Author: Jessica.F

Sustainable Cascades to Difluoroalkylated Polycyclic Imidazoles was written by Lin, Sheng-Nan;Chen, Yu;Luo, Xiao-Dong;Li, Yi. And the article was included in European Journal of Organic Chemistry in 2021.Quality Control of 7-Methyl-1H-benzo[d]imidazole This article mentions the following:

Herein a visible light promoted difluoroalkylated cascade of imidazoles and alkenes e.g., I to afford highly functionalized polycyclic imidazoles e.g., II was reported. This method features a direct radical cyclization of imidazoles with alkenes e.g., I using BrCF₂R (R = C(O)OEt, N-cyclohexylcarbamoyl, (thiomorpholin-4-yl)carbonyl, etc.) as radical sources. The reaction conditions tolerate a wide range of substrate scope and afford the desired products e.g., II with up to 95% isolated yield under mild conditions. Radical-trapping and light-on/off experiments indicated a photocatalytic radical mechanism. In the experiment, the researchers used many compounds, for example, 7-Methyl-1H-benzo[d]imidazole (cas: 4887-83-6Quality Control of 7-Methyl-1H-benzo[d]imidazole).

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 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.Quality Control of 7-Methyl-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

A library of novel hydroxamic acids targeting the metallo-protease family: Design, parallel synthesis and screening was written by Flipo, Marion;Beghyn, Terence;Charton, Julie;Leroux, Virginie A.;Deprez, Benoit P.;Deprez-Poulain, Rebecca F.. And the article was included in Bioorganic & Medicinal Chemistry in 2007.Synthetic Route of C9H8N2O This article mentions the following:

The authors report here the design and parallel synthesis of 217 compounds based on a malonic-hydroxamic acid template. These compounds are obtained via a two-step solution-phase procedure. The set of diverse building-blocks used makes this strategy suitable for the search of inhibitors of various metallo-proteases and for the investigation of the biol. role of new metallo-proteases. As a proof of concept, the authors screened this library on neutral aminopeptidase (APN; E.C. 3.4.11.2), the prototypal enzyme of the M1 family. Several submicromolar inhibitors were identified. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Synthetic Route of C9H8N2O).

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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Synthetic Route of C9H8N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Probing the free-state solution behavior of drugs and their tendencies to self-aggregate into nano-entities was written by LaPlante, Steven R.;Roux, Valerie;Shahout, Fatma;LaPlante, Gabriela;Woo, Simon;Denk, Maria M.;Larda, Sacha T.;Ayotte, Yann. And the article was included in Nature Protocols in 2021.HPLC of Formula: 145040-37-5 This article mentions the following:

The free-state solution behaviors of drugs profoundly affect their properties. Therefore, it is critical to properly evaluate a drug’s unique multiphase equilibrium when in an aqueous environment, which can comprise lone mols., self-associating aggregate states and solid phases. To date, the full range of nano-entities that drugs can adopt has been a largely unexplored phenomenon. This protocol describes how to monitor the solution behavior of drugs, revealing the nano-entities formed as a result of self-associations The procedure begins with a simple NMR 1H assay, and depending on the observations, subsequent NMR dilution, NMR T2-CPMG (spin-spin relaxation Carr-Purcell-Meiboom-Gill) and NMR detergent assays are used to distinguish between the existence of fast-tumbling lone drug mols., small drug aggregates and slow-tumbling colloids. Three orthogonal techniques (dynamic light scattering, transmission electron microscopy and confocal laser scanning microscopy) are also described that can be used to further characterize any large colloids. The protocol can take a non-specialist between minutes to a few hours; thus, libraries of compounds can be evaluated within days. In the experiment, the researchers used many compounds, for example, 1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5HPLC of Formula: 145040-37-5).

1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2′-(2H-tetrazol-5-yl)-[1,1′-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylate (cas: 145040-37-5) 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. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.HPLC of Formula: 145040-37-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Hidden signatures: new reagents for developing latent fingerprints was written by Plater, M. John;Barnes, Paul;McDonald, Lauren K.;Wallace, Sandy;Archer, Nia;Gelbrich, Thomas;Horton, Peter N.;Hursthouse, Michael B.. And the article was included in Organic & Biomolecular Chemistry in 2009.Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Aldehydes substituted with a quaternized pyridinium or quinolinium ring have been investigated for the development of latent fingerprints. Two routes were developed to a novel in situ formed azacyanine dye. This dye might form in the fingerprint where reagents are concentrated but does not form appreciably in solution experiments as evidenced by the lack of an absorption band at 600 nm. N-Alkyl and N-aryl substituted benzimidazole-2-carboxaldehydes give stable fluorescent fingerprints. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. 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. Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Structures and photophysics of lophine and double lophine derivatives was written by Fridman, Natalya;Kaftory, Menahem;Speiser, Shammai. And the article was included in Sensors and Actuators, B: Chemical in 2007.SDS of cas: 5496-35-5 This article mentions the following:

Novel lophine (2,4,5-triphenylimidazole) derivatives, ortho-, meta- and para-substituted in the 2-Ph ring and p-Ph, p-tolyl, and p-anisyl rings in the 4- and 5-aryl rings and double lophine derivatives were synthesized and their physico-chem. properties were determined We included arylimidazoles, derivatives substituted with electron-donating and electron attracting groups. MeO- and OH-groups release electrons and activate the ring. In contrast, COOH- and CN-groups withdraw electrons and deactivate the ring. Nitro derivatives of imidazole, phenol, 2-[4,5-bis(4-methoxyphenyl)-1H-imidazole-2-yl]-4-nitro 23 and phenol, 2-[4,5-bis(4-methyl-phenyl)-1H-imidazole-2-yl]-4-nitro 24 crystallize with guest mols. in various colors. Double imidazole derivatives of lophine, 2,2′-(2,5-thiophenediyl)bis[4,5-diphenyl-1H-imidazole] 27 and 2,2′-(1,4-phenylene)bis[4,5-diphenyl-1H-imidazole] 29 show piezochromism, photochromism and thermochromism in the solid state and form inclusion compounds in various colors. Four inclusion compounds in two different colors: yellow and green, depending on the solvent mols. were found for 27 and two different colors: light yellow and colorless were obtained for 29. The fluorescence intensity for 27 substituted with MeO-group in the 4,5-Ph rings is decreased and it is increased for 29 by changing Ph rings to MeO-substituent in the 4,5-Ph rings. Upon irradiation with UV light at room temperature, green solution of 29 turned into orange and colorless solution of 29 turned into light yellow. The photochem. properties of 27 and 29 and their derivatives were studied by irradiating basic and neutral degassed acetonitrile solutions with medium pressure xenon lamp and their photochem. quantum yields, ranging from 0.0011 to 0.0024, together with the corresponding fluorescence quantum yields, ranging from 0.52 to 0.90 and lifetimes, ranging from 1.03 to 1.42 ns were determined These compounds are sensitive to different external stimulations, such as UV irradiation, heat, increasing pressure, and changing of the environmental pH, causing spectral changes. Our results suggest potential applications of these compounds in mol. photonics and sensing. In the experiment, the researchers used many compounds, for example, 4-(4,5-Diphenyl-1H-imidazol-2-yl)benzoic acid (cas: 5496-35-5SDS of cas: 5496-35-5).

4-(4,5-Diphenyl-1H-imidazol-2-yl)benzoic acid (cas: 5496-35-5) 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 derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.SDS of cas: 5496-35-5

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Imidazolyl Alanes – Synthesis, Structures and Reactivity Studies was written by Simon, Martin;Radius, Michael;Wagner, Hanna E.;Breher, Frank. And the article was included in European Journal of Inorganic Chemistry in 2020.Recommanded Product: 1-Methylbenzimidazole This article mentions the following:

Targeting the synthesis of Al/C based ambiphilic mols., the dehydrohalogenation of a series of (benz)imidazole alane adducts was investigated. Depending on the steric bulk of the heterocycle, different dimeric products with various ring sizes were obtained. Dehydrohalogenation of the adduct of 1-mesityl imidazole (^MesIm) and 0.5 [tBu₂AlBr]₂ furnished the dimer, featuring a “classical” N-heterocyclic carbene (NHC) and a mesoionic or “abnormal” NHC (aNHC) subunit within a single mol. The dimer is bound loosely enough to allow thermally induced isomerization of the dimer into the isomers dimer^NHC (all NHC) and dimer^aNHC (all aNHC). Dehydrohalogenation of the adduct of 1-mesityl-2-Me imidazole (^MesIm^Me) and 0.5 [tBu₂AlBr]₂ yielded a dimeric compound consisting of two N-heterocyclic olefin (NHO) subunits. Although these six- and eight-membered heterocycles show no FLP-type reactivity towards small mols. like H₂, CO or CO₂, an ambiphilic behavior of the imidazolyl alanes was observed Salt metathesis reactions using ^MesIm resulted in the formation of a compound which can be viewed as tBu₂AlBr adduct of an Al/N ambiphile. Utilizing heterocycles such as benzimidazole or spiroindole provided the entry point to C-H and N-H activation products, most likely resulting from a reactivity of intermediate species as Al/C ambiphiles. In the experiment, the researchers used many compounds, for example, 1-Methylbenzimidazole (cas: 1632-83-3Recommanded Product: 1-Methylbenzimidazole).

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. 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. Recommanded Product: 1-Methylbenzimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Principal fragmentations of mono-, di-, tri-, and tetraazaindolizines under electron impact was written by Daunis, Jacques;Lopez, Helene;Maury, Georges. And the article was included in Organic Mass Spectrometry in 1977.Application In Synthesis of 6-Nitroimidazo[1,2-a]pyridine This article mentions the following:

The principal fragmentations of ¹H azaindolizines containing the imidazo[1,2-a]pyridine, -[1,5-a]pyrimidine and -[1,5-b]-1,2,4-triazine and triazolo[2,3–b]-, -[4,3-b]-, -[3,4-c]- and -[3,2-c]-1,2,4-triazine structures are described. Each structure has an individual fragmentation path except where Dimroth rearrangement to an isomeric product occurs. The degradation scheme was correlated with the number and position of the N atoms. In the experiment, the researchers used many compounds, for example, 6-Nitroimidazo[1,2-a]pyridine (cas: 25045-82-3Application In Synthesis of 6-Nitroimidazo[1,2-a]pyridine).

6-Nitroimidazo[1,2-a]pyridine (cas: 25045-82-3) belongs to imidazole derivatives. Imidazole is a heterocyclic compound with a five-membered planar ring. It is amphoteric and highly polar. Many drugs contain an imidazole ring, such as certain antifungal drugs, the nitroimidazole series of antibiotics, and the sedative midazolam.Application In Synthesis of 6-Nitroimidazo[1,2-a]pyridine

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis of substituted benzimidazolyl curcumin mimics and their anticancer activity was written by Woo, Ho Bum;Eom, Young Woo;Park, Kyu-Sang;Ham, Jungyeob;Ahn, Chan Mug;Lee, Seokjoon. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

A novel curcumin mimic library possessing variously substituted benzimidazole groups was synthesized through the aldol reaction of I or II with diversely substituted benzimidazolyl-2-carbaldehydes. The MTT assay of the cancer cells MCF-7, SH-SY5Y, HEP-G2, and H460 showed that compound III with IC₅₀ of 1.0 and 1.9 渭M has a strong inhibitory effect on the growth of SH-SY5Y and Hep-G2 cells, resp., and that compound IV with IC₅₀ of 1.9 渭M has a strong inhibitory effect on the growth of MCF-7 cancer cells. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde).

1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4) 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 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.Name: 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Novel Potent Antagonists of Transient Receptor Potential Channel, Vanilloid Subfamily Member 1: Structure-Activity Relationship of 1,3-Diarylalkyl Thioureas Possessing New Vanilloid Equivalents was written by Suh, Young-Ger;Lee, Yong-Sil;Min, Kyung-Hoon;Park, Ok-Hui;Kim, Jin-Kwan;Seung, Ho-Sun;Seo, Seung-Yong;Lee, Bo-Young;Nam, Yeon-Hee;Lee, Kwang-Ok;Kim, Hee-Doo;Park, Hyeung-Geun;Lee, Jeewoo;Oh, Uhtaek;Lim, Ju-Ok;Kang, Sang-Uk;Kil, Min-Jung;Koo, Jae-yeon;Shin, Song Seok;Joo, Yung-Hyup;Kim, Jin Kwan;Jeong, Yeon-Su;Kim, Sun-Young;Park, Young-Ho. And the article was included in Journal of Medicinal Chemistry in 2005.Formula: C8H6N2O This article mentions the following:

Recently, 1,3-diarylalkyl thioureas have merged as one of the promising nonvanilloid TRPV1 antagonists possessing excellent therapeutic potential in pain regulation. In this paper, the full structure-activity relationship for TRPV1 antagonism of a novel series of 1,3-diarylalky thioureas is reported. Exploration of the structure-activity relationship, by systemically modulating three essential pharmacophoric regions, led to six examples of 1,3-dibenzyl thioureas, which exhibit Ca²⁺ uptake inhibition in rat DRG neuron with IC₅₀ between 10 and 100 nM. In the experiment, the researchers used many compounds, for example, 1H-Benzimidazole-5-carbaldehyde (cas: 58442-17-4Formula: C8H6N2O).

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 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.Formula: C8H6N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Synthesis of 5-arylthio-3-methyl-L-histidine, a model for the starfish alkaloid imbricatine was written by Ohba, Masashi;Mukaihira, Takafumi;Fujii, Tozo. And the article was included in Heterocycles in 1992.Quality Control of 4-Bromo-1-methylimidazole This article mentions the following:

Syntheses of 3-methyl-5-phenylthio-L-histidine (I, R = Ph) and 3-methyl-5-(1-naphthyl)thio-L-histidine ( R = 1-naphthyl), selected as models for the asteroid alkaloid imbricatine (II), have now become feasible through a 10-step route starting from 4(5)-bromoimidazole. The key steps involve replacement of the 4-bromo group by an arylthio group in the aldehyde III and construction of the L-alanine moiety in the chlorides IV by the “bis-lactim ether” method. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methylimidazole (cas: 25676-75-9Quality Control of 4-Bromo-1-methylimidazole).

4-Bromo-1-methylimidazole (cas: 25676-75-9) 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.Quality Control of 4-Bromo-1-methylimidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem