Category: 612-13-5

Jing, Ke published the artcileVisible-light photoredox-catalyzed carboxylation of benzyl halides with CO₂: Mild and transition-metal-free, Computed Properties of 612-13-5, the publication is Chinese Journal of Catalysis (2022), 43(7), 1667-1673, database is CAplus.

The visible-light photoredox-catalyzed carboxylation of benzyl chlorides and bromides with CO₂ has been reported. With inexpensive organic dyes as photocatalysts and amines as electron donors, this carboxylation proceeds well in the absence of sensitive organometallic reagents, transition metal catalysts, or metallic reductants. A wide range of com. available and inexpensive benzyl halides undergo such carboxylation to give valuable aryl acetic acids, including several pharmaceutical mols. and drug precursors, in moderate to high yields. Moreover, this reaction features mild reaction conditions (one atm. pressure of CO₂ and room temperature), broad substrate scope, good functional group tolerance, easy scalability, and low catalyst loading, thus providing an efficient approach for the assembly of aryl acetic acids.

Chinese Journal of Catalysis published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Computed Properties of 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Zhao, Guangkuan published the artcileCucurbit[7]uril promoting PdCl₂-catalyzed cross-coupling reaction of benzyl halides and arylboronic acids in aqueous media, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is Tetrahedron Letters (2014), 55(38), 5319-5322, database is CAplus.

The research provides a novel approach for producing diarylmethane derivatives using CB[7]-NaCl-PdCl₂ catalyzed Suzuki cross-coupling reaction of benzyl chloride derivatives and arylboronic acids in ethanol aqueous solution

Tetrahedron Letters published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C5H10O2S, Recommanded Product: 2-(Chloromethyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Vlahakis, Jason Z. published the artcileSelective inhibition of heme oxygenase-2 activity by analogs of 1-(4-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole (clemizole): Exploration of the effects of substituents at the N-1 position, Computed Properties of 612-13-5, the publication is Bioorganic & Medicinal Chemistry (2013), 21(21), 6788-6795, database is CAplus and MEDLINE.

Several analogs based on the lead structure of 1-(4-chlorobenzyl)-2-(pyrrolidin-1-ylmethyl)-1H-benzimidazole (clemizole) were synthesized and evaluated as novel inhibitors of heme oxygenase (HO). Many of the compounds were found to be potent and highly selective for the HO-2 isoenzyme (constitutive), and had substantially less inhibitory activity on the HO-1 isoenzyme (inducible). The compounds represent the first report of highly potent and selective inhibitors of HO-2 activity, and complement our suite of selective HO-1 inhibitors. The study has revealed many candidates based on the inhibition of heme oxygenases for potentially useful pharmacol. and therapeutic applications.

Bioorganic & Medicinal Chemistry published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C18H35NO, Computed Properties of 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Tkachenko, O. V. published the artcileSynthesis and the antimicrobial activity of 1-N-alkylated derivatives of 3-N-substituted 1H-thieno[3,2-d]pyrimidine-2,4-diones, HPLC of Formula: 612-13-5, the publication is Zhurnal Organichnoi ta Farmatsevtichnoi Khimii (2013), 11(4), 15-21, database is CAplus.

Two approaches for synthesis of 3-N-substituted 1H-thieno[3,2-d]pyrimidine-2,4-diones were investigated. The first one was based on the interaction of Me 3-aminothiophene-2-carboxylate with isocyanates, which was a good way for preparation of 3-N-aryl-1H-thieno[3,2-d]pyrimidine-2,4-diones. The key step of the other one, which allowed introduction of different alkyl substituents in position 3, was oxidation of 4-oxo-2-thioxo-2,3- dihydrothieno[3,2-d]pyrimidines prepared by interaction of 3-isothiocyanatothiophene-2-carboxylate and the primary aliphatic amines with hydrogen peroxide. Alkylation of the intermediates obtained in both ways resulted in 1-N-alkyl-3-N-substituted 1H-thieno[3,2-d]pyrimidine-2,4-diones. ¹H NMR spectra of the target mols. contain the signals of thiophene cycle protons H-6 (δ 8.02-8.18 ppm) and H-7 (δ 7.06-7.15 ppm) together with the signal of CH₂ groups in position 1 of the heterocyclic system in the range of δ 4.70-5.20 ppm. The antimicrobial activity of the synthesized compounds was investigated by the agar well diffusion method. It was determined that the compound with Ph substituents in position 3 and o-methylbenzyl substituent in position 1 were the most active antimicrobial agent. The 1-N-alkyl derivatives of (2,4-dioxo-1,4-dihydro-2H-thieno[3,2-d]pyrimidine-3-yl)propanoic acid benzyl amide were appeared active against the strains of Staphylococcus aureus and Bacillus subtilis.

Zhurnal Organichnoi ta Farmatsevtichnoi Khimii published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C5H7N3S3, HPLC of Formula: 612-13-5.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Ma, Xufeng published the artcileMixed Alkyl/Aryl Diphos Ligands for Iron-Catalyzed Negishi and Kumada Cross Coupling Towards the Synthesis of Diarylmethane, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is ChemCatChem (2021), 13(24), 5134-5140, database is CAplus.

Mixed alkyl/aryl diphos ligands have been prepared and their application in iron-catalyzed cross coupling of benzylic chlorides with diaryl zinc (Negishi) or aryl Grignard reagents (Kumada) towards the synthesis of diarylmethane has been evaluated. The iron-diphos catalytic system exhibited the enhanced activity and selectivity in the two coupling reactions. The electron-rich mixed PPh₂/PCy₂ ligands outperformed their sym. PPh₂ congeners, and led to decreased homocoupling byproduct formation. It indicates that the electronic effect of the ligands plays an important role in the catalytic performance. The Fe catalyst bearing an electron-rich PCy₂ substituent and a sterically demanding tert-Bu on ethene backbone exhibited the best catalytic performance and good functional group tolerance in the two cross coupling reactions.

ChemCatChem published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Recommanded Product: 2-(Chloromethyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Cao, Xu published the artcileSynthesis and anticonvulsant activity evaluation of 7-alkoxy-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]thiazin-1-ones in various murine experimental seizure models, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is Medicinal Chemistry Research (2014), 23(4), 1829-1838, database is CAplus.

A novel series of 7-alkoxy-2,4-dihydro-1H-benzo[b][1,2,4]triazolo[4,3-d][1,4]-thiazin-1-ones have been synthesized and tested for their anticonvulsant activity using the maximal electroshock (MES) method. The majority of the compounds prepared were effective in the MES screens at a dose level of 100 mg/kg. Of the compounds tested, the most promising was 7-[(4-fluorobenzyl)oxy]-2,4-dihydro-1H-[1,2,4]-triazolo[4,3-d][1,4]-benzothiazin-1-one (I), which showed an ED₅₀ value of 9.2 mg/kg in the MES test in mice. Furthermore, the compound exhibited a PI value of 15.4 which was superior to the standard drug carbamazepine (PI value of 6.4). As well as demonstrating the anti-MES efficacy of compound I, its potency against seizures induced by pentylenetetrazole, 3-mercaptopropionic acid, and bicuculline were also established, with the results suggesting that several different mechanisms of action might be involved in its anticonvulsant activity, including the inhibition of voltage-gated ion channels and the modulation of GABAergic activity.

Medicinal Chemistry Research published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Recommanded Product: 2-(Chloromethyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Liang, Zheng-Ming published the artcile1α,2α-Epoxy-3β-hydroxy oleanolic acid derivatives regulation of the metabolism, haemolysis and β-lactamase gene expression in vitro and their structure-microbicidal activity relationship, COA of Formula: C8H6ClN, the publication is Bioorganic & Medicinal Chemistry Letters (2016), 26(16), 3870-3875, database is CAplus and MEDLINE.

Oleanolic acid (OA), one of the major pentacyclic triterpenes abundantly present in nature, is a promising compound with various biol. activities, including anti-inflammatory, anti-ulcer, hepatoprotective, antidiabetic, fungicidal and antiparasitic properties. Therefore, a series of derivatives of 1α,2α-epoxy-3β-hydroxyoleanolic acid derivatives were designed and synthesized, and their antibacterial activities were investigated in vitro. Based on these results, the compounds with antibacterial activity were screened by RT-PCR to determine whether they can regulate the expression of genes related to metabolism, hemolysis, and β-lactamase in vitro, and the structure-microbicidal activity relationship of each compound was analyzed. Our study shows that some of the modifications in the synthetic compounds, such as the introduction of an ortho-cyano-substituted benzyl group and a short chain alkyl ester at the 28-carboxyl, as well as the introduction of an acetyl group at the 3-hydroxyl group of ring A, could enhance antibacterial activity. This provides basic evidence for the optimization of 1α,2α-epoxy-3β-hydroxyoleanolic acid derivatives The antibacterial mechanism of the active OA derivatives appears to involve the regulation of expression of metabolism-associated genes in Escherichia coli, hemolysis-associated genes in Bacillus subtilis, metabolism-related genes in Klebsiella pneumonia and β-lactamase-associated genes in Acinetobacter baumannii. Some OA derivatives were bactericidal to three of the strains and appeared to regulate gene expression associated with metabolism, hemolysis, and β-lactamase in vitro. These newly designed OA derivatives possess unique antibacterial activities and may be potentially useful for prophylactic or therapeutic intervention of bacterial infections.

Bioorganic & Medicinal Chemistry Letters published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, COA of Formula: C8H6ClN.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Zhang, Xiao published the artcileDesign, Synthesis, and Synergistic Activity of Eight-Membered Oxabridge Neonicotinoid Analogues, Category: nitriles-buliding-blocks, the publication is Journal of Agricultural and Food Chemistry (2021), 69(10), 3005-3014, database is CAplus and MEDLINE.

Insecticide synergists are sought-after due to their potential in improving the pesticide control efficacy with a reduced dose of an active ingredient. We previously reported that a cis-configuration neonicotinoid (IPPA08) exhibited specific synergistic activity toward neonicotinoid insecticides. In this study, we synthesized a series of structural analogs of IPPA08 by converting the pyridyl moiety of IPPA08 into Ph groups, via facile double-Mannich condensation reactions between nitromethylene compounds and glutaraldehyde. All of the oxabridged neonicotinoid compounds were found to increase the toxicity of imidacloprid against Aphis craccivora. Notably, compound (I) at 0.75 mg/L lowered the LC₅₀ value of imidacloprid against A. craccivora by 6.54-fold, while a 3.50-fold reduction of the LC₅₀ value was observed for IPPA08. The results of bee toxicity test showed that compound I display selectivity in its effects on imidacloprid toxicity against the honey bee (Apis mellifera L.). In summary, replacing the pyridyl ring with a Ph ring was a viable approach to obtain a novel synergist with oxabridged moiety for neonicotinoid insecticides.

Journal of Agricultural and Food Chemistry published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C2H4ClNO, Category: nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Gaspa, Silvia published the artcileMetal-Free Preparation of α-H-Chlorinated Alkylaromatic Hydrocarbons by Sunlight, Related Products of nitriles-buliding-blocks, the publication is ChemistrySelect (2018), 3(27), 7991-7995, database is CAplus.

A metal and additive free process for the synthesis of benzyl chloride and α-chloro alkyl arenes is reported. The proposed methodol. can be carried out by the use of sunlight. The yield and conversion of the obtained benzyl chlorides are very high.

ChemistrySelect published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C8H6ClN, Related Products of nitriles-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts

Shyshkina, Olena O. published the artcileA novel synthesis and transformations of isothiochroman 2,2-dioxide, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is Tetrahedron Letters (2012), 53(33), 4296-4299, database is CAplus.

A convenient synthesis of isothiochromen-4-one 2,2-dioxide was carried out via cyclization of o-cyanobenzyl thioacetate by a Thorpe reaction. The reactions of isothiochromen-4-one 2,2-dioxide with nitrogen-containing nucleophilic reagents have been investigated. X-rays single crystal structures of five compounds are shown.

Tetrahedron Letters published new progress about 612-13-5. 612-13-5 belongs to nitriles-buliding-blocks, auxiliary class Organic Pigment, name is 2-(Chloromethyl)benzonitrile, and the molecular formula is C7H5I2NO3, Recommanded Product: 2-(Chloromethyl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts