Tag: M.W=150-200

Jiang, Min; Li, Haifang; Yang, Haijun; Fu, Hua published the artcile< Room-Temperature Arylation of Thiols: Breakthrough with Aryl Chlorides>, Application of C8H6ClN, the main research area is aryl sulfide preparation; thiol aryl halide visible light photoredox arylation; C−S coupling; arylation; photocatalysis; synthetic methods; thiols.

The formation of aryl C-S bonds is an important chem. transformation because aryl sulfides are valuable building blocks for the synthesis of biol. and pharmaceutically active mols. and organic materials. Aryl sulfides have traditionally been synthesized through the transition-metal-catalyzed cross-coupling of aryl halides with thiols. However, the aryl halides used are usually bromides and iodides; readily available, low-cost aryl chlorides often not reactive enough. Furthermore, the deactivation of transition-metal catalysts by thiols has forced chemists to use high catalyst loadings, specially designed ligands, high temperatures, and/or strong bases, thus leading to high costs and the incompatibility of some functional groups. Herein, we describe a simple and efficient visible-light photoredox arylation of thiols with aryl halides at room temperature More importantly, various aryl chlorides are also effective arylation reagents under the present conditions.

Angewandte Chemie, International Edition published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 21423-84-7 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H6ClN, Application of C8H6ClN.

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

Lai, Nang Duy; Nguyen, Thu Trang; Nguyen, Nhu Ngan Ha; Retailleau, Pascal; Mac, Dinh Hung; Nguyen, Thanh Binh published the artcile< Direct access to 2-aryl-3-cyanothiophenes by a base-catalyzed one-pot two-step three-component reaction of chalcones with benzoylacetonitriles and elemental sulfur>, Electric Literature of 21667-62-9 , the main research area is chalcone benzoylacetonitrile diazabicyclooctane catalyst Michael addition sulfuration cyclization; diaryl cyanothiophene preparation; benzoylacetate chalcone diazabicyclooctane catalyst Michael addition sulfuration cyclization; diarylthiophene carboxylate preparation.

Herein, unexpected results on the formation of 3-cyanothiophene derivatives as the major products via a three-component reaction of chalcones, benzoylacetonitriles and elemental sulfur along with the minor products 2-aminothiophenes was reported. The ratios between these two thiophene products is 4 : 3 and could be varied by simply changing the promoting base as well as its stoichiometric ratio. The method was successfully extended to benzoylacetate in place of benzoylacetonitrile to provide thiophene-3-carboxylates.

Organic Chemistry Frontiers published new progress about Aromatic esters Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 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

Sakauchi, Nobuki; Kohara, Yasuhisa; Sato, Ayumu; Suzaki, Tomohiko; Imai, Yumi; Okabe, Yuichi; Imai, Shigemitsu; Saikawa, Reiko; Nagabukuro, Hiroshi; Kuno, Haruhiko; Fujita, Hisashi; Kamo, Izumi; Yoshida, Masato published the artcile< Discovery of 5-Chloro-1-(5-chloro-2-(methylsulfonyl)benzyl)-2-imino-1,2-dihydropyridine-3-carboxamide (TAK-259) as a Novel, Selective, and Orally Active α1D Adrenoceptor Antagonist with Antiurinary Frequency Effects: Reducing Human Ether-a-go-go-Related Gene (hERG) Liabilities>, Product Details of C8H6ClN, the main research area is adrenoceptor antagonist incontinence hERG; crystal structure adrenoceptor antagonist incontinence.

A novel structural class of iminopyridine derivative 1 was identified as a potent and selective human α1D adrenoceptor (α1D adrenergic receptor; α1D-AR) antagonist against α1A- and α1B-AR through screening of an inhouse compound library. From initial structure-activity relationship studies, we found lead compound 9m with hERG K+ channel liability. To develop analogs with reduced hERG K+ channel inhibition, a combination of site-directed mutagenesis and docking studies was employed. Further optimization led to the discovery of I and II, which showed antagonistic activity by a bladder strip test in rats with bladder outlet obstruction, as well as ameliorated cystitis-induced urinary frequency in rats. Ultimately, 9u was selected as a clin. candidate. This is the first study to show the utility of iminopyridine derivatives as selective α1D-AR antagonists and evaluate their effects in vivo.

Journal of Medicinal Chemistry published new progress about Androgen receptor antagonists. 21423-84-7 belongs to class nitriles-buliding-blocks, and the molecular formula is C8H6ClN, Product Details of C8H6ClN.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ferreira, Everton Geraldo Capote; Gomes, Douglas Fabiano; Delai, Caroline Vanzzo; Barreiros, Marco Antonio Bacellar; Grange, Luciana; Rodrigues, Elisete Pains; Henning, Liliane Marcia Mertz; Barcellos, Fernando Gomes; Hungria, Mariangela published the artcile< Revealing potential functions of hypothetical proteins induced by genistein in the symbiosis island of Bradyrhizobium japonicum commercial strain SEMIA 5079 (= CPAC 15)>, Synthetic Route of 69205-79-4, the main research area is Bradyrhizobium genistein cobalamin amino acids symbiosis Squalene hopene cyclase; Biological nitrogen fixation; Functional inference; Gene expression; Symbiosis.

Bradyrhizobium japonicum strain SEMIA 5079 (= CPAC 15) is a nitrogen-fixing symbiont of soybean broadly used in com. inoculants in Brazil. Its genome has about 50% of hypothetical (HP) protein-coding genes, many in the symbiosis island, raising questions about their putative role on the biol. nitrogen fixation (BNF) process. This study aimed to infer functional roles to 15 HP genes localized in the symbiosis island of SEMIA 5079, and to analyze their expression in the presence of a nod-gene inducer. A workflow of bioinformatics tools/databases was established and allowed the functional annotation of the HP genes. Most were enzymes, including transferases in the biosynthetic pathways of cobalamin, amino acids and secondary metabolites that may help in saprophytic ability and stress tolerance, and hydrolases, that may be important for competitiveness, plant infection, and stress tolerance. Putative roles for other enzymes and transporters identified are discussed. Some HP proteins were specific to the genus Bradyrhizobium, others to specific host legumes, and the anal. of orthologues helped to predict roles in BNF. All 15 HP genes were induced by genistein and high induction was confirmed in five of them, suggesting major roles in the BNF process.

BMC Microbiology published new progress about Acacia auriculiformis. 69205-79-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H5N5O, Synthetic Route of 69205-79-4.

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

Kieft, Kristopher; Zhou, Zhichao; Anantharaman, Karthik published the artcile< VIBRANT: automated recovery, annotation and curation of microbial viruses, and evaluation of viral community function from genomic sequences>, Safety of 2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile, the main research area is Crohn disease Enterobacteriale VIBRANT genomic microbiome environment dysbiosis ecosystem; Auxiliary metabolism; Bacteriophage; Machine learning; Metagenome; Software; Virome; Virus.

Viruses are central to microbial community structure in all environments. The ability to generate large metagenomic assemblies of mixed microbial and viral sequences provides the opportunity to tease apart complex microbiome dynamics, but these analyses are currently limited by the tools available for analyses of viral genomes and assessing their metabolic impacts on microbiomes. Here we present VIBRANT, the first method to utilize a hybrid machine learning and protein similarity approach that is not reliant on sequence features for automated recovery and annotation of viruses, determination of genome quality and completeness, and characterization of viral community function from metagenomic assemblies. VIBRANT uses neural networks of protein signatures and a newly developed v-score metric that circumvents traditional boundaries to maximize identification of lytic viral genomes and integrated proviruses, including highly diverse viruses. VIBRANT highlights viral auxiliary metabolic genes and metabolic pathways, thereby serving as a user-friendly platform for evaluating viral community function. VIBRANT was trained and validated on reference virus datasets as well as microbiome and virome data. VIBRANT showed superior performance in recovering higher quality viruses and concurrently reduced the false identification of non-viral genome fragments in comparison to other virus identification programs, specifically VirSorter, VirFinder, and MARVEL. When applied to 120,834 metagenome-derived viral sequences representing several human and natural environments, VIBRANT recovered an average of 94% of the viruses, whereas VirFinder, VirSorter, and MARVEL achieved less powerful performance, averaging 48%, 87%, and 71%, resp. Similarly, VIBRANT identified more total viral sequence and proteins when applied to real metagenomes. When compared to PHASTER, Prophage Hunter, and VirSorter for the ability to extract integrated provirus regions from host scaffolds, VIBRANT performed comparably and even identified proviruses that the other programs did not. To demonstrate applications of VIBRANT, we studied viromes associated with Crohn’s disease to show that specific viral groups, namely Enterobacteriales-like viruses, as well as putative dysbiosis associated viral proteins are more abundant compared to healthy individuals, providing a possible viral link to maintenance of diseased states. The ability to accurately recover viruses and explore viral impacts on microbial community metabolism will greatly advance our understanding of microbiomes, host-microbe interactions, and ecosystem dynamics. [media not available: see fulltext].

Microbiome published new progress about Algorithm. 69205-79-4 belongs to class nitriles-buliding-blocks, and the molecular formula is C7H5N5O, Safety of 2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Abou Elmaaty, Tarek; Elsisi, Hanan; Negm, Ilham published the artcile< Dyeing Characteristics of Polypropylene Fabric Dyed with Special Disperse Dyes Using Supercritical Carbon Dioxide>, Formula: C9H6ClNO, the main research area is polypropylene fabric dyeing disperse dye supercritical carbon dioxide.

Using disperse dyes of different colors and hues to produce a variety of shades is necessary for the industrialization of supercritical fluid dyeing of polypropylene. Eight derivatives of 3-(3-chlorophenyl)-1-phenyl-4-(diazenyl derivatives)-1H-pyrazol-5-amine dye were synthesized explicitly for use in supercritical carbon dioxide medium. Polypropylene dyeing was studied in supercritical carbon dioxide under varying conditions: Dyeing temperatures ranged from 100°C to 120°C, dying times ranged from 1 h to 2 h, concentrations ranged from 2% owf (on the weight of fabric) to 4%, and pressures ranged from 15 to 25 MPa. Significant improvement of the colorfastness to washing and rubbing was observed Raman spectroscopy was performed and showed conclusively that the dye was absorbed within all layers of polypropylene. This study achieved the elimination of water and its costly processing in the dyeing of synthetic fabrics.

Fibers and Polymers published new progress about Colorfastness. 21667-62-9 belongs to class nitriles-buliding-blocks, and the molecular formula is C9H6ClNO, Formula: C9H6ClNO.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Abe, Takumi; Noda, Kenta; Sawada, Daisuke published the artcile< Synthesis of α-substituted indolylacetamide using acetonitriles as acetamide enolate equivalents through O-transfer reactions>, Application In Synthesis of 21667-62-9, the main research area is indolylacetamide preparation; ammonium hemiaminal acetonitrile alkylation oxygen transfer reaction.

Authors introduce readily available ammonium hemiaminals as O-transfer reagents and com. available acetonitriles as a primary amide enolate precursor. The combination serves as an amide enolate equivalent, thereby providing one-pot access to α-substituted indolylacetamides I (EWG = COOMe, SO2Me, C(O)Ph, etc.; R1 = H, Ph). A broad substrate scope and good functional group tolerance as well as gram-scale synthesis make this protocol highly attractive. Mechanistic experiments suggest that the cyano group is trapped by a hydroxy group of hemiaminals en route to the desired primary amides under metal-free conditions.

Chemical Communications (Cambridge, United Kingdom) published new progress about Acetamides 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, Application In Synthesis of 21667-62-9.

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