Month: December 2022

Sakata, Yoko published the artcileMetallonanobelt: A Kinetically Stable Shape-Persistent Molecular Belt Prepared by Reversible Self-Assembly Processes, Computed Properties of 68569-14-2, the publication is Inorganic Chemistry (2018), 57(24), 15500-15506, database is CAplus and MEDLINE.

A triptycene-based shape-persistent belt-shaped macrocycle, metallonanobelt, was synthesized by the self-assembly of 2,3,6,7-tetraaminotriptycene L and square planar Pd²⁺. The pentamer was selectively formed by the complexation of L with Pd²⁺ in the presence of the pillar[6]arene derivative P6 having triethylene glycol pendant as a template, whereas a mixture of a trimer, tetramer, and pentamer was obtained in the absence of the template. The pentamer was successfully isolated based on the solubility difference between the metallonanobelt and the template. Also the isolated pentamer was remarkably stable in solutions such as acetonitrile or methanol thanks to the relatively inert planar chelate metal complex, [Pd(o-phenylenediamine)₂] unit. Thus, the authors can handle the metallonanobelt almost as a static organic nanobelt that was synthesized covalently.

Inorganic Chemistry 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, Computed Properties of 68569-14-2.

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

Biswas, Soumen published the artcileDiastereoselective pot- and atom-economical synthesis of densely-substituted polycyclic 1,2- and 1,2,3-fused indole scaffolds, Application of (E)-4-(2-Nitrovinyl)benzonitrile, the publication is Tetrahedron Letters (2019), 60(32), 150921, database is CAplus.

A simple, efficient, one-pot sequential process for the preparation of a family of 8,9-dihydropyrido[1,2-a]indol-6(7H)-one scaffolds I [R¹ = Ph, 2-ClC₆H₄, 2-furyl, etc.; stereo = cis, trans] in acceptable yields was established under mild conditions. The Michael-hemiaminalization-oxidation reaction proceeded between Me 2-(3-formyl-1H-indol-2-yl) acetate and trans-β-aryl/alkyl-substituted acroleins using pyrrolidine-BzOH as an efficient organocatalyst, followed by oxidation of in situ generated of C,N-fused hemiaminal adducts in the presence of PDC at room temperature Excitingly, organobase-catalyzed highly diastereoselective (up to ≤9:1 dr) construction of a series of pharmacol. attractive 1,2,3-fused tetracyclic indole scaffolds with five contiguous chiral centers including an all-carbon stereogenic center II [R² = CO₂Me, Ph, 2-furyl, etc.; R³ = Ph, 4-MeOC₆H₄] was achieved using developed method. Moreover, pyrrolidine-BzOH and PTSA as combined catalytic systems promoted the uninterrupted sequential Michael-cyclization reaction, followed by N-alkylation reaction with carbazole to produce interesting class of 6-(9H-carbazol-9-yl)-6,7,8,9-tetrahydropyrido[1,2-a]indole derivatives III [R³ = Ph, 4-MeOC₆H₄] in a diastereoselective manner.

Tetrahedron Letters 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, Application of (E)-4-(2-Nitrovinyl)benzonitrile.

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

Sun, Minzhi published the artcileFree-Radical-Promoted Alkenylation of C(sp³)-H Bond in Chloroalkane with Cinnamic Acid and β-Nitrostyrene, Formula: C9H6N2O2, the publication is Advanced Synthesis & Catalysis (2020), 362(11), 2195-2199, database is CAplus.

Herein a free-radical alkenylation of the C(sp³)-H bond in 1,2-dichloroethane with cinnamic acid and β-nitrostyrene has been demonstrated. This method not only provides a facile approach to chloroalkylated styrenes, but also would be instructive for halogen-atom directing selective functionalization of inert C(sp³)-H bond.

Advanced Synthesis & Catalysis 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 C11H12O4, Formula: C9H6N2O2.

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

Qu, Bingxue published the artcileDesign, synthesis and biological evaluation of sulfonamides inhibitors of XPO1 displaying activity against multiple myeloma cells, Formula: C13H17BN2O2, the publication is European Journal of Medicinal Chemistry (2022), 114257, database is CAplus and MEDLINE.

Multiple myeloma (MM) is a highly malignant hematol. cancer that occurs when an atypical plasma cell develops in the bone marrow and reproduces quickly. Despite varies of new drugs have been developed or under clinic trial, MM is still essentially incurable, while XPO1 inhibition has emerged as a promising therapeutic strategy in the treatment of MM. Using the second-generation XPO1 inhibitor KPT-8602 as the lead compound, structure-based optimization provided D4 with high anti-proliferation efficacy (IC50 = 24 nM in MM.1S). In addition, the treatment with D4 significantly induced MM.1S cell cycle arrested and cell apoptosis, which was confirmed as on-target effect by immunofluorescence microscopy and competitive binding assay. Moreover, D4 displayed good metabolic stability over rat plasma and liver microsomes, as well as good pharmacokinetic profile on SD rat model with high drug exposure and decent bioavailability by oral gavage. All these good properties of D4 pave the way for further drug development and clin. application.

European Journal of Medicinal Chemistry published new progress about 1036991-35-1. 1036991-35-1 belongs to nitriles-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 3-Amino-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile, and the molecular formula is C13H17BN2O2, Formula: C13H17BN2O2.

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

Chu, Xue-Qiang published the artcileTBAI-Catalyzed/Water-Assisted Double C-S Bond Formations: An Efficient Approach to Sulfides through Metal-Free Three-Component Reactions, Recommanded Product: 2-(Chloromethyl)benzonitrile, the publication is Chemistry – A European Journal (2016), 22(40), 14181-14185, database is CAplus and MEDLINE.

An aqueous catalytic method for double C-S bond formations that involves alc. derivatives, organic halides, and sodium thiosulfate was developed. A diverse range of functionalized sulfides, including pharmaceutical and biol. derivatives, can be obtained in an efficient and eco-friendly manner under air. The mechanistic studies revealed that this tetrabutylammonium-iodide-catalyzed/water-assisted reaction generated a mercaptan species as the key intermediate.

Chemistry – A European Journal 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

Corbett, Michael T. published the artcileTrisubstituted 2-Trifluoromethyl Pyrrolidines via Catalytic Asymmetric Michael Addition/Reductive Cyclization, Quality Control of 5153-73-1, the publication is Organic Letters (2014), 16(9), 2362-2365, database is CAplus and MEDLINE.

The stereoselective synthesis of trisubstituted 2-trifluoromethyl pyrrolidines by asym. Michael addition/hydrogenative cyclization is described. The direct organocatalytic addition of 1,1,1-trifluoromethyl ketones to nitroolefins proceeds under mild reaction conditions and low catalyst loadings to provide Michael adducts in high yield with excellent diastereo- and enantioselectivity. Catalytic hydrogenation of the Michael adducts stereoselectively generates 2-trifluoromethylated pyrrolidines bearing three contiguous stereocenters. A stereospecific route to epimeric 2-trifluoromethyl pyrrolidines from a common intermediate is described.

Organic Letters 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, Quality Control of 5153-73-1.

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

Lan, Feng published the artcileSyntheses and herbicidal activities of novel 1,2,4-triazolinone derivatives, Formula: C8H6ClN, the publication is Gaodeng Xuexiao Huaxue Xuebao (2009), 30(4), 712-715, database is CAplus.

Environmentally benign triazolinone herbicides have a broad application perspective. Several triazolinone compounds such as amicarbazone, sulfentrazone [i.e., N-[2,4-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]phenyl]methanesulfonamide], azafenidin [i.e., 2-[2,4-dichloro-5-(2-propyn-1-yloxy)phenyl]-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one] and carfentrazone-Et [i.e., α,2-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluorobenzenepropanoic acid Et ester] have already been developed as herbicides. In order to search for novel 1,2,4-triazolinone derivatives with high herbicidal activity, 2-(2,4,5-trichlorophenyl)-4-(benzyl)-5-methyl-3H-1,2,4-triazol-3-one derivatives and 2,4-bis(benzyl)-1,2,4-triazol-3-one derivatives were designed and synthesized. Their structures were determined by NMR, MS, elemental anal. The results of preliminary biol. activity tests show that some compounds display excellent herbicidal activity and some display good activity toward promoting cucumber cotyledon root-formation at 1.5 kg/ha.

Gaodeng Xuexiao Huaxue Xuebao 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, Formula: C8H6ClN.

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

He, Yu-Cai published the artcileBioproduction of glycolic acid from glycolonitrile with a new bacterial isolate of Alcaligenes sp. ECU0401, Safety of 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, the publication is Applied Biochemistry and Biotechnology (2010), 160(5), 1428-1440, database is CAplus and MEDLINE.

Alcaligenes sp. ECU0401 has been isolated from soil samples with high nitrilase activity against glycolonitrile using the enrichment culture technique. The preferred carbon/nitrogen sources and metal ions were sodium acetate, a composite of peptone and yeast extract, and Cu²⁺, resp. Glycolic acid was obtained in a yield of 96.5% after 14 h of biotransformation from a total of 200 mM glycolonitrile in the mode of sequential addition during the cultivation of Alcaligenes sp. ECU0401 in a 5-L jar fermenter. Fifty micromolars of glycolonitrile could be hydrolyzed in a yield of 94.1% by resting cells after 36 h. The microbial nitrilase system could hydrolyze various nitriles with high activity, and no amidase activity and glycolic acid were observed in hydrolyzing glycolamide. It significantly exhibited high enantioselectivity in the hydrolysis of mandelonitrile and 2-chloromandelonitrile (>99.9% e.e._p). Efficient biocatalyst recycling was achieved as a result of immobilization in glutaraldehyde/polyethylenimine cross-linked carrageenan with immobilized cells exhibiting a biocatalyst productivity of 1,042.2 g glycolic acid per g dry cell weight after 29 batch recycles.

Applied Biochemistry and Biotechnology published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, Safety of 2-(2-Chlorophenyl)-2-hydroxyacetonitrile.

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

Wang, Mei-Ling published the artcileMizoroki-Heck Reaction of Unstrained Aryl Ketones via Ligand-Promoted C-C Bond Olefination, COA of Formula: C10H12F6N4O6PdS2, the publication is Organic Letters (2021), 23(6), 2147-2152, database is CAplus and MEDLINE.

Mizoroki-Heck reaction of unstrained aryl ketone with acrylate/styrene was accomplished via palladium-catalyzed ligand-promoted C-C bond cleavage. Various (hetero)aryl ketones were compatible in the reaction, affording the alkene product in good to excellent yields. Further applications in the late-stage olefination of some drugs, natural products, and fragrance-derived aryl ketones demonstrated the synthetic utility of this protocol. By employing ketone as both the directing group and the leaving group, 1,2-bifunctionalization was achieved via sequential ortho-C-H alkylation/ipso-Heck olefination.

Organic Letters 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 C38H74Cl2N2O4, COA of Formula: C10H12F6N4O6PdS2.

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

Wang, Ming-Zhong published the artcileDesign, synthesis and antifungal activities of novel pyrrole alkaloid analogs, Application of 2-(Chloromethyl)benzonitrile, the publication is European Journal of Medicinal Chemistry (2011), 46(5), 1463-1472, database is CAplus and MEDLINE.

A series of novel analogs of pyrrole alkaloids were designed and synthesized by a facile method and their structures were characterized by ¹H NMR, ¹³C NMR and high-resolution mass spectrometry (HRMS). The structure of compound I was identified by 2D NMR including heteronuclear multiple-quantum coherence (HMQC), heteronuclear multiple-bond correlation (HMBC) and H-H correlation spectrometry (H-H COSY) spectra. Their antifungal activities against five fungi were evaluated, and the results indicated that some of the title compounds showed moderate fungicidal activities in vitro against Alternaria solani, Cercospora arachidicola, Fusarium omysporum, Gibberella zeae and Physalospora piricola at the dosage of 50 μg mL^-1. Compound I and its dibromo derivative exhibited good activities against P. piricola at low dosage.

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 C23H28N2O4, Application of 2-(Chloromethyl)benzonitrile.

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