Month: October 2022

Zhong, De; Jiang, Feng; Shen, Siyong; Wang, Lan; Wang, Wei; Wu, Yongjun; Xiao, Yumei; Guo, Hongchao published the artcile< Formal [3+2] Annulation of Copper-Allenylidenes with 3-Oxo-3-Arylpropanenitriles: Synthesis of Tetrasubstituted Furans>, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is cyano methyl arylfuranyl phenyl methylbenzenesulfonamide preparation; ethynyl benzoxazinanone oxo arylpropanenitrile decarboxylative annulation copper catalyst.

The copper-catalyzed decarboxylative [3+2] annulation of ethynyl benzoxazinanones with 3-oxo-3-arylpropanenitriles was developed to produce tetrasubstituted furan derivatives I [R = Ph, 4-MeOC6H4, 4-pyridyl, etc.; R1 = H, 6-Me, 7-Cl, etc.] in moderate to high yield. This reaction was generally compatible with a wide range of substrates. Notably, the intermediate copper-allenylidenes worked as a C2 synthon in the cycloaddition reaction.

Advanced Synthesis & Catalysis published new progress about [3+2] Cycloaddition reaction. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Gharui, Chandan; Parida, Chandrakanta; Pan, Subhas Chandra published the artcile< Organocatalytic Asymmetric Addition of Aromatic α-Cyanoketones to o-Quinone Methides: Synthesis of 3,4-Dihydrocoumarins and Tetra-Substituted Chromans>, HPLC of Formula: 21667-62-9, the main research area is acetylnitrile phenylsulfonylmethyl phenol organocatalyst enantioselective cycloaddition reaction; phenyldihydrocoumarin phenyl cyanochroman preparation.

The first organocatalytic asym. addition of aromatic α-cyanoketones to in situ- generated o-quinone methides was developed. The products 3,4-dihydrocoumarin and tetra-substituted chroman were obtained via bifunctional squaramide catalyzed conjugate addition reaction to in situ- generated o-quinone methides followed by treatment with 0.7 N HCl. With 10 mol % of the catalyst, the desired products were obtained in high enantio- and diastereoselectivities.

Journal of Organic Chemistry published new progress about [4+2] Cycloaddition reaction (stereoselective). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, HPLC of Formula: 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Murakami, Teiichi; Otsuka, Masami; Kobayashi, Susumu; Ohno, Masaji published the artcile< Efficient synthesis of 3-formyl-1,2,4-triazole nucleoside using diethoxyacetonitrile as a synthon>, Safety of 2,2-Diethoxyacetonitrile, the main research area is triazolecarboxaldehyde; nucleoside triazolecarboxaldehyde; diethoxyacetonitrile synthon triazolecarboxaldehyde; cyclization diethoxyiminoethylhydrazinoribofuranose.

(EtO)2CHCN (I) was used as a synthon for the synthesis of 1,2,4-triazole-3-carboxaldehyde and nucleoside II. I was treated with MeOH in the presence of MeONa and the resultant (EtO)2CHC(:NH)OMe was treated with ribofuranose III (R = H) to give III [R = C(:NH)CH(OEt)2] (IV). IV was cyclized with HC(OEt)3 and the resultant nucleoside was deblocked to give II.

Heterocycles published new progress about Cyclization. 6136-93-2 belongs to class nitriles-buliding-blocks, and the molecular formula is C6H11NO2, Safety of 2,2-Diethoxyacetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

He, Zhonglei; Charleton, Clara; Devine, Robert W.; Kelada, Mark; Walsh, John M. D.; Conway, Gillian E.; Gunes, Sebnem; Mondala, Julie Rose Mae; Tian, Furong; Tiwari, Brijesh; Kinsella, Gemma K.; Malone, Renee; O’Shea, Denis; Devereux, Michael; Wang, Wenxin; Cullen, Patrick J.; Stephens, John C.; Curtin, James F. published the artcile< Enhanced pyrazolopyrimidinones cytotoxicity against glioblastoma cells activated by ROS-Generating cold atmospheric plasma>, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is pyrazolopyrimidinone cold atm plasma reactive oxygen species cytotoxicity; Cold atmospheric plasma; Glioblastoma; Pro-drug; Programmable cytotoxicity; Pyrazolopyrimidinone; ROS.

Pyrazolopyrimidinones are fused nitrogen-containing heterocyclic systems, which act as a core scaffold in many pharmaceutically relevant compounds Pyrazolopyrimidinones have been demonstrated to be efficient in treating several diseases, including cystic fibrosis, obesity, viral infection and cancer. In this study using glioblastoma U-251MG cell line, we tested the cytotoxic effects of 15 pyrazolopyrimidinones, synthesized via a two-step process, in combination with cold atm. plasma (CAP). CAP is an adjustable source of reactive oxygen and nitrogen species as well as other unique chem. and phys. effects which has been successfully tested as an innovative cancer therapy in clin. trials. Significantly variable cytotoxicity was observed with IC50 values ranging from around 11μM to negligible toxicity among tested compounds Interestingly, two pyrazolopyrimidinones were identified that act in a prodrug fashion and display around 5-15 times enhanced reactive-species dependent cytotoxicity when combined with cold atm. plasma. Activation was evident for direct CAP treatment on U-251MG cells loaded with the pyrazolopyrimidinone and indirect CAP treatment of the pyrazolopyrimidinone in media before adding to cells. Our results demonstrated the potential of CAP combined with pyrazolopyrimidinones as a programmable cytotoxic therapy and provide screened scaffolds that can be used for further development of pyrazolopyrimidinone prodrug derivatives

European Journal of Medicinal Chemistry published new progress about Antitumor agents. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Gore, Babasaheb Sopan; Lin, Jun-Hao; Wang, Jeh-Jeng published the artcile< Unraveling innate substrate-controlled arylation and bicyclization of 1,5-enynes with α,β conjugates: synthesis of substituted benzo[a]fluorenes>, Category: nitriles-buliding-blocks, the main research area is enyne unsaturated ketone arylation arene cyclization Friedel Crafts; benzofluorene aryl regioselective preparation green chem.

A strategy for the aromatic C-H functionalization of electron-rich arenes, such as anisole, phenol, veratrol, toluene or naphthalene, with 1,5-enynes anchored by conjugates, e.g., I (X = CN, EtO2C, Ts, PhCO; R1 = n-Bu, Ph, 3-FC6H4, etc.; R2 = H, 4-Me, 5-F, 4-MeO, etc.; R3 = H, 4-Cl, 3-F, 3-Br, etc.) catalyzed by a Bronsted acid under metal- and solvent-free conditions has been developed. A diverse range of benzo[a]fluorenes, e.g., II [R4 = 4-MeOC6H4, 4-HOC6H4, 3,4-(MeO)2C6H3] [from I (X = CN)] or III (R4 = 4-MeOC6H4, 4-MeC6H4, 1-naphthyl), was obtained in moderate to good yields by using this protocol. This process includes intermol. nucleophilic arene insertion or 6-exo-dig cyclization (depending on the nature of the substrates) followed by a Friedel-Crafts-type reaction and 1,5-H transfer or intermol. nucleophilic arene insertion, resp. In addition, reactions with heterocyclic compounds such as (E)-2-benzoyl-3-(2-(phenylethynyl)pyridin-3-yl)acrylonitrile proceeded smoothly and afforded 11-phenyl-11H-indeno[1,2-h]quinoline-6-carbonitrile. Moreover, solvent recycling experiments were successfully carried out to illustrate green pathways. These reactions feature a readily accessible starting materials, transition metal-free approaches, simple one-pot operations, gram-scale syntheses and wide functional group tolerance.

Green Chemistry published new progress about Alkenynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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

Ma, Junlong; Chen, Heng; Yang, Jie; Yu, Zutao; Huang, Pan; Yang, Haofeng; Zheng, Bifeng; Liu, Rangru; Li, Qianbin; Hu, Gaoyun; Chen, Zhuo published the artcile< Binding pocket-based design, synthesis and biological evaluation of novel selective BRD4-BD1 inhibitors>, Computed Properties of 21667-62-9 , the main research area is neoplasm antitumor BRD4 BD1; BD1 inhibitor; BRD4; Cancer; Computer-aided drug design; Fibrosis; Structure-activity relationship.

Bromodomain-containing protein 4 (BRD4), consisting of two tandem bromodomains (BD1 and BD2), is key epigenetic regulator in fibrosis and cancer, which has been reported that BD1 and BD2 have distinct roles in post-translational modification. But there are few selective inhibitors toward those two domains. Herein, this study designed and synthesized a series of novel selective BRD4-BD1 inhibitors, using computer-aided drug design (CADD) approach focused on exploring the difference of the binding pockets of BD1 and BD2, and finding the His437 a crucial way to achieve BRD4-BD1 selectivity. Our results revealed that the compound 3u(I) is a potent selective BRD4-BD1 inhibitor with IC50 values of 0.56 μM for BD1 but >100 μM for BD2. I exhibited a broad spectrum of anti-proliferative activity against several human cancer and fibroblastic cell lines, which might be related to its capability of reducing the expression of c-Myc and collagen I. Furthermore, I could induce apoptosis in A375 cells. To the contrary, the selective BD2 inhibitor, RVX-208, did not indicate any of these activities. Our findings highlight that the function of BRD4-BD1 might be predominant in fibrosis and cancer. And it is rational to further develop novel selective BRD4-BD1 inhibitors.

Bioorganic & Medicinal Chemistry published new progress about Antitumor agents. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Computed Properties of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Patalag, Lukas J.; Jones, Peter G.; Werz, Daniel B. published the artcile< Aza-BOIMPYs: a tetrazole auxochrome for highly red-emissive dipyrromethene-based fluorophores>, Quality Control of 6136-93-2, the main research area is boron complex iminopyrrolide ligand fluorophore tetrazole auxochrome; BODIPY; BOIMPY; dyes; fluorophores; tetrazole.

A structural derivative of the recently designed BOIMPY motif is introduced; this derivative engages a meso tetrazole moiety and a dipyrromethene scaffold in a twofold BF2-coordination scheme. A one-pot synthesis allows the isolation of unusual dipyrro-perazafulvene precursors and subsequent access to nonfluorescent mono-BF2 and fluorescent bis-BF2 species. The novel fluorophore, denoted Aza-BOIMPY, is highly emissive (ΦF up to 0.82), structurally compact, and provides useful inherent polarity. Absorption and emission events focus at roughly 600 nm with exceptionally small Stokes shifts (209 cm-1) and high attenuation coefficients (up to 120 000 M-1 cm-1). X-ray crystallog. and computational investigations provide insights into geometrical and electronic properties of the novel dye type.

Chemistry – A European Journal published new progress about Chromophores, auxochromes. 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

Gharui, Chandan; Parida, Chandrakanta; Pan, Subhas Chandra published the artcile< Organocatalytic Asymmetric Addition of Aromatic α-Cyanoketones to o-Quinone Methides: Synthesis of 3,4-Dihydrocoumarins and Tetra-Substituted Chromans>, Computed Properties of 21667-62-9 , the main research area is acetylnitrile phenylsulfonylmethyl phenol organocatalyst enantioselective cycloaddition reaction; phenyldihydrocoumarin phenyl cyanochroman preparation.

The first organocatalytic asym. addition of aromatic α-cyanoketones to in situ- generated o-quinone methides was developed. The products 3,4-dihydrocoumarin and tetra-substituted chroman were obtained via bifunctional squaramide catalyzed conjugate addition reaction to in situ- generated o-quinone methides followed by treatment with 0.7 N HCl. With 10 mol % of the catalyst, the desired products were obtained in high enantio- and diastereoselectivities.

Journal of Organic Chemistry published new progress about [4+2] Cycloaddition reaction (stereoselective). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Computed Properties of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts