Month: October 2022

Yu, Shuling; Lv, Ningning; Liu, Zhanxiang; Zhang, Yuhong published the artcile< Cu(II)-Mediated C-C/C-O Bond Formation via C-H/C-C Bond Cleavage: Access to Benzofurans Using Amide as a Traceless Directing Group>, Safety of 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is benzofuran preparation; benzamide benzoylacetonitrile heterocyclization copper catalyst.

A copper-mediated synthesis of 2,3-disubstituted benzofurans I (R1 = H, 5-F, 3-Cl, 5-NO2, etc.; R2 = 4-MeC6H4, 4-FC6H4, 2-thienyl, etc.) with the assistance of an 8-aminoquinolyl auxiliary is described from readily available benzamides R1C6H4C(O)NHQ (Q=) and benzoylacetonitriles R2C6H4C(O)CH2CN. In this reaction, the C-C bond is successfully constructed via C-H activation, and C-O bond is subsequently formed at the original position of the amide group in a one-pot manner. The amide directing group is detached simultaneously under the reaction conditions through C-C bond cleavage. Surprisingly, the distinct isoquinolinone products II (R3 = H, 6-Me, 6-NO2, 7-CF3; R4 = H, Me) can be achieved by changing the reaction conditions using ammonia as amine source.

Advanced Synthesis & Catalysis published new progress about Acetonitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Safety of 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Carny, Tomas; Rocaboy, Ronan; Clemenceau, Antonin; Baudoin, Olivier published the artcile< Synthesis of Amides and Esters by Palladium(0)-Catalyzed Carbonylative C(sp3)-H Activation>, Reference of 886761-96-2, the main research area is amide ester preparation palladium catalyst carbonylative activation alkoxycarbonylation aminocarbonylation; C−H activation; amides; carbonylation; domino reactions; palladium.

The 1,4-palladium shift strategy allows the functionalization of remote C-H bonds that are difficult to reach directly. Reported here is a domino reaction proceeding by C(sp3)-H activation, 1,4-palladium shift, and amino- or alkoxycarbonylation, which generates a variety of amides and esters bearing a quaternary β-carbon atom. Mechanistic studies showed that the aminocarbonylation of the σ-alkylpalladium intermediate arising from the palladium shift is fast using PPh3 as the ligand, and leads to the amide rather than the previously reported indanone product.

Angewandte Chemie, International Edition published new progress about Alkoxycarbonylation. 886761-96-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5BrFN, Reference of 886761-96-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Zengmeng; Zhao, Jiulong; Wang, Long; Li, Chengcheng; Liu, Jianhui; Zhang, Lihua; Zhang, Yongyu published the artcile< A novel benthic phage infecting Shewanella with strong replication ability>, Product Details of C7H5N5O, the main research area is coastal sediment benthic phage shewanella phylogenetic analysis; Shewanella; benthic phage; coastal sediments; phage genome; phylogenetic analysis.

The coastal sediments were considered to contain diverse phages playing important roles in driving biogeochem. cycles based on genetic anal. However, till now, benthic phages in coastal sediments were very rarely isolated, which largely limits our understanding of their biol. characteristics. Here, we describe a novel lytic phage (named Shewanella phage S0112) isolated from the coastal sediments of the Yellow Sea infecting a sediment bacterium of the genus Shewanella. The phage has a very high replication capability, with the burst size of ca. 1170 phage particles per infected cell, which is 5-10 times higher than that of most phages isolated before. Meanwhile, the latent period of this phage is relatively longer, which might ensure adequate time for phage replication. The phage has a double-stranded DNA genome comprising 62,286 bp with 102 ORFs, ca. 60% of which are functionally unknown. The expression products of 16 ORF genes, mainly structural proteins, were identified by LC-MS/MS anal. Besides the general DNA metabolism and structure assembly genes in the phage genome, there is a cluster of auxiliary metabolic genes that may be involved in 7-cyano-7-deazaguanine (preQ0) biosynthesis. Meanwhile, a pyrophosphohydrolase (MazG) gene being considered as a regulator of programmed cell death or involving in host stringer responses is inserted in this gene cluster. Comparative genomic and phylogenetic anal. both revealed a great novelty of phage S0112. This study represents the first report of a benthic phage infecting Shewanella, which also sheds light on the phage-host interactions in coastal sediments.

Viruses published new progress about Coastal sediments. 69205-79-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H5N5O, Product Details of C7H5N5O.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kozlov, Maxim V.; Kleymenova, Alla A.; Romanova, Lyudmila I.; Konduktorov, Konstantin A.; Smirnova, Olga A.; Prasolov, Vladimir S.; Kochetkov, Sergey N. published the artcile< Benzohydroxamic acids as potent and selective anti-HCV agents>, SDS of cas: 21423-84-7, the main research area is benzohydroxamic Hepatitis C Poliomyelitis structure activity preparation; Benzohydroxamic acids; Hepatitis C virus; Metal-depending enzymes; Poliomyelitis virus.

A diverse collection of 40 derivatives of benzohydroxamic acid (BHAs) of various structural groups were synthesized and tested against hepatitis C virus (HCV) in full-genome replicon assay. Some of these compounds demonstrated an exceptional activity, suppressing viral replication at sub-micromolar concentrations The compounds were inactive against key viral enzymes NS3, and NS5B in vitro assays, suggesting host cell inhibition target(s). The testing results were consistent with metal coordination by the BHAs hydroxamic group in complex with a target(s). Remarkably, this class of compounds did not suppress poliomyelitis virus (PV) propagation in RD cells indicating a specific antiviral activity of BHAs against HCV.

Bioorganic & Medicinal Chemistry Letters published new progress about Antiviral agents. 21423-84-7 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H6ClN, SDS of cas: 21423-84-7.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Guo, Wei; Cai, Liuhuan; Xie, Zhen; Mei, Weijie; Liu, Gongping; Deng, Ling; Zhuo, Xiaoya; Zhong, Yumei; Zou, Xiaoying; Zheng, Lvyin; Fan, Xiaolin published the artcile< Photocatalyzed intermolecular amination for the synthesis of hydrazonamides>, Category: nitriles-buliding-blocks, the main research area is hydrazonamide preparation diastereoselective; ketonitrile disubstituted hydrazine amination photocatalyst.

A sequential multi-component reaction of β-ketonitriles with N,N-disubstituted hydrazines is designed and developed through a photocatalyzed intermol. amination process to afford hydrazonamides I [R = Et, Ph, 2-furyl, etc.; R1 = Me, Et, n-Pr, etc.; R2 = Ph, 3-MeC6H4, 4-ClC6H4, etc.]. This work reported the first example of the use of N,N-disubstituted hydrazines as two different “”amine”” sources, characterized by isotope labeling experiments The C-CN/N-N bonds were cleaved and new C-N/C=N bonds were constructed in a one-pot reaction. This protocol could be carried out without the addition of any external metals, ligands, bases, oxidants and reductants, and possessed the advantages of operational simplicity, mild reaction conditions, and good functional group tolerance. Furthermore, this approach enabled late-stage modifications of structurally complex bioactive mols., natural products and drugs, thus showing potential applications in the field of organo-pharmaceutical chem.

Organic Chemistry Frontiers published new progress about Amination. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Prieto, Auxiliadora; Halland, Nis; Jorgensen, Karl Anker published the artcile< Novel Imidazolidine-Tetrazole Organocatalyst for Asymmetric Conjugate Addition of Nitroalkanes>, Quality Control of 6136-93-2, the main research area is asym Michael addition nitroalkane unsaturated enone; chiral imidazolidinyltetrazole asym Michael addition catalyst.

The Michael addition of nitroalkanes to α,β-unsaturated enones catalyzed by a novel chiral imidazolidin-2-yltetrazole organocatalyst (I) has been investigated. The new more soluble organocatalyst decreases reaction times and improves enantioselectivities compared to other catalysts. The Michael addition adducts were obtained with up to 92% ee. E.g., addition of Me2CHNO2 to PhCH:CHCOMe in presence of I gave 97% nitro ketone II.

Organic Letters published new progress about Alkanes, nitro Role: RCT (Reactant), RACT (Reactant or Reagent). 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Quality Control of 6136-93-2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Grimmett, M. R. published the artcile< Product class 3: imidazoles>, Recommanded Product: 2,2-Diethoxyacetonitrile, the main research area is review imidazole preparation cyclization aromatization ring transformation.

A review. Methods for preparing imidazoles are reviewed including cyclization, ring transformations, aromatization and modification of substituents on existing imidazoles.

Science of Synthesis published new progress about Aromatization. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Recommanded Product: 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mills, L. Reginald; Edjoc, Racquel K.; Rousseaux, Sophie A. L. published the artcile< Design of an Electron-Withdrawing Benzonitrile Ligand for Ni-Catalyzed Cross-Coupling Involving Tertiary Nucleophiles>, Application In Synthesis of 21423-84-7, the main research area is quaternary aryl nitrile synthesis; benzonitrile ligand nickel catalyzed cross coupling tertiary nucleophile; safety cyanide.

The design of new ligands for cross-coupling is essential for developing new catalytic reactions that access valuable products such as pharmaceuticals. In this report, we exploit the reactivity of nitrile-containing additives in Ni catalysis to design a benzonitrile-containing ligand for cross-coupling involving tertiary nucleophiles. Kinetic and Hammett studies are used to elucidate the role of the optimized ligand, which demonstrate that the benzonitrile moiety acts as an electron-acceptor to promote reductive elimination over β-hydride elimination and stabilize low-valent Ni. With these conditions, a protocol for decyanation-metalation and Ni-catalyzed arylation is conducted, enabling access to quaternary α-arylnitriles from disubstituted malononitriles. Safety: cyanide handling.

Journal of the American Chemical Society published new progress about Aromatic nitriles Role: CAT (Catalyst Use), SPN (Synthetic Preparation), USES (Uses), PREP (Preparation). 21423-84-7 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H6ClN, Application In Synthesis of 21423-84-7.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Marcyk, Paul T.; LeBlanc, Emmanuelle V.; Kuntz, Douglas A.; Xue, Alice; Ortiz, Francisco; Trilles, Richard; Bengtson, Stephen; Kenney, Tristan M. G.; Huang, David S.; Robbins, Nicole; Williams, Noelle S.; Krysan, Damian J.; Prive, Gilbert G.; Whitesell, Luke; Cowen, Leah E.; Brown, Lauren E. published the artcile< Fungal-Selective Resorcylate Aminopyrazole Hsp90 Inhibitors: Optimization of Whole-Cell Anticryptococcal Activity and Insights into the Structural Origins of Cryptococcal Selectivity>, Application of C9H6ClNO, the main research area is resorcylate aminopyrazole HSP90 inhibitor anticryptococcal.

The essential eukaryotic chaperone Hsp90 regulates the form and function of diverse client proteins, many of which govern thermotolerance, virulence, and drug resistance in fungal species. However, use of Hsp90 inhibitors as antifungal therapeutics has been precluded by human host toxicities and suppression of immune responses. We recently described resorcylate aminopyrazoles (RAPs) as the first class of Hsp90 inhibitors capable of discriminating between fungal (Cryptococcus neoformans, Candida albicans) and human isoforms of Hsp90 in biochem. assays. Here, we report an iterative structure-property optimization toward RAPs capable of inhibiting C. neoformans growth in culture. In addition, we report the first X-ray crystal structures of C. neoformans Hsp90 nucleotide binding domain (NBD), as the apoprotein and in complexes with the non-species-selective Hsp90 inhibitor NVP-AUY922 and three RAPs revealing unique ligand-induced conformational rearrangements, which reaffirm the hypothesis that intrinsic differences in protein flexibility can confer selective inhibition of fungal vs. human Hsp90 isoforms.

Journal of Medicinal Chemistry published new progress about Cryptococcus neoformans. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Application of C9H6ClNO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sviripa, Vitaliy M.; Burikhanov, Ravshan; Obiero, Josiah M.; Yuan, Yaxia; Nickell, Justin R.; Dwoskin, Linda P.; Zhan, Chang-Guo; Liu, Chunming; Tsodikov, Oleg V.; Rangnekar, Vivek M.; Watt, David S. published the artcile< Par-4 secretion: stoichiometry of 3-arylquinoline binding to vimentin>, Computed Properties of 658-99-1, the main research area is arylquinoline preparation antitumor prostate Par4 secretion vimentin binding.

Advanced prostate tumors usually metastasize to the lung, bone, and other vital tissues and are resistant to conventional therapy. Prostate apoptosis response-4 protein (Par-4) is a tumor suppressor that causes apoptosis in therapy-resistant prostate cancer cells by binding specifically to a receptor, Glucose-regulated protein-78 (GRP78), found only on the surface of cancer cells. 3-Arylquinolines or “”arylquins”” induce normal cells to release Par-4 from the intermediate filament protein, vimentin and promote Par-4 secretion that targets cancer cells in a paracrine manner. A structure-activity study identified arylquins that promote Par-4 secretion, and an evaluation of arylquin binding to the hERG potassium ion channel using a [3H]-dofetilide binding assay permitted the identification of structural features that separated this undesired activity from the desired Par-4 secretory activity. A binding study that relied on the natural fluorescence of arylquins and that used the purified rod domain of vimentin (residues 99-411) suggested that the mechanism behind Par-4 release involved arylquin binding to multiple sites in the rod domain.

Organic & Biomolecular Chemistry published new progress about Antitumor agents. 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Computed Properties of 658-99-1.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts