine, histamine and DNA based structures, etc. Among the different heterocyclic compounds, imidazole is better known due to its broad range of chemical and biological properties. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.HPLC of Formula: 4887-83-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

NMR studies on heterocycle chemistry. XXII. Carbon-13 nuclear magnetic resonance study on benzimidazole derivatives was written by Fruchier, A.;Pappalardo, L.;Elguero, J.. And the article was included in Anales de Quimica, Serie C: Quimica Organica y Bioquimica in 1980.HPLC of Formula: 4887-83-6 This article mentions the following:

The ¹³C NMR chem. shifts of benzimidazoles I (R = Me, Cl, NO₂; n = 0-2; R¹ = H or Me) and of corresponding 1,3-dimethylbenzimidazolium salts were measured. The effect of substituents on the shifts were calculated Equilibrium constants were determined for tautomerism of 5 I (R¹ = H). In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6HPLC of Formula: 4887-83-6).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.HPLC of Formula: 4887-83-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Catalytic oxidative desulfurization of model fuel over MnWO₄ was written by Li, Jia-hui;Hu, Jia;Zhao, Rong-xiang;Li, Xiu-ping. And the article was included in Yingyong Huagong in 2014.Synthetic Route of C4H7ClN2 This article mentions the following:

Manganese tungstate was prepared by direct precipitation method. The oxidative desulfurization activity was improved by high temperature calcination activation and activation of hydrogen peroxide. Activated MnWO₄ as catalyst, hydrogen peroxide as the oxidant, imidazole fluoroborate as extraction agent, dibenzothiophene (DBT) in simulated oil was removed by oxidation The influence of reaction time, reaction temperature, amount of catalyst, amount of oxidant, type of extractant, type of sulfide, etc. on catalytic oxidative desulfurization was studied. The results indicated the optimized desulfurization conditions were as follows: temperature 50掳C, 0.3 mL of hydrogen peroxide, 0.03 g of catalyst, imidazole tetrafluoroborate as the extractant, and the reaction time was 60 min. The desulphurization rate was up to 90%. The reaction system could recycle 5 times with a slight decrease in activity. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3Synthetic Route of C4H7ClN2).

1-Methyl-1H-imidazol-3-ium chloride (cas: 35487-17-3) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3鈥揅6) is higher than in water and generally decreases with a Imidazole based anticancer drug find applications in cancer chemotherapy. It is used as buffer component for purification of the histidine tagged recombinant proteins in immobilized metal-affinity chromatography (IMAC).Synthetic Route of C4H7ClN2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A visible-light-activated rhodium complex in enantioselective conjugate addition of 伪-amino radicals with Michael acceptors was written by Lin, Shao-Xia;Sun, Gui-Jun;Kang, Qiang. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2017.Synthetic Route of C6H8N2O This article mentions the following:

We report an efficient enantioselective conjugate addition of photogenerated 伪-amino radicals to Michael acceptors catalyzed by a newly prepared chiral-at-metal rhodium complex. This protocol shows that a single Rh(III) complex can serve not only as a Lewis acid but also as a photoredox catalyst to control the stereoselectivity during the bond formation. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Synthetic Route of C6H8N2O).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Synthetic Route of C6H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

DNA Damage and Cytotoxicity Induced by Minor Groove Binding Methyl Sulfonate Esters was written by Varadarajan, Sridhar;Shah, Dharini;Dande, Prasad;Settles, Samuel;Chen, Fa-xian;Fronza, Gilberto;Gold, Barry. And the article was included in Biochemistry in 2003.Synthetic Route of C7H9N3O4 This article mentions the following:

Minor groove specific DNA equilibrium binding peptides (lex) based on N-methylpyrrole-carboxamide and/or N-methylimidazolecarboxamide subunits have been modified with an O-Me sulfonate ester functionality to target DNA methylation in the minor groove at Ade/Thy- and/or Gua/Cyt-rich sequences. HPLC and sequencing gel analyses show that the Me-lex compounds all selectively react with DNA to afford N3-alkyladenine as a major adduct. The formation of the N3-alkyladenine lesions is sequence-dependent based on the equilibrium binding preferences of the different lex peptides. In addition to the reaction at adenine, the mols. designed to target Gua/Cyt sequences also generate lesions at guanine; however, the methylation is not sequence dependent and takes places in the major groove at the N7-position. To determine if and how the level of the different DNA adducts and the sequence selectivity for their formation affects cytotoxicity, the Me-lex analogs were tested in wild type Escherichia coli and in mutant strains defective in base excision repair (tag and/or alkA or apn). The results demonstrate the importance of 3-methyladenine, and in some cases 3-methylguanine, lesions in cellular toxicity, and the dominant protective role of the DNA glycosylases. There is no evidence that the sequence specificity is related to toxicity. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Synthetic Route of C7H9N3O4).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) belongs to imidazole derivatives. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3鈥揅6) is higher than in water and generally decreases with a The pharmacophore of imidazole exists in bioactive compounds including amino acids, plant growth regulators and therapeutic agents.n increase of the alkyl chain length of the alcohols. Synthetic Route of C7H9N3O4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem