Tag: M.W=150-200

Jia, Qianfa; Yin, Guoliang; Lan, Yunfei; Lin, Yinhe; Ren, Qiao published the artcile< Base-mediated Benzannulation Reactions for the Synthesis of Densely Functionalized Aryl α-Keto Esters>, Reference of 21667-62-9, the main research area is phenyl keto ester preparation; cyano phenyl methanone ynedione regioselective cycloaddition.

A novel and straightforward strategy for the construction of versatile densely functionalized aryl α-keto esters were disclosed through a one-pot and efficient [4+2] benzannulation reaction of α-cyano-β-methylenones and ynediones, which were synthesized easily from the corresponding starting materials. This protocol featured high yield, mild metal-free reaction condition, high atom economy, high functional-group tolerance, easy handing and gram-scale synthesis.

Asian Journal of Organic Chemistry published new progress about [4+2] Cycloaddition reaction (regioselective). 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

Brooks, Allen F.; Garcia, George A.; Showalter, Hollis D. published the artcile< Synthesis of azide congeners of preQ1 as potential substrates for tRNA guanine transglycosylase>, Reference of 69205-79-4, the main research area is tRNA guanine transglycosylase preQ azide congener.

PreQ1 (2) is a precursor of queuine (1) that in eubacteria is incorporated into tRNA (tRNA) by tRNA guanine transglycosylase (TGT) before being further elaborated into queuine. The queuine modification is unusual and occurs across all eukaryotes and eubacteria with few exceptions, but its function remains unclear. As the modified nucleotide occurs through incorporation of a specially synthesized nucleotide instead of via modification of a genetically encoded base, a study of the sites of modification by prepared probes is possible. We report the synthesis of two novel azide congeners (3,4) of preQ1 for this purpose. The evaluation of their interaction with TGT shows that both probes act as weak competitive inhibitors of guanine exchange of guanine(34) tRNATyr with a Ki of ∼70 μM. However, we could not show that these are substrates for TGT-catalyzed incorporation into tRNA. We believe the reason for this is a marked loss of binding due to the azide functionality of 3 and 4 abrogating the possibility of two hydrogen bonds to the carbonyl group of Leu231 and Met260 of TGT, previously observed for the terminal methylene amine of preQ1 by x-ray crystallog.

Journal of Heterocyclic Chemistry published new progress about Enzyme functional sites, substrate-binding. 69205-79-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H5N5O, Reference of 69205-79-4.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Yu-Hao; Zhang, De-Hua; Cao, Ze-Hun; Li, Wang-Lai; Huang, Yi-Yong published the artcile< A formal [3 + 3] cycloaddition of allenyl imide and activated ketones for the synthesis of tetrasubstituted 2-pyrones>, Related Products of 21667-62-9 , the main research area is pyrone preparation; allenyl imide ketoester cycloaddition; diketone allenyl imide cycloaddition; ketonitrile allenyl imide cycloaddition.

CsOH.H2O-catalyzed formal [3 + 3] cycloadditions of allenyl imide with β-ketoesters RC(O)CH2C(O)OR1 (R = Ph, cyclohexyl, 2-thienyl, Me, etc.; R1 = Me, Et), 1,3-diketones R2C(O)CH2R3 [R2 = Ph, 3-fluorophenyl, 2-iodophenyl, etc; R3 = C(O)C6H5, C(O)(3-CH3C6H4), C(O)(3-(CH3O)C6H4), C(O)(3-(CF3)C6H4)] or β-ketonitriles R2C(O)CH2R3 (R3 = CN) for the synthesis of tetrasubstituted 2-pyrone derivatives I, II have been demonstrated. The allenyl imide was utilized as a C3-synthon, and a ketenyl intermediate was proposed via the process of 1,4-addition of carbon anion to allene followed by elimination of the 2-oxazolidinyl group.

RSC Advances published new progress about [3+3] Cycloaddition reaction. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Related Products of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Hao; Sun, Zhenliang; Xu, Kai; Zheng, Yan; Liu, Delong; Zhang, Wanbin published the artcile< Pd-Catalyzed Asymmetric Allylic Substitution Cascade of But-2-ene-1,4-diyl Dimethyl Dicarbonate for the Synthesis of Chiral 2,3-Dihydrofurans>, Reference of 21667-62-9, the main research area is dihydrofuran preparation asym allylic substitution cascade butene dicarbonate cyanoketone.

Herein an efficient Pd-catalyzed asym. allylic substitution cascade of both (E)- and (Z)-but-2-ene-1,4-diyl di-Me dicarbonates with α-substituted cyano ketones is described for the preparation of chiral 2,3-dihydrofurans in up to 97% yield with 98% ee. A suggested steric control process has been proposed to illustrate the differences in enantioselectivity between the reactions of (E)- and (Z)-allyl substrates. The cascade reaction could be conducted on a gram-scale, and the resulting product allows for several transformations.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent) (dicarbonates). 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

Jia, Qianfa; Lan, Yunfei; Ye, Xin; Lin, Yinhe; Ren, Qiao published the artcile< Direct access to multi-functionalized benzenes via [4 + 2] annulation of α-cyano-β-methylenones and α,β-unsaturated aldehydes>, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile, the main research area is cyano butanone propenal metal free regioselective cycloaddition reaction; benzene preparation.

An efficient [4 + 2] benzannulation of α-cyano-β-methylenones and α,β-unsaturated aldehydes was achieved under metal-free reaction conditions selectively delivering a wide range of polyfunctional benzenes in high yields resp. (up to 94% yield).

RSC Advances published new progress about [4+2] Cycloaddition reaction (regioselective). 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

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>, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile, 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, Recommanded Product: 3-(3-Chlorophenyl)-3-oxopropanenitrile.

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>, Safety of 3-(3-Chlorophenyl)-3-oxopropanenitrile, 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, Safety of 3-(3-Chlorophenyl)-3-oxopropanenitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xu, Kai; Liu, Hao; Hou, Yilin; Shen, Jiefeng; Liu, Delong; Zhang, Wanbin published the artcile< A Pd-catalyzed asymmetric allylic substitution cascade via an asymmetric desymmetrization for the synthesis of bicyclic dihydrofurans>, Quality Control of 21667-62-9 , the main research area is allylic mesodicarbonate oxonitrile palladium catalyst substitution; bicyclic dihydrofuran enantioselective diastereoselective regioselective preparation.

A Pd-catalyzed asym. allylic substitution cascade of allylic meso-dicarbonates with 3-oxo-nitriles was developed for the synthesis of chiral bicyclic dihydrofurans bearing two vicinal carbon stereocenters. The reaction proceeded via an asym. desymmetrization processed with the desired products being obtained in high yields and with up to 97% ee. The reaction was performed on a gram-scale and the corresponding bicyclic dihydrofurans could undergo several transformations. The methodol. provided an efficient synthetic route to biol. active chiral bicyclic dihydrofurans derivatives

Chemical Communications (Cambridge, United Kingdom) published new progress about Bicarbonates 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, Quality Control of 21667-62-9 .

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ali, Abdelselam; Bliese, Marianne; Rasmussen, Jo-Anne M.; Sargent, Roger M.; Saubern, Simon; Sawutz, David G.; Wilkie, John S.; Winkler, David A.; Winzenberg, Kevin N.; Woodgate, Ruth C. J. published the artcile< Discovery of (Z)-2-phenyl-3-(1H-pyrrol-2-yl)acrylonitrile derivatives active against Haemonchus contortus and Ctenocephalides felis (cat flea)>, Synthetic Route of 658-99-1, the main research area is phenylpyrrolyl acrylonitrile derivative preparation antiparasitic activity.

A series of 2-phenyl-3-(1H-pyrrol-2-yl)acrylonitrile derivatives, e.g., I, were synthesized and evaluated for in vitro activity against the endoparasite Haemonchus contortus and the ectoparasite Ctenocephalides felis. Some compounds had significant in vitro activity against these parasites.

Bioorganic & Medicinal Chemistry Letters published new progress about Parasitic infection. 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Synthetic Route of 658-99-1.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Feng, Jian-Bo; Wu, Xiao-Feng published the artcile< Base-promoted synthesis of dibenzoxazepinamines and quinazolinimines under metal-free conditions>, Synthetic Route of 94087-40-8, the main research area is dibenzooxazepinamine quinazolinimine preparation.

An interesting base-promoted protocol for the synthesis of dibenzo[b,f][1,4]oxazepin-11-amines, e.g., I and quinazolinimines II (R = H, 2-F, 4-OMe, 3-Br, 3-Cl; R1 = H, 9-F, 7-OMe, 8-Br, 8-Cl; X = O, S) has been developed. Starting from com. available 2-fluorobenzonitriles R2CN (R2 = 2-FC6H4, 6-H2N-2-FC6H3, 5-H3C-2-FC6H3, etc.) and amines R3NH2 (R3 = 2-HOC6H4, CH2CH2OH, 3-hydroxynaphthalen-2-yl, etc.), good to excellent yields can be achieved. Notably, only K3PO4 or K2CO3 was required as the promoter here and the reaction can be easily performed on a large scale.

Green Chemistry published new progress about Aromatic nitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Synthetic Route of 94087-40-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts