Month: December 2022

Zhao, Guangkuan published the artcileEfficient synthesis of diarylmethane derivatives by PdCl₂ catalyzed cross-coupling reactions of benzyl chlorides with aryl boronic acids in aqueous medium, Related Products of nitriles-buliding-blocks, the publication is Tetrahedron Letters (2015), 56(48), 6700-6703, database is CAplus.

The research provides a simple and efficient method for preparing diarylmethane derivatives using the cross-coupling reaction of benzyl chlorides and aryl boronic acids catalyzed by palladium chloride in DMF aqueous solution without addnl. ligand.

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 C24H26ClNO4, Related Products of nitriles-buliding-blocks.

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

Lyu, Hairong published the artcileCatalytic Regioselective Cage B(8)-H Arylation of o-Carboranes via “Cage-Walking” Strategy, Safety of Tetrakis(acetonitrile)palladium(II) Ditriflate, the publication is Journal of the American Chemical Society (2019), 141(10), 4219-4224, database is CAplus and MEDLINE.

A proof-of-concept example of catalytic regioselective cage B(8)-H functionalization of o-carboranes was disclosed for the 1st time. Under the help of an acylamino directing group at cage B(3), B(8)-arylated, B(4,7,8)-triarylated and B(4,7,8)-trifluorinated o-carborane derivatives were conveniently prepared From isolation of a key intermediate, D labeling experiments and DFT calculations, a reaction mechanism involving a high-valent Pd induced cage-walking from B(4) to B(8) vertex is proposed to account for the regioselective B(8)-H activation.

Journal of the American Chemical Society published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Safety of Tetrakis(acetonitrile)palladium(II) Ditriflate.

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

Liu, Dengyue published the artcileFirst Discovery of Novel Pyrido[1,2-a]pyrimidinone Mesoionic Compounds as Antibacterial Agents, Category: nitriles-buliding-blocks, the publication is Journal of Agricultural and Food Chemistry (2019), 67(43), 11860-11866, database is CAplus and MEDLINE.

Plant bacterial diseases cause tremendous decreases in crop yield and quality, and there is a lack of highly effective and low-risk antibacterial agents. A series of novel pyrido[1,2-a]pyrimidinone mesoionic compounds containing vanillin moieties were synthesized, and the application of these mesoionic compounds as plant antibacterial agents was reported here for the first time. The bioassay results revealed that the mesoionic compounds had good antibacterial activity. Of these compounds, compound (I) showed excellent in vitro activity against Xanthomonas oryzae pv. oryzae, with an EC₅₀ value of 1.1μg/mL, which was substantially better than that of bismerthiazol (92.7μg/mL) and thiodiazole copper (105.4μg/mL). Moreover, greenhouse condition trials indicated that the protective and curative activities of compound I against rice bacterial leaf blight were 75.12% and 72.04%, resp., which were better than those of bismerthiazol (62.24% and 50.83%, resp.) and thiodiazole copper (53.35% and 65.04%, resp.). These results provide a basis for the application of mesoionic vanillin moieties as new antibacterial agents.

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 C8H6ClN, Category: nitriles-buliding-blocks.

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

Fu, Dan published the artcileCopper-mediated trifluoromethylation of 5-iodotriazole with (trifluoromethyl)trimethylsilane promoted by silver carbonate, Quality Control of 612-13-5, the publication is Journal of Fluorine Chemistry (2013), 170-176, database is CAplus.

A novel and mild method for copper-mediated trifluoromethylation of 5-iodotriazole using (trifluoromethyl)trimethylsilane (Me₃SiCF₃) as trifluoromethylating reagent with the assistance of Ag₂CO₃ was developed.

Journal of Fluorine 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 C8H6ClN, Quality Control of 612-13-5.

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

Chen, Wen-Xin published the artcileHighly efficient amination in neat water of benzyl chlorides with dialkylformamides catalyzed by N-heterocyclic carbene-palladium(II)-1-methylimidazole complex, Computed Properties of 612-13-5, the publication is Journal of Chemical Research (2013), 37(10), 611-614, database is CAplus.

N,N-dialkylbenzylamines were synthesized from substituted benzyl chlorides and dialkylformamides in good to almost quant. yields in a eco-friendly solvent, water, in the presence of NHC-Pd(II)-Im complex.

Journal of Chemical 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, Computed Properties of 612-13-5.

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

Chen, Wen-Xin published the artcileBase-promoted N-alkylation using formamides as the N-sources in neat water, Computed Properties of 612-13-5, the publication is Tetrahedron (2014), 70(4), 880-885, database is CAplus.

An efficient catalyst-free, alternative method for the C-N bond formation reaction of alkyl electrophiles using formamides as the N-sources was achieved under mild conditions. The reaction possesses the advantages of a broad range of substrates scope and wide functional group tolerance. It should also be noted that this process was performed using the environmentally benign water as the sole solvent, and high yield can also be achieved in ten-gram scale.

Tetrahedron 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

Bai, Zhushuang published the artcileA vinylogous Michael reaction of 2-furanone dimers with α,β-unsaturated nitroolefins for constructing chiral γ,γ-disubstituted butenolides, Synthetic Route of 5153-73-1, the publication is Organic Chemistry Frontiers (2020), 7(19), 2910-2915, database is CAplus.

An efficient bifunctional thiourea-catalyzed asym. vinylogous Michael addition of 2-furanone dimers to α,β-unsaturated nitroolefins was developed to afford functional chiral γ,γ-disubstituted butenolides I [R¹ = i-Pr, 2-furyl, Ph, etc.; R² = Me, Et, n-Pr; R³ = Me, Et] in good yields (up to 95%) with good to excellent stereoselectivity (up to >20:1 dr, 99% ee). DFT calculations were carried out to explain the high stereoselectivity.

Organic Chemistry Frontiers published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Synthetic Route of 5153-73-1.

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

Zhao, Xuelian published the artcileSynthesis and biological evaluation of isatin derivatives containing 1,3,4-thiadiazole as potent a-glucosidase inhibitors, Name: 2-(Chloromethyl)benzonitrile, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 128447, database is CAplus and MEDLINE.

A series of isatin derivatives containing 1,3,4-thiadiazole derivatives I [R = 2-F, 3-CN, 4-Cl, etc.] were designed and synthesized. All newly synthesized compounds I were evaluated for their α-glucosidase inhibitory activity with resveratrol as pos. control in-vitro. Except for compounds I [R = 2-CN, 3-CN], all of the compounds I showed a potent inhibitory activity against α-glucosidase with IC₅₀ values in the range of 3.12 ± 1.25 to 45.95 ± 1.26μM and the purity of these compounds were greater than 95%. The IC₅₀ values were being compared to the standard resveratrol (IC₅₀ = 22.00 ± 1.15μM) and it was found that compounds I [R = H, 2-F, 2-Cl, 3-Cl, 4-Cl, 2-Br] were found to be more active than resveratrol. Specifically,I [R = 4-Cl] exhibited the most potent α-glucosidase inhibitory activity with IC₅₀ value of 3.12 ± 1.25μM. The kinetic anal. revealed that compound I [R = 4-Cl] was noncompetitive inhibitor. Structure activity relationship was established for all compounds I. Furthermore, the binding interactions of compound I [R = 4-Cl] with the active site of α-glucosidase were confirmed through mol. docking. This study was identified a new class of potent α-glucosidase inhibitors for further investigation.

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 C3H5F3O, Name: 2-(Chloromethyl)benzonitrile.

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

Chen, Xuwang published the artcileSynthesis and biological evaluation of piperidine-substituted triazine derivatives as HIV-1 non-nucleoside reverse transcriptase inhibitors, Application In Synthesis of 612-13-5, the publication is European Journal of Medicinal Chemistry (2012), 60-66, database is CAplus and MEDLINE.

A novel series of piperidine-substituted triazine derivatives I(Y = NHMe, MeO, R = 4-F, 4-NO₂, 4-MeO, 4-CN, 3-CN, 2-CN, H) and II(Y = NHMe, MeO, R = 4-NO₂, 4-CO₂H, 4-OH, H) have been synthesized and evaluated for anti-HIV activities in MT-4 cells. Most compounds displayed extremely promising activity against wild-type HIV-1 with EC₅₀ values in low nanomolar concentration, better than that of Nevirapine, Delavirdine, Zidovudine and Dideoxycitidine, and higher potency towards the resistant mutant strain K103N/Y181C than that of Nevirapine and Delavirdine. Selected compounds were also assayed against reverse transcriptase with lower IC₅₀ values than that of Nevirapine. The structure-activity relationship (SAR) of these novel structural congeners was also discussed.

European Journal of 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 C8H6ClN, Application In Synthesis of 612-13-5.

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

Chen, Wenmin published the artcileDesign, synthesis and biological evaluation of N₂,N₄-disubstituted-1,1,3-trioxo-2H,4H-pyrrolo[1,2-b][1,2,4,6]thiatriazine derivatives as HIV-1 NNRTIs, Name: 2-(Chloromethyl)benzonitrile, the publication is Bioorganic & Medicinal Chemistry (2013), 21(22), 7091-7100, database is CAplus and MEDLINE.

A series of N₂,N₄-disubstituted-1,1,3-trioxo-2H,4H-pyrrolo[1,2-b][1,2,4,6]thiatriazine derivatives (PTTDs, I, X = H, F, Cl, Br; R = PhCH₂, 2-cyanobenzyl, CH₂CN, allyl, etc.) was designed and synthesized by a facile route. The biol. assay results showed that the five most potent compounds displayed inhibitory activity against HIV-1 at low micromolar concentrations (EC₅₀ = 5.1-8.9 μM). Structure-activity relationship anal. indicated that N₂-(3-halogenated-benzyl) analogs were more potent than N₂-(unsubstituted-benzyl) analogs. The N₄-substitutions contributed to the antiviral activity in the following order: 2-/3-cyano substituted benzyl > 2-/3-halogenated benzyl > non-substituted benzyl > 4-halogenated benzyl. Docking studies revealed the binding conformation of these compounds and provided critical insights for the further development of PTTD analogs.

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 C8H6ClN, Name: 2-(Chloromethyl)benzonitrile.

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