Tag: 100-200

Completely N¹-selective palladium-catalyzed arylation of unsymmetric imidazoles: application to the synthesis of nilotinib was written by Ueda, Satoshi;Su, Mingjuan;Buchwald, Stephen L.. And the article was included in Journal of the American Chemical Society in 2012.Computed Properties of C8H8N2 This article mentions the following:

The completely N¹-selective Pd-catalyzed arylation of unsym. imidazoles with aryl halides and triflates is described. This study showed that imidazoles have a strong inhibitory effect on the in situ formation of the catalytically active Pd(0)-ligand complex. The efficacy of the N-arylation reaction was improved drastically by the use of a preactivated solution of Pd₂(dba)₃ and ligand I. From these findings, it is clear that while imidazoles can prevent binding of I to Pd, once the ligand is bound to the metal, these heterocycles do not displace it. The utility of the present catalytic system was demonstrated by the regioselective synthesis of the clin. important tyrosine kinase inhibitor nilotinib. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Computed Properties of C8H8N2).

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 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 C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis of new hypoxia markers EF1 and [¹⁸F]-EF1 was written by Kachur, Alexander V.;Dolbier, William R. Jr.;Evans, Sydney M.;Shiue, Chyng-Yann;Shiue, Grace G.;Skov, Kirsten A.;Baird, Ian R.;James, Brian R.;Li, An-Rong;Roche, Alex;Koch, Cameron J.. And the article was included in Applied Radiation and Isotopes in 1999.Name: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid This article mentions the following:

We report on the preparation of a hypoxia marker 2-(2-nitroimidazol-1[H]-yl)-N-(3-fluoropropyl)acetamide (EF1, I) and its ¹⁸F analog. Two methods for the preparation of 3-fluoropropylamine, the EF1 side chain, are described. [¹⁸F]-EF1 was prepared with a radiochem. yield of 2% by nucleophilic substitution of bromine in 2-(2-nitroimidazol-1[H]-yl)-N-(3-bromopropyl)acetamide (EBr1) by carrier-added ¹⁸F in DMSO at 120°. Our results demonstrate the preparation of clin. relevant amounts of [¹⁸F]-EF1 for use as a non-invasive hypoxia marker with detection using positron emission tomog. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Name: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid).

2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7) 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. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Name: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Highly efficient synthesis of cyclic carbonates from epoxides catalyzed by salen aluminum complexes with built-in “CO₂ capture” capability under mild conditions was written by Luo, Rongchang;Zhou, Xiantai;Chen, Shaoyun;Li, Yang;Zhou, Lei;Ji, Hongbing. And the article was included in Green Chemistry in 2014.Quality Control of 1-Octyl-1H-imidazole This article mentions the following:

A series of monometallic salen aluminum complexes were prepared by covalent linkage of the imidazolium-based ionic liquid moieties containing various polyether chains with the salen ligand at the two sides of the 5,5′-position. The salen aluminum complexes proved to be efficient and recyclable homogeneous catalysts towards the organic solvent-free synthesis of cyclic carbonates from epoxides and CO₂ in the absence of a co-catalyst. The catalysts presented excellent “CO₂ capture” capability due to the mols. containing polyether chains and the metal aluminum center, in which >90% yield of cyclic carbonate could be obtained under mild conditions. The catalysts can be easily recovered and six times reused without significant loss of activity and selectivity. Moreover, based on exptl. and previous work, the “CO₂ capture and activation” cycloaddition reaction mechanisms by monometallic or bimetallic salen aluminum complexes were both proposed. In the experiment, the researchers used many compounds, for example, 1-Octyl-1H-imidazole (cas: 21252-69-7Quality Control of 1-Octyl-1H-imidazole).

1-Octyl-1H-imidazole (cas: 21252-69-7) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Quality Control of 1-Octyl-1H-imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Palladium catalyzed carbonylative generation of potent, pyridine-based acylating electrophiles for the functionalization of arenes to ketones was written by Liu, Yi;Kaiser, Angela M.;Arndtsen, Bruce A.. And the article was included in Chemical Science in 2020.HPLC of Formula: 1632-83-3 This article mentions the following:

Design of a palladium catalyzed route to generate aryl ketones via the carbonylative coupling of (hetero)arenes and aryl- or vinyl-triflates was reported. Use of the large bite angle Xantphos ligand on palladium provides a unique avenue to balance the activation of the relatively strong C(sp²)-OTf bond with the ultimate elimination of a new class of potent Friedel-Crafts acylating agent: N-acyl pyridinium salts. The latter can be exploited to modulate reactivity and selectivity in carbonylative arene functionalization chem., and allow the efficient synthesis of ketones with a diverse array of (hetero)arenes. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3HPLC of Formula: 1632-83-3).

1-Methylbenzimidazole (cas: 1632-83-3) 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 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).HPLC of Formula: 1632-83-3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Differentiation of 1,4- and 1,5-disubstituted imidazoles was written by Matthews, H. Randall;Rapoport, Henry. And the article was included in Journal of the American Chemical Society in 1973.Safety of 1-Methyl-4-nitroimidazole This article mentions the following:

A method is presented for distinguishing 1,4- and 1,5-disubstituted imidazoles by their proton cross-ring coupling constants Other spectral methods also have been evaluated, as well as several methods which have been reported for differentiating such isomers. Comparison of these methods leads to the conclusion that the measurement of cross-ring coupling constants is the most generally satisfactory and reliable procedure. On this basis, structures are assigned to the carboxymethylhistidines, and the histamine metabolite is established as 1-β-d-ribofuranosyl-4- imidazoleacetic acid. 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 a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Imidazole is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Safety of 1-Methyl-4-nitroimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Defining Structure-Functional Selectivity Relationships (SFSR) for a Class of Non-Catechol Dopamine D₁ Receptor Agonists was written by Martini, Michael L.;Liu, Jing;Ray, Caroline;Yu, Xufen;Huang, Xi-Ping;Urs, Aarti;Urs, Nikhil;McCorvy, John D.;Caron, Marc G.;Roth, Bryan L.;Jin, Jian. And the article was included in Journal of Medicinal Chemistry in 2019.COA of Formula: C7H5BrN2 This article mentions the following:

G protein-coupled receptors (GPCRs) are capable of downstream signaling through distinct noncanonical pathways such as β-arrestins in addition to the canonical G protein-dependent pathways. GPCR ligands that differentially activate the downstream signaling pathways are termed functionally selective or biased ligands. A class of novel non-catechol G protein-biased agonists of the dopamine D₁ receptor (D₁R) was recently disclosed. We conducted the first comprehensive structure-functional selectivity relationship study measuring G_S and β-arrestin2 recruitment activities focused on four regions of this scaffold, resulting in over 50 analogs with diverse functional selectivity profiles. Some compounds became potent full agonists of β-arrestin2 recruitment, while others displayed enhanced G_S bias compared to the starting compound Pharmacokinetic testing of an analog with an altered functional selectivity profile demonstrated excellent blood-brain barrier penetration. This study provides novel tools for studying ligand bias at D₁R and paves the way for developing the next generation of biased D₁R ligands. In the experiment, the researchers used many compounds, for example, 5-Bromoimidazo[1,2-a]pyridine (cas: 69214-09-1COA of Formula: C7H5BrN2).

5-Bromoimidazo[1,2-a]pyridine (cas: 69214-09-1) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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

Synthesis of new formyl halo N-methylimidazole derivatives was written by El Borai, M.;Moustafa, A. H.;Anwar, M.;Ghattas, A. G.. And the article was included in Croatica Chemica Acta in 1981.HPLC of Formula: 25676-75-9 This article mentions the following:

Title compounds [I, R, R¹, R² = CHO, Br, H (II), Br, CHO, H; H, Br, CHO; CHO, H, Br; CHO, Br, Br] were prepared E. g., formylation of I (R = Br, R¹ = R² = H) followed by bromination gave II. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methylimidazole (cas: 25676-75-9HPLC of Formula: 25676-75-9).

4-Bromo-1-methylimidazole (cas: 25676-75-9) 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. 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.HPLC of Formula: 25676-75-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Syntheses of some N-alkylated-2-substituted imidazoles was written by Moazzam, Muhammad;Parrick, J.. And the article was included in Journal of the Chemical Society of Pakistan in 1988.Related Products of 85692-37-1 This article mentions the following:

N-Substituted imidazoles were prepared by modifications of known methods. Some substitutions, e.g. acetylation, at the 2-position of these compounds were carried out. A few hydrazones of 1-triphenylmethylimidazole-2-carboxaldehyde were also prepared Reaction of the 2-aldehyde with Et nitroacetate is described. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Related Products of 85692-37-1).

1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1) 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–C6) is higher than in water and generally decreases with a This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.Related Products of 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Solvatochromism of Heteroaromatic Compounds: XIX. Factors Affecting Quantitative Characteristics of Solvatochromism in Aprotic Inert Media was written by Turchaninov, V. K.;Vokin, A. I.;Aksamentova, T. N.;Krivoruchka, I. G.;Shulunova, A. M.;Andriyankova, L. V.. And the article was included in Russian Journal of General Chemistry (Translation of Zhurnal Obshchei Khimii) in 2003.Computed Properties of C4H5N3O2 This article mentions the following:

The effects of aprotic inert media on the electronic absorption spectra of aromatic nitro compounds p-NO₂C₆H₄R were used as evidence for the linear correlation between the slope s_a of the solvatochromism equations ν_max = ν₀ + s_aπ^* and the dipole moments of the mols. in their ground electronic state μ_g. A linear correlation was established between ν₀ and the first ionization potential of subunits PhR. A new approach to estimating the dipole moment of electronically excited mols. (μ_e) for mols. like p-NO₂C₆H₄R from the correlation μ_e = rμ_g was proposed. 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. 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 is incorporated into many important biological compounds. The most pervasive is the amino acid histidine, which has an imidazole side-chain. Histidine is present in many proteins and enzymes, e.g. by binding metal cofactors, as seen in hemoglobin.Computed Properties of C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

TEMPO-Mediated Synthesis of N-(Fluoroalkyl)imidazolones via Reaction of Imidazoles with Iodofluoroacetate was written by Chen, Jia-Hao;Ahmed, Wasim;Li, Ming-Hua;Li, Zhao-Dong;Cui, Zi-Ning;Tang, Ri-Yuan. And the article was included in Advanced Synthesis & Catalysis in 2020.Electric Literature of C8H8N2 This article mentions the following:

A TEMPO-mediated oxidative copper-catalyzed synthesis of N-(fluoroalkyl)imidazolones e.g., I via the radical addition of imidazoles such as 6-bromo-3-methyl-3H-imidazo[4,5-b]pyridine, 1-phenylimidazole, 5-bromo-1-methylbenzimidazole, etc. with iodofluoroacetate ICH(F)C(O)OCH₂CH₃ was reported. A possible key intermediate involving TEMPO was observed by ESI-MS. Also found that aerobic oxidation conditions were effective for the transformation in the presence of a copper catalyst, enabling access to a number of N-(fluoroalkyl)imidazolones I in moderate to good yields. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Electric Literature of C8H8N2).

1-Methylbenzimidazole (cas: 1632-83-3) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Electric Literature of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem