Category: 658-99-1

Paul, Saurav; Roy, Ashalata; Deka, Suman Jyoti; Panda, Subhankar; Trivedi, Vishal; Manna, Debasis published the artcile< Nitrobenzofurazan derivatives of N'-hydroxyamidines as potent inhibitors of indoleamine-2,3-dioxygenase 1>, Application of C8H5F2N, the main research area is nitrobenzofurazan hydroxyamidine preparation inhibitor indoleaminedioxygenase antitumor mol docking; High selectivity; IDO1 inhibition; Low cytotoxicity; Mechanism-based drug design; N′-hydroxyamidines.

Tryptophan metabolism through the kynurenine pathway is considered as a crucial mechanism in immune tolerance. Indoleamine 2,3-dioxygenase 1 (IDO1) plays a key role in tryptophan catabolism in the immune system and it is also considered as an important therapeutic target for the treatment of cancer and other diseases that are linked with kynurenine pathway. Nitrobenzofurazan derivatives of N’-hydroxybenzimidamides and N’-hydroxy-2-phenylacetimidamides were synthesized and their inhibitory activities against human IDO1 enzyme were tested using in-vitro and cellular enzyme activity assay. The optimization leads to the identification of three potent compounds (IC50 = 39-80 nM), which are either competitive or uncompetitive inhibitors of IDO1 enzyme. These compounds also showed IDO1 inhibition potencies in the nanomolar range (IC50 = 50-71 nM) in MDA-MB-231 cells with no/negligible amount of cytotoxicity. The stronger selectivity of the potent compounds for IDO1 enzyme over tryptophan 2,3-dioxygenase (TDO) enzyme (312-1593-fold) also makes them very attractive for further immunotherapeutic applications.

European Journal of Medicinal Chemistry published new progress about Amidines Role: PAC (Pharmacological Activity), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses) (hydroxyamidines). 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Application of C8H5F2N.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Jian; Jian, Tianying; Sebhat, Iyassu; Nargund, Ravi published the artcile< Preparation of 2,3-dihydro-1H-spiro[isoquinoline-4,4'-piperidine] via an N-sulfonyl Pictet-Spengler reaction>, Quality Control of 658-99-1, the main research area is spiro isoquinoline piperidine dihydro preparation sulfonyl Pictet Spengler reaction.

A high yielding synthesis of variously substituted 2,3-dihydro-1H-spiro[isoquinoline-4,4′-piperidine] is reported. N-(2-nitrophenyl)sulfonyl was successfully used as both an activating and protecting group for the key Pictet-Spengler reaction.

Tetrahedron Letters published new progress about Nitriles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Quality Control of 658-99-1.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sawyer, J. Scott; Beight, Douglas W.; Britt, Karen S.; Anderson, Bryan D.; Campbell, Robert M.; Goodson, Theodore; Herron, David K.; Li, Hong-Yu; McMillen, William T.; Mort, Nicholas; Parsons, Stephen; Smith, Edward C. R.; Wagner, Jill R.; Yan, Lei; Zhang, Faming; Yingling, Jonathan M. published the artcile< Synthesis and activity of new aryl- and heteroaryl-substituted 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole inhibitors of the transforming growth factor-β type I receptor kinase domain>, SDS of cas: 658-99-1, the main research area is dihydropyrrolopyrazole preparation transforming growth factor receptor kinase domain inhibitor; pyrrolopyrazole dihydro aryl heteroaryl preparation; pyrazole heteroaryl preparation structure activity relationship growth factor inhibitor; crystal structure dihydropyrrolopyrazole phenyl quinolinyl bound kinase domain.

We have expanded our previously reported series of pyrazole-based inhibitors of the TGF-β type I receptor kinase domain (TβR-I) to now include new 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole analogs. Limited examination of the SAR of this new series in both enzyme and cell based in vitro assays has revealed selectivity differences with respect to p38 MAP kinase (p38 MAPK) depending on the nature of the warhead’ group on the dihydropyrrolopyrazole ring. As with our original pyrazole series, Ph substituents tended to show greater selectivity against p38 MAPK than those comprised of the quinoline-4-yl moiety. We have also achieved co-crystallization and X-ray anal. of compounds I and II, two potent examples of this new series, with the TβR-I receptor kinase domain.

Bioorganic & Medicinal Chemistry Letters published new progress about Animal cell line (p3TP Lux). 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, SDS of cas: 658-99-1.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Porter, Thomas C.; Smalley, Robert K.; Teguiche, Mabrouk; Purwono, Bambang published the artcile< Tetrazolo[1,5-a]quinolines and 1,2,3-triazolo[1,5-a]quinazolines by the action of cyano carbanions on 2-azidoaryl carbonyl compounds>, Quality Control of 658-99-1, the main research area is tetrazoloquinoline preparation; quinoline tetrazolo preparation; triazoloquinazoline preparation; quinazoline triazolo preparation; cyano carbanion azidophenyl carbonyl compound cyclocondensation.

In protic solvents, 2-N3C6H4CHO undergoes base-catalyzed condensation with cyano carbanions to yield tetrazolo[1,5-a]quinolines, whereas in aprotic media 1,2,3-triazolo[1,5-a]quinazolines are formed. Triazoloquinazolines are also obtained from 2-N3C6H4Ac and from 2-N3C6H4CN, whereas with 2-N3C6H4COCl hydroxytetrazoloquinolines result. 2,1-Oxazolo[4,3-c]tetrazolo[1,5-a]quinolines are obtained by the action of selected cyano carbanions on 2-N3C6H4CN+O- and a 1,2,3-triazolo[1,5-a]quinoline by base-catalyzed condensation of 2-N3C6H4CN with (PhCH2)2CO.

Synthesis published new progress about Aromatic carbonyl compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Quality Control of 658-99-1.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Booth, Brian L.; Collis, Alan published the artcile< One-step synthesis of N1-(1-benzylisoquinolin-3-yl)phenylacetamidinium trifluoromethanesulfonate derivatives from phenylacetonitriles and trifluoromethanesulfonic acid>, COA of Formula: C8H5F2N, the main research area is phenylacetonitrile cyclotrimerization triflic acid; benzylisoquinolinylphenylacetamidinium triflate.

The phenylacetonitriles 3,4-R1R2C6H3CH2CN (I, R1 = H, Me, Cl, R2 = H; R1 = H, R2 = Cl, F; R1 = R2 = Cl, F) and 2-cyclohexylphenylacetonitrile react with CF3SO3H under various conditions to give the corresponding title salts, e.g. II, in moderate to high yields. This novel cyclotrimerization reaction can also be carried out with I (R1 = R2 = H) using FSO3H and, in low yield, with HBF4.Et2O while ClSO3H, 4-MeC6H4SO3H, and HCl/ZnCl2 give only PhCH2CONH2 under similar conditions. Reaction of I (R1 = R2 = H) with dry HCl resulted mainly in the formation of 1,3,5-tribenzyltriazine. Isoquinoline formation is not observed upon reaction of either I (R1 = H, MeO, R2 = MeO) with CF3SO3H, but complex product mixtures probably resulting from Houben-Hoesch reactions are obtained. I (R1 = H, R2 = AcO) gives a low yield of the Fries rearrangement product.

Journal of Chemical Research, Synopses published new progress about Cyclotrimerization. 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, COA of Formula: C8H5F2N.

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

Ma, Xiao-Dong; Yang, Shi-Qiong; Gu, Shuang-Xi; He, Qiu-Qin; Chen, Fen-Er; De Clercq, Erik; Balzarini, Jan; Pannecouque, Christophe published the artcile< Synthesis and Anti-HIV Activity of Aryl-2-[(4-cyanophenyl)amino]-4-pyrimidinone hydrazones as Potent Non-nucleoside Reverse Transcriptase Inhibitors>, Reference of 658-99-1, the main research area is preparation antiviral HIV cyanophenyl amino pyrimidinone hydrazone RT inhibitor.

A series of novel diarylpyrimidines (DAPYs) with a ketone hydrazone substituent on the methylene linker between the pyrimidine nucleus and the aryl moiety at the C-4 position were synthesized, and their antiviral activity against human immunodeficiency virus (HIV)-1 in MT-4 cells was evaluated. Most compounds of this class exhibited excellent activity against wild-type HIV-1, with EC50 values in the range of 1.7-13.2 nM. Of these compounds, 2-bromophenyl-2-[(4-cyanophenyl)amino]-4-pyrimidinone hydrazone (9 k) displayed the most potent anti-HIV-1 activity (EC50=1.7±0.6 nM), with excellent selectivity for infected over uninfected cells (SI=5762). In addition, the 4-Me Ph analog 9 d (EC50=2.4±0.2 nM, SI=18461) showed broad spectrum HIV inhibitory activity, with EC50 values of 2.4±0.2 nM against wild-type HIV-1, 5.3±0.4 μM against HIV-1 double-mutated strain RES056 (K103N+Y181C), and 5.5 μM against HIV-2 ROD strain. Furthermore, structure-activity relationship (SAR) data and mol. modeling results for these compounds are also discussed.

ChemMedChem published new progress about Antiviral agents. 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Reference of 658-99-1.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Burkholder, Timothy P.; Kudlacz, Elizabeth M.; Maynard, George D.; Liu, Xiao-Gao; Le, Tieu-Binh; Webster, Mark E.; Horgan, Stephen W.; Wenstrup, David L.; Freund, David W.; Boyer, Fred; Bratton, Larry; Gross, Raymond S.; Knippenberg, Robert W.; Logan, Deborah E.; Jones, Bryan K.; Chen, Teng-Man; Geary, Julie L.; Correll, Melinda A.; Poole, J. Chuck; Mandagere, Arun K.; Thompson, Thomas N.; Hwang, Kin-Kai published the artcile< Synthesis and structure-activity relationships for a series of substituted pyrrolidine NK1/NK2 receptor antagonists>, Category: nitriles-buliding-blocks, the main research area is pyrrolidine preparation neurokinin receptor antagonist; structure activity pyrrolidine neurokinin receptor antagonist.

The authors recently described the synthesis and characterization of MDL 105,212, a non peptide tachykinin antagonist with high affinity for NK1 and NK2 receptors. Here, the authors report the synthesis and structure-activity relationships for a series of analogs of MDL 105,212, I (Ar1 = 3-ClC6H4, 4-FC6H4, 3-pyridyl, etc., Ar2 = Ph, 3-MeOC6H4, 4-FC6H4, 3-, 4-pyridyl, R1R2N, = H2N, piperidino, morpholino, 4-methylpiperidino) and II (Ar2 = Ph, 3-, 4-pyridyl, R1R2N = H2N, morpholino, 4-methylpiperidino), with regards to NK1 and NK2 receptor binding affinity, phys.-chem. characterization; in vitro absorption potential; in vitro metabolic stability; and efficacy in a capsaicin-challenge conscious guinea pig model after oral administration.

Bioorganic & Medicinal Chemistry Letters published new progress about Structure-activity relationship, neurokinin receptor-binding. 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Hariharan, Palamarneri Sivaraman; Pan, Chengjun; Karthikeyan, Subramanian; Xie, Dexun; Shinohara, Akira; Yang, Chuluo; Wang, Lei; Anthony, Savarimuthu Philip published the artcile< Solvent vapour induced rare single-crystal-to-single-crystal transformation of stimuli-responsive fluorophore: Solid state fluorescence tuning, switching and role of molecular conformation and substituents>, Name: 2-(3,4-Difluorophenyl)acetonitrile, the main research area is solvent vapor crystal transformation fluorescence tuning switching conformation polymorph.

The substituent groups in the aggregation-induced-emissive (AIE) tetraphenylethylene (TPE) based donor (D)-acceptor (A) fluorophores (TPPA-1-6) were tailored. and fluorescent polymorphs formation and single-crystal-to-single-crystal (SC-SC) transition in the solid state was explored. TPPA-1 showed conformational fluorescent polymorphs via twisted and coplanar conformation between TPE Ph group and cyanophenyl acceptor Ph ring. However, single crystal anal. of other derivatives revealed that substituent groups and supramol. interactions control the mol. conformation and SC-SC transition. Fluorophore with same substituent but positional change also show drastic effect on the fluorescent polymorphs formation and SC-SC transition. Substituents that can form strong intermol. interactions stabilize the less stable coplanar structure whereas bulky substituents with weak intermol. interactions produced twisted or both conformers. Photophys., powder x-ray diffraction (PXRD), DSC and thermogravimteric (TG) anal. were performed to substantiate and get insight on the structural transformation. The formation of fluorescent polymorphs and SC-SC transition exhibited tunable and switchable solid state fluorescence. The nonplanar TPE core was made use to demonstrate high contrast stimuli induced reversible fluorescence switching. Overall, the present studies attempted to gain information on the structural design for developing SC-SC transforming functional organic fluorescent materials that could be of potential interests for optoelectronic and display devices.

Dyes and Pigments published new progress about Conformational transition. 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Name: 2-(3,4-Difluorophenyl)acetonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shi, Yongjia; Gao, Qian; Xu, Senmiao published the artcile< Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Cyclopropanes>, Category: nitriles-buliding-blocks, the main research area is chiral bidentate boryl ligand preparation catalyst iridium borylation cyclopropane; cyclopropanecarboxamide preparation iridium catalyzed enantioselective borylation; crystal structure chiral boryl cyclopropanecarboxamide; mol structure chiral boryl cyclopropanecarboxamide; bioactive Levomilnacipran enantioselective preparation.

The authors herein report an Ir-catalyzed enantioselective C(sp3)-H borylation of cyclopropanecarboxamides using a chiral bidentate boryl ligand for the 1st time. A variety of substrates with α-quaternary C centers could be compatible in this reaction to provide β-borylated products with good to excellent enantioselectivities. Also the borylated products can be used as versatile precursors engaging in stereospecific transformations of C-B bonds, including the synthesis of a bioactive compound Levomilnacipran.

Journal of the American Chemical Society published new progress about Amides Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (boryl cyclopropanecarboxamides). 658-99-1 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H5F2N, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts