Category: 94087-40-8

Smith, William J. III; Sawyer, J. Scott published the artcile< A novel and selective method for the N-arylation of indoles mediated by KF/Al2O3>, HPLC of Formula: 94087-40-8, the main research area is regioselective arylation indole potassium fluoride.

Indole was treated with aryl electrophiles in the presence of 37% KF/Al2O3 and catalytic 18-crown-6 in DMSO at 120 °C to give regioselectively 1-arylindoles in fair to excellent yield. Electrophiles containing electronically unfavorable substitution patterns or leaving groups, such as 3-chlorobenzonitrile, coupled effectively under the reaction condition. For example, the potassium-fluoride mediated arylation of 1H-indole with 3-chloro-2-fluorobenzonitrile gave 3-chloro-2-(1H-indol-1-yl)benzonitrile (68% yield).

Tetrahedron Letters published new progress about Arylation, regioselective. 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, HPLC of Formula: 94087-40-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ding, Wei-Yi; Ai, Jun; Wang, Xin-Long; Qiu, Fayang G.; Lv, Qing; Fang, Ping; Hou, Fan-Fan; Yan, Yong-Ming; Cheng, Yong-Xian published the artcile< Isolation of lingzhifuran A and lingzhilactones D-F from Ganoderma lucidum as specific Smad3 phosphorylation inhibitors and total synthesis of lingzhifuran A>, Category: nitriles-buliding-blocks, the main research area is lingzhifuran A isolation Ganoderma lucidum preparation; lingzhilactone D E F isolation Ganoderma lucidum; phosphorylation inhibitor lingzhifuran A lingzhilactone D; renal fibrosis inhibitor lingzhifuran A lingzhilactone D.

Lingzhifuran A (I) and lingzhilactones D, E, and F, II, III, and IV, four new phenolic meroterpenoids were isolated from the fruiting bodies of Ganoderma lucidum. Their structures were identified by spectroscopic data. Chiral HPLC anal. indicates the racemic nature of II-IV. Chiral separation followed by X-ray diffraction anal. discloses the absolute configuration of (-)-II. Compounds I and II could selectively inhibit TGF-β1-induced Smad3 phosphorylation in rat renal tubular epithelial cells, representing novel scaffolds of selective Smad3 activation inhibitors. Total synthesis accompanied by in vivo rodent experiments reveals antifibrotic activities of I against kidney fibrosis. Finally, a plausible biosynthetic pathway for I was proposed.

RSC Advances published new progress about Antifibrotic agents. 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Xiaoming; Xu, Xin published the artcile< Hydroboration of nitriles and imines by highly active zinc dihydride catalysts>, Safety of 3-Chloro-2-fluorobenzonitrile, the main research area is diboronated amine preparation green chem; nitrile imine hydroboration zinc dihydride catalyst.

Eco-friendly zinc dihydrides stabilized by N-heterocyclic carbenes were demonstrated to be highly efficient catalysts for the double hydroboration of nitriles with pinacolborane, exhibiting turnover frequencies up to 3000 h-1 at room temperature under solvent-free conditions. The reactions afforded corresponding diboronated amines with excellent yields and good functional group tolerance. A single Zn-H insertion product was isolated from a stoichiometric reaction of zinc dihydride with nitrile, and was proved to be an active species in this transformation. Kinetic studies were performed to give some insights into the catalytic reactions. In addition, zinc dihydride species also showed high activity for the hydroboration of imines to boronated amines.

RSC Advances published new progress about Amines Role: SPN (Synthetic Preparation), PREP (Preparation). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Safety of 3-Chloro-2-fluorobenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Saczewski, Franciszek; Kornicka, Anita; Hudson, Alan L.; Laird, Shayna; Scheinin, Mika; Laurila, Jonne M.; Rybczynska, Apolonia; Boblewski, Konrad; Lehmann, Artur; Gdaniec, Maria published the artcile< 3-[(Imidazolidin-2-yl)imino]indazole ligands with selectivity for the α2-adrenoceptor compared to the imidazoline I1 receptor>, Computed Properties of 94087-40-8, the main research area is imidazolidinyl indazole preparation adrenoceptor ligand SAR.

A series of 3-[(4,5-dihydroimidazolidin-2-yl)imino]indazoles has been synthesized as positional analogs of marsanidine, a highly selective α2-adrenoceptor ligand. Parent compound 4a (I) and its 4-chloro (4c) and 4-Me (4d) derivatives display α2-adrenoceptor affinity at nanomolar concentrations (Ki = 39.4, 15.9 and 22.6 nM, resp.) and relatively high α2/I1 selectivity ratios of 82, 115 and 690, resp. Evidence was obtained that these compounds act as partial agonists at α2A-adrenoceptors. Compound 4d with intrinsic activity comparable with that of marsanidine, but lower than that of clonidine, elicited pronounced cardiovascular effects in anesthetized rats at doses as low as 0.01 mg/kg iv.

Bioorganic & Medicinal Chemistry published new progress about Antihypertensives. 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Computed Properties of 94087-40-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Schmittling, Elisabeth A.; Sawyer, J. Scott published the artcile< Synthesis of diaryl ethers, diaryl thioethers, and diarylamines mediated by potassium fluoride-alumina and 18-crown-6>, Synthetic Route of 94087-40-8, the main research area is coupling phenol benzonitrile; Ullmann phenol benzonitrile crown potassium fluoride; ether synthesis phenol thiophenol benzonitrile; aniline coupling benzonitrile; phenylamine preparation; phenyl sulfide preparation; thioether biaryl preparation; biarylamine preparation.

An efficient alternative to the copper-catalyzed synthesis (Ullmann ether synthesis) of biaryl ethers, biaryl thioethers, and biaryl amines involving the potassium fluoride-alumina-mediated addition of a phenol, thiophenol, or an aniline to 2- or 4-fluorobenzonitriles catalyzed by 18-crown-6 is described. An efficient alternative to the copper-catalyzed synthesis (Ullmann ether synthesis) of biaryl ethers, biaryl thioethers, and biaryl amines involving the potassium fluoride-alumina-mediated addition of a phenol, thiophenol, or an aniline to 2- or 4-fluorobenzonitriles catalyzed by 18-crown-6 is described.

Journal of Organic Chemistry published new progress about Aromatic ethers Role: SPN (Synthetic Preparation), PREP (Preparation). 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

Sawyer, J. Scott; Schmittling, Elisabeth A.; Palkowitz, Jayne A.; Smith, William J. III published the artcile< Synthesis of diaryl ethers, diaryl thioethers, and diaryl amines mediated by potassium fluoride-alumina and 18-crown-6: Expansion of scope and utility>, Reference of 94087-40-8, the main research area is crown ether mediator aromatic substitution; potassium fluoride alumina mediator aromatic substitution; aniline aromatic substitution aryl halide; thiophenol aromatic substitution aryl halide; phenol aromatic substitution aryl halide; diaryl ether thioether preparation; arylamine preparation; ether diaryl preparation; thioether diaryl preparation; amine diaryl preparation; sulfide diaryl preparation.

An efficient alternative to the Ullmann ether synthesis of diaryl ethers, diaryl thioethers, and diaryl amines involving the SNAr addition of a phenol, thiophenol, or aniline to an appropriate aryl halide, mediated by KF-alumina/18-crown-6 in MeCN or DMSO, is described. Expansion of the reaction conditions to include DMSO as solvent has resulted in a far greater range of substitution patterns permitted on the electrophile. For example, electronically unfavorable 3-chlorobenzonitrile could be condensed with 3-methoxyphenol to form the corresponding diaryl ether in 66% yield, a combination not normally amenable to Ullmann coupling. Electron-withdrawing groups present on the electrophile may be as diverse as nitro, cyano, formyl, acetyl, ester, amide, and even aryl. The method features a simple reaction procedure that provides products in generally good to excellent purified yields.

Journal of Organic Chemistry published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Reference of 94087-40-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Sen, Tejosmita; Neog, Kashmiri; Sarma, Sangita; Manna, Prasenjit; Deka Boruah, Hari Prasanna; Gogoi, Pranjal; Singh, Anil Kumar published the artcile< Efflux pump inhibition by 11H-pyrido[2,1-b]quinazolin-11-one analogues in mycobacteria>, Name: 3-Chloro-2-fluorobenzonitrile, the main research area is pyrido quinazolinone analog preparation efflux pump mycobacteria tuberculosis; Efflux pump; Efflux pump inhibitor; Fluoroquinolone resistance; Mycobacterium; Quinazolinone.

Mycobacterium tuberculosis infection causes 1.8 million deaths worldwide, of which half a million has been diagnosed with resistant tuberculosis (TB). Emergence of multi drug resistant and extensive drug resistant strains has made all the existing anti-TB therapy futile. The major involvement of efflux pump in drug resistance has made it a direct approach for therapeutic exploration against resistant M. tuberculosis. This study demarcates the role of 11H-pyrido[2,1-b]quinazolin-11-one (quinazolinone) analogs as efflux pump inhibitor in Mycobacterium smegmatis. Sixteen quinazolinone analogs were synthesized by treating 2-aminopyridine and 2-fluorobenzonitrile with KtOBu. Analogs were tested, and 3a, 3b, 3c, 3g, 3j, 3l, 3m, and 3p were found to modulate EtBr MIC by >4 whereas 3a, 3g, 3i and 3o showed >4 modulation on norfloxacin MIC. 3l and 3o in addition to their very low toxicity they showed high EtBr and norfloxacin accumulation resp. Time kill curve showed effective log reduction in colony forming unit in presence of these analogs, thus confirming their role as efflux pump inhibitor. Through docking and alignment studies, we have also shown that the LfrA amino acid residues that the analogs are interacting with are present in Rv2333c and Rv2846c of M. tuberculosis. This study have shown for the first time the possibility of developing the 11H-pyrido[2,1-b]quinazolin-11-one analogs as efflux pump inhibitors for M. smegmatis and hence unbolts the scope to advance this study against resistant M. tuberculosis as well.

Bioorganic & Medicinal Chemistry published new progress about Efflux pump inhibitors. 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Name: 3-Chloro-2-fluorobenzonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bollini, Mariela; Domaoal, Robert A.; Thakur, Vinay V.; Gallardo-Macias, Ricardo; Spasov, Krasimir A.; Anderson, Karen S.; Jorgensen, William L. published the artcile< Computationally-Guided Optimization of a Docking Hit to Yield Catechol Diethers as Potent Anti-HIV Agents>, Product Details of C7H3ClFN, the main research area is catechol ether anti HIV reverse transcriptase inhibitor computational optimization.

A 5-μM docking hit has been optimized to an extraordinarily potent (55 pM) non-nucleoside inhibitor of HIV reverse transcriptase. Use of free energy perturbation (FEP) calculations to predict relative free energies of binding aided the optimizations by identifying optimal substitution patterns for Ph rings and a linker. The most potent resultant catechol diethers feature terminal uracil and cyanovinylphenyl groups. A halogen bond with Pro95 likely contributes to the extreme potency of compound 42 (I). In addition, several examples are provided illustrating failures of attempted grafting of a substructure from a very active compound onto a seemingly related scaffold to improve its activity.

Journal of Medicinal Chemistry published new progress about AIDS (disease). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Product Details of C7H3ClFN.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Li, Yitao; Yao, Wenqiang; Lin, Jian; Gao, Guoliang; Huang, Chang; Wu, Yang published the artcile< Design, synthesis, and biological evaluation of phenyloxadiazole derivatives as potential antifungal agents against phytopathogenic fungi>, Computed Properties of 94087-40-8, the main research area is phenyloxadiazole preparation antifungal activity.

A novel series of picarbutrazox-inspired oxadiazole hybrids I (R = 4-cyanophenyl, 3,5-dibromophenyl, 3,5-dichloro-4-(3-methoxyphenoxy)phenyl, etc.) was synthesized and the derivatives’ biol. activity against phytopathogenic fungi was investigated. The mols. were designed by retaining the active fragment of tetrazolyl phenyloxime ether of lead compound picarbutrazox, while introducing the potentially active oxadiazole-derived fragment I. Bioassay results revealed that some of the title compounds showed potent in vivo antifungal activities to control cucumber downy mildew. Therefore, this novel oxadiazole phenyloxadiazole derivative I can be used as a potential antifungal agent to control cucumber downy mildew and other phytopathogenic fungi for crop protection.

Monatshefte fuer Chemie published new progress about Agrochemical fungicides. 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, Computed Properties of 94087-40-8.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Aldeborgh, Hannah; George, Kaylene; Howe, Morgan; Lowman, Heili; Moustakas, Holger; Strunsky, Nora; Tanski, Joseph M. published the artcile< Analysis of Small Molecule X-Ray Crystal Structures: Chemical Crystallography with Undergraduate Students in a Teaching Laboratory>, COA of Formula: C7H3ClFN, the main research area is mol xray crystal structure crystalline chem education analysis.

Abstract: The mol. structures of six small mol. organic compounds have been studied by X-ray diffraction in collaboration with undergraduate students enrolled in an advanced integrated laboratory course. The structures of 3-chloro-2-fluorobenzonitrile (1) [orthorhombic, P212121, a = 3.7679(13) Å, b = 12.546(4) Å, c = 13.780(5) Å], 5-chloro-2-fluorobenzonitrile (2) [monoclinic, P21/c, a = 3.7909(7) Å, b = 14.265(3) Å, c = 12.171(2) Å, β = 92.314(3)°], 2-bromo-3′-hydroxyacetophenone (3) [triclinic, P-1, a = 7.7081(3) Å, b = 9.8840(3) Å, c = 10.7320(4) Å, α = 98.4345(4)°, β = 90.6184(4)°, γ = 105.9259(4)°], 3-chlorobenzoylacetonitrile (4) [monoclinic, Cc, a = 4.8086(6) Å, b = 32.929(4) Å, c = 10.5855(13) Å, β = 97.665(1)°], 4-bromo-1-indanone (5) [triclinic, P-1, a = 7.3731(4) Å, b = 7.5419(4) Å, c = 8.2370(4) Å, α = 62.927(1)°, β = 71.160(1)°, γ = 71.521(1)°], and 4-bromo-1-indanol (6) [monoclinic, P21/c, a = 12.7914(9) Å, b = 4.6949(4) Å, c = 27.864(2) Å, β = 94.707(1)°] reveal several different types of intermol. interactions, such as hydrogen bonding, π-stacking, halogen-halogen interactions, and C-H···X (X = O, N, halogen) interactions. Graphical Abstract: The mol. structures of six small mol. organic compounds have been studied by X-ray diffraction in collaboration with undergraduate students enrolled in an advanced integrated laboratory course. The structures reveal several different types of intermol. interactions, such as hydrogen bonding, π-stacking, halogen-halogen interactions, and C-H···X (X = O, N, halogen) interactions.

Journal of Chemical Crystallography published new progress about Chemical education (undergraduate, organic). 94087-40-8 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H3ClFN, COA of Formula: C7H3ClFN.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts