Tag: 100-200

In 2019,Current Organic Synthesis included an article by Damghani, Fatemeh K.; Pourmousavi, Seied A.; Kiyani, Hamzeh. COA of Formula: C7H7N3. The article was titled 《Sulfonic Acid-Functionalized Magnetic Nanoparticles as an Efficient Catalyst for the Synthesis of Benzo[4,5]imidazo[1,2-a]pyrimidine derivatives, 2-Aminobenzothiazolomethylnaphthols and 1-Amidoalkyl-2-naphthols》. The information in the text is summarized as follows:

Three Fe3O4@C-SO3H were successfully prepared by solvothermal carbonization of sucrose (Suc), starch (Sta) or cellulose (Cel) in the presence of Fe3O4 nanoparticle and then grafting of the sulfonic groups on the surface of resulted Fe3O4@C nanoparticles in the presence of p-toluenesulfonic acid. Then the nano catalysts were characterized using XRD, FESEM and FT-IR. The resulted MNPs were used for the one-pot synthesis of benzo[4,5]imidazo[1,2-a]pyrimidine derivatives, 2-aminobenzothiazolomethylnaphthols and 1-amidoalkyl-2-naphthols under solvent-free conditions in excellent yields. It was found that high catalytic activity and easy magnetic separation from the reaction mixture are important achievement with regard to the efficiency and reusability of the catalyst in synthesis. In the experimental materials used by the author, we found 1H-Benzo[d]imidazol-2-amine(cas: 934-32-7COA of Formula: C7H7N3)

1H-Benzo[d]imidazol-2-amine(cas: 934-32-7) can be used in the hydrolysis of a choline carbonate. It was also used in the synthesis of imidazo[1,2-a]benzimidazoles.COA of Formula: C7H7N3

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2017,Garzon, Miguel; Arce, Elsa M.; Reddy, Raju Jannapu; Davies, Paul W. published 《General Entry into o-,o’-Heteroatom-Linked N-(Hetero)aryl-Imidazole Motifs by Gold-Catalysed Formal [3+2]-Dipolar Cycloaddition》.Advanced Synthesis & Catalysis published the findings.Recommanded Product: 2-Chloro-1H-benzo[d]imidazole The information in the text is summarized as follows:

A general redox-neutral approach into the o-,o’-heteroatom-linked N-(hetero)aryl-imidazole family of heteroaromatics was developed. New types of heteroatom substituted carbimidoyl nitrenoids were efficiently realized from robust, bench-stable N-(heteroaryl)-pyridinium-N-aminides by formal gold-catalyzed [3+2]-dipolar cycloadditions across ynamides. Broad structural variety and functional group tolerance allowed rapid access into diverse functionalized scaffolds, as exemplified by the preparation of 8 different heteroaromatic cores. After reading the article, we found that the author used 2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Recommanded Product: 2-Chloro-1H-benzo[d]imidazole)

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) is an analog of benzimidazole that has been synthesized by Langmuir adsorption isotherm. It is a white crystalline solid that can be dissolved in water and hydrochloric acid. 2-Chloro-1H-benzo[d]imidazole inhibits the growth of herpes simplex virus by acting as a competitive inhibitor for the viral enzyme thymidine kinase, which catalyzes the conversion of thymine to thymidine.Recommanded Product: 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2017,Tian, Junjun; Vandermosten, Leen; Peigneur, Steve; Moreels, Lien; Rozenski, Jef; Tytgat, Jan; Herdewijn, Piet; Van den Steen, Philippe E.; De Jonghe, Steven published 《Astemizole analogues with reduced hERG inhibition as potent antimalarial compounds》.Bioorganic & Medicinal Chemistry published the findings.Quality Control of 2-Chloro-1H-benzo[d]imidazole The information in the text is summarized as follows:

Astemizole is a H1-antagonist endowed with antimalarial activity, but has hERG liabilities. Systematic structural modifications of astemizole led to the discovery of analogs that display very potent activity as inhibitors of the growth of the Plasmodium parasite, but show a decreased hERG inhibition, when compared to astemizole. These compounds can be used as starting point for the development of a new class of antimalarials.2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1Quality Control of 2-Chloro-1H-benzo[d]imidazole) was used in this study.

2-Chloro-1H-benzo[d]imidazole(cas: 4857-06-1) binds to monoclonal antibodies, inhibiting their binding to their corresponding antigens. This activity may be due to its ability to bind covalently with amino groups on proteins and other molecules.Quality Control of 2-Chloro-1H-benzo[d]imidazole

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2008,Primas, Nicolas; Bouillon, Alexandre; Lancelot, Jean-Charles; Sopkova-de Oliveira Santos, Jana; Lohier, Jean-Francois; Rault, Sylvain published 《A new methodology to prepare 2-halogenoimidazoles via a N-THP protection》.Letters in Organic Chemistry published the findings.Recommanded Product: 16681-56-4 The information in the text is summarized as follows:

A straightforward access to 2-halogenoimidazoles via a N-THP protection was described in this paper. The N-THP protecting group is easily introduced by reaction of 2-chloro-THP with imidazole. Lithiation followed by reaction with an appropriate electrophile affords 2-halogeno N-THP derivatives The THP protecting group is then cleaved to get the title compounds in good to high yields. The structures of the compounds were confirmed by x-ray diffraction anal. (data not given). In the part of experimental materials, we found many familiar compounds, such as 2-Bromo-1H-imidazole(cas: 16681-56-4Recommanded Product: 16681-56-4)

2-Bromo-1H-imidazole(cas: 16681-56-4) is a member of imidazole. Its exclusive structural characteristics with enviable electron-rich features are favorable for imidazole-based fused heterocycles to bind efficiently with an array of enzymes and receptors in biological systems through various weak interactions like hydrogen bonds, ion-dipole, cation-π, π-π stacking, coordination, Van der Waals forces, hydrophobic effects, etc., and therefore they demonstrate widespread bioactivities. Recommanded Product: 16681-56-4

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The author of 《Methanesulfonylation of 2-benzimidazolemethanol and α-(2-benzimidazolyl)benzyl alcohol》 were Charlson, Alexander J.. And the article was published in Carbohydrate Research in 1973. Computed Properties of C10H12N2O The author mentioned the following in the article:

Treatment of 2-benzimidazolemethanol (I) with MeSO2Cl and pyridine in CHCl3 afforded 2-(chloromethyl)-1-(methylsulfonyl)benzimidazole (II), which was also prepared by methylsulfonylation of 2-(chloromethyl)benzimidazole. Methylsulfonylation of α-(2-benzimidazolyl)benzyl alc. (III) in CHCl3 yielded 2-(α-chlorobenzyl)-1-(methylsulfonyl)benzimidazole. 1-(Methylsulfonyl)-2-benzimidazolemethanol was obtained on methylsulfonylation of I in pyridine at 0°, and α-[1-(methylsulfonyl)-2-benzimidazolyl]benzyl alc. (IV) was prepared from III by using the same reaction conditions. The reaction of 1-acetyl-2-(chloromethyl)benzimidazole with MeSO3Ag in benzene gave 1-acetyl-O-(methylsulfonyl)-2-benzimidazolemethanol. II has some antitumor activity in the KB cell-culture system, and some antibacterial activity in the Staphylococcus aureus test-system; it is also active in preventing anaphylactic shock in a mouse test-system.3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9Computed Properties of C10H12N2O) was used in this study.

3-(1H-Benzo[d]imidazol-2-yl)propan-1-ol(cas: 2403-66-9) belongs to imidazoles.Imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies.
However, the application of imidazoles is not limited to the field of peptides and peptidomimetics. Computed Properties of C10H12N2O

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 2020,Organic & Biomolecular Chemistry included an article by Zhou, Kai; Bao, Ming; Huang, Jingjing; Kang, Zhenghui; Xu, Xinfang; Hu, Wenhao; Qian, Yu. Computed Properties of C10H10N2O2. The article was titled 《Iron-catalyzed [3+2]-cycloaddition of in situ generated N-ylides with alkynes or olefins: access to multi-substituted/polycyclic pyrrole derivatives》. The information in the text is summarized as follows:

An iron-catalyzed one-pot three-component reaction of 1-substituted benzimidazoles with diazoacetates and electron-deficient alkynes or alkenes has been reported. Mechanistically, the reaction goes through a 1,3-dipolar cycloaddition of catalytically generated benzimidazolium N-ylides with various activated alkynes or alkenes, leading to multi-substituted and polycyclic fused pyrrole derivatives, resp. In the part of experimental materials, we found many familiar compounds, such as Methyl 1-methyl-1H-benzo[d]Imidazole-6-carboxylate(cas: 131020-50-3Computed Properties of C10H10N2O2)

Methyl 1-methyl-1H-benzo[d]Imidazole-6-carboxylate(cas: 131020-50-3) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Computed Properties of C10H10N2O2 Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In 1977,Journal of Medicinal Chemistry included an article by Kohn, Harold; Kohn, Barbara A.; Steenberg, Marie L.; Buckley, Joseph P.. Application of 60546-77-2. The article was titled 《Syntheses and pharmacological activity of substituted imidazolidinethiones and thioimidazolines》. The information in the text is summarized as follows:

Five title compounds, prepared by S-alkylation or N-acetylation of the appropriate imidazolidinethiones, all decreased respiration and body temperature and produced ptosis in rats in gross observation studies. Thioimidazolines N-carbomethoxy- (I) [60546-77-2] and N-acetyl-2-methylthioimidazoline (II) [60546-75-0] were the most active central nervous system depressants and had the highest safety index. The isomeric imidazolidinethiones N-carbomethoxy- (III) [60546-78-3] and N-acetyl-N’-methylimidazolidinethione (IV) [60546-76-1] were much less effective and were much more toxic. NMR and ir spectra of the compounds are presented and discussed. The results came from multiple reactions, including the reaction of Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2Application of 60546-77-2)

Methyl 2-(methylthio)-4,5-dihydro-1H-imidazole-1-carboxylate(cas: 60546-77-2) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Application of 60546-77-2 Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Abe, Yoshito; Kayakiri, Hiroshi; Satoh, Shigeki; Inoue, Takayuki; Sawada, Yuki; Imai, Keisuke; Inamura, Noriaki; Asano, Masayuki; Hatori, Chie; Katayama, Akira; Oku, Teruo; Tanaka, Hirokazu published an article on February 12 ,1998. The article was titled 《A Novel Class of Orally Active Non-Peptide Bradykinin B2 Receptor Antagonists. 1. Construction of the Basic Framework》, and you may find the article in Journal of Medicinal Chemistry.Product Details of 79707-11-2 The information in the text is summarized as follows:

A novel class of potent, selective, and orally active non-peptide bradykinin (BK) B2 receptor antagonists were designed and synthesized starting from 8-benzyloxyimidazo[1,2-a]pyridine derivative(I). The unique screening lead I was discovered by a 2-step intentional random screening process, involving recognition of the relationship between BK and angiotensin II (Ang II) and the common structural features. Systematic chem. modification of I elucidated the structural requirements essential for B2 binding affinity leading to the identification of 8-[[3-(N-acylglycyl-N-methylamino)-2,6-dichlorobenzyl]oxy]-3-halo-2-methylimidazo[1,2-a]pyridine skeleton as the basic framework of this new series of B2 antagonists. A mol. modeling study suggested the key role of the N-methylanilide moiety at the 3-position of the 2,6-dichlorobenzene ring to allow these compounds to adopt the characteristic active conformation. The representative lead compounds inhibited the specific binding of [3H]BK to guinea pig ileum membrane preparations expressing B2 receptors, with nanomolar IC50s and also displayed in vivo functional antagonistic activities against BK-induced bronchoconstriction in guinea pigs at an oral dose of 1 mg/kg. Pharmacokinetic studies of the N-butylamide and Et urea moieties at the 3-position of the 2,6-dichlorobenzene in rats highlighted their excellent oral bioavailabilities, indicating that they represent the first orally active non-peptide B2 antagonists reported to date. In the experiment, the researchers used 2-Methylimidazo[1,2-a]pyridin-8-ol(cas: 79707-11-2Product Details of 79707-11-2)

2-Methylimidazo[1,2-a]pyridin-8-ol(cas: 79707-11-2) belongs to imidazoles.Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine. In addition, imidazole rings are part of unnatural cyclic peptides and are used as ester isosteres in peptidomimetic studies. Product Details of 79707-11-2

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application In Synthesis of Imidazo[1,2-a]pyridine-5-carbaldehydeOn September 20, 2007 ,《Inhibitors of Tumor Progression Loci-2 (Tpl2) Kinase and Tumor Necrosis Factor α (TNF-α) Production: Selectivity and in Vivo Antiinflammatory Activity of Novel 8-Substituted-4-anilino-6-aminoquinoline-3-carbonitriles》 was published in Journal of Medicinal Chemistry. The article was written by Green, Neal; Hu, Yonghan; Janz, Kristin; Li, Huan-Qiu; Kaila, Neelu; Guler, Satenig; Thomason, Jennifer; Joseph-McCarthy, Diane; Tam, Steve Y.; Hotchandani, Rajeev; Wu, Junjun; Huang, Adrian; Wang, Qin; Leung, Louis; Pelker, Jefferey; Marusic, Suzana; Hsu, Sang; Telliez, Jean-Baptiste; Hall, J. Perry; Cuozzo, John W.; Lin, Lih-Ling. The article contains the following contents:

Tumor progression loci-2 (Tpl2) (Cot/MAP3K8) is a serine/threonine kinase in the MAP3K family directly upstream of MEK. Recent studies using Tpl2 knockout mice have indicated an important role for Tpl2 in the lipopolysaccharide (LPS) induced production of tumor necrosis factor α (TNF-α) and other proinflammatory cytokines involved in diseases such as rheumatoid arthritis. Initial 4-anilino-6-aminoquinoline-3-carbonitrile leads showed poor selectivity for Tpl2 over epidermal growth factor receptor (EGFR) kinase. Using mol. modeling and crystallog. data of the EGFR kinase domain with and without an EGFR kinase-specific 4-anilinoquinazoline inhibitor (erlotinib, Tarceva), the authors hypothesized that the authors could diminish the inhibition of EGFR kinase by substitution at the C-8 position of the 4-anilino-6-aminoquinoline-3-carbonitrile leads. The 8-substituted-4-anilino-6-aminoquinoline-3-carbonitriles were prepared from the appropriate 2-substituted 4-nitroanilines. Modifications to the C-6 and C-8 positions led to the identification of compounds with increased inhibition of TNF-α release from LPS-stimulated rat and human blood, and these analogs were also highly selective for Tpl2 kinase over EGFR kinase. Further structure-activity based modifications led to the identification of 8-bromo-4-(3-chloro-4-fluorophenylamino)-6-[(1-methyl-1H-imidazol-4-yl)methylamino]quinoline-3-carbonitrile, which demonstrated in vitro as well as in vivo efficacy in inhibition of LPS-induced TNF-α production The experimental part of the paper was very detailed, including the reaction process of Imidazo[1,2-a]pyridine-5-carbaldehyde(cas: 372147-50-7Application In Synthesis of Imidazo[1,2-a]pyridine-5-carbaldehyde)

Imidazo[1,2-a]pyridine-5-carbaldehyde(cas: 372147-50-7) belongs to imidazoles.Imidazole rings are also present in imidazole ring alkaloids, which are potential therapeutics for thrombosis, cancer and inflammatory diseases.Application In Synthesis of Imidazo[1,2-a]pyridine-5-carbaldehyde Although other azole heterocycles are ubiquitous in a wide range of biologically active natural products, imidazole rings occur predominantly in the natural amino acid histidine.

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

《Grafted nanocellulose and alkaline nanoparticles for the strengthening and deacidification of cellulosic artworks》 was published in Journal of Colloid and Interface Science in 2020. These research results belong to Xu, Q.; Poggi, G.; Resta, C.; Baglioni, M.; Baglioni, P.. Category: imidazoles-derivatives The article mentions the following:

Strongly degraded cellulosic artworks usually need deacidification and consolidation. Alk. nanoparticles are known to be effective in neutralizing the acidity, while cellulose nanocrystals have the potential to be used as compatible and effective strengthening agents. We have grafted cellulose nanocrystals with oleic acid using a 1’1-carbonyldiimidazole-mediated procedure, to increase their dispersibility in organic solvents, and synthesized Ca(OH)2 or CaCO3 nanoparticles via a solvothermal process. Grafted nanocellulose and alk. nanoparticles were used to prepare ethanol-based “”hybrids””. Prior to the application, the physico-chem. properties of nanocellulose dispersions and “”hybrids”” were studied by rheol. and small-angle X-ray scattering. Cellulose nanocrystals were effectively grafted and stably dispersed in ethanol. It was shown that the use of ethanol as a dispersing medium, and the addition of alk. nanoparticles act in a synergistic way, increasing the interactions between grafted cellulose nanocrystals, leading to the formation of clusters. These dispersions are thixotropic, a behavior particularly appealing to conservation purposes, since they can be applied in the liquid state, or, when a more confined application is required, they can be applied in a gel-like state. As a result of the application, an improvement in the mech. properties of paper and an increase of pH were obtained. In the experimental materials used by the author, we found Di(1H-imidazol-1-yl)methanone(cas: 530-62-1Category: imidazoles-derivatives)

Di(1H-imidazol-1-yl)methanone(cas: 530-62-1) is a peptide coupling reagent,it is used in the synthesis of peptides. Reacts readily with carboxylic acids to form acyl imidazoles; subsequent reaction with amines to form amides goes smoothly.Category: imidazoles-derivatives

Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem