Tag: 100-200

In 2022,Chahkamali, Farhad Omarzehi; Sobhani, Sara; Sansano, Jose Miguel published an article in Catalysis Letters. The title of the article was 《Water-Dispersible Pd-N-Heterocyclic Carbene Complex Immobilized on Magnetic Nanoparticles as a New Heterogeneous Catalyst for Fluoride-Free Hiyama, Suzuki-Miyaura and Cyanation Reactions in Aqueous Media》.Reference of 4-Fluorobenzonitrile The author mentioned the following in the article:

Pd-N-heterocyclic carbine complex immobilized on magnetic nanoparticles was synthesized and characterized by different techniques such as FT-IR, XPS, TEM, EDX, FESEM, VSM, TGA and ICP. The synthesized catalyst was used as a new water dispersible heterogeneous catalyst in the fluoride-free Hiyama, Suzuki-Miyaura and cyanation reactions in pure water. By this method, different types of biaryls and aryl nitriles were synthesized in good to high yields by the reaction of a variety of aryl iodides, bromides and chlorides with triethoxyphenylsilane, phenylboronic acid and K4[Fe(CN)6]·3H2O, resp. The presence of sulfonates as hydrophilic groups on the surface of the catalyst confers a highly water dispersible, active and yet magnetically recoverable Pd catalyst. The possibility to perform the reaction in water as a green medium, ease of the catalyst recovery and reuse by magnetic separation, and the absence of any additives or co-solvents make this method as an eco-friendly and economical protocol for the synthesis of biaryl derivatives and aryl nitriles.4-Fluorobenzonitrile(cas: 1194-02-1Reference of 4-Fluorobenzonitrile) was used in this study.

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Reference of 4-Fluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Jia, Qianfa; Yin, Guoliang; Lan, Yunfei; Lin, Yinhe; Ren, Qiao published an article in 2021. The article was titled 《Base-mediated Benzannulation Reactions for the Synthesis of Densely Functionalized Aryl α-Keto Esters》, and you may find the article in Asian Journal of Organic Chemistry.Category: nitriles-buliding-blocks The information in the text is summarized as follows:

A novel and straightforward strategy for the construction of versatile densely functionalized aryl α-keto esters were disclosed through a one-pot and efficient [4+2] benzannulation reaction of α-cyano-β-methylenones and ynediones, which were synthesized easily from the corresponding starting materials. This protocol featured high yield, mild metal-free reaction condition, high atom economy, high functional-group tolerance, easy handing and gram-scale synthesis. In the part of experimental materials, we found many familiar compounds, such as 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Category: nitriles-buliding-blocks)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Risheng; Peng, Zhihua; Wu, Pingping; Lu, Jinzhi; Rood, Mark J.; Sun, Hongman; Zeng, Jingbin; Wang, Youhe; Yan, Zifeng published an article in 2021. The article was titled 《Direct Synthesis of Nanosheet-Stacked Hierarchical “”Honey Stick-like”” MFI Zeolites by an Aromatic Heterocyclic Dual-Functional Organic Structure-Directing Agent》, and you may find the article in Chemistry – A European Journal.Electric Literature of C8H6BrN The information in the text is summarized as follows:

Soft template designing is the most promising strategy for the synthesis of zeolite nanosheets. MFI nanosheets directed by soft templates (containing long-chain alkyl groups or aromatic groups as hydrophobic component) can be found frequently. However, so far, MFI nanosheets synthesized by soft templates with aromatic heterocycle groups (e. g., s-triazine groups) are rare. Herein, a nanosheet-stacked hierarchical MFI zeolite (NSHM) has been synthesized by using a triply branched s-triazine-based surfactant as a bifunctional organic structure-directing agent. On the basis of a geometrical match relationship, a formation model has been proposed. Synthesized NSHM had abundant mesopores stacked by nanosheets and exhibited a high surface area (430 m2 · g-1). The 1 wt% Pd/NSHM attained a significant increase in yield of cyclohexanol/cyclohexanone mixture (from 66 to 85 %) in the oxidation of cyclohexane compared with Silicalite-1 and SBA-15 as supports.4-Cyanobenzyl bromide(cas: 17201-43-3Electric Literature of C8H6BrN) was used in this study.

4-Cyanobenzyl bromide(cas: 17201-43-3) is an important intermediate for pharmaceutical production. It can be used for the synthesis of a series of piperidine-linked aromatic diimidazolines, which have been synthesized as conformationally restricted congeners of the anti-Pneumocystis carinii (PCP) drug, Pentamidine.Electric Literature of C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《An Experimental Acidity Scale for Intramolecularly Stabilized Silyl Lewis Acids》 were Kuenzler, Sandra; Rathjen, Saskia; Merk, Anastasia; Schmidtmann, Marc; Mueller, Thomas. And the article was published in Chemistry – A European Journal in 2019. HPLC of Formula: 1194-02-1 The author mentioned the following in the article:

A new NMR-based Lewis acidity scale is suggested and its application is demonstrated for a family of silyl Lewis acids. The reaction of p-fluorobenzonitrile (FBN) with silyl cations that are internally stabilized by interaction with a remote chalcogenyl or halogen donor yields silylated nitrilium ions with the silicon atom in a trigonal bipyramidal coordination environment. The 19F NMR chem. shifts and the 1J(CF) coupling constants of these nitrilium ions vary in a predictable manner with the donor capability of the stabilizing group. The spectroscopic parameters are suitable probes for scaling the acidity of Lewis acids. These new probes allow for the discrimination between very similar Lewis acids, which is not possible with conventional NMR tests, such as the well-established Gutmann-Beckett method. In the experiment, the researchers used 4-Fluorobenzonitrile(cas: 1194-02-1HPLC of Formula: 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.HPLC of Formula: 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Journal of Medicinal Chemistry included an article by Pirzer, Anna S.; Lasch, Roman; Friedrich, Heike; Huebner, Harald; Gmeiner, Peter; Heinrich, Markus R.. COA of Formula: C8H6BrN. The article was titled 《Benzyl Phenylsemicarbazides: A Chemistry-Driven Approach Leading to G Protein-Biased Dopamine D4 Receptor Agonists with High Subtype Selectivity》. The information in the text is summarized as follows:

Many subtype-selective dopamine receptor ligands developed for the D2-D4 family incorporate a 1-arylpiperazine-derived primary recognition motif, which is connected to a lipophilic moiety occupying an extended binding pocket (EBP) of the receptor via an aliphatic linker of variable lengths. The evaluation of a novel group of dopamine receptor ligands now showed that highly subtype-selective ligands [up to Ki(D4.4) = 0.25 nM, D2L/D4.4 = 320, D3/D4.4 = 710 for APH199 (17)] can be obtained by choosing a relatively large and conformationally flexible 1-benzyl-1-phenylsemicarbazide substructure to fill the EBP. The novel chemotype APH199 (17) was found to act as a full agonist at the D4 receptor showing significant bias toward G protein activation over β-arrestin recruitment in comparison to quinpirole. In the experiment, the researchers used many compounds, for example, 4-Cyanobenzyl bromide(cas: 17201-43-3COA of Formula: C8H6BrN)

4-Cyanobenzyl bromide(cas: 17201-43-3) is a white solid. Its melting point is 113-117°C, and flash point is 125.1°C. It is insoluble in water at 20°C. It is stable under normal temperatures and pressures. It should be stored at 0-5°C.COA of Formula: C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Asian Journal of Organic Chemistry included an article by Kim, Jihyeon; Golime, Gangadhararao; Kim, Hun Young; Oh, Kyungsoo. Safety of 4-Fluorobenzonitrile. The article was titled 《Copper(II)-Catalyzed Aerobic Oxidation of Amines: Divergent Reaction Pathways by Solvent Control to Imines and Nitriles》. The information in the text is summarized as follows:

The Cu(OAc)2-catalyzed aerobic oxidations of amines to imines RR1CH=NR2 [R = H, Me; R1 = Ph, 4-MeC6H4, 2-thienyl, etc.; R2 = cyclohexyl, Ph, Bn, etc.] and nitriles R3CN [R3 = n-heptyl, Ph, 2-thienyl, etc.] were identified under solvent control conditions and in the presence of mol. oxygen. By modulating the aerobic oxidation pathways of Cu(OAc)2 catalyst in different reaction solvents, the selective formations of homo-coupled imines, cross-coupled imines and nitriles were achieved from amine derivatives In the experiment, the researchers used 4-Fluorobenzonitrile(cas: 1194-02-1Safety of 4-Fluorobenzonitrile)

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.Safety of 4-Fluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2005,Albrecht, Uwe; Goerdes, Dirk; Schmidt, Enrico; Thurow, Kerstin; Lalk, Michael; Langer, Peter published 《Synthesis and structure-activity relationships of 2-alkylidenethiazolidine-4,5-diones as antibiotic agents》.Bioorganic & Medicinal Chemistry published the findings.Computed Properties of C8H6BrN The information in the text is summarized as follows:

2-Alkylidenethiazolidine-4,5-diones were prepared by novel one-pot cyclizations of arylacetonitriles with isothiocyanates and Et 2-chloro-2-oxoacetate. The products show antibiotic activity against the Gram-pos. bacteria Bacillus subtilis and Staphylococcus aureus. The results came from multiple reactions, including the reaction of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Computed Properties of C8H6BrN)

According to other reports, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) is used in the preparation of diarylpyrimidines (DAPYs) as HIV-1 non-nucleoside reverse transcriptase inhibitors.Computed Properties of C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Aromatic amidines. Comparison of their ability to block respiratory syncytial virus induced cell fusion and to inhibit plasmin, urokinase, thrombin, and trypsin》 were Tidwell, R. R.; Geratz, J. D.; Dubovi, E. J.. And the article was published in Journal of Medicinal Chemistry in 1983. Category: nitriles-buliding-blocks The author mentioned the following in the article:

The title compounds I (R = H, H2NC:NH, NO2; R1 = H or H2NC:NH; R2 = H, Me, Et, benzyl, substituted benzyl; R3 = H, COEt; R4 = H, COH, Ac, COCF3, or Bz) some of which were prepared from the corresponding nitrile derivatives and benzimidazoles by a modified Pinner amidine synthesis, and investigated to determine if the correlation between inhibition of plasmin  [9001-90-5] and(or) urokinase  [9039-53-6] with fusion-blocking activity exists with these compounds 6-amidino-1H-indole-3-carboxaldehyde  [83783-19-1] Was a selective inhibitor of plasmin over thrombin  [9002-04-4], and 5-amidino-1-(4-amidino-2-chlorobenzyl)-1H-indole  [80531-08-4] is a potent new blocker of virus-induced cell fusion. In the experimental materials used by the author, we found 3-Formyl-1H-indole-6-carbonitrile(cas: 83783-33-9Category: nitriles-buliding-blocks)

3-Formyl-1H-indole-6-carbonitrile(cas: 83783-33-9) is a member of nitriles. Nitriles have been reduced to amines by many methods, especially by catalytic hydrogenation and by metal hydrides. Aliphatic and aromatic nitriles have also been reduced to nitro derivatives using hydrazinium monoformate in the presence of Raney-nickel.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Name: 3-Oxo-3-phenylpropanenitrileIn 2019 ,《Synthesis and DNase I inhibitory properties of some 4-thiazolidinone derivatives》 was published in Journal of Cellular Biochemistry. The article was written by Kolarevic, Ana; Ilic, Budimir S.; Kocic, Gordana; Dzambaski, Zdravko; Smelcerovic, Andrija; Bondzic, Bojan P.. The article contains the following contents:

Twelve new thiazolidinones were synthesized and, together with 41 previously synthesized thiazolidinones, evaluated for inhibitory activity against DNase I (DNase I) in vitro. Ten compounds inhibited com. bovine pancreatic DNase I with an IC50 below 200 μM and showed to be more potent DNase I inhibitors than crystal violet (IC50 = 365.90 ± 47.33 μM), used as a pos. control. Moreover, three compounds were active against DNase I in rat liver homogenate, having an IC50 below 200 μM. (3-Methyl-1,4-dioxothiazolidin-2-ylidene)-N-(2-phenylethyl)ethanamide (41) exhibited the most potent DNase I inhibition against both com. and rat liver DNase I with IC50 values of 115.96 ± 11.70 and 151.36 ± 15.85 μM, resp. Site Finder and mol. docking defined the thiazolidinones interactions with the most important catalytic residues of DNase I, including the H-acceptor interaction with residues His 134 and His 252 and/or H-donor interaction with residues Glu 39 and Asp 168. The three most active compounds against both com. and rat liver DNase I (31, 38, and 41) exhibited favorable physico-chem., pharmacokinetic, and toxicol. properties. These observations could be utilized to guide the rational design and optimization of novel thiazolidinone inhibitors. Thiazolidinones as novel DNase I inhibitors could have potential therapeutic applications due to the significant involvement of DNase I in the pathophysiol. of many disease conditions. In the experiment, the researchers used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Name: 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Name: 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

COA of Formula: C8H6BrNIn 2020 ,《Regioselective 3-O-Substitution of Unprotected Thiodigalactosides: Direct Route to Galectin Inhibitors》 was published in Chemistry – A European Journal. The article was written by Vasicek, Tomas; Spiwok, Vojtech; Cerveny, Jakub; Petraskova, Lucie; Bumba, Ladislav; Vrbata, David; Pelantova, Helena; Kren, Vladimir; Bojarova, Pavla. The article contains the following contents:

The synthesis of tailored bioactive carbohydrates usually comprises challenging (de)protection steps, which lowers synthetic yields and increases time demands. We present here a regioselective single-step introduction of benzylic substituents at 3-hydroxy groups of β-D-galactopyranosyl-(1→1)-thio-β-D-galactopyranoside (TDG) employing dibutyltin oxide in good yields. These glycomimetics act as inhibitors of galectins-human lectins, which are bio-medically attractive targets for therapeutic inhibition in, for example, cancerogenesis. The affinity of the prepared glycomimetics to galectin-1 and galectin-3 was studied in enzyme-linked immunosorbent (ELISA)-type assays and their potential to inhibit galectin binding on the cell surface was shown. We used our original in vivo biotinylated galectin constructs for easy detection by flow cytometry. The results of the biol. experiments were compared with data from mol. modeling with both galectins. The present work reveals a facile and elegant synthetic route for the preparation of TDG-derived glycomimetics that exhibit differing selectivity and affinity to galectins depending on the choice of 3-O-substitution. The experimental part of the paper was very detailed, including the reaction process of 4-Cyanobenzyl bromide(cas: 17201-43-3COA of Formula: C8H6BrN)

4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.COA of Formula: C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts