Month: February 2023

A simplified synthesis of 2,3,5,6-tetrafluorophenyl 2-(2-nitroimidazol-1-yl) acetate was written by Wilson, Hanna. And the article was included in Journal of Labelled Compounds & Radiopharmaceuticals in 2003.Safety of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid This article mentions the following:

2-Nitro-1H-Imidazole-1-acetic acid (2,3,5,6-tetrafluorophenyl) ester was synthesized via an improved route which involves the direct coupling of 2-(2-nitroimidazol-1-yl)acetic acid with 2,3,5,6-tetrafluorophenol. This ester is an intermediate for ¹⁸F-fluorinated derivatives of 2-nitro-N-(2,3,3-trifluoropropyl)-1H-imidazole-1-acetamide or fluoroetanidazole. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Safety of 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. 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.Safety of 2-(2-Nitro-1H-imidazol-1-yl)acetic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A Heterogeneous Iridium Catalyst for the Hydroboration of Pyridines was written by Rodriguez, Jessica;Conley, Matthew P.. And the article was included in Organic Letters in 2022.Computed Properties of C8H8N2 This article mentions the following:

Sulfated Zr oxide (SZO) capped with silylium-like ions reacts with (cod)Ir(py)Cl (cod = 1,5-cyclooctadiene; py = pyridine) to form [Ir(cod)py][SZO] (1) and Me₃SiCl. 1 Can also be formed in reactions of phosphonium functionalized SZO and [Ir(cod)(OSi(O^tBu)₃)]₂, which forms [Ir(cod)P(^tBu)₂Ph][SZO] (2), followed by reaction with pyridine to form 1. FTIR and ¹⁵N{¹H} MAS NMR spectroscopy are consistent with coordination of pyridine in 1 to an electrophilic Ir. 1 Is moderately active in the dearomative hydroboration of pyridine. The primary product of this reaction is 1,2-dihydropyridine, which converts to the 1,4-dihydropyridine product at long reaction times. 1 Catalyzes the dearomative hydroboration of a variety of substituted pyridines and is also reactive toward pyrazines and N-methylimidazole. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Computed Properties 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.Computed Properties of C8H8N2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Bioreductive Markers for Hypoxic Cells: 2-Nitroimidazoles with Biotinylated 1-Substituents was written by Hodgkiss, Richard J.;Parrick, John;Porssa, Manuchehr;Stratford, Michael R. L.. And the article was included in Journal of Medicinal Chemistry in 1994.Recommanded Product: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid This article mentions the following:

The interference by oxygen with the bioreductive metabolism and binding within cells of 2-nitroimidazoles has been used to identify hypoxic cells. Three title novel compounds, e.g. I, were synthesized with a 1-substituent containing a biotin moiety. Bound adducts of these compounds could be identified in hypoxic cells in vitro by the biotin binding proteins, avidin or streptavidin, labeled with fluorescein. The metabolism and discrimination of these compounds between well-oxygenated and hypoxic cells was evaluated by flow cytometry. Ester or amide links between the 2-nitroimidazole and the biotin were degraded in the presence of mouse serum, but a compound with a C5 hydrocarbon link was stable, and this compound was suitable for evaluation in an in vivo tumor model. In the experiment, the researchers used many compounds, for example, 2-(2-Nitro-1H-imidazol-1-yl)acetic acid (cas: 22813-32-7Recommanded Product: 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. 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Recommanded Product: 2-(2-Nitro-1H-imidazol-1-yl)acetic acid

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Half-Sandwich Ruthenium Complexes Bearing Hemilabile κ²-(C,S)-Thioether-Functionalized NHC Ligands: Application to Amide Synthesis from Alcohol and Amine was written by Egly, Julien;Chen, Weighang;Maisse-Francois, Aline;Bellemin-Laponnaz, Stephane;Achard, Thierry. And the article was included in European Journal of Inorganic Chemistry in 2022.Reference of 1632-83-3 This article mentions the following:

Amide synthesis is one of the most crucial transformations in chem. and biol. Among various catalytic systems, N-heterocyclic carbene (NHC)-based ruthenium (Ru) catalyst systems have been proven to be active for direct synthesis of amides by sustainable acceptorless dehydrogenative Coupling of primary alcs. with amines. Most often, these catalytic systems usually use monodentate NHC and thus require an addnl. ligand to obtain high reactivity and selectivity. In this work, a series of cationic Ru(II)(η⁶-p-cymene) complexes with thioether-functionalized N-heterocyclic carbene ligands (imidazole and benzimidazole-based) have been prepared and fully characterized. These complexes have then been used in the amidation reaction and the most promising one (i.e. 3c) has been applied on a large range of substrates. High conversions albeit with moderate yields have generally been obtained. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Reference of 1632-83-3).

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

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Asymmetric Copper(II)-Catalysed Nitroaldol (Henry) Reactions Utilizing a Chiral C₁-Symmetric Dinitrogen Ligand was written by Zhou, Yirong;Gong, Yuefa. And the article was included in European Journal of Organic Chemistry in 2011.Electric Literature of C9H8N2O This article mentions the following:

A series of stable chiral C₁-sym. dinitrogen ligands were conveniently synthesized in high yields by condensation of chiral amines [(-)-exo-bornylamine or (+)-(1S,2S,5R)-menthylamine] with various substituted imidazolecarbaldehydes. With the assistance of base, the ligand L1 (I) in combination with CuCl₂·2H₂O (2.5 mol % or 5.0 mol %) can efficiently promote nitroaldol (Henry) reactions between a variety of aldehydes and nitromethane. Both aromatic and aliphatic aldehydes were tolerated in our catalytic system, affording the expected nitroalc. products in high yields (up to 97 %) and with good enantioselectivities (up to 96 %) under mild reaction conditions. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Electric Literature of C9H8N2O).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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. 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. Electric Literature of C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Optimization of Pyrrolamide Topoisomerase II Inhibitors Toward Identification of an Antibacterial Clinical Candidate (AZD5099) was written by Basarab, Gregory S.;Hill, Pamela J.;Garner, C. Edwin;Hull, Ken;Green, Oluyinka;Sherer, Brian A.;Dangel, P. Brian;Manchester, John I.;Bist, Shanta;Hauck, Sheila;Zhou, Fei;Uria-Nickelsen, Maria;Illingworth, Ruth;Alm, Richard;Rooney, Mike;Eakin, Ann E.. And the article was included in Journal of Medicinal Chemistry in 2014.Product Details of 85692-37-1 This article mentions the following:

AZD5099 I is an antibacterial agent that entered phase 1 clin. trials targeting infections caused by Gram-pos. and fastidious Gram-neg. bacteria. It was derived from previously reported pyrrolamide antibacterials and a fragment-based approach targeting the ATP binding site of bacterial type II topoisomerases. The program described herein varied a 3-piperidine substituent and incorporated 4-thiazole substituents that form a seven-membered ring intramol. hydrogen bond with a 5-position carboxylic acid. Improved antibacterial activity and lower in vivo clearances were achieved. The lower clearances were attributed, in part, to reduced recognition by the multidrug resistant transporter Mrp2. Compound I showed notable efficacy in a mouse neutropenic Staphylococcus aureus infection model. Resistance frequency vs. the drug was low, and reports of clin. resistance due to alteration of the target are few. Hence, I could offer a novel treatment for serious issues of resistance to currently used antibacterials. In the experiment, the researchers used many compounds, for example, 1-(1-Methyl-1H-imidazol-2-yl)ethanone (cas: 85692-37-1Product Details 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.Product Details of 85692-37-1

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

trans-(3S,4S)-Disubstituted pyrrolidines as inhibitors of the human aspartyl protease renin. Part I: Prime site exploration using an amino linker was written by Lorthiois, Edwige;Cumin, Frederic;Ehrhardt, Claus;Kosaka, Takatoshi;Sellner, Holger;Ostermann, Nils;Francotte, Eric;Wagner, Trixie;Maibaum, Jurgen. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.Application In Synthesis of 1H-Benzimidazole-5-carbaldehyde This article mentions the following:

Recently, the authors reported on the discovery of (3S,4S)-disubstituted pyrrolidines as inhibitors of the human aspartyl protease renin. In the effort to further expand the scope of this novel class of direct renin inhibitors, a new sub-series was designed in which the prime site substituents are linked to the pyrrolidine core by a (3S)-amino functional group. In particular, analogs bearing the corresponding sulfonamide spacer, e.g. I, demonstrated a pronounced increase in in vitro potency compared to the lead compound In the experiment, the researchers used many compounds, for example, 1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4Application In Synthesis of 1H-Benzimidazole-5-carbaldehyde).

1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4) 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 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.Application In Synthesis of 1H-Benzimidazole-5-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Atmospheric CO₂ promoted synthesis of N-containing heterocycles over B(C₆F₅)₃ catalyst was written by Gao, Xiang;Yu, Bo;Mei, Qingqing;Yang, Zhenzhen;Zhao, Yanfei;Zhang, Hongye;Hao, Leiduan;Liu, Zhimin. And the article was included in New Journal of Chemistry in 2016.SDS of cas: 4887-83-6 This article mentions the following:

B(C₆F₅)₃ combined with atm. CO₂ was found to be highly effective for the cyclization of ortho-substituted aniline derivatives with N,N-dimethylformamide (DMF), and a series of N-containing heterocycles including benzothiazoles, benzimidazoles, quinazolinone and benzoxazole were obtained in good to excellent yields. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6SDS of cas: 4887-83-6).

7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6) 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. This ring system is present in important biological building blocks, such as histidine and the related hormone histamine.SDS of cas: 4887-83-6

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Use of Ferrocene Scaffolds as Pendant Groups in Hairpin-Type Pyrrole-Imidazole Polyamide Molecules Showing Sequence-Selective Binding to DNA Duplexes was written by Seio, Kohji;Mizuta, Masahiro;Terada, Takeshi;Sekine, Mitsuo. And the article was included in Journal of Organic Chemistry in 2005.Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate This article mentions the following:

The synthesis and properties of new conjugate mols., Fc-PIA, composed of ferrocene (Fc) and pyrrole-imidazole polyamides (PIA) are reported. As a PIA sequence, we chose Im-Py-Im/Py-Im-Py considering its future application to the single-nucleotide polymorphisms (SNPs) detection of genes having a GCG/CGC sequence. Two types of Fc-containing linkers, i.e., ferrocene-1,1′-dicarboxamide and ferrocenecarboxamide, were designed, and several Fc-PIPA mols. having these linkers were synthesized. Titration studies by use of CD revealed that the carboxamide-type Fc-PIA could bind to the target DNA with an association constant of 10⁷ M^-1. In contrast, ferrocene dicarboxamide-type compounds have slightly weaker affinity for the target DNA. However, the affinity could be recovered by replacing one of the pyrrole residues with β-alanine. We carried out the CV measurement and observed quasi-irreversible oxidation of the ferrocene moieties in the Fc-PIA compounds These properties of Fc-PIA indicate the potential usefulness of these mols. in electrochem. detection of genes. In the experiment, the researchers used many compounds, for example, Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate).

Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate (cas: 109012-23-9) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Quality Control of Ethyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Organosodium compounds of N-substituted benzimidazole was written by Tertov, B. A.;Koblik, A. V.;Avdyunina, N. I.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1971.Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Reaction of I with R1COR2 in cold toluene or benzene gave the corresponding II. II (R, R1, R2, and yield given): Me, H, Ph, 67; Me, H, p-Me2NC6H4, 58; Me, H, m-O2NC6H4, 20; Me, Me, Ph, 48; Pr, H, p-Me2NC6H4, 57; Ph, H, 3,4-(MeO)2C6H3, 72. I (R=Me) treated with ethylene oxide in toluene at -15° gave 43% 1-methyl-2-(β-hydroxyethyl)benzimidazole. Similarly prepared were ∼30 other II analogs. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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 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.Application In Synthesis of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem