Tag: M.W=100-150

Miller, Laura C. published the artcileDevelopment of Potent Inhibitors of Pyocyanin Production in Pseudomonas aeruginosa, Recommanded Product: 4-Amino-2-picoline, the publication is Journal of Medicinal Chemistry (2015), 58(3), 1298-1306, database is CAplus and MEDLINE.

The development of new approaches for the treatment of antimicrobial-resistant infections is an urgent public health priority. The Pseudomonas aeruginosa pathogen, in particular, is a leading source of infection in hospital settings, with few available treatment options. In the context of an effort to develop antivirulence strategies to combat bacterial infection, we identified a series of highly effective small mols. that inhibit the production of pyocyanin, a redox-active virulence factor produced by P. aeruginosa. Interestingly, these new antagonists appear to suppress P. aeruginosa virulence factor production through a pathway that is independent of LasR and RhlR.

Journal of Medicinal Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Recommanded Product: 4-Amino-2-picoline.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Kato, Tetsuzo published the artcileReaction of chloropicoline 1-oxides in liquid ammonia in the presence of potassium amide, Name: 4-Amino-2-picoline, the publication is Heterocycles (1973), 1(3-4), 233-6, database is CAplus.

3-Chloro-2-picoline 1-oxide was treated with K-NH3 at -33° and the product reduced with Raney Ni to give 4-amino-2-picoline. 4-Chloro-2-picoline 1-oxide similarly gave 3-amino-2-picoline and 4-amino-2-picoline. The products resulted from an intermediate 3,4-pyridyne 1-oxide. 5-Chloro-2-picoline 1-oxide, 6-chloro-2-picoline 1-oxide, 3-chloro-4-picoline 1-oxide, and 2-chloro-4-picoline-1-oxide underwent similar aminations.

Heterocycles published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Name: 4-Amino-2-picoline.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Chen, Yiding published the artcileDirect Copper-Catalyzed Three-Component Synthesis of Sulfonamides, Formula: C5H6BNO2, the publication is Journal of the American Chemical Society (2018), 140(28), 8781-8787, database is CAplus and MEDLINE.

Sulfonamides such as N-(phenylsulfonyl)morpholine were prepared in one step by coupling of aryl-, heteroaryl-, and alkenylboronic acids such as phenylboronic acid with cyclic and acyclic alkyl secondary amines such as morpholine and primary anilines and the bis(sulfur dioxide) complex of DABCO (DABSO) in the presence of Cu(OTf)₂ and 4,4′-dimethoxy-2,2′-bipyridine in DMSO. The method was used on gram scale and was used to prepare sulfonamides from drugs and drug fragments.

Journal of the American Chemical Society published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Formula: C5H6BNO2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Murugan, Karthik published the artcileGreen-Synthesized Nickel Nanoparticles on Reduced Graphene Oxide as an Active and Selective Catalyst for Suzuki and Glaser-Hay Coupling Reactions, Computed Properties of 197958-29-5, the publication is Applied Organometallic Chemistry (2020), 34(9), e5778, database is CAplus.

The present work disclosed the potential catalytic application of the as-prepared RGO-Ni nanocomposite in Csp²-Csp² Suzuki type homocoupling and Csp-Csp Glaser-Hay coupling reactions. A mild and benign methodol. to synthesize biaryls Ar-Ar [Ar = Ph, 3-MeOC₆H₄, 2-pyridyl, etc.] and 1,3-diynes R-CC-CC-R [R = t-Bu, 3-FC₆H₄, 4-EtC₆H₄, etc.] was demonstrated using the nickel nanoparticles supported on reduced graphene oxide (RGO-Ni) as a heterogeneous catalyst which was prepared using green reagents. A series of substituted biaryls Ar-Ar and 1,3-diynes R-CC-CC-R was synthesized in good to excellent yields via reduced graphene oxide supported nickel nanoparticles catalyzed Suzuki coupling of arylboronic acids and Glaser-Hay coupling of terminal alkynes resp. using 1,4-dioxane as a benign solvent. The present ligand-free catalytic system proceeded smoothly under mild conditions, avoided noble and stoichiometric metal reagents and tolerated sensitive functional groups such as nitrogen and sulfur containing heteroaryl boronic acids. Hot filtration test unambiguously proved the true heterogeneity of the catalyst and which supported for the further reusability of the catalyst for several times without any change in the activity. The easy preparation and simple magnetic separation, stability and reusability revealed that as-prepared RGO-Ni as a versatile catalyst for the synthesis of polyaromatic compounds both in academia and industries.

Applied Organometallic Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Computed Properties of 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Papillon, Julien P. N. published the artcileDiscovery of Orally Active Inhibitors of Brahma Homolog (BRM)/SMARCA2 ATPase Activity for the Treatment of Brahma Related Gene 1 (BRG1)/SMARCA4-Mutant Cancers, Synthetic Route of 18437-58-6, the publication is Journal of Medicinal Chemistry (2018), 61(22), 10155-10172, database is CAplus and MEDLINE.

SWI/SNF-related, matrix-associated, actin-dependent regulator of chromatin subfamily A member 2 (SMARCA2), also known as Brahma homolog (BRM), is a Snf2-family DNA-dependent ATPase. BRM and its close homolog Brahma-related gene 1 (BRG1), also known as SMARCA4, are mutually exclusive ATPases of the large ATP-dependent SWI/SNF chromatin-remodeling complexes involved in transcriptional regulation of gene expression. No small mols. have been reported that modulate SWI/SNF chromatin-remodeling activity via inhibition of its ATPase activity, an important goal given the well-established dependence of BRG1-deficient cancers on BRM. Here, the authors describe allosteric dual BRM and BRG1 inhibitors that downregulate BRM-dependent gene expression and show antiproliferative activity in a BRG1-mutant-lung-tumor xenograft model upon oral administration. These compounds represent useful tools for understanding the functions of BRM in BRG1-loss-of-function settings and should enable probing the role of SWI/SNF functions more broadly in different cancer contexts and those of other diseases.

Journal of Medicinal Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Synthetic Route of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wu, Fengtian published the artcile2,5-Dihydroxyterephthalic Acid Accelerated Cu(NO₃)₂.3H₂O-Catalyzed Homocoupling Reaction of Arylboronic Acids, Application of 2-Pyridinylboronic acid, the publication is Letters in Organic Chemistry (2020), 17(11), 877-883, database is CAplus.

A catalyst system derived from com. available Cu(NO₃)₂.3H₂O and 2,5-dihydroxyterephthalic acid is applied to the homocoupling reaction of arylboronic acids. This transformation provides a convenient approach to sym. biaryls with good to excellent yields (39%- 95%), and exhibits good functional group compatibility. Furthermore, biaryl can be prepared in gram quantities in good yield.

Letters in Organic Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is 0, Application of 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Cappelli, Andrea published the artcileDesign, Synthesis, and Preliminary Biological Evaluation of Pyrrolo[3,4-c]quinolin-1-one and Oxoisoindoline Derivatives as Aggrecanase Inhibitors, Application of 2-Pyridinylboronic acid, the publication is ChemMedChem (2010), 5(5), 739-748, database is CAplus and MEDLINE.

A small set of aggrecanase inhibitors based on the pyrrolo[3,4-c]quinolin-1-one or oxoisoindoline frameworks bearing a 4-(benzyloxy)phenyl substituent and different zinc binding groups were rationally designed and evaluated in silico by docking studies using the crystal structure of the ADAMTS-5 catalytic domain (PDB code: 3B8Z). The designed compounds were synthesized via straightforward routes and tested for their potential inhibitory activity against ADAMTS-5 and ADAMTS-4. Among the compounds containing the pyrrolo[3,4-c]quinolinone tricyclic system, hydroxamate derivative 2 b (I) inhibited both ADAMTS-5 and ADAMTS-4, with IC₅₀ values in the submicromolar range and an inhibitory profile very similar to that of reference carboxylate derivative 11. Conversely, the corresponding carboxylate derivative 2 a was significantly less active and unable to discriminate between ADAMTS-5 and -4. The structure-activity relationship anal. of pyrroloquinolinone derivatives 2 a-i suggests that the carboxylate or hydroxamate groups of compounds 2 a,b play a key role in the interaction of these compounds with ADAMTS-5 and -4. On the other hand, the oxoisoindoline derivatives 3 a,b lack significant ADAMTS-4 inhibitory activity and inhibit ADAMTS-5 showing IC₂₅ values in the micromolar range.

ChemMedChem published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Application of 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Okazaki, Shiho published the artcileIdentification of anti-HIV agents with a novel benzo[4,5]isothiazolo[2,3-a]pyrimidine scaffold, Safety of 2-Pyridinylboronic acid, the publication is Bioorganic & Medicinal Chemistry (2015), 23(7), 1447-1452, database is CAplus and MEDLINE.

3,4-Dihydro-2H-benzo[4,5]isothiazolo[2,3-a]pyrimidine is a newly identified antiviral agent against human immunodeficiency virus type 1 (HIV-1) infection, derived from 3,4-dihydro-2H,6H-pyrimido[1,2-c][1,3]benzothiazin-6-imine (PD 404182). The introduction of the hydrophobic 8-aryl substituent on the benzene substructure improved its anti-HIV activity, resulting in the identification of 6-fold more potent analogs. In addition, it was demonstrated that these isothiazolopyrimidine derivatives exert anti-HIV effects at an early stage of viral infection.

Bioorganic & Medicinal Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Safety of 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Arnold, Eric P. published the artcileOxidative Cyclization Approach to Benzimidazole Libraries, COA of Formula: C6H8N2, the publication is ACS Combinatorial Science (2020), 22(1), 1-5, database is CAplus and MEDLINE.

An efficient approach to the parallel synthesis of benzimidazoles from anilines is described. Library approaches to vary the N1 and C2 vectors of benzimidazoles are well established; however, C4-C7 variation has traditionally relied on 1,2-dianiline building blocks, providing limited chem. space coverage. We have developed an amidine formation/oxidative cyclization sequence that enables anilines as a diversity set for benzimidazole C4-C7 SAR generation in parallel format. The amidine annulation was achieved using PIDA or Cu-mediated oxidation to access both N-H and N-alkyl benzimidazoles. This library protocol has now been utilized for analog production in four medicinal chem. projects. Addnl., the synthesis of aza-benzimidazoles from aminopyridines was achieved via an analogous sequence.

ACS Combinatorial Science published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, COA of Formula: C6H8N2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Iribarren, Inigo published the artcileCations brought together by hydrogen bonds: the protonated pyridine-boronic acid dimer explained, Name: 2-Pyridinylboronic acid, the publication is Physical Chemistry Chemical Physics (2019), 21(10), 5796-5802, database is CAplus and MEDLINE.

According to the Cambridge Structural Database, protonated pyridine-boronic acid dimers exist in the solid phase, apparently defying repulsive coulombic forces. In order to understand why these cation-cation systems are stable, we carried out M06-2X/6-311++G(3df,2pd) electronic structure calculations and used a set of computational tools (energy partitioning, topol. of the electron d. and elec. field maps). The behavior of the charged dimers was compared with the corresponding neutral systems, and the effect of counterions (Br^– and BF₄^–) and the solvent (PCM model) on the binding energies has been considered. In the gas-phase, the charged dimers present pos. binding energies but are local min., with a barrier (16-19 kJ mol^-1) preventing dissociation Once the environment is included via solvent effects or counterions, the binding energies become neg.; remarkably, the strength of the interaction is very similar in both neutral and charged systems when a polar solvent is considered. Essentially, all methods used evidence that the intermol. region where the HBs take place is very similar for both neutral and charged dimers. The energy partitioning explains that repulsion and electrostatic terms are compensated by the desolvation and exchange terms in polar solvents, thus giving stability to the charged dimer.

Physical Chemistry Chemical Physics published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Name: 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem