Month: February 2023

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

Unsaturated azole derivatives. II. Synthesis and reactions of some 尾-(azol-2-yl)propiolic acids was written by Simonov, A. M.;Popov, I. I.;Mikhailov, V. I.;Sil’vanovich, N. A.;Shelepin, O. E.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1974.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde This article mentions the following:

Benzimidazole-acrylates I (R = H, MeO, Me) were prepared in 鈭?0% yields by condensation of the appropriate benzimidazolecarboxaldehyde with Ph3P:CBrCO2Me. Dehydrobromination of I with KOH gave 鈭?0% yields of the corresponding propiolic acid derivatives II. Analogously obtained from the appropriate heterocyclic aldehyde were imidazolepropiolic acid III and 2-benzothiazolepropiolic acid (IV). In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4Safety 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. Many natural products, especially alkaloids, contain the imidazole ring. These imidazoles share the 1,3-C3N2 ring but feature varied substituents. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Safety of 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Discovery of ((S)-5-(methoxymethyl)-7-(1-methyl-1H-indol-2-yl)-2-(trifluoromethyl)-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone As a Potent and Selective I_Kur Inhibitor was written by Finlay, Heather J.;Lloyd, John;Vaccaro, Wayne;Kover, Alexander;Yan, Lin;Bhave, Gauri;Prol, Joseph;Huynh, Tram;Bhandaru, Rao;Caringal, Yolanda;DiMarco, John;Gan, Jinping;Harper, Tim;Huang, Christine;Conder, Mary Lee;Sun, Huabin;Levesque, Paul;Blanar, Michael;Atwal, Karnail;Wexler, Ruth. And the article was included in Journal of Medicinal Chemistry in 2012.HPLC of Formula: 3012-80-4 This article mentions the following:

Previously disclosed dihydropyrazolopyrimidines are potent and selective blockers of I_Kur current. A potential liability with this chemotype is the formation of a reactive metabolite which demonstrated covalent binding to protein in vitro. When substituted at the 2 or 3 position, this template yielded potent I_Kur inhibitors, with selectivity over hERG which did not form reactive metabolites. Subsequent optimization for potency and PK properties lead to the discovery of ((S)-5-(methoxymethyl)-7-(1-methyl-1H-indol-2-yl)-2-(trifluoromethyl)-4,7-dihydropyrazolo[1,5-a]pyrimidin-6-yl)((S)-2-(3-methylisoxazol-5-yl)pyrrolidin-1-yl)methanone I, with an acceptable PK profile in preclin. species and potent efficacy in the preclin. rabbit atrial effective refractory period (AERP) model. In the experiment, the researchers used many compounds, for example, 1-Methyl-1H-benzo[d]imidazole-2-carbaldehyde (cas: 3012-80-4HPLC of Formula: 3012-80-4).

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. 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. HPLC of Formula: 3012-80-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Design, synthesis and SAR study of 2-aminopyridine derivatives as potent and selective JAK2 inhibitors was written by Liu, Dandan;Ge, Huan;Xu, Fangling;Xu, Yufang;Liu, Wenjun;Li, Honglin;Zhu, Lili;Diao, Yanyan;Zhao, Zhenjiang. And the article was included in Chinese Chemical Letters in 2022.Recommanded Product: 25676-75-9 This article mentions the following:

The abnormal activation of JAK2 kinase is closely related to the occurrence and progression of myeloproliferative neoplasms (MPNs). At present, there is still an obvious unmet medical need for selective JAK2 inhibitors in clinic. In this paper, a class of 2-aminopyridine derivatives as potent and selective JAK2 inhibitors was obtained by combining drug design, synthesis and structure-activity relationship studies based on the previously identified lead Crizotinib. Among them, I exhibited high inhibitory activity against JAK2 with an IC₅₀ of 9 9 nmol/L, moreover, it showed 276- and 184-fold selectivity over JAK1 and JAK3, resp. Besides, I had a significant antiproliferative activity against HEL cells, and also inhibited the phosphorylation of JAK2 and its down-stream signaling pathway. These results indicated that 2-aminopyridine compound I had the potential to be developed as a selective JAK2 inhibitor for further study. In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methylimidazole (cas: 25676-75-9Recommanded Product: 25676-75-9).

4-Bromo-1-methylimidazole (cas: 25676-75-9) 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.Recommanded Product: 25676-75-9

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Halogenated (acylamino)imidazoles and benzimidazoles for directed halogen-metal exchange-based functionalization was written by Groziak, Michael P.;Ding, Hong. And the article was included in Acta Chimica Slovenica in 2000.Electric Literature of C4H5N3O2 This article mentions the following:

Regioselective syntheses of 4- and 5-(acylamino)-1-alkylimidazoles bearing an ortho-halogen atom have been developed. Suitable for use in ortho-directed halogen-metal exchange-mediated ring functionalizations, these compounds are valuable precursors to ortho-functionalized versions of biol. active 4- and 5-aminoimidazoles. To widen the scope of this approach to cover similarly-substituted benzimidazoles and their potentially bioactive nucleosides, the synthesis of halogenated 5- and 6-(acylamino)-benzimidazoles and their ribosides was also explored. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Electric Literature of C4H5N3O2).

1-Methyl-4-nitroimidazole (cas: 3034-41-1) 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. Electric Literature of C4H5N3O2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem