Category: 21667-62-9

Jadhav, Amol Maruti; Balwe, Sandip Gangadhar; Kim, Jong Su; Lim, Kwon Taek; Jeong, Yeon Tae published the artcile< Indium(III)chloride catalyzed synthesis of novel 1H-pyrazolo[1,2-b]phthalazine-5,10-diones and 1H-pyrazolo[1,2-a]pyridazine-5,8-diones under solvent-free condition>, Safety of 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is phthalhydrazide aryl aldehyde benzoylacetonitrile indium tandem three component cyclocondensation; aryl amino benzoyl pyrazolophthalazinedione preparation green chem; dioxopyridazine aryl aldehyde benzoylacetonitrile indium tandem three component cyclocondensation; amino aryl benzoyl pyrazolopyridazinedione preparation green chem.

An efficient, inexpensive and environmentally friendly synthesis of novel 3-amino-2-benzoyl-1-aryl-1H-pyrazolo[1,2-b]phthalazine-5,10-dione and 3-amino-2-benzoyl-1-aryl-1H-pyrazolo[1,2-a]pyridazine-5,8-dione derivatives were developed via one-pot three-component reaction of phthalhydrazide or maleic hydrazide, aryl aldehydes and substituted benzoylacetonitriles in the presence of catalytic amount of InCl3 as a Lewis acid catalyst under solvent-free conditions. A mild reaction conditions, short reaction times, high yields and a wide range of functional group tolerance were the most important features of this protocol.

Tetrahedron Letters published new progress about Aryl aldehydes 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

Song, Jian; Zheng, Wen-Hua published the artcile< A highly enantioselective approach towards optically active γ-amino alcohols by tin-catalyzed kinetic resolution of 1,3-amino alcohols>, Electric Literature of 21667-62-9 , the main research area is benzoyl amino alc preparation enantioselective tin; amino alc benzyl chloride acylation kinetic resolution.

A highly enantioselective kinetic resolution of racemic 1,3-amino alcs. via O-acylation was achieved using a chiral organotin as the catalyst. Alkyl- and aryl-substituted 1,3-amino alcs. were resolved with excellent efficiencies to afford the recovered 1,3-amino alcs. and acylative products with high enantioselectivities, with s factors up to >600. Notably, the chiral organotin catalyst was more selective for anti-1,3-amino alcs. than for syn-isomers. A Gram-scale reaction with loading using 2 mol% catalysts demonstrated the utility of this protocol.

Chemical Communications (Cambridge, United Kingdom) published new progress about Acylation. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Electric Literature of 21667-62-9 .

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

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

Song, Jian; Zheng, Wen-Hua published the artcile< A highly enantioselective approach towards optically active γ-amino alcohols by tin-catalyzed kinetic resolution of 1,3-amino alcohols>, Computed Properties of 21667-62-9, the main research area is benzoyl amino alc preparation enantioselective tin; amino alc benzyl chloride acylation kinetic resolution.

A highly enantioselective kinetic resolution of racemic 1,3-amino alcs. via O-acylation was achieved using a chiral organotin as the catalyst. Alkyl- and aryl-substituted 1,3-amino alcs. were resolved with excellent efficiencies to afford the recovered 1,3-amino alcs. and acylative products with high enantioselectivities, with s factors up to >600. Notably, the chiral organotin catalyst was more selective for anti-1,3-amino alcs. than for syn-isomers. A Gram-scale reaction with loading using 2 mol% catalysts demonstrated the utility of this protocol.

Chemical Communications (Cambridge, United Kingdom) published new progress about Acylation. 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

Val, Cristina; Rodriguez-Garcia, Carlos; Prieto-Diaz, Ruben; Crespo, Abel; Azuaje, Jhonny; Carbajales, Carlos; Majellaro, Maria; Diaz-Holguin, Alejandro; Brea, Jose M.; Loza, Maria Isabel; Gioe-Gallo, Claudia; Contino, Marialessandra; Stefanachi, Angela; Garcia-Mera, Xerardo; Estevez, Juan C.; Gutierrez-de-Teran, Hugo; Sotelo, Eddy published the artcile< Optimization of 2-Amino-4,6-diarylpyrimidine-5-carbonitriles as Potent and Selective A1 Antagonists>, Quality Control of 21667-62-9 , the main research area is amino diarylpyrimidin carbonitrile preparation adenosine receptor SAR docking.

Herein, document of a large collection of 108 2-amino-4,6-disubstituted-pyrimidine derivatives as potent, structurally simple, and highly selective A1AR ligands. The most attractive ligands were confirmed as antagonists of the canonical cyclic adenosine monophosphate pathway, and some pharmacokinetic parameters were preliminarilly evaluated. The library, built through a reliable and efficient three-component reaction, comprehensively explored the chem. space allowing the identification of the most prominent features of the structure-activity and structure-selectivity relationships around this scaffold. These included the influence on the selectivity profile of the aromatic residues at positions R4 and R6 of the pyrimidine core but most importantly the prominent role to the unprecedented A1AR selectivity profile exerted by the Me group introduced at the exocyclic amino group. The structure-activity relationship trends on both A1 and A2AARs were conveniently interpreted with rigorous free energy perturbation simulations, which started from the receptor-driven docking model that guided the design of these series.

Journal of Medicinal Chemistry published new progress about Adenosine A1 receptor antagonists. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Quality Control of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sheng, Cheng; Ling, Zheng; Ahmad, Tanveer; Xie, Fang; Zhang, Wanbin published the artcile< Copper-Catalyzed Regioselective [3+3] Annulations of Alkynyl Ketimines with α-Cyano Ketones: the Synthesis of Polysubstituted 4H-Pyran Derivatives with a CF3-Containing Quaternary Center>, Computed Properties of 21667-62-9 , the main research area is trifluoromethyl pyran preparation regioselective enantioselective; alkynyl ketimine cyano ketone ring closing reaction copper catalyst; [3+3] annulations; copper catalyzed; polysubstituted 4H-pyran derivatives.

Regioselective [3+3] annulation of alkynyl ketimines R1CCC(=NR)(CF3) (R1 = benzyl, naphthalen-1-yl, triethylsilyl, etc.; R = Boc) with α-cyano ketones R2C(O)CH2CN (R2 = Et, 4-methylphenyl, thiophen-2-yl, etc.) for the synthesis of polysubstituted 4H-pyran derivatives I with a quaternary CF3-containing center has been realized by using Cu(OAc)2 as the catalyst. The novel strategy tolerates a wide range of α-CF3 alkynyl ketimines and α-cyano ketones with both aryl and alkyl substituents. A preliminary asym. synthesis of chiral product II (R3 = Ph, 4-MeC6H4, 4-ClC6H4, etc.; R4 = Boc, Cbz) has been attempted by using copper and chiral thiourea as the cocatalyst with excellent yields (86-99%) and good enantioselectivities (71-78% ee). Furthermore, product I (R = Boc; R1 = R2 = Ph) could be obtained on a gram-scale reaction with 75% yield and 99% ee after recrystallization Several products were also transformed readily. Control experiments indicate that the reaction involves a process with a base-catalyzed or chiral thiourea-catalyzed Mannich-type reaction followed by a highly regioselective copper-catalyzed ring-closing reaction on the alkynyl moiety in a 6-endo-dig fashion.

Chemistry – A European Journal published new progress about [3+3] Cycloaddition reaction (regio-, 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

Zhang, Ya-Kai; Wang, Bin published the artcile< Synthesis of α-Ketoamides from β-Ketonitriles and Primary Amines: A Catalyst-Free Oxidative Decyanation-Amidation Reaction>, Reference of 21667-62-9 , the main research area is ketoamide preparation; ketonitrile amine decyanation amidation.

AN oxidative decyanation-amidation of β-ketonitriles and primary amines readily occurs using hydrogen peroxide sodium carbonate adduct (Na2CO3·1.5H2O2), K2CO3, and 1,4-dioxane. This reaction affords α-ketoamides under mild conditions without the need of a catalyst.

European Journal of Organic Chemistry published new progress about Amidation. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Reference of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dong, Li-Na; Zhang, Shuai-Zheng; Zhang, Wan-Lu; Dong, Yao; Mo, Li-Ping; Zhang, Zhan-Hui published the artcile< Synthesis, characterization and application of magnetic biochar sulfonic acid as a highly efficient recyclable catalyst for preparation of spiro-pyrazolo[3,4-b]pyridines>, Application In Synthesis of 21667-62-9, the main research area is cobalt iron oxide biochar sulfonic acid magnetization adsorption stability.

A magnetic biochar sulfonic acid was prepared and characterized by fourier IR spectroscopy (FT-IR), powder x-ray diffraction technol., scanning electron microscope, transmission electron microscope and vibrating sample magnetometer techniques. The prepared catalyst exhibited excellent catalytic activity for synthesis of spiro-pyrazolo[3,4-b]pyridine derivatives via one-pot three-component reaction of 1H-pyrazol-5-amine, isatin and 3-oxo-3-phenylpropanenitrile. The catalyst could be readily recovered and reused several times without an obvious decay of catalytic performance.

Research on Chemical Intermediates published new progress about Adsorption. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Application In Synthesis of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Subaramanian, Murugan; Ramar, Palmurukan M.; Rana, Jagannath; Gupta, Virendra Kumar; Balaraman, Ekambaram published the artcile< Catalytic conversion of ketones to esters via C(O)-C bond cleavage under transition-metal free conditions>, Application In Synthesis of 21667-62-9, the main research area is aryl ester preparation.

The catalytic conversion of ketones to esters ArC(O)OR [Ar = Ph, 2-furyl, 2-thienyl, etc.; R = Me, CN, Ph, etc.] via C(O)-C bond cleavage under transition-metal free conditions was reported. This catalytic process proceeded under solvent-free conditions and offers an easy operational procedure, broad substrate scope with excellent selectivity, and reaction scalability.

Chemical Communications (Cambridge, United Kingdom) published new progress about 1,3-Dicarbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Application In Synthesis of 21667-62-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts